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Anonymous
@confessions
05 Dec 2013 1:06AM
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I must confess that when I was away on a business trip a couple years ago I had a hooker come over. She was a cheap whore too, skinny and kinda homely, but she really tried hard. She was giving me a blow job while I was fingering her, then turns to me and asks if I want her to hop on and I say yes. She reaches over and grabs a cover and..... Well that's what I expected from my previous times with hookers, but what really happens is this. She says "do you want a condom on?" I say "whatever" and away she goes. It was the most amazing feeling sliding into that dirty pussy, horrible and forbidden. Pretty soon I blew my load in that pussy. We laid there for a few minutes and I was like what the fuck did I just do. I started thinking fuck that was stup..... and then she starts sucking on my cock again. Then all I could think of was getting back in that hot nasty pussy. She got me hard and I fucked her every which way until I came again. A couple days later I flew home. The night I got home I fucked my wife like she has never been fucked before thinking of that dirty whore pussy I had been in a couple nights before. My wife loved it and thought it was because I really missed her.

About a year later my wife takes the kids out of town on a trip with her friend. Well I get the hankering again and look up another girl, this time earlier in the day that the wife and kids are coming home. I head over and meet up with this hooker, a classier one this time, or so I thought. Well we sit on the couch for a bit, I get my fingers in that wet pussy, then she leads me to the bedroom, strips both of us naked, drops to her knees and starts blowing me like crazy. After a bit of that she gets up, leads me to the bed and crawls up and lays down. Next thing I know she pulls me on top of her and my cock is in before I could even react. I didn't last long and filled her up and then again a little bit later. She asks if I want to take a shower, but I decline.

I head home and wait for my wife. She gets home and we put the kids to bed then head for the bedroom. We get going and she drops down and puts my dick, now covered in dried dirty pussy, in her mouth and she pauses for a second then just starts going to town. When I felt like I was getting ready to cum I laid her down on the bed and stuck the same fingers that had been in the whore earlier in her, mixing the pussy juice and bringing her right to the edge. Not being able to stand it anymore I slam my cock into her and we both have the hugest orgasms.

After we lay there for a while and catch our breath my wife turns to me and says "your cock tasted funny". I asked her how so? She couldn't really describe it, just she really liked it and somehow it seemed to really turn her on.

Well it has been a year since that happened and I am on a business trip heading home tomorrow. I am scheduled with another whore before I leave tomorrow. I know it's stupid and I've already tempted fate twice and got away clean, but in there somewhere I'm hoping that I get to bareback it with this one too.....

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Anonymous
@confessions
04 Apr 2013 3:30AM
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I confess that my first sexual encounter was with another dude. We were 12 or 13 i think. It was at a beach vacation and it started all weird. We slept in the same bed which is normal at that age. We were horsing around and I ended up touching his dick which had fallen out of his boxers. I remember it being soft. We both got all quite and he said "Do you want to" and i quickly replied in a jokingly manner "Yea if you suck my dick first" and he said ok.
He sucked on my dick for a few min, which was very nice as it was my first blow job ever. I then sucked on his dick as I assumed it was the only right thing to do. It was salty. After that he let me fuck him in his ass for a little while which actually wasn't that great as we had no idea what we were doing. He then asked to fuck me, which i said was ok because once again i assumed it was only fair. He never penetrated me though as I lied and said it was in when it wasnt. the whole thing was over pretty quickly and i remember feeling weird after.
We went on to fuck a lot more for a couple of years until we just stopped one day. I think in the end he only ever penetrated me once or twice as i usually lied and said it was in when it wasn't.
I never felt gay for doing it either, i never questioned if it was right or wrong. I have never done anything else with a guy since then either and have had nothing but girls since. We never kissed or held each other, it was always just blowjobs and fucking.
I have a few more times i remember, but not a lot, none of them were that memorable I guess. I just wanted to see if anyone else ever did this as a kid and if it ever lead to anything else or if it was just "boys being boys"

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

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

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jldet
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08 Dec 2016 12:37PM
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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.

