I confess: I actually had sex with my cousin last weekend (will elaborate if you'd like). He is a year older than me, and we've always been close. (my dick is bigger than his though, LOL) I don't know what came over me, (besides him. LOL) but it's late over here tonight and I just got this urge to walk into this convenient store and ask the dude who works at the counter if he wanted to have sex. Never met the guy before in my life. Some scrawny young black dude. Wasn't even attracted to him, just wanted to fuck a negro. So I started chatting him up a bit, I could tell he was attracted to me. Then I just dropped the question, "Do you want to have sex right now?" (Lol) Dude wasn't expecting that at all. He kinda acted coy, then he got kinda mad and asked me to leave so I left haha. Truthfully, he's probably having second thoughts. He didn't look that bad in the face, but he had kind of a really thin body. Like anorexic maybe. I didn't mind though, I just wanted to fuck. Never done that before in my life, but it was kinda exhilarating. For the record, I'M TOTALLY NOT GAY. Me and my cousin, getting our drink on. (LOL)
Board Posts
When I was 18 I ventured to the seedy section of Boston called the Combat Zone. I heard all the sordid stories of prostitutes and strippers as well as the crime and how rough it was. I was curious to what really went on down there so one night I skipped out on my friends and headed into Boston to check it out. I was 5'11 long blonde hair and weighed 135lbs. I had on jeans and a t-shirt and definitely peeked the interest of a few men as I walked down the street. I was new to sex with girls and had never had sex with a guy. I knew I wasn't gay or anything like that. I walked by a few strip bars and some adult book stores and came to one that looked interesting. I didn't see anyone in the store so I went in.
As I walked in I was stopped at the counter by the clerk who asked me for my ID. I gave him my drivers license and he laughed and said sure kid have fun. I was very young looking. I was 18 but I looked closer to 14 or 15. I walked up and down the aisles looking at the huge collection of porn magazines and sex toys. When I came to the back of the store I saw another section called Peep Booths. I asked the guy who was sitting at the desk what it was. He asked if I had ever been to a peep show before. I told him no I hadn't he said well its a bunch of booths inside where a person can go and watch some porn videos. I asked how much it was and he said $3 minimum. I gave him a $5 dollar bill and he gave me my tokens. He said go inside and find a booth and enjoy. I took my tokens and walked inside. It was so dark I could hardly see my own hand in front of me. As I walked along I felt hands grabbing my cock and ass. I kept moving not stopping. I walked up and down through this maze of booths and came to one that I thought I would try. I went inside and locked the door behind me and put a token in the machine and the video started playing. As the video played I could see in the booth and noticed a hole on one side of the booth. I looked down and saw a man in the other booth obviously jerking off. I sat up on the chair and watched my video. When the time expired I put another token in.
I then heard a knock on the door and a man said open the door please. I thought it was the man from upfront but when I unlocked the door a black guy pushed his way inside and told me to be quiet. I was very scared. He asked why I was there and I said I was just watching a video. He asked me if I sucked cock and I told him no I was straight. He laughed and said that doesn't mean anything. Lots of straight guys suck dick. I then noticed that he had his cock out. It was very big. Much bigger than my 5.5 inch cock. He told me to suck his cock. I told him I didn't want to. That's when he took out a bottle and said here sniff this it will make you feel better. I didn't know what they were. I asked and he said they were called poppers. I took a sniff and all of a sudden I felt so lightheaded like I was high. I had no control and I went to me knees. The guy then took my head and shoved his cock into my mouth. Suck it he said. I didn't know what to do my head was spinning. I began sucking his cock and I could taste his salty precum. He was holding my head shoving his black cock deep into my throat making me gag. First time my ass he said. You're a natural. I was starting to get my head straight when he stuck the bottle under my nose and told me to sniff it again. I did and it all started again. My head was spinning. I felt helpless and was doing what he told me to do. Then I heard him unlock the door. I saw out of the corner of my eye the door open and could see 2 or 3 guys standing there watching as I sucked my first cock. About 5 mins later I felt him pull my head closer and he shot his load into my mouth and told me to swallow it. I was choking and trying to swallow but it was too much. I spit some out and it landed on my shirt. He let go of my head and I sat there on the floor looking up. Then he got out and another guy got in. He took his cock out and told me to suck him. Feed him some poppers I heard a voice say and the bottle was placed at my nose for me to