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Fucking In An Internet Cafe

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49
ClaireBearAly
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@random
15 Oct 2019 2:18PM
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The following is not real. Some of you know have known me will recognize some of the people, but this is not how this actually happened. People suggested I try writing something else so here you go.

So, Im going to be straight up for a second. I think about fucking everyone I meet. I think about how they would feel under my hands. Or how I could make them cum. I think about what kinky stuff they might be into. Is the fat old charge nurse into anal? What would that paramedic do if I asked him to piss on me? Would the clerk that checked me out at the store rim me if I went down on him?
All of these and more race through my mind. Normally I push them out of the way. Sometimes I dwell on them, and try to find out. And that’s how it was with my father in law.
From the moment I saw him, I wanted to fuck him. Joe and I had just started dating and we had gone to his parents house. My future father in law (lets call him Frank) was a runner. Not just recreationally. He liked to do marathons and shit like that. As such, he was in amazing shape. Athletic and slim. His muscles were well defined under his skin, and he had the sharp facial figures like a sculpture. His hair was still black, aside from the gray that had begun to appear at his temples.
To be fair, I was in shape then too. More than one, actually. They were just circles of various sizes.
From that day forward, I wanted to fuck him. I wouldn’t say I was obsessed, but I did think about it often. I was still occasionally fucking Joe’s brother, so I would find myself comparing their cocks. Joe’s wasn’t small, necessarily, but it lacked his brother’s girth. I began to wonder what it would take to get Frank to fuck around on his wife. He had raised one son to have an intense moral direction. Joe doesn’t like anything I like in the bedroom, mostly because he finds it degrading to me.
On the other hand, his other son was a complete dirtbag. He was the one that came on to me first. To be fair, I kept it going after the wedding, but he could have said no. What kind of a guy fucks his brothers wife the day they leave for their honeymoon?
So what kind of guy was Frank? One of his sons was an outlier, but which one? And then what kind of woman would not only entice him to cheat, but to fuck his sons wife as well. It was the kind of challenge I rose to. I had to find out. It would be quite the accomplishment, fucking all the men in a family. Well, aside from mine, I guess.
It would be a process. A long one. Find out if he would cheat. Find out if he would cheat with a fat girl. Find out if he would cheat with a fat daughter in law. Finally find out if he wanted a whore or an angel. I could do either, but angel was temporary. I would see him pretty regularly, once week or so, more often during the summer. He had a pool, you see, and Joe loved to swim.
So I got to work. First step was to see if he was even interested. I waited until the next time we went swimming. That would be a few weeks away, so I contented myself through masturbation that mostly involved him and my dad tag teaming me. By the time we were actually going, not even these clit sessions could tide me over.
I had thought about doing a two piece, but I couldn’t bring myself to do it. So I settled on my one piece. It would be sufficient for this. The changing room was their bedroom, and it had a sliding glass door that led to the pool. There was a curtain to pull to cover it. I thought about leaving the curtain open, but there was never a time when he was the only one in line of sight. Disappointed, I headed to the pool to join the others.
It was while swimming that I saw my first opportunity. The pool itself was a saltwater pool, and at one end was a hot tub fixture that overflowed in a waterfall into the pool itself. Frank was standing by the waterfall, talking to Joe, who was in the tub. I dove under the water, and while I swam to the waterfall, I adjusted by suit so that I had a nipple peaking out. I wasn’t able to be sure, and I didn’t want too much to show, but it was a gamble.
I rose out of the water next to Frank, my left nipple exposed. I slid up next to him and asked what they were up to. Joe couldn’t see my tits from his position, No one else would be in line of sight if I turned towards Frank. Slowly, with the waterfall falling on me, I turned towards him and asked him what he was drinking.
He looked to me and opened his mouth to answer, but his eyes went right to my tit. I held my breath. Would he say something? Would he freak out? Would he just stare?
The latter. As he responded to me, I slowly exhaled the breath I had been holding. His eyes were flicking between Joe, me, and my nipple. I was looking him over too. His chest had a small v shaped patch of graying hair, his nipples sat flush against his body. His neck was ridged by firm tendons and muscles. Fucking hell he was sooo hot. Joe began moving toward the stairs so I dipped down and fixed my suit.
I swam away eagerly awaiting my next chance. I was optimistic about this thing for the first time. Pushing the envelope and taking chances were such a turn on for me that I was spent the rest of the swim time rubbing my clit hidden by the water.
We caught eyes a few times after that, but he didn’t really betray anything else. A plan took form. I would be the last to get out. I would go into the room to change, and somehow entice him in there once I had stripped out of my suit and covered myself. Then, a quick flash, or something. I wasn’t sure yet.
As luck would have it, Frank and I were the last two. Improvising, I got out and piddled around outside until Joe had finished changing. I went in, and began to look around the room for something to give me an excuse to get him in here. I had to hurry, and act while he was alone in the pool area. If anyone else was there, they might come instead.
It didn’t take long. There was a hamper in the bathroom for towels, but Joe had been Joe and just piled them on top of it. Under the pile of wet towels, it might be missed. I stripped out of my suit, and wrapped myself in a dry towel. I rushed to the door and looked out. He was still alone, but he was out of the pool.
I slid the door open. “Hey Frank. Where do I put my towels?”
He looked at me in the towel, and flipped his head to the main doors into the house, possibly to see were everyone was, then back to me. “I-In the bathroom, Claire.” He said.
“I looked I don’t see it. Can you show me?” I asked. Deliberately I looked down. His wet trunks clung to his body. It wasn’t hard to see the outline of his cock, hanging flaccid, along his body. It was hard to gage, but he looked bigger than either of his sons. I let my eyes linger, then went back to his face. I bit my lower lip.
Wordlessly he started towards me. “Thanks, Frank.” I said, retreating back into the room before he got there. Now what? I thought to myself. Just dropping the towel would be a high risk high reward situation. If he reacts poorly, it might be impossible to say it was just an accident. Instead, I sat on his bed, facing the bathroom. I spread my legs, leaving the towel on, but parted just enough.
He came in and stopped. My breath caught again. For what seemed like an eternity he stared at me. He smiled slightly, but it was gone as quick as it came. He moved to the bathroom.
“Oh.” He said as he rounded the corner. “Fuckin’ Joe.” He said. He leaned down to begin picking the towels up. He turned his head to me. His eyes right between my legs. I know he could see my pussy. “Does he at least put thigs away at home?”
I just shook my head, looking at him. He looked away and stood. “Well, there’s the hamper. You can put the towel in there.”
I stood, bent over to grab the wet one I had used, and walked into the bathroom, passing him in the door way. I turned sideways, ass to him, as I slipped through. I stuck my ass out, and brushed it across his groin, feeling his bulge as I did so. I dropped the towel in the hamper.
I turned to Frank. He was staring at me. “Can you hand me my clothes? They are on the bed.” His face was red as he turned and proceeded into the room. As soon as his back was turned, I went for it. I dropped the towel. He returned and stopped as soon as he saw me. “Thanks.” I said. And I took the clothes. He stared at me. At my tits. My pussy.
“Claire, I-“ he began. I closed the door.
Fuck. I needed to cum. I heard the door slide open and then close. I thought about his cock, I thought about him pinning me in the doorway and forcing it into me. I wondered if he would try to fuck my ass. My fingers went to my clit. It didn’t take long before I was cumming.
After, I took stock of where I was. I had gone for broke. It hadn’t blown up in my face. And I felt like I knew he would cheat. I felt like he liked big tits, and I felt that he wanted me to be slutty. Maybe this would be easy.
I was wrong. The next few swim days he was noticeably absent. His wife had said that he was running errands or something like that. She never seemed bothered. I fucked myself after one day imaging he had told her and we were going to have a threesome.
The next chance would be an unexpected one.
It was Labor Day. I remember because I was off and Joe worked, taking the double time that he would get. Joe was already gone when I woke, and knowing that I would have 7 hours in the house alone had me wet thinking about who I was going to have over to fuck. I had begun to flip through my contacts when the phone rang, the caller ID showing it was Joes cell. My heart sank. He had to be telling me that he was coming home early.
“Hey, babe.” I answered, forcing a yawn.
“You just getting up?”
“Yeah. Whats up?”
“I need you to do me a favor. I need you to go into the garage and grab a tool and bring it to my dad.” He said.
I sat straight up. “Yeah I can do that.”
“Mom has the car and she’s out at my aunts. He told me not to worry about it, but hes been looking forward to this project for a while.”
“Sure!” I jumped out of bed as he talked me through the garage and the location of the tool. Once identified, I let him go, and began to plot my course of action.
He was clearly hesitant. But he couldn’t trust himself around me. He knew what the game was, he knew he would lose, and he was just trying not to play. I needed to be able to get him to the table.
Clothes would be key. It was a little cooler, too cool for shorts, but leggings would work. No panties. The top would be a little trickier. My tits are huge, H Cups. Braless wasn’t an option, but I had an ill fitting balconette that let the tops of my areolas pop out if I positioned it right. A white camisole and light black sweater completed the outfit. I checked myself out in the mirror. A quick tug on the camisole brought a hint of areola into view. Perfect.
I went out to the truck, threw the tool in the back and headed off to my in laws house. The whole ride over there I had the butterflies in my stomach that were my vice. That anticipation of something new and different. The pushing of boundaries, the taboo of the act, the risk of getting caught. All were combining to give me a high that nothing else could touch.
By the time I pulled into the gravel driveway, my pussy was aching. As I rolled to a stop, I realized I hadn’t even thought about what I was going to do. I had been so preoccupied thinking about fucking him, that I hadn’t even bothered to think about how I was going to do it.
As I got out of the truck, Frank came out from the side of the house. He was in jeans and a long-sleeved red shirt. Sawdust clung to it. He stopped when he say me, but then continued on.
“What are you doing here, Claire?” There was a tinge of anger. Good.
“Joe told me you needed this.” I went to the back and pulled out the saw.
“Yeah I told him not to worry about it.”
“Well he worried.” I passed the saw to him.
He looked me up and down. “Tell him thanks.” He said and then turned with the saw and headed back to the house.
Fuck. This wasn’t working. I watched as he turned around back. He was resisting, but I saw it in his eyes. I know that look. Seen it in plenty of men’s eyes. I pulled the black sweater off, threw it in the truck, and headed off in his footsteps.
I rounded the corner and saw him in his workshop. Formerly a detached garage, he had turned it into his hobby room a few years ago. There was a piece of wood on two stands that he was measuring. A few stools and chairs littered the perimeter of the shop. When he saw me, he stopped and sighed.
“What are you working on?” I asked.
“Claire, why are you here?”
“Im bored.” I said, biting my lip. “Joe is at work, and hes not as entertaining as he could be even when he is home.
“W-well I got a lot of stuff to do here, and I’m not going to be entertaining anyway.” He returned to measuring.
“Well, anything is better than being alone at the house.” I found one of the rocking chairs and sat in it. So far, so good, but I was running out of moves. The silences persisted for a few minutes while he measured and marked different pieces of wood. Then it hit me. I had a plan. All I had to do was wat for my opening.
It didn’t take long. After about 5 more minutes of silence, he left to go inside to get something. I took my shot. As soon as he was gone, I jumped up and headed for the pool. Flipping the cover on the control panel, I flipped the tub to on. I raced back to the shop, and I stripped off all my clothes, placing them in the chair I was sitting in. I then raced through the brisk air to the tub, where I slid in.
The water was ice cold. My nipples immediately hardened. The water coming from the jets was warm, but still, my teeth began to chatter. I prayed the water would heat up quickly.
I heard the side door open. He was heading back into the shop. It didn’t take long before he rounded the corner. I waved at him. He slowly walked over.
“Claire. What the hell are you doing?”
“Entertaining myself.” I said. I made a show of pushing my hands down to my pussy. “Since you wont, I have to find something to do.”
“This ain’t right, Claire. Theres something wrong with you.”
I smiled and closed my eyes as my fingers slipped inside me. “Mmmhm.” I moaned in agreement. “Very wrong.” I said.
He watched me finger myself. He didn’t leave. I went all in. I stood and began to walk out of the tub. The chill in the air brought my chattering teeth back. “I’m going to go into the house and Im going to be entertaining myself. If you are bored, you should follow me.” And I headed for the sliding door.
I entered, thought about the couch, but decided against getting it all wet, and went to the floor instead. I got down on all fours, ass in the air, and began to play with my pussy. I rubbed my asshole too.
I heard the door open and smiled. I had won.
I rolled over and lay on my back. He stood over me. He began to undo his jeans and I moved to my knees. “You are going to love this, Frank.” I told him.
I was eager to finally see this cock. As his jeans fell I reached up and took his boxers in my hands, I pulled them down.
It was wonderful. Bigger than either of his sons. A good 6 or 7 inches, if I have to guess, but thick. His balls hung in a sack covered in gray pubic hairs. I opened my mouth, and licked the length of his shaft, my eyes locked with his. From the tip to the base, and then back again. He began to grow. I took him into my mouth and began to suck. Using my mouth, suction, tongue, suction, tongue. He grew to an impressive level of fullness in my mouth. I pulled it out.
“Gag me, daddy.” I said before plunging down on it again. This time I felt him hit the back of my throat and the first gag began. I felt his hand on the back of my head as he held me there. Oh yes. He wanted a whore. I’d give him that.
He let me up and I pulled back, rubbing the slime covered cock on my face. “You are so much bigger than Joe.” I said.
“Shut the fuck up.” He said and he forced it back in my mouth. Another round of gaging began. When he let me up from it, I went back to his balls, letting the cock lay across my face. I licked and gently sucked each ball, and then I moved lower. He moved back. He looked at me confused. “What are you doing?”
Poor bastard. He’d never been rimmed. I smiled. I stood and undid his shirt. Once off I sucked and nibbled at his nipples as I walked him back to his chair. He fell down into it. I returned to my knees and the blow job. Building up a good supply of saliva, I worked down to his balls again, and then to under them.
It was clear he had been working, but it turned me on even more. Lower and further I pushed, my tongue searching for his ass. I could hear him moaning. I reached up and grabbed his cock. Mainly to keep him from jerking it and cumming too quick. I finally found it. I thought about how wanton and whoreish I was being. On my knees, with my tongue on my husbands fathers ass.
“Fucking hell, Claire.” He moaned. I pulled out.
“Betty doesn’t to that, does she?” I smiled.
He shook his head and stood up. It was his turn to take control. He turned me around and began kissing my neck and rubbing my tits. I felt his cock pressing into my back. He reached down and inserted a finger into my pussy. I felt him pushing me down and over. I resumed my position on my knees, my shoulders and head on the carpet.
“Fuck me daddy.” I said.
“Where?” he asked
“Anywhere you want.”
“Does he do anal?” I shook my head no, preparing for the possibility that I was about to take a pretty big cock in my ass. “Just my pussy.”
I felt the head at my ass. I reached back and spread for him. “Yessss, daddy.” He began to push in. I gasped when he first popped in. We had no lube, aside from my spit, and he was bigger than any I had been buttfucked with in a while. I let my cheeks go. The pain was reaching my threshold. I took my other hand and went to my clit, hoping to off set it.
That seemed to work. The searing pain became more bearable. “Im a whore. Im a whore. Im a whore.” I began to repeat to myself reminding myself that I wanted this. He began to slid in and out.
“Do you fuck Bettys ass, Frank?”
“Call me daddy.”
“Do you fuck Bettys ass, Daddy?”
“Not in a while.” It turned me on even more that Betty used to take dicks in her ass.
“Pull my hair daddy.” He obliged as he began to pick up speed. He had the stamina I expected from a runner, as well as the endurance.
He was pounding my ass now. My own fingers had brought me to the point of climax. I screamed as the cum took me, clinching my ass around his thick invading cock. I fully expected him to cum. But he slowed down. Not wanting to hurt me as my ass was clenching, he slowed, delaying his own satisfaction.
As soon as I subsided, we resumed the fucking. His relentless assault on my body. I couldn’t wait to have him fucking my pussy like this. “Im gonna cum, Claire.” He exclaimed.
“Do it daddy. Cum inside me.”
With a shudder he did. With each pump he moaned and shook. I couldn’t feel him cumming, but I knew it was a lot. I only felt it as he fell out of my ass. He fell next to me, catching his breath. I moved to my side and snuggled up next to him. “Good?” he asked me.
“Better than both your sons.” I smiled.
He looked at me shocked for a moment. Before he began to smile, letting his head fall back to the floor. “Wow. You are a whore. But you are an amazing fuck.”
I smiled and looked down at his cock. The cum coated it, but it didnt look bad. I leaned over and took it into my mouth. He looked at me with a mixture of lust and confusion. I felt his cock twitch a little in my mouth.
I pulled off it. “I want you to fuck my pussy next.”

