Here is how I got to mess around with two of my friends during our senior year of college. Names have been changed to protect identities. I will also warn you - this will probably end up long.

SO I knew Ashley and Sara since our freshman year. They had been roommates since the first semester, and we all had History together. We had been the best of friends throughout college, although none of us had done anything sexual together. My parents lived not too far from college, and they decided to take a winter vacation to a tropical The house was empty, which meant a perfect studying place for exams. I invited Ashley and Sara to join, since I knew all of us liked studying together, even if it was for different classes.

I should take a moment to describe Ashley and Sara. They are really polar opposites of each other. Sara is tall and slender, white complexion, with (I would estimate) B cups, a flat ass, and blonde hair. Ashley is 6'2", a little chunkier, is a little darker (basically looks like she has a natural tan), has huge tits (they look like fucking watermelons), a huge ass, and brown hair.

We ate dinner at college first then drove to my parents house. We decided that it was a little late to start studying, so we decided to drink in my parents half finished basement (half finished as in my dad started to finish it, but got distracted and never completed the project). We had an old couch and a bean-bag like chair with a mini-fridge stocked with some of my dads beer. We broke out the beer and start drinking while talking about random topics. Ashley and Sara were on the couch and I was on the chair. Ashley and I were three beers in, Sara was still milking her second. This was on-pace for us, and based on past experiences, I knew we were all buzzed. I got up and went upstairs to pee. As I got to the top of the stairs, I heard Sara say that she was going to go pee too.

Now, my parents house has two bathrooms somewhat close to each other on the first floor. I figured I would be polite and went to the further bathroom, leaving the closer one for Sara. I partially close the bathroom door and pulled out my dick when I hear the door open and Sara say "OH MY GOD." I look over, and she is staring at my dick. I close the door in her face and finish peeing. After I finished, I opened the door and she was still standing there. She said "I AM SO SORRY. I thought you were in the other one, that door was closed. And holy shit you have a big dick."

Let me stop again and explain. I hate to brag, but I will anyway. Yes, girls are routinely impressed by my dick. That is because it is huge and long while soft, but does not get that much longer hard. It mostly just gets thicker.

Anyway, I didnt say anything and went back downstairs. Sara came running down a minute later saying "Oh my god Ash, you have to see his dick. It is huge." Ashley smiled and said that she has seen plenty of huge dicks. Sara said "Yeah I know. I mean, not to sound like a slut but I have seen a ton of dicks too, but it was really big even soft".

So they start talking about guys and their dicks for a while. I was starting to think they forgot about me when Ashley turned to me and said "well, now I am curious. You willing to show me?"

Ok, sorry for the interruption again. There really was no good time to mention this before. Sara and Ashley had both been single for a couple of months, and I had been single for about 5. I was pretty certain neither of them had gotten laid in that time span, since I would usually hear about it.

I laughed and said that I would feel a little uncomfortable just randomly taking it out, and that Sara only saw it because she accidently walked in on me peeing. Ashley said "So what, I have to wait until you have to pee again?" It sounded like she was waiting for an answer, so I said "yeah, I guess." She countered with "What if I showed you my boobs?"

Well that took me by surprise. And I think Sara was surprised by it too. I thought Ashley was talking out of her ass and would never flash, so I said "sure, why not." In one move she sat up and grabbed her shirt and lifted it up, showing her bra. Then she lifted her bra up and her boobs flopped out. Holy shit, they were big and perfect. I should point out that the couch and chair were only a few inches apart..we were sitting really close to each other. So they were almost in my face. She shook her shoulders and her tits swayed back and forth, then she pulled her bra back down, fixed her boobs, and pulled her shirt back down. Sara looked shocked (almost a little horrified).

Ashley looked at me and said "Ok, it's your turn." I really didnt want to, but I pulled my dick out of my pants. By this point, the conversation and staring at her tits had made my dick semi hard. I shook it a brief second, and Ashley said "that doesn't count, it is hard!"

I laughed and said "Well yeah, boobs will do that." Ashley said that she wanted to see it soft, so I told them to change the subject. So Ashley turned to Sara and started talking to her about some on-campus event later that week. All while I sat there on the chair with my dick out. And it only took a minute until it was soft. I saw Sara glancing at it out of the corner of her eye, and she turned and said "oh, it is probably soft again."

I looked down and confirmed that yes, it was soft. Ashley said "bullshit" and leaned over and grabbed my dick with her hand. I heard Sara yell "ASH, WHAT ARE YOU DOING??" and Ashley laughed and said "oh man, that is large and soft. Jeez, how big does it get?" She then started stroking it.

I kinda gripped the sides of the chair, not too sure what to do. It got hard almost instantly, and Ashley said "oh, not that much longer, but pretty thick." She didnt stop stroking though, and only a few strokes after she said "Uhm, I dont know where I am going with this..." and then she laughed. I said "yeah, what are you doing?" and Sara yelled "ASH STOP THAT!!"

From someone standing in the room, it was probably a funny scene: Sara staring (with a horrified and uncomfortable look on her face) at Ashley's hand stroking my dick, Ashley staring at her hand stroking my dick, and me looking at my dick, then at Ashley, then at Sara, and then back at my dick, all in a loop.

Ashley then looked at Sara and said "here, feel this." Sara yelled "NO! It's Mark...I wont touch his dick! And you shouldn't be either." Ashley said "Shut up, just touch it." They bickered back and forth for a minute before Ashley grabbed Sara's hand and forced it on my dick. Either Sara was not expecting it and didnt have a chance to fight back, or she just didn't fight back at all.

So Sara's hand was on my dick. She squeezed it and the look on her face went from horrified to amazement. "Wow, that IS thick..." She then picked it up and gently started stroking. She took both hands and gently stroked with both hands for a few seconds, before going back to one hand. Meanwhile, Ashley was still staring at my dick. She pushed her hair to the side, and then leaned over and put her mouth around the top of my dick.

Sara pulled her hand back and said "Ash, what are you doing now???" Ashley took my dick out of her mouth and said "Shh, I am just doing this for a few seconds." She then proceeded to take my dick back in her mouth and bobbed her head up and down my shaft. She actually got it pretty far down her throat. She held her finger to the side of my dick to show how far it went. She turned to Sara and said "Ha, beat that."

Sara said "I probably could, but we shouldnt and your mouth was just all over his dick." Ashley said "who cares..bet you cant do it anyway." Sara looked at my dick for a few seconds, then leaned in and put her mouth around the head and slowly it went down her throat. And it went further than Ashley...it didnt seem like it wasnt even that difficult to her.

She pulled up, then sucked a few seconds, bobbing up and down, then took it out of her mouth and turned to Ashley and said "see, told ya."

Sara and I then realized that Ashley's hand was down her pants, playing with her pussy. Sara yelled "ASH! Really? Right here in front of us??" Ashley said "oh shut up, its not like we have not masturbated before when sharing a room." Sara said "YEAH, but we were each in our own beds, with the lights off." Meanwhile, without thinking, I was slowly stroking my dick. Sara sees me and says "MARK! Come on, we aren't supposed to be doing this stuff together.." I shrugged and said "Ash started it."