inhale. I knew what to do at this point and inhaled. Then opened my mouth to take this new guys cock. He was also black and very fat. I sucked his cock and he came rather quickly. Another guy came in and said he wanted my hole. I was pleading for him to not do it. But he pulled my pants down and spun me around and told me to bend over. I did and he again fed me some poppers. He said this will make it better and I felt his cock press against my virgin asshole. I wanted to scream but my head was still spinning and I felt him enter me. I couldn't believe all of this was happening to me. I felt his cock open my tight hole and slide in and out. His balls were slapping my balls as he thrust in and out. That's it baby take that dick. You like it don't you he said and I said no. Then another person held the poppers under my nose again. They were controlling me with these poppers. He fucked my ass and shot his load deep in me. When he pulled out I felt his cum run down my legs. He was then replaced by another and then another. In all I took 4 cocks up my ass and sucked off 4. They all left me there when they were done using me and I sat in the booth crying my eyes out. I was so ashamed and didn't want to leave. After about 30 mins I gathered myself up and walked out. Not making eye contact with anyone. When I got outside there were 3 or 4 guys standing outside and I walked past them. As I walked by they said good night sweet cheeks and all laughed. I felt like shit. I kept walking even when a prostitute asked me if I wanted a date. I kept that story to myself until just now. I now know this was my reason for becoming bi later in life.
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.”
I have wanted to post my confession for a while, but have never had the balls to do it. I found this site on my dads PC and I know he likes to read confessions. I think he may guess this is me but I am going to take the chance. I am even going to use my real name just to add to the risk, I know you will all say I want to get caught and maybe I do I still don't know myself.
I am Kelly and I am 20 years old, I am very blonde and also very short only 4 foot 10 inches tall, I am slim but my breasts are small too, almost nothing really but I have learned to live with it and yes I would like bigger but unless I win the lotto that isn't going to happen. I have always been quite shy and did not lose my virginity until I was 18 and it was not the best time I have ever had, but that is not my confession.
My confession starts around a month ago, and it all started very innocent. I was visiting my friend Karen, I met her last year at work and over time we became good friends. She is older than me 34 but unlike me she is very outgoing, she would drag me out to clubs and she acted more like my age than I did, she is married and her husband Mark is very easy going and let her do pretty much anything she wanted. Anyway getting back to my confession I was at her house and we were having a few glasses of wine, well more like a few bottles. She started talking about sex and she knew my sex life was very limited but this time she just kept talking and asked if I wanted to see some naked pictures of Mark, I went very red and she didn't wait for me to answer, she pulled out a box full of pictures not just of him but also of her. She laughed and told me not to be shy, she handed me some pictures of Mark, he was naked and his cock was hard and my god it was big. She handed me more and some were him shooting cum and the more I looked the wetter I was getting. She showed me pictures of him fucking her and then of him fucking another woman, that got me thinking and I asked who she was, she told me she was an old school friend and then the next picture Karen was sucking her nipples. Now I had thought about sex with other women before, what girl hasn't? but even with the internet I had never really looked at pictures of girls doing it. As I looked at more, I was really getting wet. Now what happened next I can't tell you if it was an accident or not, but Karen stood up and spilt her wine right over my top and skirt, she said I should get out of them and she would put them in the washing machine, before I could say anything she had pulled my top over my head, I didn't resist and stood up and took my skirt off, all I was wearing after that was a pair of very un sexy panties, no bra because my breasts are so small. Karen came back in and she was naked, it was then it dawned on me that she had spilt the wine to get me naked. She said it was so warm anyway and asked if I minded the nudity, I shook my head and took a big drink of wine. She saw my panties were wet and she smiled and said I was over dressed. I stood up and pulled them off before I had time to think about it. She said wow, she say I was not shaved just trimmed. She asked If I wanted to see a video of Mark and her, it was about now I knew where this was going. She put the DVD on and right away I saw her sucking his monster cock, and as we watched I saw her fingers go to her pussy and then it cut away to Mark fucking another girl, this time the girl was around my age and his cock was in her ass, I couldn't look away, I noticed my had had gone to my own