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14
Anonymous
@confessions
28 Jul 2021 8:10PM
• 2,369 views • 0 attachments
[ − ] thread [ 10 replies ]

(Okay, fixed the issues, even though it shouldn't have been, hopefully no deletion this time)

So I have decided to finally share some of my exploits here after years of lurking.

This happened about 5 years ago when I was traveling the UK, and it will be a bit long and detailed (SKIP TO GOOD STUFF AT THE THE >>>> MARKS). I was traveling on a work holiday visa to the UK (right after finishing my University degree there) and had been living there about a year already. Worked at an ice cream shop casually for that year to make money so I could travel around the UK and Europe (before brexit fucked up the free shengen visa access). It was a great place to work with good pay. Not really too busy most of the time so I got to chill and relax in the back watching TV shows or playing games most of the time. Boss was totally chill and never around, he had other more important businesses to manage, so I had complete control of the place and he trusted me (nothing to really lose there either).

So this girl used to come around once in a while and we used to talk casually when she came in. She was a shy Indian girl, about 5'5'', nice slender body with thick thighs and at least C cup breasts. She was 19 when I first met her and was 20 by the time of this incident. I was 26 at the time and didn't really notice her sexually for the most part even though she was quite attractive and submissive sounding. I loved her accent obviously, being from the states, I welcome almost all European accents.

So overall we had a fairly good relationship and she would come in to talk more and more. The conversations would be lengthy as well since I had nothing to do. At this point I kind of wanted to have a go at her, but didn't have any opportunity to engage, since she was always shy and at a distance. Well, my break came in a tragic way, which as a sexual degenerate, I took full opportunity of. One day she comes in, kinda down and I ask her what was wrong? She tells me that one of her friends committed suicide, and right there and then my brain goes "jackpot". Before she could even go to the next part of the story I immediately started saying "OMG, I am so sorry that happened" (I didn't really care, I don't really deal with emotions). Got out from behind the counter, and before she had a chance to regroup, went in to give her a hug. I just approached her with a concerned look with arms slightly outstretched, saying, "Are you alright?". She kinda took the hint and reluctantly prepared for the hug which was just enough signal for the go ahead to me. Hugged her fairly tight and had my arms around her shoulders and pushed her head into my chest (in a consoling way). Then immediately pivoted to, "Lets go talk about this". Quickly moved to the door, locked it (no one comes in at this time anyway, and I didn't care). Then turned to her and put my hand around her small back to guide her to the back room.

These action were key to getting her comfortable with me physically because casual contact with chicks is how you break into the game, and shy chicks usually do not give you a chance. Couldn't believe my luck, because this chick had the body I like, cute accent, mannerisms and face, and submissive by what I could tell (JACKPOT). The age difference is what kept her and myself at range but I couldn't care less now.

So now we are in the back room. Sat her down on the couch next to me and turned slightly to her to "talk" about the incident. She had been in here with me before, but didn't sit next to me, just across on a chair. We used to come in there once in a while when we were talking for a while and I wanted to sit (no seating outside). Anyway, I was here to play the long(ish) game and so decided to "listen". Anyway, she said all sorts of stuff I do not remember, but every chance I got, I would go "Awww, that's so sad/tough/whatever" and hug her. Didn't wanna rush anything but still took my chances and crept my hand closer to her ass every time. By the end I just let me hand stay right at the junction of ass and back, while I listened to her. I decided not to do anything at this meeting, but the game was already on and from this point it was going to be easy.

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Anyway, the next few days she would come in, and I would not always greet her with a hug, and unlike before, this time my hands would apparently slide down from her mid back to small back during the hug. She was comfortable with that and being close all the time. We would talk in the back room and she would sit pretty close. Like 3 days after this all started, I decided to take my chances and steered the conversation to boyfriends and sex life. She obviously didn't have one because she was sheltered by parents and what not. She had had one boyfriend and they just made out if even that. She mentioned something about liking making out but hadn't done that in a while and I immediately went with the "Aww (insert some crap here)" routine and playfully said, "Here, I'll help you out". I went for it, and she took it hesitantly (they love confidence). At this point I just went in full french (in a slow romantic-ish way), and she went along (I could feel the discomfort and it just turned me on more). Put my hands down her waist and now on her hips. Made out like this for a couple more minutes and decided to leave her wanting more, so cut it short. She kind of giggled and I contemplated going in again, but decided to bide my time. Made some excuse about work and sent her on her her way.

Next two days, she would just come in and we would go to the back and make out. At this point she would sit, straddling, on top of me and I would fondle her ass and waist and back while we made out. I eventually turned her around on me kissing her from behind, and started feeling up her stomach and thighs (on the outside) and slowly crept up her chest until I was able to lightly caress her breasts in passing. Another day and I was fully fondling her tits over her clothes. The next day she was wearing a slightly low cut top and skirt, and the moment I saw that I knew this was going to be the day I could get it all (or most). The second we were making out I had my hands on her ass under the skirt. Feeling the skin on her ass felt amazing, I was hard as fuck and she probably could notice but didn't show it. I eventually turned her around and started kissing her from behind, feeling up her thighs. Then, slowly creeping up, started feeling up her chest and cleavage. Slowly started creeping into her shirt from the top, had my right hand and creeping down her left breast. As soon as my middle finger brushed her nipple she jumped a bit and put her left hand on my right. This is where I took real control and grabbed her left wrist with my left hand and firmly whispered "Relax" and resumed making out. Took her hand off mine, moving it firmly back to the side and cupped her right breast fully. Now I had one hand on her inner left thigh and the other playing with her tits. Both of her arms were to her side and I maintained a bit of pressure from my arms to hold them there while I felt her up. Made out more forcefully too and she completely submitted. After a while, wrapped it up, got her ready to leave. Before she left, I told her to "wear a skirt and blouse tomorrow" with a serious look, kissed her and sent her home.