Ashley stood up and started to take off her pants. Sara started to say something, but Ashley said "Come on, we are all good friends, let's each just have a little fun." She took off all her clothes and sat back on the couch naked, with her finger in her pussy. Ashley could see that Sara looked uncomfortable, so Ashley said "It's not like we haven't seen each other naked. You can just close your eyes if you want." Ashley then fixated her eyes on my dick and continued to stroke her pussy. I stared at her pussy and tits, and glanced over to Sara from time to time. Sara sat on the couch, looking around the room and , from time to time, at Ashley and back over to me.

I saw she was looking at my dick a little longer, and slowly started to reach her hand down her pants. Ashley saw too, and said "you know Sara, it isnt really fair that you are still clothed."

Sara thought for a minute, then stood up and slid off her pants, but stopped and said "this stays a secret..." then continued to take off her underwear, shirt, and bra.

I should take a break here and say that this all happened within a few minutes, but it really seemed like much longer.

Anyway, Ashley is slouched spread eagle on the couch while Sara's legs are conservatively spread. Both are looking at my dick, but Ashley is also glancing over at Sara. I think Ashley was getting bored, because she whispered "you have a condom?" Sara's hands stopped moving, and she just stared at Ashley. I said "yeah, probably in my bag," and I reached over and looked through the front pocket. I had a few, and pulled one out. Ashley got up, snatched it from my hand and ripped the packaging open. Before I could even move, Ashley had the condom on my dick and she was standing over me, rubbing my dick on her pussy lips.

Sara started to get up and said "I should probably leave you guys down here..." Ashley said "No, just stay. I dont care," and I just shrugged my shoulders. Ashley's tits were swinging in my face, and I grabbed her boobs and sucked on her nipples. I looked up, and she started making out with me. I could see Sara out of the corner of my eye, and she was looking at us and masturbating slowly.

She got up off me, and I thought the fucking was over. But she turned around and sat on my dick backwards, facing the couch. I reached around and grabbed her tits as they bounced. She grabbed Sara's leg and pulled her closer. Before Sara could say anything, Ashley was bent over and her tongue was between Sara's legs. Sara's eyes closed, her mouth opened, and for once she looked like she was enjoying herself.

Holy fuck, this seems much longer written out. My fingers legit hurt. I will come back later to finish. If you have reached this far, CONGRATS. I doubt many will actually make it this far though.

Julie called last night to tell us she was engaged. We both saw it on Facebook but she really wanted to tell my wife. The fiancee was headed out that night on a business trip and she wanted to go out and celebrate. So I became designated driver. Bar talk was the typical "what's been going on over the past 2 months". Sort of weird since everyone sees everything on Facebook these days. At some point it turns to our old jobs (we all used to work together). Then we get to the stories. Blah blah blah. At least my cokes were free since I had the keys. I was about 6 cokes in, 3hrs later, and pretty sure both women were blitzed. My wife kept giggling, which made Julie giggle, and the cycle would just repeat. No one slurred words, so I was hoping the hangover would be mild. I told the bartender to watch them for a moment, grabbed the keys, and moved the car near the door. With his help I got them both in. They could walk, I was just being overly cautious. My wife wanted the back seat. She got in, buckled, and pretty much laid down for the ride home. Julie took the passenger seat and we were off. I figured since they were both blitzed we'd just head to our place. Julie could crash on the couch and we'd take her home in the morning.

Like I said both women were pretty blitzed. My wife was asleep within minutes. Julie giggled a bit more, looked back at my wife, then put her hand on my lap. She rubs back and forth a couple times and then says my wife's a lightweight. I tell her she's blitzed too and she giggles even more. Her hand slowly goes from rubbing to unzipping. I start to protest and she giggles a little more then leans over. Rubbing, to unzipping, to stroking, to kissing, to sucking. It took 30 minutes to get home, she drained me in 20. I actually had to pull over on the turnpike before I went. She worked me so hard, every last drop, then sucked while she played with my balls to make sure I had none left. The whole time my wife was still passed out in the back.

Julie's little snack seemed to sober her up a bit. She giggled some more, told me to blame everything on her being drunk. I guess she had a crush on me but she was my wife's friend at work, and we'd already started dating. When we got home helped me get my wife out of the car. I laid my wife on the bed and Julie said we should undress her. She'd hate to ruin a dress with vomit. It took some drunk ballet but we got the dress off. Then Julie spread my wife's legs.

My wife told me years ago that she'd never been with another woman. Julie just couldn't resist. I sat on the edge of the bed watching her slowly go down on my wife. She was drunk, out cold, but Julie was on her knees working her just as hard as she'd worked me. When Julie started to get up I stepped behind her.

She knew it was coming, and giggled as my fingers teased her first. Pounding any woman when she's bent over in a hell of a visual. Pounding your wife's best friend, while she's eating your wife, that's almost too much. Even though Julie drained me earlier I knew it wouldn't last but I was determined to make her go first. Soon enough she was moaning, my wife started softly moaning in her sleep, and then I felt her shiver. Once I was certain she was going I decided to go for the gold. I used a wet finger first, then slowly worked my way into her ass. Her moans changed. I could tell she wasn't expecting that. So I pressed her head into my wife's snatch while I pushed harder into her ass. I'd wanted to give her a facial, but getting it in her ass was all I could handle. She purred as I drained my second load.

Obviously I'm typing this up this morning. Julie and my wife are still passed out and it's a little after 1pm. We'd all called in sick. Thinking about it I think it was a setup. My wife would never agree to a 3some, and Julie didn't seem all that blitzed. If it wasn't a setup then it sure seemed like it. If it was, then she got more then she expected!

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.”

A few years ago I worked with this delicious slut in a medium sized office. About 75 people worked there, 10 or 12 in the attached warehouse, the rest desk jobs in the office area up front. She sat in a cubicle across and beyond the wall from mine. Blonde, tan, about 5 foot 3, 120 pounds maybe. Big, perky fake tits and a tight little ass. She knew it too. Always wore outfits a bit too tight or revealing. The kind of girl who spent her time on boats and at the beach, always in the sun, always flirting. She was such a tease.

I liked having time to myself in the office, to get things done without others around to interrupt, so I would normally come in very early, get there 530 or 6 AM. That would allow me at least an hour, nobody else in the office came in before 7. A few warehouse guys, but they stayed in the back. One morning I'm at my desk about 615 and I hear this incredibly loud sound coming from one of the cubicles across the wall. Startling and LOUD. I walked over to investigate, and my little office fantasy, let's call her Julie (not her real name), had left her cell phone on her desk, and the alarm was going off. I managed to turn it off, shaking my head at the noise. I was about to put it back on her desk when I thought, I wonder what kind of pics she might have....

Her phone had no secure lock screen, so it wasn't hard to explore. I found her galleries, checking over my shoulder that nobody else was coming in. Mostly boring shots of her dog, some flowers, pinterest type crap. Scrolling down, scrolling, and then - bingo.

A series of selfies that were clearly meant for someone she wanted to fuck. licking her lips, pouty smiles with her hard nipples through a thin shirt, on her stomach with her beautiful ass in the air, and more. They progressively got more revealing. Her ass in boy shorts, then her bare ass. Wearing just a bra, then full exposed tits. they were amazing. playing with her nipples, then her in front of a mirror in only panties, then no panties covering her pussy with her hand, then legs open and her finger tracing her slit. I was rock fucking hard. I checked again to make sure I was still alone, then pulled my cock out and did what any guy would do, stroked myself off to her pics right there in her cubicle.

When it came time to cum I shot my load right on her chair. She never came in before 9, it would dry before then, and I could spend all day getting hard knowing she would be sitting on it.