pussy and was gently rubbing my clit. As I watched Karen put her hand on my thigh, I froze and I don't know why but I moved my hand away and she put her hand in its place. I sat back and she pushed my legs open, from that time on I was in her power, she pushed her finger in and it was soon replaced by her mouth, I have no idea how long she was licking me but her tongue was doing magic things to me, then it hit me my first ever orgasm done by someone else and it was a big one and it just kept coming. When it stopped she moved up and kissed me, a full on kiss my hand went to her pussy and my finger slid deep in, I just knew what to do, it was like something had clicked in my head. We kissed and touched fir a while and then came up for air. She asked if I was OK? all I did was nod and smile. We drank a little more and I was so relaxed I never heard Mark come in, He laughed when he saw us and said to Karen that she had managed to seduce me then. Karen jumped up kissed him and started to undress him. In under a minuet he was naked and I saw that monster cock for real. He was semi hard and she led him over to me and took my hand and put it on his cock, it was so thick my small hand couldn't go all the way round. Karen told me to turn over and get on my knees on the couch, she opened my legs and I felt his cock at my pussy then it went in, my god even though I was very wet he really had to push and it hurt a little, he pushed it all the way in and slowly at first started to fuck me, i felt a finger at my ass and then Karen's started to lick my ass as he fucked me. He got a little faster and Karen stopped licking and stuck a finger in my ass, I have no idea how long it lasted but he exploded in my pussy and I fell forward on the couch feeling exhausted. We played around licking and sucking for a while and I must have fallen asleep because I woke the next morning still naked on the couch with Karen next to me. I had no idea where my clothes were, I got up and went to the kitchen to get a drink. I found my clothes washed dried and folded, I dressed and left a note for Karen
I got home and my dad asked me where I had been and why I had not called I told him where I had been and he was happy that I was safe. I wonder if he will read this :)
This happened months ago now, and I've never really opened up to anyone about it, but I might as well tell people on here what happened. I'm passed the pain, and I'm now thankful for the experience. It's opened up new doors. Anyway... If you like elaborate fucked up stories, read on, if not, fuck off.
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I've been In love with my Cousin since I was a young lad. I'm 22 now, and she is 25. She was like a big sister to me for a while, until she stopped growing and she stayed a perfect 5ft 2, and 100lbs.
She always used to cuddle up to me, kiss me, and has always treat me like a little brother, despite that I started towering over her, and now I'm a foot taller than her.
I have a male cousin who is the same age as me, and I always have sense a bit of a rage between him, his sister and me. Like there's jealousy there. Sometime she'd purposely treat me well in front of him, and not just as children, but as adults, and now I know why....
I walked in on my cousins furiously fucking in the bed that she pampered me on, and I didn't even have to think about it for too long to understand the bigger picture. This is why she was so sister like to me... because she enjoyed angering and frustrating her brother, and it made their fucks better... but this isn't the end of the story.
I sat outside the door trying to manage my emotions, when I slipped and alerted them. I ran out of the house as fast as I could, but it wasn't any use. My male cousin is a Rugby player and a soccer winger, and bigger, stronger and faster than me. He caught me, and dragged me back inside.
He threw me into the room with his sister. She seemed very different. She was still comforting but her voice was lower pitched and icy. She told me that as long as I listened and did was I was told then everything would be ok. She wouldn't let her brother hurt me, but if only I was good.
She talked about how she's always known that I've loved her, and that she wanted me. She began kissing me. She pulled my face against hers so hard that it hurt.
I was still resistant at first, and somewhat submissive, but eventually I felt feelings of anger, and became a lot more dominant. I got on top of the cunt and put my cock inside of her, and began pounding as hard as I could, but her moans were equally met with laughs, and then she wrapped her arms tightly around my neck, and then I felt a huge force on to of me.
I couldn't escape, and knew I was about to be sodomized. He handcuffed me to the bed on both sides, and I struggled for a while, and began to cry, until she loosened her grip, and the same soothing but somewhat Icy voice told me it's going to be alright...
Her brother began to lube up my ass and his cock, and I decided to try and relax, and accept what was going to happen. But suddenly her arms wrapped tightly around my neck again, and she force my mouth into hers, and I felt a sharp pain. Her brother was went balls deep inside of me.