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Next day she came in, wearing a skirt and blouse and I didn't waste time getting to work. This time, just lifted her blouse above her tits, pulled the bra down and started playing openly (she was kinda stiff, and so was I). Then, still exposed, turned her around and started making out with her facing me. Put my hands on her ass and almost right away got under her panties. She kinda squirmed but I just pulled her in to assert myself. Squeezed her ass cheeks for a bit and then just brushed my middle finger against her asshole. This made her shudder and I took that to mean "GO TIME". Started rubbing her asshole with my middle finger and moved my other hand to her pussy from behind and started gently rubbing her VERY wet cunt. Then swapped hands to rub her asshole with her pussy juice, so I could be a bit more forceful. Had one finger slowly rubbing and even went in slightly. Pulled her panties down so they were out of the way. She was squirming the whole time which almost made me jizz, so good. At this point, I pull her back a bit, and said "Hey, I need you to do something for me". Still with her tits out and panties down, knelt her down in front of me (she knew what was coming). Pulled my dick out swiftly, turned her head up (she was focused on the dick), looked her in the eyes and said "Suck me", and then forced her head down towards my cock. I could kinda feel the resistance and hesitation, which made me even harder. Slowly moved her mouth to my cock and slid the head into her lips (FRICKIN AMAZING, couldn't believe everything was moving as swiftly as it had). Told her to lick the top and get it wet. Slowly started thrusting deeper in until she started to gag a bit half way down. That was her limit for now and so used that as a marker to move her head up and down to that point, pushing a bit lower occasionally. At this point I could get myself to come using her head so decided to keep her going. Took one of her hands and put them on my balls, told her to "Massage me a bit", which she kinda just moved up back and forth (good enough for now). After a few minutes, decided to stop holding back and picked up the pace. Stood up and started moving more freely. As I approached my climax, I pulled her off my dick, turned her head to me, looked into her eyes and said "I am going to cum in your mouth, it will be cleaner that way". She kind of nodded and so I resumed fucking her mouth. I could now feel the tingling in my balls, had a huge smile on my face as I approached the point. Started getting faster and faster and then started EXPLODING in her mouth. Honestly felt like a good 8 or 9 spurts before I came down. She had her eyes closed tight and was focusing on what was happening in her mouth. Slowly pulled out of her mouth and saw her swallow it (BONUS). Turned her head up to meet my gaze, smiled down warmly at her, said "Thank you, that was great" and kissed her lightly on the forehead. Could tell she was kinda still catching up to what happened, so moved things along. Got her on her feet, told her to go "freshen up" in the bathroom. She came out after a few minutes, and I sat her down, lightly made out (they like to cuddle after or something) and then sent her on her way.

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Next day she came in wearing yoga pants and a t-shirt, which got me hard right away. The fact that she was coming in so often now just signaled to me that all was well and I can now have my way with her. Now, since she was fairly new to all this, I decided to start doing all the weird shit I liked first, to make it seem like it was all normal. She was far less experienced and wouldn't question anything hopefully. Took her to the back, started making out while still standing. Peeled her pants and panties down and started playing with her ass. At this point I decided to go much further just because why not. Told her to take her pants off completely, which she reluctantly did. Then started making out with her and just pulled her top right off. Then took her bra off and she was making out completely naked with me (while I was fully clothed). The disparity was HOT as fuck and I could tell she wasn't comfortable at all with this. So I decided to make things even more uncomfortable. Guided her to the couch, get her on all fours on the couch and then pushed her head all the way down while putting pressure on her back to make her arch. Perfect head down ass up position and then told her "don't move". With the lights on, I had a beautiful view of her pussy and asshole, it was all I could do to hold back from just pulling my dick out and shoving in all the way. Started playing with her ass and pussy. She was visibly dripping down her legs. Kept telling her how went she was, and she would just quietly whimper and moan. At this point, I decided to start fingering her pussy and ass. Slowly slid a middle finger in each and started working them in and out. Slowly pulled the finger out of her ass and took it to the next level. Told her this finger wasn't wet enough and told her to open her mouth. She did just as she was ordered and I swiftly put the finger in her mouth and started rubbing it over her tongue. Making her go ass to mouth here would set me up for all my favorite shenanigans later. She took it like a champ, told her to spit on my finger and make it wet, which she did. Then started working her ass again, occasionally pulling out to "wet" the finger again. A few minutes more of this and I decided to make her cum. Started working her clit and pussy and within seconds she started shuddering and then fully vibrating for a good 10 seconds. Honestly hadn't seen an orgasm that intense, and she sounded like she was using all her power to suppress violently moaning out. After her orgasm subsided, she did her best to maintain her posture but couldn't so I let her collapse. Sat down next to her head and slowly caressed her asking her "How was that?". She didn't really answer but nodded slightly and was just catching her breath.

After a few minutes of rest, it was my turn. Just pulled my pants off, whipped out my dick and moved her into position. Told her to suck me off and she started to slowly do that. BUT NOW, it was time to get to my favorite part. I love me some rimjobs, always have, always will. I have been able to get every girl I have been with to lick my ass whether they wanted to or not. Most do not even say no if you are assertive enough. The best is to do it when in the heat of the act and they just do it cause there isn't any time to think about it. This time though, I basically wanted her to know what I was making her do. It's hotter when I know they are aware of the fact that I am going to make them lick my ass (its not a glamorous place to be). While she was slowly sucking me, I pulled her off my dick and guided her to my balls while looking in her eyes. Told her to "Lick my balls" in a firm manner and she complied. Let her do that for a bit to normalize that. Then slowly started pushing her head lower while raising my legs. Told her "lick me under the balls, lower down" as I slowly guided her head over my taint (this is also THE BEST, very close second to full on rimjob). I let her lick there for a bit while I slowly raised my legs. At this point I had her face firmly against my taint where she was licking as told. This felt amazing but I had to move to the best yet. Slowly started pushing her head down (and she started resisting knowing what she was approaching). Said "OH yea, that feels great, lick my asshole" with some urgency and firmness. At this point, I pushed her head lower and her tongue started licking at my asshole. Started letting her know "OH shit, that feels great, keep going". Now I let go of her head to see what would happen, she licked a bit and started wandering higher. I FIRMLY pushed her head back down and told her "keep licking my asshole, don't stop until I tell you". I started jacking off and edging myself while she kept licking. I could feel how uncomfortable she was, and knowing she was still doing it made it SUPER HOT. Didn't really want that to end but all good things do, so had to start wrapping up. Started jacking off faster and as I approached orgasm, I pushed her back, stood up, told her I was going to come, told her to open her mouth, shoved my cock in and exploded even harder than last time. She was visibly choking on the cum trying to swallow it (it must have shot straight to the back, always gets them by surprise). Finished cumming and pumped her mouth for a bit to enjoy the feeling. Pulled her head off my dick, took this opportunity to degrade her a bit more by wiping my cock clean on her cheeks. Looked into her eyes and told her "That was amazing, you're the best". She smiled shyly and I sent her to get cleaned up. Did the whole "cuddle" routine after and sent her on her way. BEST DAY EVER so far, decided to plan out the next day and how I would approach fucking her.

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Out of time now, will come back to add the rest.