I wanted to send myself the pics, but she would know I did. So I hooked up a USB and transferred a ton to my hard drive. She had so many more. Then just in time, I put her phone back and returned to my desk just before a co-worker came in.

Fast forward to the next morning, alone in the office, my cock out, stroking to her slutty pics. I printed a few, full color on the office printer, and shot ropes all over her. I must have done this every day for a week. I would throw the photos away after, buried beneath other trash. So i thought at least.

After about a week of this, I came in one morning to find one of my cum stained printed pics of her on my desk. No note, nobody there, just the pic. I was freaked out. I was caught, and going to get fired. I picked up the photo to destroy it and found underneath, another photo of her, one I hadn't seen before. Tight sweater, tight pants, fuck me smile. Written underneath the photo was "do this one next".

I wasn't sure if she had found it and it turned her on, or a creepy coworker found it and took a pic from her facebook or something, but it was exhilarating. I made sure I was alone, grabbed my cock and pumped a huge load all over her slut face. Then I put it in the trash the exact same way as the day before. Neither she nor anyone else said a word about it that day. I was extra sensitive, trying to figure out who did it, nothing.

The next morning when I arrived at 530 my heart was pounding. I walked to my cubicle, almost couldn't breathe. When I turned the corner there was no picture, just a post it note. "check my top drawer - J". It was her. My cock was RAGING before I even got to her desk. When I opened her top drawer there was an 8 x 10 photo of her, spread eagle, sucking a cock while using a vibrator on her pussy. Below it said "when you're done leave it where you found it, xo"

I could not believe this was happening. What a filthy slut! What an amazing place to work! I edged and stroked for about 20 minutes, and pumped a fat load all over her. Then I left the cum covered photo in her drawer. A few hours later she arrived at work. Our area was pretty quiet overall. She walked by my desk, which she didn't have to do, and said good morning, in a very flirtatious tone. A moment later I heard her sit down, put her bag away and open her desk drawer. Then clear as day I heard her moan just a little, and close the drawer. I was immediately hard again.

We did not speak about it. Not at all. There was this understood secrecy about what we were doing, not a hint of it during the work day, no communication. But each morning that week I would check her drawer and find a new photo, and cum all over it. Thursday there was no photo, but a pair of panties.

I sniffed them as I stroked, her delicious pussy all over them. Then I stroked with them, and decorated her panties with my spunk, and put them back in her drawer. That morning, when she got in, she called over the wall to me, "can you come here for a second?". I was so nervous, and so aroused.

Her cubicle was situated with the opening facing a corner, so you couldn't see into it unless you were standing right at the entrance. I walked over, not even trying to hide my erection. There were two other people in the room at that point, about 15 feet away. As I reached the opening and said good morning, she turned in her chair and said good morning back. She was wearing a pencil skirt, which she hiked up just a bit, and opened her legs. She then slid off her panties, and handed them to me, and said "I think these are yours". Then she retrieved the cum soaked panties from her desk, and put them on right in front of me. She then turned around and began working. I almost lost my mind.

I put her panties in my pocket, and walked back to my desk. I pretended to work, but all I could do was replay that exchange over and over in my head. After an hour or so of that I couldn't take it anymore. I went to the bathroom, sat in the stall and began stroking with her panties. I decided to take a short video, about 5 seconds, and text it to her. My heart was pounding as I pressed send. I continued stroking there in the stall until about 3 minutes later she texted back, a 5 second video of her rubbing her pussy at her desk. I watched it on a loop until I blew, right into her panties.

The rest of the day was somewhat normal, we didn't talk, but we both it seemed continued to fantasize about what happened. Then came Friday morning. I arrived about 545. It was routine now, get my coffee, go check her desk for today's stroking material, and bust a huge nut before getting to work. Except that day there was no photo, no panties. Nothing. I walked back to my desk disappointed, and then I saw the post it note on my monitor. "You should check the conference room".

The conference room in our building was big, with a floor to ceiling glass wall that faced an open field. About a dozen chairs, screen, large oval table, standard stuff. It was at the far end of the building. The lights in the main area were still off, nobody was in yet. The conference room door was closed, which was odd. I was so nervous as I reached for the handle. I turned and opened the door, it was dark. As I flipped the first light switch, which activated a soft , low light in the center of the room, I could see her at the head of the table. She was wearing another skirt, hiked up. Her legs were open, and she was playing with her amazing pussy. I entered the room, shut and locked the door behind me, and walked towards her.

"I want you to watch" she said. So I sat down in the chair next to her, and watched as she made herself cum right in front of me. She was a total exhibitionist. Really put on a show. After she came, I got down on my knees, touched her legs for the first time, held them open and ate her pussy like a maniac.

She was pulling me into her, grabbing handfuls of hair, moaning and saying filthy fucking things as I tongued her deep and thorough. She must have came 3 times before I stood up. I was barely upright before she was tugging and pulling at my belt and zipper with both hands, staring up at me the whole time. She lowered my pants, peeled down my boxers and my erect cock bounced up, almost hitting her face. She took it in both hands, stroking it slowly, and proceeded to give me an incredible blow job. One of the 5 best in my life.

She did everything - slapped her tongue and lips with it, rubbed it on her cheeks, kissed, licked, sucked, cheeks caving in, moaning, saying dirty, dirty things to me as she inhaled my engorged cock. I was so close to cumming. She had taken her top off while sucking me, so her gorgeous tits were out for me to enjoy.

She then stood up, bent over completely at the waist, and laid her naked upper body on the conference room table. She reached out with her hands, laying the palms flat on the table, and pointed her incredible ass towards me.

"Do whatever you want" was all she said to me. And I did.

I dominated her. Fucked her slow and deep as I held her neck, pressed my chest onto her back. I whispered incredibly erotic things into her ear as I pumped her full of my pulsing dick. She gushed on me. The edge of the table was soaked. I flipped her around and fucked her that way for a minute, then pulled her onto my lap in a chair, then put her up against the glass wall, then bent her over the table again and pummeled her cunt until I blew, a gigantic load of cum, right inside her.

After a moment of us both gasping for breath, we began to get dressed. We straightened up the room, wiped the table down, made sure we both looked presentable, and walked out into the main office area. Not 5 minutes later a couple of people arrived at work, and before long it was a normal day again.

That was the first time we fucked each other senseless at work, a tradition that went on for about 6 months, at least twice each week. But that first time, and the erotica that lead up to it, still the most amazing, dirty experience I've ever had.

I picked up a girl much shorter and smaller than me(she's 25 5' and abt 130, I'm 31 5'7" and 200) the other night and while driving around drinking she started rubbing on my cock and told me we had two options.

She said I could take her back home (she lives with her mom) or take her back to my place. Well, with her hand on my cock the only thing I could say was to go back to my place.

We make it back to my place and we have a lot more to drink and finish off a fifth of vodka. Then things started to get hot and heavy and I fuck her tight little pussy, but I'm too drunk and can't cum.

So, the next morning I wake her up by rubbing her pussy from behind and then she comes to horny as hell. I took her missionary, doggy style, and cowgirl fcuking her tight little pussy (the tightest I've ever had). I told her she was tight and she tried to apologize, but I told her it felt good and worked my cock deep in her pussy until I exploded. Then, we took a shower together and I started to get ready for work.