I moaned and couldn't stand the pain but my mouth was still locked inside of hers. The sociopath probably enjoyed my screams echoing down her throat. I thought I was going to pass out, but eventually the pain was overshadowed by a new feeling. My cock felt so solid it hurt, and every time her brother thrusted his cock in my ass, something inside me felt good.
I began moan with pleasure, and she pulled my mouth and hers away from each other, and told her brother to "go for it", It felt amazing despite the fact that I knew my asshole was gonna be fucked completely. His body weight pounding up against me made my cock thrust inside of her, and we were locked in depraved pleasure.
She began moaning louder than I was, and I felt her pussy tightening as she began to orgasm, and shouted "fucking cum now", and I felt the most amazing feeling I've ever experienced, and came inside her, and while I did, my asshole tightened, and her brother screamed "oh fuck", and it made me feel good to know that my tight ass was pleasing him, and I felt my ass fill with cum.
Since that day we've been fucking together every time we had an opportunity. I get hard seeing that little slutty figure or the big alpha male body.
Hello all,
Please forgive my poor writing as i have never been good at it.
This happened a few days ago and has sense then peaked my interest in sounding rods as i know know what there called. Please forgive my stating wands as that was not correct.
I had an injury years ago, and it caused a urethral stricture, and it has slowly gotten tighter, and I was having problems urinating. So off to the urologist, after he scoped it and said that it would have to have the scar tissue pulled apart, I set up a date to have it done. So at my appointment, I am lying naked except for a thin sheet waiting on the doctor when the nurse came in, she said she would be doing the procedure and started preparing everything she would need. So here I am staring at these slender wands that slowly get bigger at the base thinking oh shit I want out of here.
She chatted with me as she got everything in order, and I found out she is in her last year at UF and had worked with the doctor for several years. So the first thing she does is insert a syringe with a numbing agent into my penis, and she is looking around for something and says I forgot the clamp to keep the (whatever the name of the stuff was) from being pushed out. She asked me if I want to have her get a clamp and start over or hold it closed. I say I can hold it as I was getting a bit embarrassed about it. She could not allow me because my hands weren't sterile, and she did not mind keeping it closed for the time it took to work.
Now here I am lying on this cold ass table with a slightly chubby but attractive girl holding my penis right under the head, she kept chatting with me like it was nothing unusual. Hence, I felt better and started to relax and daydreamed the typical nurse-patient porn scene, big mistake as I started to get aroused and could not stop getting an erection. She states that it should be numb now and not worry about it. She then slowly released the grip she had right under the head of my penis, The numbing agent she put in me came out, it looked like I was cumming I was so embarrassed I could not even look at her. She said, don't be ashamed about having an erection as it happens and not anything she has not seen before. She lubed the first wand up was explaining what she was doing as it was slowly sliding it down inside me.
I did not feel much of anything at first as my penis felt numbed pretty well. Watching disbelievingly as the nurse insert the wand into my penis much deeper than I could have believed it would go. I could felt it deep inside me, and It was a strange feeling that is hard to describe.
As she slowly backed the wand out and then slid it six times before pulling it out and reaching for the next size wand. She then repeated what she had done. She reached for the last one in the line, saying she believed that the others would not be needed.
She carefully lubed it up, inserted some lube in the tip of my penis, and started to slide it down slowly. She said if I felt any pain tell her, and she would move down to the smaller wand. I felt it going down inside me, and there was no pain but a strange sensation of having a full bladder and needing to pee. Her hand is wrapped around my shaft holding me tight as she guides it down inside me, she asked if I was ok as I was wiggling a little and I told her it was ok it just felt strange, she asked if I was in pain and I said I am not sure how to reply, but it was not hurting.
As it got deeper, it felt good. But when the nurse started to withdraw the wand out, it was terrific. She started slowly sliding it in and out of me, saying the scar tissue should have separated by now, I felt like I was getting close to cumming and tried to bear down hard on myself so it would not happen. That caused her to pull the wand out quickly, guessing she had hurt me. That did it when it came out of my penis. I came so hard I thought I would not stop.