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fredmiller
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24 Dec 2016 11:52AM
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How It Started 4
Jack drove off and I was laying a crossed the seat. Jack said “Don’t make a mess on my seat bitch. Put that plug back in your ass.” I looked up and told him that the bum had taken it. He roared with laughter and said “Well stuff your panties in your ass. If you ruin my seats I’ll beat the hell out of you.” I reached down and grabbed my thong and wiped my ass. There was gel and cum running out so I balled them up. I pushed them into my asshole to stop it from leaking. I got my shorts off the floor and put them back on. I was exhausted, and then Jack said “My cock needs sucking. Get your ass over here and suck it. I’ll make a deal with you. If you can make me cum in your mouth before we get home you can just relax the rest of the day.” I got turned around so I was lying on the seat like earlier and undid his pants so I could pull his cock out. I started sucking his cock when I thought I don’t know how close to home we were. My mind was racing thinking of how much time I had. I really wanted to be able to rest when we got home. My ass still hurt and I felt dirty after being close to that bum. I started working on his cock like I was dying for it. I could tell he wasn’t in a hurry because he never grabbed my head or pushed his cock in my mouth. I said to myself I can do this. I took him all the way down my throat and held it there. I even tried working my throat like I was swallowing thinking that would help. He started to move around like he was trying to get away from my mouth and I thought he must be close. He was getting ready to cum and he said “Oh Fuck Sue, I got to pull over.” I felt the truck turn and come to a stop. He grabbed my head so he could start fucking my mouth. In just a couple of minutes, he came in the back of my throat. I swallowed his load thinking I had done well. I got a good feeling knowing that I wouldn’t have to do anything for the rest of the day. I would be able to clean up and rest while trying to figure out how I was going get out of this situation. I pulled my mouth off Jack’s cock and he opened the truck door. Jack said “Nice try sissy but, we are already home.” I sat up and saw that we were sitting in the driveway of our house. “Now get upstairs and get cleaned up. Put on one of your new outfits. I’m going to take a nap.”
I couldn’t believe that we were home. Now I had to go to my room and get ready for god knows what. I want to stop this madness but, I didn’t know what to do. I got the stuff I had bought today and thought how I was going to pay for all this stuff. I ran up to my room and turned the shower on and sat on the floor and cried. I reached back and pulled the thong that I had stuffed in my ass out. It was nasty with cum and lube. My ass still hurt from the fucking the bum gave me. My dick was still locked up but, I did notice my dick did leak some cum while my ass was being abused. I wished I hadn’t bought such a good one so I could get it off. The water in the shower felt good on my skin. It washed the stench of from the bum and soothed my ass. I got out of the shower and sat on my bed wanting to lie down. I knew I had better be ready if Jack called me. I brushed my hair and decided to pull it up in pigtails because that was easier than anything else. I put my makeup on and remembered that nobody at the mall even noticed I was a man. I started to take pride that I could look like a woman. I spent a lot of time on my hair and makeup and realized I better get dressed. Jack had made me buy a lot of stuff. I had new panties, bras and stockings. He made me buy shorts, skirts and all kind of shirts. I decided to put on a matching set of a lacy bra and thong. I’m still not sure why he wanted me to wear a bra. All my clothes were very revealing so it didn’t make much difference what I chose. I picked a very short skirt and a low cut shirt that matched. I put on thigh high stockings and a pair of heels that a prostitute would wear. I had never walked in heels before so I walked around the room to practice. I had been a couple of hours so I sat on the bed to wait for Jack to call me. I thought that he would probably think I should have a plug in me. I opened my nightstand drawer and got out the only other plug I had. It was a lot smaller than the other one. I figured I was going to get fucked in my ass so I got some lube and squirted some in my ass. I pulled my thong to the side, inserted the plug and it slipped right in. My ass was so stretched that it didn’t really resist the penetration. That when I heard Jack called “Sue I need you down here now.”
I went downstairs and heard the TV in the front room. I walked in and Jack and John were sitting on the couch. I knew it was only a matter of time before Jack would tell his brother. I looked up at their big screen TV and a video of me sucking Jack’s cock was playing. Jack said “Come in here Sue and meet my brother John. John, this is our new roommate Sue.” I walked in front of the couch without looking at either one of them. For some reason I felt I should say “Hello John, It’s a pleasure to meet you.” I never looked up and Jack told me to sit on the couch with them and watch a movie. When I walked to the couch they slid apart so the only place that there was to sit was in between them. As I sat down I felt Jack’s hand slide under my skirt and squeeze my ass cheek. He told me my new outfit looked nice and I think I blushed. Jack said “John don’t you think Sue looks hot.” John just nodded yes. I think he was stunned by the whole episode. When I looked back at the TV it was me slamming my ass back on Jack’s cock. We sat there and watched as I fucked Jack’s cock and then beg him to cum in my mouth. Then the scene changed and I was sucking his cock in the truck while fucking my ass with the plug for the truckers. Jack was rubbing my leg like I was a girl that he was trying to feel up. The next scene was of me begging the bum to let me suck his cock and then it switched to me being slammed down on his big cock. I never even noticed that Jack was recording me in the truck. My ass tingled just looking at the bum’s cock on the TV. It looked even bigger than it looked today.
Jack said that the movie was making him horny and asked John if what he thought. John never said a word; he just unzipped his pants and pulled his cock out. His cock looked a lot like Jack’s, I guess because they were brothers. He was a little thinner but, was a little longer. I knew what was next; Jack pushed my head down towards John’s cock. I didn’t fight because I knew it was pointless. I knew Jack could overpower me than I didn’t stand a chance against both of them. I just leaned over and put my face in front of John’s cock. I opened my mouth and started sucking him down my throat. I started to slowly fuck John’s cock with my mouth. I felt Jack move around behind me. He grabbed my hips and lifted them so I was up on my knees. He flipped my skirt up to reveal my ass. Then all of a sudden “SMACK” he slapped my ass hard. When he did it I gasped and sucked John’s cock all the way to the base. I lifted up off John’s cock and Jack smacked my ass again and again. John must have like my throat because he grabbed the back of my head and pushed me down on his cock. Jack continued smacking my ass while John held me down. I couldn’t breathe and thought I was going to pass out when John pulled my mouth off his cock. I gasped for air and pushed me back down on his cock. This continued for awhile. My ass cheeks were burning and so were my lungs from being choked. John finally pulled me off his cock and let me catch my breath. Jack had stopped smacking my ass and told John to come look my ass. John got up and moved behind me. John said “Damn Jack you really whooped that ass.” I felt my thong being pulled to the side and heard them laugh. “I told you she was a slut.” Jack said.
I felt a hand reach between my legs and grip my dick that was in the cage. They pulled on it really hard trying to see if it would come off. They twisted and pulled. Even though they were being rough it wasn’t that bad to have them playing with caged dick. They both started laughing saying it would take a tow truck to get it off. They let go of my cage and started playing with my plug. One of them pulled a little and it came right out. Jack said “This one is too small for you Sue. We’ll have to get you one that fits better.” They both started laughing. I guess the lube started leaking out of my ass because I felt a hard slap on my ass and Jack yelled “Who told you could use lubricant.” I had made him mad and I knew that was not good. He said that I needed to be punished. He grabbed my shirt and pulled hard, ripping off buttons and pulling it off of me. He started wiping my ass to remove the lube. Then he shoved his shirt covered fingers straight in to me. I squealed and pleaded for him to stop. He would shove his fingers in and twist them around. Jack said “Help me out Bro.” John gets beside me and reached back to pull my ass cheeks apart. He pulled really hard and I could feel my ass being pulled apart. Jack returned to stabbing his wrapped finger in and out of me. I heard John say “Just stuff it in her Jack” Jack started using his fingers to try and stuff my shirt up my ass. I don’t know have much he got in me but, my ass was hurting. He pulled it out and threw it on the floor. Jack said “Open her up Bro and see if we got her clean.” John pulled my ass cheeks apart until I thought my ass was going to rip. All I could think about was I had two men staring onto my gaping asshole. I started to get aroused and wondering why I felt like this. John said “I think you got it all.” Jack grabbed my neck and pulled me up. He said “Your mouth is the only lube you get unless I tell you to. Understand sissy!” I nodded yes and he pushed me back down.
They both got up and pulled me to the middle of the living room. John said “This should be good.” That when I realized that they had set up a camera to video what was going to happen. Jack got on the floor and pulled my head towards his cock. I opened my mouth and sucked him in. It was pointless to refuse. I had been beaten and abused. I had all but given up so, I figured to just try and get it over with. While I sucked Jack’s cock, John was poking his cock at my ass. John said “Turn her around she is to dry.” They spun me around and now I was sucking John cock. It made me think I should have spit on Jack’s cock more because he just forced it into me. Jack said “That’s how you do it.” I wasn’t going to make that mistake again so; I was giving John a sloppy blowjob. They turned me around again and now John was fucking my ass and I was sucking Jack’s dirty cock. This went on for a few minutes and then Jack got on the floor and told me to fuck his cock. I crawled over to Jack and sucked his cock hoping to lube it a little before he pulled me on top of him. I lowered myself on to his cock and moaned as he went in me. I was starting to love the way it felt. He was thrusting in and out of me when John got in front of me. He put his cock in my mouth and started fucking my face. His cock would push to the back of my throat and then force me down on Jack’s cock. I was stuffed and had never felt anything like this before. I loved my ass and throat being abused at the same time. Jack was rubbing my chest where my bra was like I had tits. He started pinching and pulling on my nipples. I felt my dick start to stain in the cage.
Jack told me to turn around and sit on his cock. I got turned around and was on my knees facing away from him. I put his cock back in and started to bounce up and down. John got back in front of me and was fucking my throat again. Jack reached up and grabbed me around my chest. He pulled me backward towards his chest and held me tight. My legs were bent under me at my knees and my little dick cage was pointing up. I saw John go and move the camera so it was pointing at Jack’s cock in my ass. Then Jack said “Go ahead and see if it will fit John.” I realized what they were going to do and started screaming. They were going to double fuck me. I pleaded with them to stop and tried to get away from Jack. It was like they couldn’t hear me and John got between my legs. He put his cock at my ass. Jack wasn’t moving anymore and just left his cock deep in my ass. John grabbed my cage and pulled up hard. He spit on his hand and rubbed it on his cock. I begged them to let me go and promised them anything else they wanted. John placed his cock back on my ass and started to push. I felt my ass stretching and the tip of his cock went in. He eases up a little and then pushed back down hard. My ass had no choice but to open up. I screamed for him to stop. The pain was horrible and he only in a little. John started pumping working more and more of his cock in me. He was still pulling on my cage while pumping in and out. I was begging and pleading while I was gasping for air. Then with another hard push he was all the way inside me. I moaned as he held it in me. We were still for a minute which gave my ass time to adjust to the two large cocks in me. My ass was burning and felt like someone had drove a truck in me. Jack said “Showtime Bro.” They both started fucking me at the same time. John rose up I guess to give the camera a better view. My ass still hurt but was getting better and John pulling on my cage was starting to have an effect on me. I was not screaming anymore. I was gasping for air and started moaning. I remember thinking that I sound like a whore.
After a few minutes of double fucking me, Jack started to grunt and started pumping fast. He thrust in hard and said “That’s good sissy make me cum.” I felt him cum in my ass. It felt great because it helped lubricate my ass while John was still fucking me. John was still pulling on my cage while he was fucking me. Then it happened. I guess the pressure on my prostate and John pulling my cage, cum just started pour out of me. I wasn’t even able to get hard while in the cage. Cum was dripping out of my cage onto my stomach. I heard myself saying “Oh fuck” over and over. John said “Holy fuck, the sissy just came from being double fucked. I hope the camera got that.” Then he started pounding my ass hard. He pushed in deep and came in my ass. They were both lying still with their cocks in my ass. After a while John got up and pulled his cock out of me. He stood up and Jack pushed me off of him and got up. Jack hollered at me not to leak on the floor. He said “Put your ass in the air.” I just wanted to rest. My ass felt empty and legs hurt like hell. I knew I better do it so I pulled my knees up and stuck my ass up. I watched as they got the camera and was pointing it at my ass. I must have been gaped open from being double fucked. John said “I think we ruined that ass. It will never be the same.” They both laughed. Jack said “We will stop her from leaking all over the house.” He grabbed the small plug I had earlier and slide it into my ass. It felt like it wasn’t even in me and then he pushed it in deeper. The base of the plug slid in me. It was a lot bigger than the plug itself. He kept pushing it in until it was as deep as his fingers could push. I felt pressure deep in my ass and stomach. I was moaning and grunting as he abused my ass. “That should do it.” He said. I felt him insert his fingers in my ass and pull my ass open. I guessed that was to let the camera see what he had done. He pulled his fingers out and smacked me hard on my ass.
Jack said “Ok sissy, sit up.” I slowly got up and turned around. My guts hurt from plug being lodged deep in my ass. John was holding a camera and pointing it at me. Another camera was sitting on the table where the TV was. I was on my knees and Jack said “You look thirsty sissy. Open your mouth.” He walked up to me with his limp cock hanging down. He put his cock on my mouth and I opened my mouth. I took his cock into my mouth and started to suck him. I thought he just wanted me to clean him or get him hard again. He grabbed the back of my head and fucked my face a couple of times. He held me all the way down on his cock. It wasn’t that bad because he wasn’t hard. Then I felt hot liquid pouring down my throat. He was pissing in me. I tried to push back but, he had my head held tight. I thought I was going to choke. I tried to relax and just let his piss go down my throat into my stomach. I felt his stream slow and stop. He let go of my head and I just waited for him to pull out. I was done fighting them. They had done things to me and I couldn’t stop them. I kneeled there while Jack took the camera and John walked up to me. I opened my mouth and took his cock in. I reached around and grabbed his ass. I pulled until my face was smashed against his stomach. His cock was longer and was in my throat. He started pissing down my throat and I held on to him to keep him deep. I heard them laughing. John said “This slut was easy to train.” I thought he was finished pissing and he pushed me off his cock. He was still standing in front of me and then started pissing on my face. I closed my eyes and turned my face. He hollered “Look at me and open your fucking mouth.” I did and he continued pissing in my mouth. He finished and turned around. Jack said “Clean this fucking mess up sissy. We’re done with you for awhile.” He turned to John and said “Come on Bro, Let’s go edit this movie so we can upload it. I think we will make some good money from it. We got to think about what we will do for a sequel too.”

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@confessions
19 Aug 2013 2:40PM
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I just turned 35 and have something I need to confess.I Actually probably have much more than this one post but this is where I'll start. The summer after I graduated High School I started working for my Grandad at his gas station. It was still full service back in the late 90's and it worked around my upcoming college class schedule.

My Aunt Ginger ran it for my grandad as his health was not that great and he was getting on up in years. She was 48 and I was 18. She had been the focus off many jerk off sessions in my teen years. She still had blonde hair,not sure if she dyed it, and was in great shape. She swam,ran and worked out constantly,in talking to my mom I found out her husband at the time and soon to be ex was a total piece of shit. He cheated on her constantly and was abusive mentally and physically.

At this time they were separated but probably still fucking bc he would be at her house a few nights a week.Her only child,my older cousin, was five years older than me and was in the armed services and was in town before going on a deployment for 6 months. After work Friday she asked if my sister,her boyfriend and I wanted to come cookout Saturday night we said sure. I had to work Saturday but got off at 6 and headed over there. When I got there you could tell everybody already had a few to drink and where lounging in and around the pool. My drunk Aunt who was normally reserved told me to grab a beer and get my swim trunks and get in the pool. I ran inside changed and came on out. She was laying out on a raft in the middle of the pool. She said come on in the water is fine.I dove in beer in hand and swam to her to put it on her raft. Coming out of the water I almost choked. Her raft spun and I came up at the foot of it and found myself staring right at her crotch. For some reason her suit was sitting wrong and the edge of the suit on one side was right up between her pussy lips. "You gonna drown" I heard my uncle shout from the grill,snapping me back in to reality. "Yep I'm ok just sucked in some water"I yelled back. My aunt asked if I could push her raft to the steps so she could get out. I obliged and got to the side and pushed it the 20 ft to the shallow end steps. When we got there she rubbed my head like a puppy then kissed me on the check and said you were always my favorite nephew. I said gee thanks considering my other cousin was total douche and spoiled brat and everyone hated him. As she got out she did that thing woman do when they get out of water and adjusted her bikini bottoms. I tried to catch a sneak peak but only got to see some ass cheek.