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I confess that I had sex with a married woman

I am 29 and she is 41. She looks amazing, and Im not talking about amazing for her age, she looks terrific. She’s very fit, about 5’4, maybe 50kgs (I think that’s about 110lb), a or b cups that are very firm which surprised the hell out of me because she has a kid, long blond hair, hour glass shape that I love, without carrying a heap of extra weight or any hail damage. She talks a lot. I mean a lot. Its part of her job to talk (no, she is not in marketing).

The two of us share a hobby that has us running into each other weekend or so. I have more of talent for it than she does, it may have all started when she was asking me about the strategies that I have, which I happily share with anybody.

I live and work away from home and for Christmas just gone I was going home for 2 weeks and wouldn’t be back till jan 3rd. Just before I left quite a few of us were out and about for her birthday (including her husband). After quite a few drinks her husband left because he had to work the next day. After a few more she started dropping some subtle hints. Then her other friends left and the hints became not so subtle. After pretty well everybody took off but her and I, the most awkward conversation that I have ever had in my life started. She came out and said that she’s “attracted to me” and that her and her husband haven’t had sex in more than a year. Considering that we were both drunk we then headed to the back of the bar and started making out. After a few minutes we were kicked out by security and we both went our separate ways home.

It was only a few days later that I took off for home and I had assumed that by the time I got back that the whole thing would be forgotten about and that she would be over her little crush by the time I got back. We didn’t even have each other’s numbers so we didn’t even have any contact for about 2 and a half weeks.

About a week after I got back we saw each other and everything was fine. Nothing was awkward or weird and everything seemed to be back to normal. But at the end of the night she asked me for my number, so I gave it to her.

Then the txts started. It was really flattering. I am not a good looking guy and this spectacular looking woman was txting me about all sorts of things. First it was how we were going to meet up with our past time, then how we were going to meet up for lunch with just the two of us, then how we were going to meet up for drinks on Friday or Saturday night.

We had a few false starts. We had both been drinking, but I am a heavy drinker already and can handle a fair bit of alcohol before I start to go downhill, she on the other hand cannot. It has come to the end of the night and she has asked me back to her place despite the fact that it was after 3am and that her husband and young daughter were there. No matter how many time I brought that up and suggested we go to mine instead she constantly declined and I wasn’t going to push too hard. By coincidence we live very close to each other, about a 10 or 15 min walk. After about 30 mins of constantly trying to get her to turn the music she was playing down and get her to sit down next to me, the alcohol got to her and she started to feel sick, so that was the end of that. She went into her bed room and woke up her husband to help her into the toilet so she could throw up and I was out the back door faster than I had ever moved in my life.

The next week we got the cab back to her place again, about the same time of night and rather than go in, we stood out the front of her place and made out for about 20 mins, then I walked home.

We went out again the next day for an early dinner and finally she decides she want to come back to my place. But she hasn’t made up her mind yet on whether or not she wants to have sex with me. So we are making out on my couch with her shirt of and me completely naked dry humping until she gives me a handy to finish me off. That might sound shit to you guys but I had a beautiful woman give me a handy after not having sex for almost 6 months, and that last one was an ugly, ugly bitch.

Next weekend (Friday just gone) we are out again and very early she asks me if we can head back to my place, of course the answer is yes. It was pretty clear that it was going to happen. We are back at mine and this time it is straight to my bed we are making out for a long time with our cloths very slowly coming off piece by piece. She was wearing a light colour dress with lycra leggings, high heels and a push up bar. I have her dress and bar off again and her small but really firm tits are right in front of my face. She has these perfect nipples that have a really deep pink colour that is a really wonderful contrast to the light colour skin of her breasts. Im taking turns sucking on each one. After a long time I work my way down and for the first time I see her pussy. She doesn’t have knickers on under her leggings. I slide them down her legs and after a little trouble getting them over her high heels, which she never took off the entire time.