She was all hot and bothered and hell bent on distracting me from work and started rubbing me until I had to drop my pants as I fingered her. She took me deep into her mouth then and gave me the most amazing blow-job that had me cumming in only two to three minutes (I've had a girl suck me for hours that couldn't do that). I told her I was cumming and tried to push her head back, but she grabbed my ass and sucked all my cum into her mouth and swallowed then sighed and rolled over into the pillow. I got dressed and went to work.

When I got home she was still in my bed. She had been drinking, but was groggy and still alert. We went to the living room and sat on the couch and rubbed each other until I couldn't take it anymore and wanted to taste her. I got on the floor in front of the couch and pulled her to me and begin to eat her pussy. I got really into it and as she started to cum she tried to push me away with her feet and hands, but I hooked my arms behind her thighs pulled her in close and rode her orgasm out.

We sat on the couch cuddling for a while and rubbing each other and doing shots. I told her she had a sexy tight little body and beautiful ass that I would love to lick. She gave me a sly grin and wiggled her eyebrows at me seductively and said 'We'll see.'

By this point she is really drunk and stumbles to her feet and grabs my now soft cock and pulls me to my feet. She guides me by the cock into my bedroom where she collapses on the bed face first. I bury my face deep in her ass and lick her pussy from behind and slowly work my tongue from her pussy to her ass. By now she is breathing deeply and I can't tell if she is enjoying it or if she's out.

So, I quit worrying about her pussy and start to lick just her asshole. At first I was careful and slow in case she didn't like it or woke up. But, the more I tongued her ass the more I wanted it and so I started to gently press first my pinky and then eventually my thumb against her brown eye. She would whimper and wriggle a bit, but never said a word.

It was more than I could bear so I spread her ass open as far as I could and pressed my forefinger to her hole. It was tight at first, but I kept licking my finger the way a girl would a cock and pressing it against her ass until it gave.

When my finger first entered her ass she bucked slightly, moaned loudly, and then lay completely still. So, I pulled my finger out and pushed against her hole again. This time it gave way much quicker and I could almost feel her ass try to suck in the tip of my finger.

I pulled my finger out again and set to vigorously licking her ass and pushing my tongue inside of her hole. She would moan and wriggle and then lie still again. So, I sat there staring at her asshole as I spread her cheeks and said how tight her ass was and how much it turned me on.

She didn't say anything so I stuck my finger just inside again and she moaned so I pushed a little deeper, up to the second knuckle this time. She lay still again so I pulled my finger all the way out and then stuck it in all the way as far as it would go. It felt so good that I started to finger fuck her ass, sticking my finger as far as it would go each time and then I worked a second finger in.

She was moaning loudly at this point and my cock was too hard to ignore so I stood up and pressed the tip against her hole. Just then she moaned and rocked back and the head of my dick slipped inside. I just stood there for a moment and then pulled out and pushed my cock back in. She grunted then and let out a little air fart against my dick that nearly made me cum, so I pushed deeper into her ass. From then on she didn't fart, squirm, or moan as I shoved the full length of my cock into her ass.

I slowly fucked her ass for about ten minutes until I couldn't resist anymore and emptied my balls deep into her ass. I then lay down behind her panting and fingered my cum from out of her ass into her pussy. She moaned and bucked against my hand a couple of times but never said a word.

Then, this morning she gets up goes to the bathroom and comes out rubbing her ass. She grins at me sheepishly and asks what happened. I look her body over and say we got fucked up and fucked. She then collapses on the bed in front of me and wriggles her ass up to my cock and puts it between her cheeks and starts to flex her ass muscles against my cock until I cum all over her ass. She then rolls over, grins, and falls asleep...

This past Saturday a friend spent the night, we've known each other three years,she is hot, we have never done anything, but I tell her I want to lick her from hole to hole, and how much she turns me on, I even tell her I jack off thinking of her. so she is well aware of my intentions towards her. so anyway she fell asleep on the bed next to me,on her tummy, let me tell you she wears the tightest shorts you can imagine, as I kept looking at her firm round ass,I noticed her legs would open a little bit if she was gently touched, so I blew a bit, then used a bit of the sheet now she was spread open about 8 to 9 inches, I could see her shorts were riding up into her sweet little slit, I was so close to her pussy and her gorgeous ass I couldn't help myself! I bent over putting my nose between her sexy legs I took a deep breath, taking in her womanly scent,I was in heaven,the flimsy material clung to her like a second skin! I gently stuck my tongue out and slowly touched the clit area then slowly ran my tongue back to her delectable tight ass hole, I did this slowly so not to wake her.now I'm stroking my cock as I lick .i wanted so much t rip those tight little shorts off of her sweet, firm ass and shove my cock balls deep into her warm cunt, I didn't instead I felt both her ass cheeks, oh my Gawd,she felt so good, I squeezed , I rubbed I bent down and kissed her all over her hot ass, I worked my tongue under one side of the shorts,her legs moved a little more open as I tasted her young pussy for the first time. I couldn't help it, I had each hand full of her ass cheeks, and my tongue was maybe an inch inside her cunt when she woke, what are you doing she asked clamping her legs closed.I told her everything I had done , told her I was sorry, then asked if I could eat her ass hole and her pussy, ZNo she replied, can I suck your toes she told me,no well /can I cum on you again no,I kept stroking my cock and watched as she fell back to sleep.Again I quietly moved between her open legs,I switched on a reading g light , it shown on her fine ass and the material that was up her slit, again I bent down and breathed in her womanly sc4ent,i must of had my nose between her sexy legs for half an hour,when i hear what are you dong, she tried closing her legs, but couldn't she tried rolling over, but my hands were holding her sweet ass,this time when I bent down I whispered in her ear,as I pulled her shorts to the side and slipped the head of my cock into her wetness, I told her it is just a dream, go back to sleep as I slowly pushed my cock deeper into her.ZNow in as far as I could go. I stopped, and whispered her ear how fantastic her hot, wet cunt felt around my cock, she lifted her ass up to give me better access, which I took and started pounding her pussy! I rode her sweet cunt until my balls blew cum deep inside her,i

I confess that one of my kinkiest, dirtiest fantasies came true yesterday. I went to get a massage from this older spanish lady. Skinny, great body, not so much face. I laid naked and she rubbed me down good. Got in my ass crack and all. I turned over, she rubbed inner legs, I got hard and she went to rub my balls. I started grabbing her ass, and since she was wearing a dress, I went up under. I felt a thong, and I decided to pull aside her thong and touch her pussy. I felt her get weak in her knees, so I shoved my finger as deep as I could. She started moaning. I thought, wtf. I had my middle finger in her pussy, so I started touching her ass with my pointer finger. I didn't waste much time, and i shoved finger in her ass. So there I was, both fingers deep in her ass and pussy. She started sucking me, and even though by herself she only got half way down my shaft (8 inches) I put my other hand behind her head and shoved her head down. It was rough for her and i felt her gag, but she finally took all 8 inches down he throat. Again, I thought to myself, let me try whatever I want with her. I got up off the table, laid her down and I sat on her face. I spread my ass open and she licked my asshole clean. I was practically riding her face with my ass. So hell, I got up. bent her over and fucked her hard. After 15 min of fucking her, i pulled out and slid it in her ass. I couldn't believe how easily she took all of my in her ass. I pushed deep and hard, and she took it all. This is where my real dirty fantasy came to play. I had always loved the idea of pissing on a girl. But shit, why not take it farther since I felt like I had to pee. I slowed down a little and started pissing in her ass with my cock inside her. I started sliding in and out while pissing. I slid all out and my urine went all over her back and shoulders. I couldn't believe this was happening, it felt amazing. Of course I had to take it one step farther. I pulled out and while pissing I slid inside her pussy. FYI- ass can hold a lot more urine than a pussy. I was fucking her while pissing, and it was pouring back out of her snatch. I was all done pissing, so I slid back in her ass and had not care what so ever. I went to town on her ass. As hard as I could fuck her, I did. She was screaming outloud in pain, and i finally busted my load inside her ass. I pulled out, she turned around, I pushed her down on her knees and stuck my cock inside her mouth to clean me off. I gave her 30 euro for the massage and left.