About 5 minutes later my uncle calls out the food is ready and my cousin,sister, and her bf wake up and we all head in side.By this time my aunt had changed in to some running shorts and a tank top. She was refilling her wine glass and fixing her plate when my uncle said something shitty aboout how much food she had on her plate. I was known to be a smart ass and patted my uncles belly and said like you have any room to talk. I turned to my aunt and said he's just jealous of your girlish figure and wishes he could still wear a bikini. Everybody laughed and we ate and drank and chilled out. Aunt Ginger finished off a bottle of whatever wine and said she was going to bed. Uncle Bill was passed out on the couch and the rest of us went to different guest rooms and passed out for the night. About 4 am I woke up with a raging hard on and the feeling I was going to piss all over myself. the house was pitch black and was still very drunk. I felt my way down the hall and found the guest bathroom to which the wonderful sounds of my sister's bf vomittting coming through the door. There was only one other bathroom up stairs and that was the master. The door was cracked open and I tried to be careful but the raging piss being barely held back was the only think I cared about. I opened the bathroom and flipped on the light and closed the door behind. To anyones that had to piss with a hard on it's not easy. I did my best to hit the toilet but i'm pretty sure most of it was anywhere but. As I was shaking the last of the piss out the door start to open and my Aunt goes Bill are you Ok? I pause not knowing what to do and for some reason turn towards her dick straight in the air and before I can say a word she says come to bed you know how horny wine makes me and opens the door wide open in nothing but her panties. Our eyes meet then she stares at my dick while I'm starring at her boobs. She's goes Oh My Good Jake I'm so sorry. I finally get my shorts up and run out while she is diving back in her bed.

The next morning everyone sleeps in but I get up first and head downstairs. I see Uncle Bill tried to get to his bedroom but fell at the top stairs and passed out again and even looked like he pissed his pants. I head to the kitchen and grab some Orange juice before I head outside and dive in the pool to clear my head. I swim a few laps before I get out.As I'm coming up the ladder I look up and my aunt has been sitting there watching me. She's chilling, drinking some coffee and asks me how feel. I told her my head is ringing but I'll be ok. She says so about last night and I tell her that Clay was throwing up and I had to piss and start to ramble. She says don't sweat it, it will be our little secret. I say works for me and we gone in about the time everyone is waking up and cook breakfast then aftewrads I head home.

Monday I get to work and she is already gone and this goes on everyday until Thursday. Thursday I come in and the older man that works there had come in as well. He says your Aunt called me in and said to call have you call her when you got here. I call her up and she says I need some work down at my house come on over. I get there knock on the door and no one answers. The door is unlocked so I open it and hollar out Hello. She yells down upstairs Jake. Not knowing what was happening and having read one to many penthouse forums I start to think it's about to go down. I head upstairs and call out Aunt Ginger and she says in the bedroom Honey. I walk in hoping for my Aunt naked but find her in overalls and a head band cleaning out her closets. She is throwing all of my uncles stuff in boxes and just cramming it in there then duct taping the shit out of it. I ask her whats up and she tells me that she told Uncle Bill they were done this time. Come to find out that weekend they were going to reconcile and she was going to let him move back home. Sunday my cousin overheard his dad talking on the phone to his girlfriend after we all left telling her he was out of town and would be back tonight. My cousin confronted him and broke his dad's nose when his dad told him to mind his own fucking business. So my Aunt had been busy getting an attorney and restraining orders. I told her she seemed pretty upbeat considering she was getting a divorce. She says it feels like a 1000 lb weight has been lifted and I feel free again. So we work and laugh and pack all his stuff up and put it outside in the garage for him to pick up while she's at work the next day. It's kind of late and she says go get some food and come back my treat for being so helpful. She hands me $50 and I head to the chinese place down the street. When I get back she is in the den on the couch listening to what had to of been Kenny G or some shit. She had lit some candles and turned the lights down some and had poured a glass of wine. She said grab a beer and join me. I walked in and she was wearing some running shorts and over size t shirt. Nothing really sexy about it except the way she was sitting I could see up her shorts enough to see her black lace panties. She patted the spot next to her and said sit down. I plopped down and passed her a container of sweet and sour chicken and some chopsticks and we just ate and talked about the assholes we deal with everyday at work. The more she drank the more touchy she got. Rubbing my legs,touching my hair,and pushing me like she was a 16 yr girl. She asks about my gf and I tell her we broke up a few weeks back bc she was going away to school and it was stupid to try to make it work. She said well as handsome as you are you will be fine. You have become such a good looking young man and really grown in to your big head. As a kid my head was huge luckily I was 6'4 by then and it was normal. She then goes your cock has really grown to since the days when you used to spend the night and run around naked when you were supposed to be putting your pajamas on. I choked on my beer and said "what" she says "I'm just playing with you Jake,lighten up you aren't the only one who can be a smart ass." I laugh and tell her that I'm glad she left Bill bc he was a dick. She agreed then said "crash on the couch or in one of the guest rooms,you've had to much to drink and your mom would kill me if I let you drive." I wake up the next morning about 9am find a note on the fridge. Don't come in to work today I have your shift covered,I need some work done at the house. Chill out the house is yours i'll be back by 2.

I eat breakfast then decide if I want to shower or take a bath in her big jacuzzi tub. I throw my underwear in the washer and grab some of my cousins shorts and T shirt and head up stairs. I turn on the jacuzzi and start to look for a towel. Nothing under the sink so I open the closet and they are sitting there on a shelf. I grab one and go to walk out when a laundry basket in the corner grabs my eye. I look and see a pair of panties on top. I walk over pick them up and immediately smell them. My cock instantly sprang to life. They were the ones she had on the day before working the house and smelled like it. I looked around and found some baby oil and started to go to work. It was the greatest thing I ever smelled and I just had to taste them. I started to lick the crotch and could taste her all over them. My the time I was done jacking off the smell and taste were gone and I was dizzy with lust. I jumped in the tub and just relaxed for about hour it seemed. I got out and went and watched TV. Nothing good was on so I started looking through her movies to find something. My cousin liked all the good comedies like Airplaneand Caddyshack so I knew there would be something. In the very back I found one blank VHS tape and put it in the VCR. Figuring it could be one of Bill's porn tapes I hoped it would be something good. It starts off it was just an old copy of some shitty 90's TV show. I fast forwarded a little and the show went black for a minute then it's my Aunt's bedroom. She's laying on the bed talking on the phone. After a minute I realize she is talking to Uncle Bill and they are having phone sex.He is on speaker and she is recording it for him. She is very shy you can tell and nothing very dirty per se. He has her finger her pussy spread eagle then has her get on all fours and tells her to spread her ass cheeks. She says"Bill you know I don't like that." He begs her and she finally relents.She gets on all fours and spreads her ass wide and she fingering her snatch and tells her to slide a finger in her ass. She sticks one in her mouth and moistens it before she slowly inserts it in her ass. Before long she is face down in the bed 2 fingers in her ass the other hand going back and forth between her clit and fingering herself. She gets more wild then you can tell she is having an orgasm. She calms down rolls over and he tells her goodnight then she comes to the camera and kisses then lens and says I love you Honey. The date was from 1991. I fast forwarded to see if anything else was on there but nothing other than shitty TV shows.

(to be continued)

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I was feeling prettyz horny at work this morning. I left early and went to the town boat launch to see if any older men were cruising. Kinda my thing, having an older man sucking my cock, sometimes I return the favor. I was driving around the launch when an older gentleman in a little blue volkswagen motioned to me to come over. So I parked so we could talk to each other, we had some small talk and then I just told him to not be shy. He got out his car and I opened my door( my cock had been released from my pants on the ride over), and he came right over and put his mouth around my hard cock. His soft wet mouth had me in really wound up. I said we should go for a walk in the woods. He followed me down a well worn path I have used before and we came to a nice clearing. I dropped my pants and he went to his knees. He sucked me for a good twenty minutes before I noticed an older woman, who must have been walking her dog, was watching us. I locked eyes with her, and 30 feet away, and blew my load all down the strangers throat. He kept going for another minute or two to guarantee he got every last drop. He saw the woman watching us and scooted off back down the path.

I walked over to the woman and asked if she liked the show. She said she wished she had come closer and joined in. Being naked from the waist down, I told her it wasnt too late. She grabbed my cock and slowly worked it back to full hardness. I slid my hand down her shorts and found her cunt was soaking wet, and inserted a finger. She gasped then pulled me close and kissed me deep. I turned her around pulled her shorts down and rammed my cock in her wet cunt. She said to go easy, but I didnt listen. I reached up her shirt and played with her saggy tits. She started to moan and I told her if she wanted my cum she had to make sure people could hear her. She started screming "FUCK ME...FUCK ME....", I said "get ready you fucking old whore" and blew my second load of the day in her old cunt. I held her tight as I came and told her I wanted her to clean off my cock with her mouth. She did as told, licking every last drop of her off my cock and balls.

I walked back to my car and went home. Think I might go back tomorrow.

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The night began with dinner and a few drinks which eventually led to a sleepover in her bedroom. It may have been my ignorance but at this point I was thinking that nothing out if the ordinary would happen. I had known her for a couple years from work and she had always been very devoted to her long term relationships.

With her sudden, friendly, invitation to sleep overnight in her bedroom she instructed me that she would not mind making out but not have sex. She had just broke up with her boyfriend of several years only a few weeks ago and did not want to feel guilty or slutty about being with another guy so quickly. I welcomed her invitation as she straddled me on top of her bed kissing me first on the neck then the ear. I could feel her heavy breathing against me and as she continued I felt my penis quickly expand in my pants in response. Fortunately for me, her desperate need for sexual stimulation (a hard fucking) permitted me take her pants off to expose her cute little white panties

I reached down and let my hand slide down the front of her freshly shaven pussy and found her panties were already quite wet. She almost instantly spread her legs for me to gain easy access to allow for further discovery of her tiny, pink, lady flower. At this point in my life I had only been with a few girls and had not experienced a girl getting this wet so quickly from just kissing. By tracing my fingers along her swollen, wet labia I immediately found her little clit and began to massage it by slowly rolling my finger over it from side to side. Feeling her clit become slightly larger and hard, I continued with increased intensity. She smiled in approval and began to squirm from the enjoyment of me finding her tiny little pleasure spot.

I was not able to handle all the excitement of the make out session and freed my large, healthy, throbbing cock out of the restriction of my underwear. The head of my cock already dripping wet because of the amount of foreplay I had already performed. I put her hand on my penis and moved it along the distance of my ample, hard shaft. I could tell she was startled at the length and girth of it because she explored its dimensions for several minutes as she slid her hands up and down as my dick as it became slippery with precum. Finally she indicated that she was willing to have sex but I was only allowed to insert it halfway because she was afraid it would break her tiny little kitty. As she jerked my dick with both hands she said she was amazed that it was several times bigger and fatter her exboyfriend’s dick. I could tell she was not really too sure about the logistics of it all.

I did not waist any time. I pulled condom out of my wallet, threw the condom wrapper on her nightstand, and slid the condom over my throbbing hard red shaft with record speed. I watched her concerned face as she looked down to watch as I entered her. I was slowly able to insert my hard member just past the fat head of my penis as she pushed me back and reminded me of or agreement not to put it all the way in. I promised her I would take slowly. I felt her body relax as I moved in short uncomfortable strokes as her tiny wet love folds wrapped snugly around my large white love tool.

I was somewhat amazed how her body became more relaxed as she began to moan loudly in anticipation of slightly deeper thrusts while her roommate, whom I would fuck the following week, was “sleeping” on the couch in the next room, listening to her roommate’s big dick training session take centerstage.