I start by licking her pussy which is completely shaved. She making moaning sounds and gently bucking her hips into my face as I go to town with my tongue. After about 10 mins of that she’s stopped me and started on my turn. It’s been a long time since I had a good blow job and it was just a really great feeling. I just lay back and enjoyed it for a while but it really wasn’t what I was after so I didn’t leave her there too long.

I ask her to lie back and ask her “are you sure you want this?” and she says “yes… but you have to put a condom on”. Ok, almost got away with it but its no drama. I put it on, kiss her on the lips and gently feel her pussy with my fingers to guide myself in. I push myself into her and she feels like a woman who hasn’t had sex in a long time. Im still kissing her but she stops and lets out a sigh. Shes soaking wet so I slide in without a whole lot of drama, without her feeling like shes a vag like a windsock.

It’s no surprise to me that she’s a screamer considering that she talks so much. I am on top for about 15 mins and I have her legs on my shoulders with her high heels sticking up in the air and our hands and fingers interlocked as I am going as hard as I can without going off. Shes stopped me because she wanted to put her legs down, so as I have rolled off her she has rolled on me, which is great news for me. I can last a lot longer when I am not in control of the motion. Shes have a great time on top of me grinding into me as she is scratching my chest with her nails and screaming loud enough for me to worry about waking up the neighbours, but not worried enough to stop or tell her to keep it down.

After maybe 20 mins she cums and drops down on my chest breathing very heavy. Her hair was in my eyes but rather than move or complain im just enjoying the feeling of me being inside her and weight on me.

After she has caught her breath she rolls off and pulls me ontop of her again. Shes telling me to fuck her harder and harder, and I am just smashing her has hard as I can while she is digging her nails into my back and I am pulling her hair (not to hard). It only takes me about 10 mins to cum.

We lie naked in bed for about an hour just making small talk. Despite the fact that I have had shit load of booze, she convinces me to give her a lift home with very little effort on her part. I didn’t see her for the rest of this weekend and she has already told me that she is busy on Friday night but wants to see me on Saturday.

I am still not sure how I feel about all this yet. I don’t know her husband as he doesn’t share this hobby that we have. The problems in their marriage are largely caused by his reaction to the financial problems that they are having. They have lost a lot of money in some bad investments and he has thrown himself into work and is completely ignoring her (or at least that is what she is telling me). But in all honestly, that sounds a lot like something that I would do if I was in that situation, I am a bit of an arsehole as I am sure I didn’t have to prove considering I just fucked another man’s wife. Its difficult to reconcile these actions of by say that he’s messing up his marriage when I have many of the same character faults (and evidently a few more).

I console myself with the fact that she made every single move from start to finish, which I am not saying excuses or absolves me from any blame at all, but at least I didn't set out to do this. Of course I could have and should have said not at every point along the way, but the feeling of a spectacular looking woman wanting to have sex with me is just too much to say no to. I have no idea how this will end but if at any point she decides that she wants to end it I will let it go without an issue. Hopefully I can just enjoy the ride for the time being.

If you have any questions, feel free to ask. I have no idea weather or not I will answer as I may or may not check back. Plus there are to many cum stains here saying "pics or gtfo" or "i'm the OP and I'm a fag" so there is a half decent chance that I will just never check back, but I might.