How It Started 3 1 and 2 were posted earlier
After Jack left I jumped up and got in the shower. It was Saturday and I didn’t have to work until Monday. I thought I had better hurry before Jack gets impatient and starts to get angry. I had grabbed a razor and some shaving cream before I got in the shower. I have been shaving my private areas for a couple of month now. I didn’t have very thick hair on my arms or legs and I had never had much facial hair. I only shaved maybe once a week and only because it looked straggly. I shaved my legs and what few hairs I had on my chest. I made sure my ass and front side was smooth. The plug was still in my ass when I got ready to shave there so, I had to pull it out, shave and then put it back in. My body felt strange when I got out of the shower. It was cool and tingly. I went to the mirror and started doing my hair. I was trying to curl it while I was blow drying it and it sound funny but, it was looking pretty good. I put on some make up to help me look more like a girl. When I got done I went to get something to wear. I didn’t have a lot of clothes to wear. Mostly what I had were panties, sleepwear, and a couple outfits. I never needed much because I only wore them in my room. I put on a thong and found a pair of shorts that were really tight and short. I remembered I had bought a halter top when I bought those shorts. Then I heard Jack say “Come on Sue. We don’t have all fucking day.” He was mad, so I hurried up and put on the shirt I had on last night and tied it over my stomach. Then I thought “OH FUCK. I had forgotten my chastity device.” I got it out of the drawer and put it on my dick. I clicked the lock and didn’t know what to do with the key. I stuck it in my pocket and ran downstairs.
When I got downstairs, Jack was in the kitchen. I said “I’m sorry for taking too long.” Jack looked me up and down. He said “You are worse than a woman. Did you wear everything I told you to?” I nodded yes. “Well let’s see.” He replied. I unbuttoned the front of my shorts and turned around. I pulled them down over my ass and bent over. I reached back and spread my ass cheeks so, he could see the pink jewel on the end of the plug. He walked over and rubbed my ass. Jack grabbed the end of the plug and started to pull it out. The fat part the plug slipped out of my ass and he pushed it back in. I moaned when he did it. Jack said “You like that sissy don’t you. Now turn around and show me what else you got on.” I stood up and turned around. He snickered when he saw the lock and said “That’s nice. Where’s the key?” I reached down and got the key out of my pocket. I handed it to him with my hand shaking so much I almost dropped it. Jack said “Is that the only one?” I nodded yes and Jack smacked me a crossed my face hard. He said “Don’t lie to me. Is this the only key?” My eyes watered up as I shook my head no. He told me to go get the rest of them. I ran to my room and got the other two keys. I went back to the kitchen to where Jack was standing and put my hand out with the keys. He took the keys and said “This better be all of them or you will be sorry.” I blurted out “I’m already sorry.” And he just laughed.
“Come on Sue.” He said “Were going for a ride.” My eyes got wide with fear. I had never been out of the house dressed like this. I said “Please Jack no. I don’t want to leave. I’ll be good and do anything you want. Just don’t make me be seen like this.” Jack said “It will be ok. You look great and where we’re going nobody will see you.” I was kind of flattered that he thought I looked good but, was scared of where he was taking me. He grabbed my arm and started pulling me towards the door. We got to the driveway and he told me to get in his truck. I got in the passenger side and he started to back out when he said “Slide over here next to me.” I slid over and it looked like I was his girlfriend on a date. We didn’t drive far before he was reaching in his pants and pulling his cock out. I looked down and knew what he wanted me to do. I slid down the seat and turned so that I was facing his lap. I lowered my mouth until it was just above his cock and he pushed the back of my head down on his cock. I bobbed my head up and down sucking him. We were going down the highway with me sucking him the best I could when I heard a horn blow. I never stopped but Jack laughed and said “I think the truckers like you. Get back on the seat with your knees pulled up.” I never stopped sucking his cock as I climbed back on the seat and put my knees under my body. My mouth was on his cock and my ass was up pointing towards the passenger window. I didn’t look back not wanting to see who was going to see me. Jack told me to take my shorts and thong off. I shook my head no with his cock in my mouth. He grabbed the hair on the back of my head and shoved me down until his cock was all the way down my throat. I couldn’t breathe this way and he knew it. Then Jack said “Do it and I will let go.” I couldn’t get my shorts off fast enough and when I did he released my hair. Now my ass was bare and facing the window for everybody to see. Jack loved it. He would speed up to catch some trucks and then slow down when we were beside them. He did this a couple of times and then told me to reach back and pull my plug out. I did as I was told and the he said “Start fucking your ass with that thing until I tell you to stop.” The plug would stretch my asshole when the fat part went in and out. I was still sucking his cock and every time the large part would pass though me, I would be forced to take a deep breath causing me to suck him deeper in to my throat. He rolled the window down and I could hear horns blowing and I thought I heard people hollering something. This went on for a while and then Jack rolled the window up. He told me to sit up and put my shorts back on.
I got turned around and when I looked up I saw that we were pulling into a mall parking lot. I was scared as hell, not knowing what Jack was doing. He said “We are going shopping. You need some new things to wear.” I was scared. I had never been in public dressed as a girl. I had fantasized about it but, never had the courage to do it. He parked the truck and got out and said “Come on lets go.” I just sat there and refused to get out and Jack said “Sue, you better do what I say or I will take you to that truck stop on the highway and let all the truckers that you just flashed fuck you until can’t walk!” I knew I had to do what he said so; I got out and walked into the mall with him holding my arm really tight. Our first stop was Victoria Secrets. Jack was picking up lacy thongs and sleepwear. Then he turns and said “You need some bras. What size do we get? Double A-.” and laughed. He called a sales woman over and asked where they kept the bras that would fit his girlfriend. It was funny I almost smiled when I thought about him calling me his girlfriend. She pointed to the area of the store to go. He found some bras that were for flat cheated women. He handed me several and then he saw the garter and stocking. He like them and grabbed a few of them. My arms were full of things and he walked me to the checkout. I put the stuff on the counter and the girl scanned them. It was over $400 of stuff. I looked at Jack and he bent down and whispered to me “You better get your credit card out before I start sending your pics to my friends.” I paid for the thing and we left the store. The rest of the day was more of the same. We want into a lot of store and bought more clothes. Everything he picked out was slutty clothes that a prostitute might wear. He even made me but heels and boots at a shoe store.
We were walking down the mall and I was amazed that all day nobody seemed to know I was a guy. I even had seen a few guys checking me out like I was girl. Then all of a sudden I saw a group of guys that I had seen before. They were friends of Jack and John for the gym or the bars. I never looked up and just walked by them. Jack stopped to talk to them. I walked down the mall and thought I better stop and wait. After a few minutes Jack walked up and grabbed the back of my neck and said “Don’t you ever walk away from me? You should have stopped and chatted with the guys that will be fucking you soon!” I didn’t know what to say but, “I’m sorry” Was he really going to make me fuck all his friends? Maybe he was just threatening me. Then he said “You owe me for that and I know how make you pay.” I guess we were done at the mall because he led me out to his truck and we started to drive.