She arched her back and I felt her become even more relaxed it was a this point I decided to explore going deeper giving her all she could take as I assaulted her tight little penis garage. It quickly became obvious to me she had never had anything larger than a micropenis, as I explored deep into her uncharted territory.

Unable to keep her mouth closed, her savage-like moaning became louder and her breathing much deeper. Her arms wrapped around me tightly and her eyes slammed shut as if she was bracing for a life or death situation. I felt a large warm wet spot develop on her bed between her quivering legs as she orgasmed, her pussy and anus contracting mechanically with no restraint, as I penetrated her deep into her loins.

Not being able to wait any longer from all her warm, wet, excitement, I gave her long hard strokes permitting her to feel my cock at full ramming depth pumping her wet pussy full with very generous amounts of semen. My engorged testicles, the product of several months of not getting laid, rhythmically slapped up against against her wet love muffin. As I continued to shoot streams of cum into her at maximum depth my love sack began to tighten up against my body to pushing out the last of my hot nut glaze, completely filling up my condom.

She later told me she had to explain to her roommate about the magnum condom wrapper I left on her night stand. Her roommate stated, “well, how freaking big is it?” She said, “think of the largest dick you have ever seen, double that, and it’s bigger than that! This must have peaked her roommate’s interest because her roommate took a lot of fucking on the living room sofa the following week.

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Part 21: Honeymoon with Haley [for the rest of the story pm me, I can send you the link]

I talked a lot about my sex with Anna here, but rarely about my sex with Haley, even though its far more of a 50:50 deal than you might think. And unlike between Jim and Anna, the sex between me and Haley is not one sided. If you were to ask me with whom the sex is better, I couldnt give you an answer.

Before Haley and me went on honeymoon, we talked about what we both wanted out of it. I wanted mostly sex, cuddling, spending time only with each other. Haley wanted all that too, but also a feeling of vacation. So we chose to fly to an island for our honeymoon. We would stay in a nice hotel, close to the beach, big pool, jacuzzi. All we desired and more.

When we were in the plane, half way to the island, Haley whispered to me
H:"When I saw you packing sex toys, I was already excited. But now I am horny as fuck. I could fuck you all week long, without any pause."
Me:"I cant wait as well. I want you to be my sex goddess. I want to fuck you in public, I want to show off your body to strangers."
H(blushing):"I'd love to be your sex goddess as long as you praise me. I dont know about the showing off though.."
Me:"We'll see."

When we arrived at the hotel and got into our room, Haley started unpacking her things. I went behind her and started groping her. My hands went under her top and under her skirt. She wore a dark blue bikini underneath. She started moaning softly. I turned her around and undressed her, then she undressed me. She looked amazing, the sun on her skin and hair... I pulled her close and kissed her. We went down on the bed and Haley sat on my belly. She danced on me, slowly, winding like a snake. I took her ass in my hands. She moved her hip forward periodically, so every few seconds I could lick her pussy once. Then she turned around, ass to my face. Her hip movement continued and I could still lick her every now and then. Her hands were all over my belly and legs and finally she started stroking me slowly. Then her head came down to kiss the tip. Then she took half of my dick into her mouth, circling the tip with her tongue. Next, she turned around again and lowered herself slowly onto my cock. While my dick went deeper and deeper, she clawed into my chest and rolled her eyes moaning in her deepest voice. When I was completely filling her her hole with my cock, she moved her hips in circles. Then up and down, slowly. At the lowest point, I always lifted my ass a bit so I penetrated her even deeper. I was rewarded with a deep moan. After a while of slow fucking, Haley kissed me and said "fuck me like you want to destroy me."
I sat up and pushed her onto her back. Then I came over her, kissing her. I pulled her hips closer and began hard fucking her immediately. From her came a drawn-out moan then scream of pleasure. Then she returned to deep grunting. We made so much noise, I was sure the whole hotel could hear us. And I loved it. Soon I shot my load into her, filling her wet pussy with my hot cum. We sank onto the bed.
H:"I had at least two orgasms..."
Me:"Ready for the next one?"
H(Laughing):"Lets get set up first and have a look at the pool."
So I put on some trunks and Haley put on her bikini again. The pool was big and not overfilled. We swam around a little and played a bit, then we chose one corner of the pool with no people nearby and hugged each other, she with her back to the wall of the pool. We made out a bit, Haley had her legs around me and pulled me close. My dick was rubbing against her pussy. I got hard. Looked around. No one paid attention to us. I turned to Haley, she was grinning. And then she grabbed my cock. I never thought she would go so far, so I looked very surprised.
H:"Well you said I should be your sex goddess. Now I am horny. What about you?"
Me:"I could never deny you."
Her hand stroked my cock for a while, then she pull it out of my trunks. She moved her bikini bottoms to the side and before I could say anything, she had my dick inside her. She bit her lip and rolled her eyes.
H:"Damn, I think I just came again... you inside me... in front of all these people.."
We fucked very slowly for a while (otherwise others would have noticed) and when Haley was pleased she told me to step back a little. I did as I was told, pulling out in the process. Then Haley submerged and shortly after I felt something around my dick. She was giving me and underwater blowjob. When she came back up for air she kept stroking me. When she submerged again and blew me again, I came in her mouth. Bubbles rose from her and she came up spitting out water and cum.
H:"Wow I didnt expect that ...so fast.."
Me:"I couldnt hold it any longer... this is amazing."

We made out some more and before we left, I told her to pull up her bikini bottoms so I (and everyone else) could see her camel toe. When we got out of the pool I caught some people looking at us. Especially guys looking at Haley. Exactly what I wanted. When we got to our room, we had to get ready for dinner already. I brought up the first sex toy: a remote-controlled vibrator egg. So in addition to her lovely summer dress in with the multicolored dots and her hot string, she wore a vibrator egg to dinner. And I had the remote control on my phone.

I played with her the whole evening. First I turned it off, until it was time to chose our meals. So when the waiter asked her what she wanted, she answered:"hhhnnhmmm ohhh... I uhhh... .." before ordering some pasta.
When the waiter was gone, I turned it off again to give her some breathing room. Next I turned it on when we got our drinks. I turned it up so much, that she couldnt hold her glass still so she had to put it down. She pressed her thighs together. Then I turned it down. Her head was already red.
H:"I think I just came."
Me:"I dont think it'll be the last time tonight."
She smiled. While we had our main course, I turned the vibrator on, but kept it on the lowest level. It looked like Haley got accustomed to the level of vibration during the meal. Before the waiter came, I turned up the heat again. Haley couldnt stop herself from touching her throat and cleavage. Even when the waiter came, her hand was still on top of her tits. She had her eyes half closed when the waiter asked her how she liked her meal. She said "it was... very very good..." in her erotic voice. I could see the waiter blush and I think he even got a small bulge in his pants.
H:"I just came for the third time... what do I have to do so you turn down the vibrator?"
Me:"Show maximum cleavage. Pull it down so far that I can see a hint of areola."
Her nipples were already super hard. Her tits looked super erotic in that dress, they almost wanted to pop out. I turned off the vibrator.
Me:"Now I want you to start a conversation with the waiter. Doesnt have to be for long, but I want to see if he'll get a boner from just looking at your tits like this."
She played her part well, asking the guy how long he's been working here and if he liked the dress. After the waiter walked away I asked her
Me:"Did you see his boner?"
H:"Yes I did. I'm so turned on right now... lets hurry upstairs.."
We went to our room, ripped off our cloths. I opened the door to the small balcony and pulled Haley to me.
Me:"I'm going to fuck you right here. I want everyone to hear you scream while you get fucked. Everyone shall know that we are having fun."
She smiled and started dancing in the moonlight. Her hair glowed silver-blonde. I could see her goosebumps and erect nipples. Every detail of her body. Then she went down on her knees and blew me. I love it when she keeps eye contact. Then she got up, leaned over the balcony and whispered "take me."
I needed nothing more. I slowly pushed in. Inch by inch I felt her pussy lips around my cock. I fucked her slowly, my hands pulling apart her buttcheeks. I increase the speed. Her moans get louder. I fuck her harder and harder, my balls slapping against her pussy. She is so loud, I can hear a slight echo from the hotel across the street. But she reached her peek, when I put a finger in her asshole. Her "oh yes I'm cumming!" echoed through the night. One final drawn-out moan and I shot my cum into her belly. I turned her around and hugged her. Then I carried her to the bed, laid besides her. She cuddled to me and we fell asleep in seconds.

The next morning I woke up to Haley sucking my cock. When she saw that I was awake, she jumped on my cock and fucked me. I sat up and hugged her while she was riding me. We kissed and fucked for a good 15 min before we both came. We got dressed and went down for breakfast.
That day would be a beach day. When we were about to leave, I made sure that Haley's bikini covered as little as possible. We went to the beach hand in hand. We both wore sunglasses so I could easily keep an eye on the surrounding men. We were walking down the beach with one foot in the water basically, so everyone would be looking at us. I saw several men staring at Haley's ass as we passed them. We found a spot far away from all other tourists and there we put down our stuff and blanket.

We went swimming for a good while, the ocean had just the right temperature. It was a beautiful day. When we came back, Haley wanted to sunbath so I put on some sunscreen. As I caressed her body she moaned softly. I said "stop moaning or I'll get a boner." We giggled. She turned on her back so I could put sunscreen on her front. I removed her bikini top in the process. When I touched her nipples, she moaned again. I removed her bottoms as well and applied sunscreen there. More moans, but Haley looked discomforted. When she tried to put her bikini back on I stopped her.
H:"What? I cant lay here naked! Come on."
Me:"I dont want you to get tan lines. Just cover yourself with your foulard." (Thats a colorful piece of cloth, and almost transparent).
She was still unsure but I insisted. So she laid down with only a foulard covering her nakedness. Just looking at her made me horny. Haley had closed her eyes. She just looked perfect.
From time to time a person would pass by. I could watch them through my sunglasses. The men, even if they were accompanied by their GF's/wifes were just staring at Haley. One even stumbled and almost fell over his own feet. After some time I realised that some of the men came by a second or third time.
When we were all heated up, we went swimming again (for that haley put her bikini back on). I told Haley about the guys looking at her. She blushed but I told her that I love it when other guys see her like that, because they envy me then. She was my sex goddess but others worshipped her as well. She liked that. So when we returned to the beach, I told her to strip naked again and then lay on her belly. She covered herself with the foulard again. When no one was around, I would finger her until she was wet. Then I moved the foulard so that her pussy was visible if you were looking hard enough. I told her how she looked to the others. She giggled and spread her legs even a little bit more. I could see her pussy getting wetter as well. Again, a lot of men came by to worship my goddess. I told her and she said she wanted to go back to the hotel to fuck. Cant say no to that. So I told her she should only put on the bikini bottoms and cover her chest with the foulard. On our way back, every single man was looking at her. When we had returned to our room, we wasted no time and fucked for hours. We took breaks to drink and eat, but other than that I basically was permanently in her. I really enjoyed slow fucking her in every position. It was dinner time when we finally stopped. At dinner, we were romantic like on a first date, eating off each others forks, holding hands, looking into each others eyes for serveral minutes. After dinner we went to bed and cuddled until we fell asleep.