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@confessions
31 Jul 2012 3:30PM
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Pool Fantasy - for entertainment, not real

Last episode

So Friday�..let�s back up to Thursday night. My wife and I had a short time to talk before I had to leave for work. First of all she thinks the husband is cute and indeed wants to fuck him, which I told her was fine by me. She was also surprised my moms actions on Wednesday and couldn�t believe she had so openly enjoyed rubbing lotion on her body while I sat there playing with her daughter. She said I could fun with either or both the girls as long as I told her the details. She also agreed if it ever became a possibility she would like to bed the mom herself. She never offered or mentioned seducing the daughter but I think if the situation arose she would go with it. I told her to try and get off work a half hour early the next day (Friday) and quietly come home. I told her to text me 5 minutes before she gets here. She is to watch us from inside the house for a bit. If there is anything that looks like a compromising situation between mom and me, she is to �bust� us and call the mom inside for a chat where she can let her know she is cool with everything and maybe even seduce mom. The thought of this really turned on my wife as she practically raped me and almost made me late for work.
Anyway Friday afternoon found me laying half awake in my boxers on the bed dreaming of the possibilities. My cock was nice and hard, though still confined, when I see a head peek inside the bedroom door. When she saw I was awake she came on in, followed by her mom, and jumped on the bed with me. She was wearing a short summer dress and as she flew on the bed, it flew up and I saw she was not wearing panties. She sat on me, straddling my hips and I know she felt my hard cock on her ass through her dress. I know because she kind of ground down on it. Mom chided her and told her to leave me alone and let me wake up. I explained I was already wide awake and it was ok. Mom asked if she could get changed and I said sure. While her back was turned going into the bathroom I slid the girls dress out from under her ass so her bare skin was on me and also pushed the hem up to give me another peek at her pussy. My hands came to rest on her hips with the dress bunched up in them. I could not see her mom unless I turned and looked in the mirror (which I didn�t want to do as I was happy looking up the girls dress) but I knew her mom could see me from about the chest down. I slowly rocked the girl, feeling my hard cock slide between her ass cheeks, the only barrier being my boxers. I asked her if she was going to get changed for the pool too and she said she already did. She shocked me by grabbing the hem of her dress and pulling it over her head, leaving her sitting there naked, settling back down on my now harder than ever cock. Her mom got a little pissed and said she couldn�t believe she just did that. The girl said mom you told me I could swim naked today. I know replied mom, but I didn�t expect you to just strip off right here and now she exclaimed. At least wrap up in a towel until we get in the pool ordered mom. The girl got off me and headed to the bathroom, I got up and followed. Once there I said I might as well get changed too and dropped my boxers without waiting for a reply or them to leave. Moms eyes got wide and she licked her lips as my cock sprang free. Oh wow is that what was poking me in the butt the girl asked. I told her it probably was as I gingerly pulled my trunks on as casually as if I were brushing my teeth. Ya�ll ready I asked, snapping mom out of a trance. Oh yeah, I�m ready mom replied huskily, and then changing her tone said um yes lets go get in the pool and cool off. I let them lead the way and said I would go make a couple of drinks and watched them till they were out the door. As usual I made moms double strength, and when I went out and set it on the table she downed half of it in one shot before stripping her bikini top off. I may as well get that out of the way huh she asked. I told her to do whatever she felt comfortable with then got in the pool myself. I couldn�t believe the girl was really playing in the water naked much less that mom allowed it. As usual, as soon as I got in the girl jumped up on me, wrapping her arms and legs around me. Only this time she was naked and nothing in the way of my fingers playing with her cunt or asshole as I supported her in my cupped hands. I bounced her up and down feeling her slide on my hard cock through my trunks before dunking her, running my finger through her slit as I did. As she came up coughing and sputtering I stepped over by mom and dried my hands so I could have a smoke. I saw she had already downed her drink so I asked if she wanted another. She said that might help, so I picked up the cold glass and casually ran it across one of her nipples, watching it harden. You should put some lotion on so they don�t burn I mentioned as I turned to leave the pool.