Mortified, I did not know what to do as here she is holding my pulsing shaft while cum is blasted all over and slid down my shaft onto her glove. And I can not be sure, but I swear she squeezed my shaft and pumped me a couple of times to get the cum out before starting to clean me up. We both acted like it never happened, She left, and I got dressed then the doctor came in, wrote me a script and told me how to care for myself for a couple of days until it had time to heal.
I have to have this done several times and wear a catheter after a few weeks to keep it open until it heals open larger than before. As I left, the nurse walked by and said she would see me at my next appointment and gave me a big smile and a wink.
A about a week or so ago me and my girlfriend did something I never thought about.We have got into toys and had a great time but she ordered a strap-on and told me she wanted to use it on me.At first I was reluctant though she loves blowing me as she fingers my ass,yea we a couple of freaks,lol. so I said ok. She puts this thing on and it is bigger than my own cock a good 9 inches long and thick we start messing around kissing foreplay while the whole time she has it on I was eating her sweet pussy and she was stroking he new cock,she was really getting into it. When I set up she say it is my turn she sucked me liked there was no tomorrow licking sucking my cock and balls until I thought I was going to explode. Then she started on my asshole tonging me and using her fingers I was in sexual bliss. When I saw her grab the lube and knew it was coming,she pulled me to the edge of the bed and put my legs on her shoulders. She went slow and first it hurt like hell but after I relaxed it felt pretty fucking good. It was odd for the role reversal having her in complete control of me but it felt good and a major turn on. I was hard as a brick she was bye now all the way long stroking me as she toyed with my cock.She was talking to me,asking me how I liked it the only thing I could do or say yes dont stop.It did not take long for me to blow my load it was the largest most powerful orgasm I have ever had in my life.She seemed to come from just doing me.After words she told me she been reading off this sight and found it a major turn on and just to try it. We have sex about 3 to 4 times a week and at least one of them is her fucking me.My thing is I am not gay but really starting to enjoy be fucked by my girl with a strap on does this mean I have gayish thoughts or am I just a freak.
My daughter boyfriend is black and basketball player, 207 cm tall . She is only 149cm like her mom .
I can’t understand how they together, he can find a nice tall woman.
I am thinking many times how is possible to take him inside her holes
I saw him nude once, was 2 times bigger than me and he not was hard .
I don’t know what to think and what I do , any thoughts?
Daughter Pays off Dad's Debt (Part one of two)
Disclaimer:
This is a work of fiction.
Not true just wishful thinking.
All involved are fictionally over 18.
Below is a pic of the story's motivation. The real Sasha.
She couldn't believe her father as he phoned her right after she got home. She couldn't believe he would pull this stunt again.
“What happened?” she asked, more concerned with the safety of her father than with the task she was going to have to do.
“The goddamn #4 horse was a shoo-in. A shoo-in! I thought it would be easy money, honey,” he answered, clearly drunk. “Let's just be glad Antoine gave us the choice to do this again versus breaking my legs.” He tried to make the last part sound hopeful.
Sasha looked at the body length mirror in front of her and admired herself. Shoulder length dirty blond hair, pink pouty lips that fit symmetrically on her slight tanned Russian-ancestry face, and blue eyes that shined like diamonds. Still listening to her father as he began to cry on the other end of the phone, she checked her backside out, her firm peach butt barely fitting into her waist high jean shorts. Turning back around, she mindlessly fixed the fit of her bra on her c-cup breasts.
Realizing she was more annoyed by her father's crying than the task, she asked, “How many guys?”
“Wha?” her dad asked.
“How many guys? Last time, the guy, Richard, I think was his name, said that he wouldn't mind if I got shared with a few guys. How many guys am I blowing to clear your debt?”
Silence.
“How many, dad?”
“...it's a $2000 marker, sweetie.”
“Jesus,” she muttered, her head exploding in fear for her dad. And her mouth. “What time?”
“He said the next guy to knock on your door will be the one to collect my payment. Can you be ready, sweetie?”
“Yes, daddy,” she said, smiling slightly, aroused at the idea of getting to blow a large black man. “I'll do it.”