The third day of our trip, I gave a new bikini to Haley. It was a micro bikini, so it barely covered anything. I wanted to try it at the hotel pool first, because there were only a few people there. The bikini top is literally just strings with a tiny bit of fabric to cover nipples and areola. The bottoms are even more revealing. Its literally just strings of fabric, barely enough to cover the asshole and the clit. The string is sinking in between the pussy lips. All in all a bikini worthy of a sex goddess. When we got to the pool, there were just a few people, mostly old men. They were staring at Haley like she really was a goddess. I could see that Haley was insecure, blushing under her sun glasses. We got in the pool and fooled around a bit. Haley had to readjust her bikini often, since it slipped off her nipples all the time. It war really easy for me to slip a finger into her pussy every now and then. By the time we got out of the water Haley was turned on so much that I could see the wetness of her pussy, not covered by her bikini. I told her to get us drinks and that she should walk past the men like it was a catwalk. She did so and I could see her self esteem rise with every step. On her way back I was sure she could order any of the men to do anything and they would jump at her command. Only the women looked jealous, because all the men clearly kept staring.
Haley never looked so good before, she was radiating.

I had an idea. We went up to our room, opened the windows and started fucking right after. I wanted the guys at the pool to hear Haley cry out in pleasure. And she did scream. We decided not to go back to the pool. So we cuddled for a while, watched a movie and went to dinner. For dinner, Haley wore a low cut top and hotpants that barely covered her ass. When we crossed the room to get to our table, I saw a lot of guys looking at Haley lustfully. I recognized most of them from the pool. The corresponding women didnt look so happy.

The next day we wanted to spend at the pool again. Haley wanted to put on the bikini again and of course I didnt say no to that. Mostly the same women and men were at the pool. We had made a plan, to get Haley to walk in front of the men as often as possible. So first she had to get back to our room to get a towel. After we swam, she got drinks from the bar. And then went back to the bar to bring the glasses back. I watched the other people all that time. I think I saw some of the men getting small bulges in their pants. When Haley had passed the men for the seventh time, one of the women got up and went into the hotel. I watched closely as she came back with a guy from the hotel staff. They looked in our direction. I told Haley what I saw and also that she should try to flirt her way out of the incoming situation.

The hotel staffer came to us and said "Ma'am, I have had some complaints."
Haley took off her sun glasses and looked at the man. In her sweetest voice she answered:"Oh? What complaints?" In a dramatic gesture she touched her chest.
He:"Well.." he scanned her body... "the other guests feel that you dress... inappropriately."
H:"Inappropriately? For the pool?"
He:"Well..." he couldnt take his eyes off her. "Yes... the bikini you are wearing..."
H:"Whats wrong with the bikini? It covers my tits"- she touched them -" my vagina.."-she spread her legs-"and also my ass." With that she turned around and gave him a good look at her goods. "So what is wrong with wearing a bikini at the pool?"
He:"I... well..." The blood surely rushed from his brains to his dick. His pants were already bulging. "May.. Maybe it just doesnt cover them well enough..."
H:"Well I think I am well covered."
He:"Still I would like to ask you to put on something else..."
H:"And I would ask you to leave me alone. If you dont, I will file a sexual harassment suit against you and the hotel. I can see your boner. And my husband will support my claim. The way you look at me is inappropriate. Now get out of here. Please."
First the guy just looked puzzled, but then he left.

I grinned. Haley really knew her shit. The women who had gotten the hotel guy in the first place looked even more angry when he left without a result. She went into the hotel again and Haley got up.
Me:"What are you doing?"
H:"You'll see..."
She went to the man of the woman who just left. She talked to him for a bit, touching herself just like she did when she was talking to the hotel guy. She even turned around and bent over too. They laughed together. I got up and slowly walked up to them. As expected, the woman reappeared with another hotel staffer. I took Haley and we jumped into the pool.

When the staffer tried to talk to Haley, she dove to the other side. He slowly walked around the pool, so he wouldnt slip. When he finally almost reached her, she swam all the way back, we got out of the water and into our room. With open windows, we fucked again. I lifted her up, pressed her against a wall. We fucked in that position until my arms got tired. We slow fucked doggystyle for a while then went on to missionary. I blew my load then. We chilled the rest of the day. At dinner we got more angry looks from the woman who wanted to rat us out. Her face went dark red with anger, when her man (lets call him Steve) waved to Haley and she waved back. Over the course of the evening I could see the couple arguing. It ended with her storming off. Btw, Haley wore a skirt and a tank top. When we were done eating and went to the elevator, we spotted Steve at the bar. I told Haley she should flirt with him some more. Haley was reluctant, but I reminded her what a bitch Steve's wife was. So she agreed. I went up to the room and waited for her. After 40 min or so, she came. She was grinning when she told me how she flirted with him. She touched his arm, his hand and laughed with him. He then asked if her husband would feel okay about this. Haley told him "He'll never find out if you dont tell him..." Then she talked to him about his wife. Haley touched his arm some more and as a goodbye even hugged him. After that Steve clearly had a boner she said.
H:"I feel naughty... was that a bad thing I just did?"
Me:"I dont know and I dont really care. It turned me on... thats whats big here."
She laughed. We got naked and had a nice and simple good-night fuck.

On the fifth day on our trip, we decided to go to the beach again. Haley was finally feeling good about using her bikini there. She got so many looks. I then encouraged her to take of the top, which she did. She was clearly the center of attention. We went into the water, going as far away from the other people as possible. She gave me some salty kisses and then grabbed my dick underwater.
H:"I want to fuck you in this ocean right now."
I was happy to comply. Soon I was fucking her from behind, basically in full view of all the other people. Haley tried to hold back her moans but some went through. So after just 5 min we had a lot of attention. Haley knew it as well. I came a minute later and so did she. We stayed in the water for a little longer, then went back to our blanked. Haley was sunbathing again, only covered with her foulard. We went back and forth between swimming and sunbathing until it was already late. We went home and took a shower. We were so late for dinner that most guests were already done.

On the sixth and last (full) day of our honeymoon, Haley was done with showing off, so we stayed in our room the whole day. Here I saw and took my chance.
Me:"Do you want to try something new?"
H:"What are you suggesting?"
Me:"Anal."
Haley thought for a while and then agreed. I got the other sex toys we hadnt used the whole week and started pleasing Haley. I lubed up her ass and a small dildo. I went easy on her ass and made sure that her pussy stayed wet the whole time. Her first anal orgasm came from an vibrator egg with a cord. I pushed it about 2 inches (5cm) in and let it vibrate. Her moans clearly indicated that I had hit a sweet spot. After I had used another dildo on her ass, she was ready to get fucked. I slowly inserted my dick, inch by inch. Haley's high-pitched "Ahh"'s rang in my ears. When I was all in, Haley grunted deeply. I felt her juice running down her and my thigh. I started fucking her ass slowly, then increasingly faster. My balls slapped against her pussy again and again. I would cum soon and when I did, Haley had a squirting orgasm, covering my legs, her legs and the bed in her juice. We collapsed onto the bed and cuddled.
H:"This was the sex-richest week of my whole life."


End of Part 21.

Me and Anna already have some ideas on what to tell next. Vote for your favorite title in the poll (that story will be next).

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03 Mar 2012 5:16AM
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I confess that I like to go on websites like omegle and do the "Omegle Point Game".
I also like to go on the chat section and have fun. Today I went on and there were a large amount of racists. I am EXTREMELY against racism. I decided to let my anger out when me and the other guy both agreed that the person should burn in hell. This was the result:

You're now chatting with a random stranger. Say hi!

Question to discuss:
your girl fucked a nigger..

You: thx
Stranger: Really now?
You: i would like to cut you open and burn your organs
You: while your alive
Stranger: Good for her.
Stranger: I heard they have big dicks.
You: you racist homo
You: awk...
You: we had a bit of different ideas...
Stranger: LEt's make fun of him a little
You: yes
You: but how...
Stranger: Well, it's easy.
Stranger: The fucker is watching rightn ow, unable to talk.
You: yes
Stranger: You can say whatever the hell you want to him!
You: and unable to skip the question
Stranger: Absolutely.
You: ok well
Stranger: Go ahead.
You: i am in a particulat mood where i want to describe a vicious torture/murder
Stranger: Ooo I like those.
You: so with my fucked up-ness, i got this 1
Stranger: Please, by all means, go ahead!
You: so, first I would sedate you with some cloriform. I would then bring you to an abandoned place and tie you down
You: i would then wait until you woke yp
You: up
You: *
Stranger: Please, I would wake him up bitch slapping him!
You: i would then rip off all of your fingernails and toe nails with pliers
You: i would then take a sanding tool and grind your feet down to nubs
You: then I would take your penis and rip the skin off of the head
Stranger: Let me dog have his dick please.
Stranger: my dog*
You: i would then burn his testicals with hydrochloric acid
You: and let strangers dog eat his dick while its stilla ttaahed
You: attached*
You: i would then bust out all of his teeth with a chisle
Stranger: What about hsi eyeballs?
Stranger: his*
You: gata save the vital organs for last
You: want him to live
Stranger: Nice thinking!
You: then shall procede by getting a weed wacker and using it on him
You: mostly on his stomach
You: after that I will take a lighter and burn his armpit
You: (the most sensative aprt of the body)
You: part*
Stranger: I didn't know that...
You: i will do this to both of his armpits until they are bubbling
You: i will then sedate him to the point where he will not move, but will feel everything
You: i will heat a piece of metal until it is orange hot
Stranger: I want his toes...
You: i will put it into his mouth and let it burn
You: but remember we grinded his toes off =\
You: you can have his fingers
Stranger: Oh, gladly!
You: ok i rip off all of his fingers with pliers and give them to stranger
You: and also we coterise the wounds so he won;t die from bleeding out
Stranger: We wouldn't want that!
You: we then pull his hair in small climps out
You: (if you try to pull too large of clumps out it will rip his scalp off)
You: after the hair has been removed it is time to go for the vital orgams
Stranger: finally!
You: make shure he is sedated enough to not move and can still feel pai
You: pain*
You: we must then cut him open
You: we can either go with pain via objects or burning
Stranger: I want to open him up like they do when they perform an autopsy.
You: which would you like?
Stranger: Objects!
Stranger: Sharp objects!
You: that would cause too much bleeding though
You: we want him to suffer through it
You: small incisions is the key to torture
Stranger: Let me carve a word on his chest!
You: please do
Stranger: "Racist"
You: yes
You: also before we cut him open, i want to burn in "i like black people" on his back
Stranger: By all means!
You: so while he is open, we need to insert some sharp objects
You: i'm thinking we should use staples and thumb tacks
Stranger: Staples! Good idea...
Stranger: I have some nails and a hammer, will they do?
You: they won't do much while they are in there, but if he moves at all they will bcut him a lot
You: well you can use those on less vital organs
You: like the bladder and intestines
You: and we will burn the wounds closed
You: so he can suffer
You: i would then like to finish him off
Stranger: I want to nail him on a cross.
You: unless there is something else you want tod o
You: ok perfect
You: we can sew him back yp
You: up
You: and put him on a cross
You: though i want him do burn
You: as the KKK used burning crosses
You: to symbolise that we are not the kkk, we will turn the cross upside down
You: and burn him
Stranger: I was gonna suggest that.
Stranger: To put a KKK white hood on his head.
You: yes
You: i want to staple that hood to his face
Stranger: Please do!
Stranger: I hope the fucker's reading.