I dried off and went in to make her drink. Wanting to spend time in the pool rather than going in and out for refills I found an Ice bucket, filled it up and grabbed the bottles and mixer that way I could make drinks poolside without getting out of the water. Standing at the back door I decided to watch for a few minutes and see how they interacted. The girl was wrapped legs and arms around mom like she did with me. Moms hands were under her ass holding her like I did and I had to wonder if her fingers were playing. I didn�t have to wonder long. Mom fell backwards, taking her daughter with he and I could see her hands spread the girls ass cheeks apart and a finger on her asshole. After they surfaced, mom picked the girl up again, finger through her slit and dunked her again. She was mimicking my actions as she played with her daughter. Finally I stepped out and set the tray of mixer on the table and got back in the pool. The girl got on a floating chair while I went over and made mom a drink and talked while having another smoke. I asked if she had put sun tan lotion on and she said no she was waiting for me to get back. Without asking I picked up the bottle and squirted some on her tits. You put it on there so you have to rub it in she told me. Rub it in I did. I made sure to pinch and squeeze her titties and nipples and I could see the lust building in her eyes. I asked her if she minded me taking my trunks off, she said it was my pool and I could do what I wanted in it. What if I want you to take your bottoms off? Like I said it�s your pool your rules she whispered. Take your bottoms off I ordered. She shook her head no. Take your bottoms off or I will do it for you. I can�t she said, shaking her head no again. When she said I can�t I took it to mean that I could do it for her. I took the sides of her bikini in my hands and pulled them down and over her hips. She shifted her legs so they fell to the bottom of the pool and stepped out of them, leaving them at the bottom. I didn�t get a look at her cunt as it was below the water but at this point I began to wonder if I had a submissive on my hands. Think about it, it all adds up. Doesn�t complain, is quiet and goes along with whatever takes place, easily to manipulate. I wanted so bad to be naked with them but thought it best not to push it any faster than I already had. There was no doubt in my mind I could do whatever I wanted with either of them if I didn�t push too hard.
Mom got in a floating chair and I handed her the drink before asking the girl if I could have my chair. She asked if she could set on my lap and I told her sure, anytime. As I got in the chair I managed to pull the leg of my trunks open so my hard cock stuck out the leg hole then helped the naked girl into my lap. I had my shades on so mom couldn�t see my eyes watching her as I slowly begin to stroke the girls chest and thighs. Her eyes were focused on her daughters pussy and I could see her getting more and more tense as my fingers slowly stroked their way up. Finally, as I reached her slit, mom relaxed and licked her lips. As I slowly stroked up and down her slit, the daughter had her head back and eyes closed. I noticed mom stroking her fingernail on a hard nipple in time to my stroking. I shifted positions and brought her up so her pussy was out of the water and began probing at her entrance. Soon I pulled the finger up to my lips and locked eyes with mom as I sucked it into my mouth tasting what little taste there was, as the water had washed most of it away. I dipped my finger in her again and held it out, offering it to mom. I could see the look of lust and want in moms eyes, yet she made absolutely no move other than to lick her lips hungrily. I couldn�t coax her over, so I put the fingertip in her daughters mouth and she gently sucked on it, weather she knew it or not she was cleaning herself off my finger tip. I heard my cell phone chime and I knew it was my wife letting me know she was almost home. About this time mom slowly opened her legs and gave me my first good look at her cunt. Like her daughter, she was totally hairless, but as expected a fuller, more womanly cunt. I told her to do what I do and I resumed rubbing the girls slit, to which she dropped a hand in her lap and started rubbing herself. As I brought my finger to either my or her daughters lips, she brought hers to her own lips. My cock was harder than ever and poking up out of the water between the girls legs, though not touching her. I made sure mom saw me wipe a drop of precum off the head and put it to her girls lips and push it in her mouth. Mom dug her fingers in deep and came as she watched her baby girl taste my precum for the first time. Moms cell phone rang, breaking the magic moment. She answered it with a frustrated tone in her voice. After a few short words she hung up and said her husband was almost home and they had to go before he got there. About that time my wife came out the door wrapped in a towel. Mom was startled and I acted surprised. What are you doing home early I asked her. She asked what I was doing while she wasn�t home with a knowing smile on her face. Mom sputtered and stammered out something unintelligible and my wife told her it was ok, she is not the jealous type. Mom explained to her they had to get home and sorry to leave so quickly. The girl complained she didn�t want to leave and my wife asked if it would be ok for her to stay and swim and we would send her home later. With much pleading from her daughter, she finally gave in but said only for another half hour. The girl jumped off my lap and hugged her mom, thanking her profusely. Not quite the way I wanted everything to go, but I guess we take what we can get. Mom got her suit on before getting out of the pool and my wife complained it wasn�t fair, that she didn�t get to play with all of us, meaning mom basically.