* * *
Darnell, who was a delivery driver for the Brown Delivery Company, had been having a bad day. First, his wife left him, having found the skinny white girl porn on his phone. Then, his boss, finding out he had been drinking on lunch breaks, said that he had one more strike until he was on his ass. Darnell, who stood at 6'4” and muscular and black as night, could not be in a worse mood.
The door to the next house was in a rich neighborhood. He didn't mind it because most of the rich guys were at work this early in the afternoon. Knock, wait for an answer, leave the package, and next house. He would be done early, so that was a plus.
He approached the door with a small parcel. Darnell knocked on the door. Waiting a few seconds, he knelt down to set the parcel down. On his knee, the door opened up. His cock immediately hardened as a small white girl in booty jeans, a tanktop, and confident facial expressions stood in front of him. “Are you him?” Sasha asked, straightening her hair over her firm tits.
“What's that?” Darnell asked, smiling. Women had tried to flirt with him before. But they were mostly cougars. Admiring the girl, he realized none had ever been this sexy.
Sasha examined his clothes and the box in his hands. “Am I your reward?”
“Umm...yes?” he answered, standing up.
She giggled. “I can't believe this. You're even bigger than Antoine's last guy. He must be pretty in debt to you for you to get this.”
“Umm... I sure am!” he said, trying to figure out what the hell the girl was talking about.
“Okay,” she said, smiling. “Come on in.”
In disbelief, Darnell asked stupidly, “Where's your dad?”
“Well, he's not here,” she said, turning from him and shaking her ass playfully. “Obviously. And I'm 18, by the way. Don't feel guilty.”
“Fine,” Darnell said. His day getting a whole lot better by the second.
He followed the girl into the house and was led into the living room, a leather couch laid out.
“We can do it here,” Sasha said, her white cheeks growing red with shyness. “Or my room,” she pointed to the stairs.
“Umm...” Darnell sat down on the couch. “Here's fine.”
“Okay,” she dropped to her knees in front of him. She pointed at her shirt. “On or off?”
“Uhh...” still in disbelief, Darnell answered, “Off?”
“Ok!” she exclaimed, sliding her tank top off. Underneath, a bright blue push up bra barely contained her firm but healthy c-cups. “Please don't get any on this. I just got this bra.”
“Umm...ok?”
“Ok! Uhh, your pants?” she gestured at his brown delivery man pants.
Instinctly, Darnell slid his pants and boxers off to his ankles. Out popped his seven inch, already full erect black cock.
“Jesus Christ!” Sasha exclaimed, covering her mouth and then touching the meat of the cock. “That's fucking huge!”
Darnell smiled. He knew that his cock was decent. Odds are that this little slut had never seen one this big with the white boys she probably fucked with. “So...uhh...” he mumbled, proudly looking at her tiny white hands on his black cock.
“Oh, right...”
Without a moment's hesitation, she mounted her mouth on his cock, her gag reflex well-trained. One hand attached itself to his balls as the other stroked the base.
Her pouty lips moved up and down four, then five inches. Up and down she sucked. Stopping momentarily, she stroked the cock slowly, her eager saliva covering the whole cock. “You are one lucky guy,” she whispered, admiring his cock. “You know, my dad works a lot... And works with Antoine a lot. You could...come over...if you want.”
Liking the idea but liking the idea of her sucking more more, he muttered, “Just keep sucking bitch.”
“Yes, sir,” she said, eagerly putting the cock back in her mouth. She continued to bob her head on the cock continuously for three minutes.
“Look up at me. Let me see those eyes, slut.”
Without removing the cock from her mouth, Sasha looked up at him.
Getting close, Darnell stood up, balancing himself with his pants around his ankles. He grabbed the back of her head, briefly fucked her throat. She gagged on his cock, her eyes going back into her head. “Fuck, yeah!”
Slurp.
Slurp.
Slurp.
She let her mouth turn into his fuck hole as he continued to fuck it.
“I said look up at me!”
Struggling, she followed his order.
He let her bob on her own as he reached down and unhooked her bra.
“Hey, my dad said you only got oral!” she protested, the cock still on her lips.
“Shut up and suck,” Darnell yelled, the bra off and his big black hands exploring her firm tits.
Wanting to stop but wanting to get this black cock to explode more, Sasha let the man fondle her as she counter sucked his throat fucking.