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@confessions
22 Mar 2025 2:30PM
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The night began with dinner and a few drinks which eventually led to a sleepover in her bedroom. It may have been my ignorance but at this point I was thinking that nothing out if the ordinary would happen. I had known her for a couple years from work and she had always been very devoted to her long term relationships.With her sudden, friendly, invitation to sleep overnight in her bedroom she instructed me that she would not mind making out but not have sex. She had just broke up with her boyfriend of several years only a few weeks ago and did not want to feel guilty or slutty about being with another guy so quickly. I welcomed her invitation as she straddled me on top of her bed kissing me first on the neck then the ear. I could feel her heavy breathing against me and as she continued I felt my penis quickly expand in my pants in response. Fortunately for me, her desperate need for sexual stimulation (a hard fucking) permitted me take her pants off to expose her cute little white pantiesI reached down and let my hand slide down the front of her freshly shaven pussy and found her panties were already quite wet with anticipation. She instantly spread her legs for me to gain easy access to allow for further discovery of her tiny, pink, lady flower. At this point in my life I had only been with a few girls and had not experienced a girl getting this wet so quickly from just kissing. By tracing my fingers along her swollen, wet labia I immediately found her special spot and began to massage it by slowly rolling my finger over it from side to side. Feeling her clit become slightly larger and hard, I continued massaging with increased intensity. She smiled in approval and began to squirm from the enjoyment of me finding her tiny little pleasure spot.I was not able to handle all the excitement of the make out session and freed my large, healthy, throbbing cock out of the restriction of my underwear. The head of my cock already dripping wet because of the amount of foreplay I had already performed. I put her hand on my penis and moved it along the distance of my ample, hard shaft. I could tell she was startled at the length and girth of it because she explored its dimensions for several minutes as she slid her hands up and down as my dick as it became slippery with precum. Finally she indicated that she was willing to have sex but I was only allowed to insert it halfway because she was afraid it would break her tiny little kitty. As she jerked my dick with both hands she said she was amazed that it was several times bigger and fatter her exboyfriend’s dick. I could tell she was not really too sure about the logistics of it all.I did not waist any time. I pulled condom out of my wallet, threw the condom wrapper on her nightstand, and slid the condom over my throbbing hard red shaft with record speed. I watched her concerned face as she looked down to watch as I entered her. I was slowly able to insert my hard member just past the fat head of my penis as she pushed me back and reminded me of or agreement not to put it all the way in. I promised her I would take slowly. I felt her body relax as I moved in short uncomfortable strokes as her tiny wet love folds wrapped snugly around my large white love tool.I was somewhat amazed how her body became more relaxed as she began to moan loudly in anticipation of slightly deeper thrusts while her roommate, whom I would fuck the following week, was “sleeping” on the couch in the next room, listening to her roommate’s big dick training session take centerstage. She arched her back and I felt her become even more relaxed it was a this point I decided to explore going deeper giving her all she could take as I assaulted her tight little penis garage. It quickly became obvious to me she had never had anything larger than a micropenis, as I explored deep into her uncharted territory.Unable to keep her mouth closed, her savage-like moaning became louder and her breathing much deeper. Her arms wrapped around me tightly and her eyes slammed shut as if she was bracing for a life or death situation. I felt a large warm wet spot develop on her bed between her quivering legs as she orgasmed, her pussy and anus contracting mechanically with no restraint, as I penetrated her deep into her loins.Not being able to wait any longer from all her warm, wet, excitement, I gave her long hard strokes permitting her to feel my hard member at full ramming depth pumping her wet love folds full of generous amounts of semen. My engorged testicles, the product of several months of not getting laid, rhythmically slapped up against against her wet love muffin. As I continued to shoot streams of cum into her at maximum depth my love sack began to tighten up against my body to push out the last drop of my hot nut glaze, completely filling up my condom. She later told me she had to explain to her roommate about the magnum condom wrapper I left on her night stand. Her roommate stated, “well, how freaking big is it?” She said, “think of the largest dick you have ever seen, double that, and it’s bigger than that! This must have peaked her roommate’s interest because her roommate took a lot of fucking on the living room sofa the following week.

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@confessions
10 Mar 2021 9:39PM
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The night began with dinner and a few drinks which eventually led to a sleepover in her bedroom. It may have been my ignorance but at this point I was thinking that nothing out if the ordinary would happen. I had known her for a couple years from work and she had always been very devoted to her long term relationships.

With her sudden, friendly, invitation to sleep overnight in her bedroom she instructed me that she would not mind making out but not have sex. She had just broke up with her boyfriend of several years only a few weeks ago and did not want to feel guilty or slutty about being with another guy so quickly. I welcomed her invitation as she straddled me on top of her bed kissing me first on the neck then the ear. I could feel her heavy breathing against me and as she continued I felt my penis quickly expand in my pants in response. Fortunately for me, her desperate need for sexual stimulation (a hard fucking) permitted me take her pants off to expose her cute little white panties

I reached down and let my hand slide down the front of her freshly shaven pussy and found her panties were already quite wet. She almost instantly spread her legs for me to gain easy access to allow for further discovery of her tiny, pink, lady flower. At this point in my life I had only been with a few girls and had not experienced a girl getting this wet so quickly from just kissing. By tracing my fingers along her swollen, wet labia I immediately found her little clit and began to massage it by slowly rolling my finger over it from side to side. Feeling her clit become slightly larger and hard, I continued with increased intensity. She smiled in approval and began to squirm from the enjoyment of me finding her tiny little pleasure spot.

I was not able to handle all the excitement of the make out session and freed my large, healthy, throbbing cock out of the restriction of my underwear. The head of my cock already dripping wet because of the amount of foreplay I had already performed. I put her hand on my penis and moved it along the distance of my ample, hard shaft. I could tell she was startled at the length and girth of it because she explored its dimensions for several minutes as she slid her hands up and down as my dick as it became slippery with precum. Finally she indicated that she was willing to have sex but I was only allowed to insert it halfway because she was afraid it would break her tiny little kitty. As she jerked my dick with both hands she said she was amazed that it was several times bigger and fatter her exboyfriend’s dick. I could tell she was not really too sure about the logistics of it all.

I did not waist any time. I pulled condom out of my wallet, threw the condom wrapper on her nightstand, and slid the condom over my throbbing hard red shaft with record speed. I watched her concerned face as she looked down to watch as I entered her. I was slowly able to insert my hard member just past the fat head of my penis as she pushed me back and reminded me of or agreement not to put it all the way in. I promised her I would take slowly. I felt her body relax as I moved in short uncomfortable strokes as her tiny wet love folds wrapped snugly around my large white love tool.

I was somewhat amazed how her body became more relaxed as she began to moan loudly in anticipation of slightly deeper thrusts while her roommate, whom I would fuck the following week, was “sleeping” on the couch in the next room, listening to her roommate’s big dick training session take centerstage.

She arched her back and I felt her become even more relaxed it was a this point I decided to explore going deeper giving her all she could take as I assaulted her tight little penis garage. It quickly became obvious to me she had never had anything larger than a micropenis, as I explored deep into her uncharted territory.

Unable to keep her mouth closed, her savage-like moaning became louder and her breathing much deeper. Her arms wrapped around me tightly and her eyes slammed shut as if she was bracing for a life or death situation. I felt a large warm wet spot develop on her bed between her quivering legs as she orgasmed, her pussy and anus contracting mechanically with no restraint, as I penetrated her deep into her loins.

Not being able to wait any longer from all her warm, wet, excitement, I gave her long hard strokes permitting her to feel my cock at full ramming depth pumping her wet pussy full with very generous amounts of semen. My engorged testicles, the product of several months of not getting laid, rhythmically slapped up against against her wet love muffin. As I continued to shoot streams of cum into her at maximum depth my love sack began to tighten up against my body to pushing out the last of my hot nut glaze, completely filling up my condom.

She later told me she had to explain to her roommate about the magnum condom wrapper I left on her night stand. Her roommate stated, “well, how freaking big is it?” She said, “think of the largest dick you have ever seen, double that, and it’s bigger than that! This must have peaked her roommate’s interest because her roommate took a lot of fucking on the living room sofa the following week.


The night began with dinner and a few drinks which eventually led to a sleepover in her bedroom. It may have been my ignorance but at this point I was thinking that nothing out if the ordinary would happen. I had known her for a couple years from work and she had always been very devoted to her long term relationships.

With her sudden, friendly, invitation to sleep overnight in her bedroom she instructed me that she would not mind making out but not have sex. She had just broke up with her boyfriend of several years only a few weeks ago and did not want to feel guilty or slutty about being with another guy so quickly. I welcomed her invitation as she straddled me on top of her bed kissing me first on the neck then the ear. I could feel her heavy breathing against me and as she continued I felt my penis quickly expand in my pants in response. Fortunately for me, her desperate need for sexual stimulation (a hard fucking) permitted me take her pants off to expose her cute little white panties

I reached down and let my hand slide down the front of her freshly shaven pussy and found her panties were already quite wet. She almost instantly spread her legs for me to gain easy access to allow for further discovery of her tiny, pink, lady flower. At this point in my life I had only been with a few girls and had not experienced a girl getting this wet so quickly from just kissing. By tracing my fingers along her swollen, wet labia I immediately found her little clit and began to massage it by slowly rolling my finger over it from side to side. Feeling her clit become slightly larger and hard, I continued with increased intensity. She smiled in approval and began to squirm from the enjoyment of me finding her tiny little pleasure spot.

I was not able to handle all the excitement of the make out session and freed my large, healthy, throbbing cock out of the restriction of my underwear. The head of my cock already dripping wet because of the amount of foreplay I had already performed. I put her hand on my penis and moved it along the distance of my ample, hard shaft. I could tell she was startled at the length and girth of it because she explored its dimensions for several minutes as she slid her hands up and down as my dick as it became slippery with precum. Finally she indicated that she was willing to have sex but I was only allowed to insert it halfway because she was afraid it would break her tiny little kitty. As she jerked my dick with both hands she said she was amazed that it was several times bigger and fatter her exboyfriend’s dick. I could tell she was not really too sure about the logistics of it all.

I did not waist any time. I pulled condom out of my wallet, threw the condom wrapper on her nightstand, and slid the condom over my throbbing hard red shaft with record speed. I watched her concerned face as she looked down to watch as I entered her. I was slowly able to insert my hard member just past the fat head of my penis as she pushed me back and reminded me of or agreement not to put it all the way in. I promised her I would take slowly. I felt her body relax as I moved in short uncomfortable strokes as her tiny wet love folds wrapped snugly around my large white love tool.

I was somewhat amazed how her body became more relaxed as she began to moan loudly in anticipation of slightly deeper thrusts while her roommate, whom I would fuck the following week, was “sleeping” on the couch in the next room, listening to her roommate’s big dick training session take centerstage.

She arched her back and I felt her become even more relaxed it was a this point I decided to explore going deeper giving her all she could take as I assaulted her tight little penis garage. It quickly became obvious to me she had never had anything larger than a micropenis, as I explored deep into her uncharted territory.

Unable to keep her mouth closed, her savage-like moaning became louder and her breathing much deeper. Her arms wrapped around me tightly and her eyes slammed shut as if she was bracing for a life or death situation. I felt a large warm wet spot develop on her bed between her quivering legs as she orgasmed, her pussy and anus contracting mechanically with no restraint, as I penetrated her deep into her loins.

Not being able to wait any longer from all her warm, wet, excitement, I gave her long hard strokes permitting her to feel my cock at full ramming depth pumping her wet pussy full with very generous amounts of semen. My engorged testicles, the product of several months of not getting laid, rhythmically slapped up against against her wet love muffin. As I continued to shoot streams of cum into her at maximum depth my love sack began to tighten up against my body to pushing out the last of my hot nut glaze, completely filling up my condom.

She later told me she had to explain to her roommate about the magnum condom wrapper I left on her night stand. Her roommate stated, “well, how freaking big is it?” She said, “think of the largest dick you have ever seen, double that, and it’s bigger than that! This must have peaked her roommate’s interest because her roommate took a lot of fucking on the living room sofa the following week.

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