We drove for awhile to a place I was not familiar with. It was a part of town that was run down and an area that most normal people go. There were vacant building everywhere and a few people that looked like they were wondering around. Jack pulled the truck over and said “Get out! I want you to get out of the truck and walk down this street. I’ll pick you up in three blocks if you make it that far. All you got to do is anyone you pass you got to ask them if you can suck their cock! If they want you to you got to go with them and do as they say. Suck them; fuck them or whatever it takes to get them to cum on or in you.” I panicked and pleaded Jack not to make me do this. I told him I would do anything he asked just please take me home. He said “Tell me what you will do to make this not happen.” I started blurting out that I would suck his cock anytime he wanted and he could fuck my ass as often as he liked and I would be a good slut for him. He said “OK only two blocks then.” I screamed “NOOO, I’ll dress like a whore and you can show me off to anybody you like. I will act like a slut and you can take me anywhere you want and show me off to your friends.” Jack said “Just one block unless you got more to offer.” I thought and then whimpered “I will suck and fuck all of you friends and I will be your whore to use. Please don’t make me walk down this street.”
Jack said that he would agree to this if I proved that I was a good whore. He said “Pick someone on this street and suck their cock and we could go home.” I didn’t have a choice and it was better than having to walk three blocks and have sex with everyone on the street. I looked around and pointed to an old bum that was sleeping in a doorway. I figured he probably not interested. Jack pulled the truck next to the doorway and rolled down my window. Jack said “Go ahead and ask him.” I called out to the man and he just grunted. I yelled again and he rolled over and I seen his face. In the doorway he was all balled up but, when he looked up I saw he was a black man. “Tell him” Jack said. I said “Sir, Do you want me to suck your dick? I will if you want me too. He got up and started to walk towards the truck and Jack said “Show him your ass.” I turned around and put my ass up toward the window. I pulled my shorts down over my ass just as he got to the truck window. He was looking at my ass and Jack asked him if he wanted to get in. I heard the door open and I moved over to let him in. He got in the truck without saying anything. Jack said “Ask him again.” I asked him if he wanted me to suck his cock and then he started reaching in his pants. He unbuttoned and unzipped his pants and pulled out the biggest fucking cock I had ever seen. Jack started laughing and said “Good choice Sue.” His cock looked more like an arm than a cock. It was at least a foot long and as big around as a beer bottle. I knew there was no way I could suck his dick. Jack started to drive and told me to get busy. I crawled down to the floor in between the bums legs and put my face in front of his cock. I reached to the side of the seat and moved it as far back as it would go. This gave me room to move around and kneel in front of him. He smelled terrible. He smelled like burnt wood and strong body odor. I started licking his cock and it tasted just as bad as it smelled. I tried spitting on it a lot to help the taste, but it only helped a little bit. He was getting hard and thank god it didn’t get much bigger. I was licking up and down his cock and he was moaning. I put the head of his cock and tried to take him in my mouth. I was only able to get a couple of inches in and my mouth was full. Jack must have thought I wasn’t trying hard enough because he grabbed the back of my head and started pushing me down. Even with him pushing, it wouldn’t go down my throat. I only had less than half of his cock in me. The bum was starting to breathe heavy and was moaning. Jack pulled my head back and said “Not to fast Sue. Don’t make him cum yet. I want to see how much of that monster you can take in your sissy ass.” I pleaded with Jack not to make me do that. I knew his cock would hurt me and probably give me some sort of STD. Jack didn’t want to hear it. “We can go back and you can fuck all the men in that area if you want.” Jack said. I told him that I didn’t want to do that either. He said “It your choice.” I knew I would lose. I lost the last night. I lost this morning and I’m going to lose now.
I got up without saying a word or looking at either one of them I got up and pulled down my shorts and thong down. Jack said “Bend over and let your lover pull that thing out of your ass.” I leaned towards Jack and put my ass up towards the bum. He looked at my ass for a while with a confused look on his face. Then I thought “Oh fuck, he thought I was a girl.” He reached out and touched my ass and I cringed. He spread my ass cheeks and was looking at my bottom with a pink jewel in it. He grabbed the plug and started pulling like he didn’t knew what it was. He kept pulling harder watching my ass stretch around it until in came out. He looked at the plug and then I saw him put it his pocket. I remember thinking it was kind of funny. He must have thought the jewel was worth something. I got back up and moved until I was sitting on his lap. I rose up until I could point his cock at my asshole. I sat back down and started putting pressure on it to push it in. It felt like I was sitting on a pole. It wasn’t going in at all. I pushed back as hard as I could and it never went in anymore. I looked at Jack and said “It’s not going to fit.” Jack told me to look in the glove box. I opened it and saw some condoms and some gel. I grabbed the condoms and Jack hollered “No slut, use the gel.” I squirted some of the gel on my hand and reached back to put it on his cock. I thought I better use a lot and put more in my hand to spread on my asshole. I got back up and put his cock back to the entrance of my ass and pushed. “OH FUCK” I squealed. Only the head of his cock went in me. It felt so big and burned as my ass tried to stretch around it. It still only went in an inch or so and stopped. I would push back but, my ass won’t open for it.
Then all of a sudden we hit a big bump in the road. The jolt slammed me down on his cock and another couple of inches went in me. I screamed like I stabbed and was not able to breathe. The pain was terrible. I was trying to maintain my balance while I got used to the size of his cock. Jack saw what the bump did and must have got an idea. He started giving the truck gas which pushed my back towards the bum’s cock. Then he would slow up and then give the truck gas again. This made me moved back and forth on the bum’s cock. Another inch slide in me and I was holding on the dash trying to control. All of a sudden Jack turned down a street and I recognized the area. We were back at the mall. I thought “Oh no, everybody was going to see me.” That was not why Jack came here. The mall was big and had a road that circled it. When we hit the first speed bump I knew why Jack came here. The bum’s cock slammed another inch in me. The mall road had a lot of big speed bumps on it to keep people from speeding. I was doing my best to hold on to keep control when Jack said “Put your hands on your head Sue.” I knew that meant there would be nothing stopping that cock from going all the way in me. I let go of the dash and put my hands on my head when the next bump hit. His cock slammed into me and I think I almost blacked out. I pushed with my legs trying to lift myself some and the next bump came. More and more of the bum’s cock was going deeper into my ass. The speed bumps seemed to be very close together and my legs were tired and I couldn’t lift myself anymore. Every bump pushed his cock farther in me. My ass didn’t hurt much now but, I felt a lot of pressure on my insides. My weight forcing down and the speed bumps slamming me on his cock must have pushed the bum over the edge. He grabbed me around the waist and pulled me down hard on his cock. I felt his cock drive deeper than ever and I felt his course hair rub against my ass. He was all the way inside me. My stomach felt like I had been punched in it. He grunted as he came in my ass and then he released me. I was too weak to lift myself off his cock and just sat there impale by his big cock.
Jack reached over and grabbed me by the arm and pulled me towards him. The bum’s cock was yanked out of my ass and Jack said “Funs over get the fuck out dirt bag. Get the fuck out.” The bum never said a word and just stuffed his cock into his pants and opened the truck door. As soon as he was out Jack sped off. He looked at me and said “What a slut you turned out to be. Time to go home sissy.”