Slurp
Slurp
Slurp.
“Fuck...yeah...you... little...bitch... “ he yelled, as he fucked harder than he had the whole session.
Whipping his cock out of her mouth, he shouted, “Show me that face. Show me those eyes!”
He grabbed her chin and angled her face up. Slowly, he dropped her balls onto her waiting tongue. The girl's tongue circulated and vibrated on the bottom of the ball sack as Darnell stoked his wet cock hard and fast.
Looking dead into her eyes, Darnell yelled, “OH FUCK!”
String after string after bead after bead of cum covered her eyes, her chin, and her forehead. The last vinegar stroke landed right into her pretty little ponytail. “FUCK!” he yelled.
Sasha, still covered, mumbled, “Well, that was fucking hot!”
Suddenly, the door to the house slammed open. Standing there were three black gentlemen about Darnell's size, all dressed in suits.
“Who the fuck is this?!” the man in the front shouted.
“Who the fuck are you?” Darnell asked, having quickly pulled his pants up.
“I'm Antoine, mother fucker. Who the fuck are you?”
“Shit...” Darnell whispered, buttoning his pants.
Sasha wiped cum out of her eyes and looked at Antoine. “Mr. Antoine? If you're here, then...who's he? Isn't he the one collecting?”
Darnell ran out the door past the three black gentlemen, jumped in his truck. As he did, Antoine yelled out, “Thanks for warming her up for us.”
Sasha stared at the three remaining men. “Umm...but my dad said...”
“Your dad said we get the first shot at the pretty little mouth. Seeing as how that brother just used it up, we gon' use some other holes. One ...or two...at a time...”
Sasha shrugged her shoulders and reached out for Antoine's fly. “I guess a deal's a deal.”
End part one of two.
I confess me an my gf broke up an she dated a middle eastern guy but now were back together (i am white) and i always think about if his dick was bigger than mine or not.. What do you guys think? I know she turned into a little cum swallower while they were dating cuz when we started dating again she sucked my dick and it felt way better than when we first dated, an she swallowed my cum which she wouldnt have before. And a few days ago she said y dick was "alright" jokingly but when i started asking if she really thought that she said she was just kidding, an it seemed like she was trying to get a reaction out of me, opinions? Thoughts?
OK, So here is the one confession that I was never going to tell under the grounds that...well...I just felt really bad about it. But having just talked to one of the people involved, I am no longer ashamed of My actions.
I was dating girl named Tracy who I met in High School, (both 17 at the time) and we were together for about 11 months. After about 3 months in, Tracy still would not have sex, and I was getting frustrated with her only giving hand jobs. (She refused to give a blow job) One night while at a party at my older brother's friends I ran into Tracy's older sister Melissa, who is just as hot as Tracy, but with bigger tits. She knew I was dating her sister and she asked me if we "did the deed yet". I told her no, not yet, but I'm working on her. She told me, if Tracy wouldn't do it, she would, and then walked away! I was turned on, but also thought she was just messing with me. Later that evening I could see Melissa was getting very drunk and I started to see other guys noticing her. So I thought it best if I got her out of there and take her home. (To protect her of course. Or at least that is what I told Myself)
On the drive home, I asked her if she was serious about what she said about having sex? Without saying a word, she unbuckled her seat belt, leaned over, kissed my neck and went down to blow me. I immediately pulled over and parked in front of someone's house and leaned back. She unzipped my pants, pulled My cock out, and started sucking. I came almost instantly.(Did I mention I was 17??) She took and swallowed it all. When I was done, she sat back up in her seat, looked at me and said, "is that serious enough?"
This started to become a habit. Melissa and I would meet almost every weekend and suck and fuck. She was very kinky, taking it in any hole. Nothing was off limits. Shes the first girl I ever tied up and fucked in the ass. (Been kind of hooked on that since!)