I'm getting married in less than a month with the girl I met over 10 years ago.

A couple of months ago we got a new girl at work. Looks rather fine, bit crazy, has a boyfriend for the last couple of years. She is 18, i am 28. We could get along. Nothing more.

A couple of weeks ago, i brought her home after work, because she was afraid to go through a tunnel. Ok. Nothing happened.
Two days later i brought her home again. After discussing breastsizes, she claimed to have an F cup. I said i didn't believe her and she told me to feel it. First from the outside of her shirt, but then she lifted her boobs out and told me to really feel it. And so i did. Nothing more, nothing less. She DID have an F cup.

After that there was a lot of innuendo between us. But nothing more.

Last week we had a party with some colleagues. Had dinner with like 20 people and went for a drink afterwards. We were both kinda wasted and i went with her afterwards. Lots of colleagues were still there drinking when we left but noone mentioned us leaving together.

When we were on our way home, she came very close next to me and grabbed my butt. I grabbed hers. I put my hand down the back of her pants and squeezed her ass. Then we both started touching eachother. When we came past a playground we stopped. She told me she wanted me in her.

We went to a fence at the back of the playground, where we weren't visible to traffic on the suburban roads. Only people who could see us were people living in the houses around the playground. But they were probably sleeping ;)

I took of her belt and put my hand in her pants. She was allready soaked. I started rubbing her clit. She rubbed my dick from outside my pants.
With one hand I took off the bra she was wearing underneath her shirt. I lifted her shirt and started sucking her hard nipples. Damn those were fine. She dropped her pants, so I had more room to manouevre. And so I did. I slid my middlefinger a little bit down, stuck it in her pussy and started pumping it in and out. Juice was coming out as if the Hooverdam had been opened. I took my finger over the bridge between her pussy and her anus. Oh how she was wet. I pushed onto her anus and my finger just slid right in. Just a little bit though.
She didn't even moan about it. She turned around and bent over. She told me to fuck her.

I took my cock out, raging hard. She stepped out of her pants, which were allready lying on the ground, and spread her legs while holding the fence. I put two fingers in her pussy first, but she was so wet that I didn't need to moist her even more. I slid my cock in. She was kinda tight but it felt so good. At that moment I thought about a condom. Hell no. Fuck that shit. Keep thrusting. It was damn fine. I held and squeezed her boobs from behind while I rammed my cock in that pussy. I pushed my thumb up her butthole again.

She asked me if I ever did anal before. Nope I hadn't. I did fantasize about it though. She told me that she never tried it either, but she was willing to. And so I did. I put my German helmet against her asshole and slowly started putting more pressure onto it. The head went in. She moaned a bit. I took it out and tried it again. The head and some shaft went in. She didn't moan (probably because of all the people living in the houses around us.). I took out my penis again and after that it was all smooth entrance. Just like fucking a very tight pussy. Best fuck of all times.

After a couple of minutes I came inside her. Immediately she turned around and took my penis in her hand and started jacking me off. She knew what I wanted. I kept rubbing her pussy and sucking on her tits. We kissed. She was good. After a couple of minutes she started shaking. She came! Hell yeah, she came. She even squirted a bit. I was so aroused that I wanted to stick my dick inside her once again.

She said: "Let's go to the swing over there." The swing was in the middle of the playground, where every passing car could see us. Not that there had been any cars since the beginning of our little adventure but still. In full sight, and full nudity, she walked backwards to the swing. It was a swing where you can lay yourself in. Sort of a hammock. She laid herself on her back and invited me in. And so we fucked again. It was sensual, adventurous and pornographic at the same time.
After a while I came again. It took somewhat longer this time. Probably because I had shot my load before. But this time i shot my load on her belly and between her tits. She took it off with her finger and ate it. My arousal didn't go away. I still had raging hard cock but I knew I couldn't finish a third time. I'm getting old you know.

When we were on top of eachother in the swing she asked me why she was completely naked and I only had my pants down on my ankles. I told her it was because her beauty didn't give me time to take my clothes off. And we kissed again.

Some time later I brought her home. She invited me into her living room, but I declined. I knew her boyfriend was in the room on the second floor and her mother probably too. It was too dangerous. I went home and slept next to my fiance.

This was my fourth, but definately best cheat. I'm a dick.

Thought I'd share since members get a kick out of this stuff. I met a married woman at a coffee shop. Total stranger, completely unexpected. We hit it off, great conversation, light flirting. Turned into a morning routine, meet, chat, flirt. It took a month to get her to the library. It's an old library. You can rent reading rooms by the hour. And it happened. She sat in the chair. I sat on a table. We took our time running fingertips over each other. She liked stroking me but wasn't into oral. I didn't press I just decided to finger her as hard as I could, while my cock was near her face. She kept stroking, I kept fingering, gently pinched a nipple and I felt her start to tremble. She lost it, squirted a bit, shook a bit, really got her good. And I kept at it, kept gently tracing my fingers and edging while she shuttered and stroked. I heard her say she doesn't normally do this, and then I felt her tongue. Stroking, edging, definitely getting sloppy while I'm still fingering her. She mumbles asking how long I can last. The mumble rolled into a soft moan. While she sucked I built her up to a second orgasm. She begged for me to go as she lost control that second time. Now she's serious. Now she's stroking and sucking and determined to get me off. As tempting as it was to use her mouth I had other plans. I let her get me right to that edge before pulling back. I could see it in her eyes, she knew, and without warning I exploded on that beautiful face. Left eye, nose, chin, forehead, thick ropes of cum and trails starting to drip on her tits. I slipped it back in, let her suck the rest out. She giggled. I'm guessing she thought that was it, thought I was done. I'm guessing her husband goes soft after a nut. I'm not her husband. I slipped off the table, sat her on it, spread her and slipped it in. I loved that look. Cum still dripping off her chin, shock that I'm now in her, no condom, just me. I pumped her hard. I buried it, made sure she got a third one in and she really went this time. Legs shaking, no control, squirted hard as I pounded her. To her credit she didn't scream, it's a library, she went quietly. I turned her around, bent her over, slipped it right back in. I made her hold her cheeks, just so I could see her ring. I gently turned her head, my cum still on her face, and that did it. Her eyes went wide as she felt the flood. It was deep, and it was a lot. She was so shocked she didn't clean up. She managed to walk past the staff and made it to the parking lot before she remembered the cum on her face. When we sat in her car I saw the trail stream down her leg. And I sent her home.

Her vanilla husband probably does a couple positions, busts, goes soft and sleeps. I just sent her over 3 times, made her suck, blew it on her face and then fucked her. Didn't even clean her up just fucked her with cum on her face.  Why... because I can.

I finally had a taste of my mother in law’s sweet pussy. The heat has been building up for some time. All the flirting, light touching, sexy glares, and teasing advances... I had big hopes for the weekend and decided I would take advantages of any opportunities to make some progress. I can barely handle being in a room with her anymore... I get so hot and excited. Her sexy eyes... Her long beautiful graying hair... her long legs that matches her dangling fingers... so well kept and soft. I can’t help but stare at her lips... her earlobes... I can’t help but breathe in her sweet smell. The desire pushing me forward... l knew I had a couple days with her staying here... I would have to be cautious... but could maneuver my way around the family to spend some time with her. I figured I’ve waited this long... all the massages... hand holding... awkward kisses .... any time is good time spent chipping away at the prize. I made sure to be well stocked in wine, smiles, and compliments. I was very excited to leave work on the day of her arrival. The anticipation of knowing I had a few hours that held a chance of sharing a few moments alone as the kids would be playing and my wife working. I rushed home to lay on my early impressions. Storming in the door with a bit of haste and relief of the work day... we shared a quick hug and kiss in the cheek. I told her to hang tight... I was going to work out and have a quick shower... and then I’d catch up with her... she smiled with content... she always compliments me for taking care of myself and I’m sure it turns her on when I’m pumped up from a good lifting session... so I thought I’d lay that on right away... it was hard not to just sit down with her as we’ve both been messaging back and forth about how excited we are to see each other... but I love when she tells me I’m hot and squeezes my arm... or shoulders... so I gave 200%... cleaned up and made sure my cock was pumped up and displayed for temptation... (my MIL has a hard time keeping he eyes off my bulge... But I’ve also made sure to entice her over the years, letting it hang out the side of my underwear in mornings where we’ve been around each other). Time to open some wine and start the convo... we sat beside each other on the sofa... playing our usual chat with light touching... her grabbing my hand in times of excitement... or grabbing my thigh. The seductive smiles... god I was already so excited... we shared a bottle and my wife can home... we had a nice dinner ... after we sat around the table... my mother in law’s eyes glued on my girth in my pants... which made my hard... which she noticed... this went on for 2 hours... not much on day one... but desire was thick in the air... I never understand how my wife is ok with the apparent awkward moments. We had a fabulous evening. I had to work in the morning... next day, same drill... rush home, pump muscles, pump cock... go hang out with mom... crack a bottle... very nice wine tonight... no work tomorrow... tell myself to take charge, take chances... but be careful... mother in law’s nature is to be in control... and since I’ve learnt that, things have rolled smoothly. So all the same kind of flirting is going on... but as I’m bringing bbq in from outside my mother in law turns around and places her hand right on my cock and squeezes it... my wife standing in the background... my mil says ‘oops, I almost touched his dick!’ She gives me a devilish smile... I can’t believe she pulled a stunt like that in front of her daughter! And of course, I melted. As the frustration as been.. it’s hard to get anywhere with no real alone time... Thursday night was another fabulous night filled with flirting, smiles, occasional soft touching... and the cock squeeze... I went to bed very horny... I had a hard time sleeping... thinking about that woman. I wanted to raid the guest room and Fuck her like a beast. But so impossible without getting caught. I would have to be creative and work within boundaries if anything were to be snuck. I decided an early morning workout beside the room she’s staying in would allow for some opportunity. So I headed down nice and early... I made sure to make some good grueling noises... in hopes that she’d hear. I finished up but couldn’t keep her off my mind... I couldn’t help but pull my cock out and stroke it outside her door... whispering her name ... hoping she might open and catch me being naughty... but she did drink a bit of wine the night before... and didn’t wake until a bit later... although I know she was at least listening at one point as she said it sounded like I was doing quite an intense exercise... my cock was now leaking constantly due to the excitement over the last couple days... I was dying to fuck. At one point threw the morning I headed downstairs to grab some more wine from the cellar. I passed the guest room and noticed my MIL’s panties stacked on top her clothes... Now I’ve done it a few times before... but not in a while... and I couldn’t help myself... I went over... picked them up and sniffed them right on the pussy patch. My god! I ate a lot of pussy growing up... and let me tell you... nothing smells better than this woman’s pussy. It is like a fine tea that you can’t help to keep sniffing to enjoy the many sweet pleasing aromas. I left that room 3 times and had to go back for more... sniffing and licking her cloth... the third time I didn’t hear the steps creep... busted red handed by my mother in law... putting her panties back. I quickly grabbed the pile of clothes... ‘I was doing laundry... Can I wash these clothes for you?’ I asked with an obvious blush to my face. She smiled and winked.. ‘that would be great sweetie!’ I took a gasp an rounded things up... her looking at me with awe. I didn’t know if I fucked up or not... I went upstairs to clear my head. My wife decided to take the kids for nap. Leaving the 2 of us alone. My MIL asked me if I wanted to watch a movie with her while the others slept. Really? Of course! The first bit of the movie we lightly chatted... she picked the movie and it was a tear jerker... by the middle of the movie she was crying... and I placed hand in her back to rub it... she grabbed my other hand and held it... minute by minute we pulled each other tighter. To the point where I had both arms wrapped around her from behind... locked... my chin nudged into her neck... my hands placed on her stomach... rubbing her right above her pants ... squeezing her in my arms... I started moaning a bit... she started moaning more... I placed my lips on her neck... and started kissing... behind her ear along her neck, down her shoulder... my fingers reaching down her pants slowly... longing for her pussy... the smell of her panties lingering in my nostrils... right then she says ‘I know you were jacking off out my door, and I caught you with your face in my panties’ I just smiled and said... ‘what can I say mom, I want you!’ Without hesitation she grabbed my head and pushed me down... YES! I couldn’t wait to taste her. I slid her pants off... and took a noticeable whiff as I came back up... ‘do you like the smell of my panties?’ She asked... ‘I like the smell of your pussy’ I replied. I took one long swipe of her slit and clit with my tongue... ‘Mmm, and it tastes even better!’ Before I knew it my tongue was penetrating in and out of her perfectly pink pussy... I spread her lips and brushed away her bush to lick and suck her clit with conviction... she was dripping on to the chair as I did my best to clean it up to leave to trace... and I just wanted every bit of her in my mouth. She smelt and tasted amazing. I could eat her out all day and night! Sticking my tongue in as deep as I could and sucking hard as I pulled it out... I pulled her pants further down and turned her around, bent her over the chair and started to lick her asshole... starting with light little circles... and then piercing it with the tip... I couldn’t believe this woman’s smell and taste...the kind you just want to take a bite out of... I could tell she enjoyed my rimming... but I could also tell this was a first for her... so I went back to her Pussy... which was now full of her cum... spread all over her bush... gushing like she hadn’t been fucked for years... I was so hard... she now had her hands in my shorts... tugging them down... stroking my cock in her hands... I had pictured this so many times... and now I was feeling her work her fingers on my throbbing cock. She grabbed it with one him first as she grabbed one ass cheek with the other... and opened her mouth... when we could her the door down the hallway open up... I flipped my dick back in my pants and my MIL pulled her leggings up. My wife came down the hall as I turned around and grabbed a drink of water... ‘good nap?’ I asked. ‘Yeah... what time is it?’ She asked. ‘4:30’ her mom replied. ‘What’s that in your face?’ My wife asked me... I could only assume it was her mother’s cum all over my cheeks and chin. ‘I coughed up a bit of water’ I said. At that moment I noticed my MIL’s crotch was soaked in her pants. ‘I’m going for a shower before dinner if that’s ok?’ She said to my wife as she winked at me... we had little time alone again before she left.... but I enjoyed every minute of her visit and loved hearing her tell her daughter numerous times ‘ that was such a good movie and hug... no one’s ever hugged me like that before’...
I was left with mad blue balls. Good thing her daughter fucks and sucks so good... but I can’t wait until we meet up again. And I can’t get that scent off my mind. I love my MIL.