Of course, I was still dating Tracy, and she had no idea about me and her sister. And I was also still trying to get in her pants. In fact, the more I fucked Melissa, the more I wanted Tracy. Wanted to see if she was just as tight, just as kinky? Eventually, Tracy gave in....5 months into our relationship, and she was fucking amazing. She told me I was not her first, but slipping My cock inside her was like trying to fit a sausage into a pencil sharpener hole. I tongue fucked her until her cunt was dripping wet with her cum and I still had a hard time pushing it in. She was loud and even squealed. Complained it hurt but to not stop. We fucked good and hard for about 15 minutes, until I came (In the condom)
Once we started, we could not stop. Tracy loved me tongue fucking her and fingering her pussy and even her ass, but unfortunately, she would not let me fuck her ass. In fact she even started having issues about me fucking her pussy. She complained I was too big and I hurt her. (I wanted to say, you're sister doesn't complain!) I could only fuck her pussy if I got her really turned on. Had to tease her pussy. Play with her clit but only barely finger her...make her want something inside her.
The weekend following the first time with Tracy, I met with Melissa and she wanted to hear all about it. I told her everything, including how Tracy still will not give me head. So Melissa would suck My cock as I tell her how tight her sister was, and how sweet her pussy tastes. Melissa wanted me to fuck Tracy and then immediately come see her so she could suck My cock clean and taste her sisters pussy on My cock. (which we did multiple times.)
Then, Melissa wanted me to demand that Tracy suck me off. Hell I demanded and even begged. I even tried cutting her off and acting like I was mad at her for not sucking. Finally, one night, Tracy agreed that after dinner at her parents she would give me a Blow Job!!!
I told Melissa that it was finally going to happen and then she came to me with this plan. She figured that since she's been tasting her sister all this time, it's only fair that Tracy tastes her!
So that evening, just before going to her parents, Melissa came to My place. My Parents were out and we fucked like mad...she rode my cock and rubbed her clit making sure she came several times. She would take My cock out and then press it in her ass....then back to her pussy. ass / pussy / ass / pussy all the while Melissa saying...'Tracy's going to taste me all over you". I ended up cumming so hard inside her ass. When we were done, we were both drenched. Melissa got dressed and left and I just towel dried and got dressed and went to her parents.
We had dinner and then slipped out of the house to go back to My house. Once we got there, we started making out. I was rock hard already. She was rubbing me through my pants and finally started to go down. I undid My pants and slipped them down for her....she got down on her knees, pulled My cock out of My underwear and started licking.
I was a bit surprised that she liked it. Her face made no sign of not liking the taste or smell. She was licking My shaft and then started taking it in her mouth...stroking me with her hand and sucking the head. I was going nuts knowing that she's licking up Melissa's cum. I was more turned on by that than the blow job itself. She started licking and sucking My balls and I just lost it. I said I was going to cum....and she shoved me back in her mouth and I came right down her throat. She was gagging and coughing, but never gave up, swallowed everything.
Afterwards she told me she just doesn't like doing that will nly do it on special occasions! I just nodded!
The next day I told Melissa about what happened and she was cracking up. But I felt very bad about it. I mean wtf..I would not want to eat a girls pussy that was just fucked by someone else! So I told Melissa I was done with this. It's getting to fucked up. She just said that was fine with her...good luck with Tracy!
Unfortunately, about 3 months later apparently Tracy and Melissa got in a big fight and Melissa told Tracy to "go check the cum-stained-panties in my drawer that I saved from the night (MacDaddy0)fucked me, hours before YOU blew him!"
Needless to say, this was the end of our relationship. I tried to say she was full of shit and just wants to break us up.....but the damage was done.
After that, neither one of them talked to me for a loooong loooong time. I ran into a mutual friend once and she told me how Tracy and Melissa hate each other and don't talk at all anymore. Then later I heard that Tracy switched to women!
Just today I was talking to Tracy who tracked me down on FB. She's Married (to a woman) and saw me through a mutual FB friend. She wanted to say Hi and talk. We talked for some time about life and how things work out. While she still said I was a pig for what happened, she also said she's glad it happened. It helped her realize she hates men and (her words) "She likes the taste of pussy!" LOL
Sadly her and her sister are still on bad terms, but there are lots of reasons for that, not just me.
Anyway, that's the story that bugged me for years, and not so much. In retrospect, I'd probably do it all over again. After all, Melissa got me into Bondage that eventually turned me into the Dom I am today! Plus, fuck...I was 17...who would NOT take any piece of ass at that age!?
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.”