Mom left hastily, not even bothering to change and sure enough not ten minutes later we saw her husband pull up. In the mean time my wife had removed her towel and revealed she was naked as she got in the pool. I decided now was a good time to take my trunks off and the girl cheered that we were all naked. We tossed the girl back and forth to her delight. I don�t know about my wife but I was defiantly taking liberties with my hands. We tired after a bit and moved by the table for a smoke. The girl put her goggles on and began swimming around under water as we watched. My wife was stroking my cock and at one point went under water and began sucking on it. As close as she was, and having goggles on I know the girl could see what was going on as she swam around but she never commented about it. My wife came up for air and said she would finish that later, so I took my place in a chair, as did my wife. The girl got in my lap again and this time my cock was free to press against her slit. She rubbed her hand up and down it pressing it into her cunt and against her clit as I toyed with her tiny nipples trying to get them to come to a point. My cell phone rang and I told my wife to answer as she was the closest and I wasn�t expecting any calls. After a hello and a brief pause she said Oh shit, ok thanks and hung up. She said it was the girls mom, and dad was on the way over to get her and we had to get dressed fast. I put my trunks on and the girls had to run in the house fast as both of them had nothing out here to put on. Sure enough dad came around the corner into the pool area just after the gals got inside. He asked where they were and I told him they had went inside a few minutes ago to change as we were about to send his daughter home. He said he hoped she wasn�t being a pest or outstaying her welcome. I assured him they were all welcome over any time, then offered him a beer. He accepted and we went out to the garage in the back to get one. During the conversation he told me he knew his wife and daughter came over a lot for the pool but if at any time they were a bother, what with me working nights and all, to just let him know. I told him that they were no trouble and while he was on the subject I thought he should come over more and learn to relax. He started to make excuses and I interrupted him and said bullshit. You have time after work and on the weekends, my wife loves to entertain and by God he was going to come over and get entertained. He laughed about it and promised to come over tomorrow afternoon. About that time the gals appeared. My wife had on a string bikini that left little to the imagination and his eyes about popped out of his head at the sight of her big tits and hard nipples. If that�s not a good enough reason to come over I don�t know what is I told him as he stared. The girl was in her dress and I knew she was naked underneath. My wife had the sense to grab one of her suits she had left her, get it wet and put it in a bag to make it look as if she actually came over with a suit. The girl ran and jumped into my arms and my hands went under her dress to support her. And to play with her pussy one last time. I wasn�t worried about dad catching me as he was too busy giving my wife a look over. She thanked me for letting her stay and swim and as I sat her down I let my finger trail through the crack of her ass, pausing to tickle her asshole. We said our goodbyes and my wife escorted them to the gate. After she got back to the garage I handed her a beer and told her about the afternoon and instructed her to get as friendly as she could with the dad. Actually I think I told her point bland to try and fuck him to keep him busy while I worked on mom and daughter. If he was fucking her, he couldn�t complain about me fucking his wife. His daughter might be a different story, but you never know, he might be into that too. By the way, my wife finished that blow job right there in the garage with the door open so anyone driving or walking by could see.
Thanks for everyone patiently waiting for the update on Friday. It is really hard with my new schedule to get things down and ready to post as I want to detail as much as I can. As for pictures with the faces blurred out�Are you freaking nuts? They can be unblurred with the right software. As far as pictures, I will get them and post them when and where i can. Afterall this is my adventure, my pool and my rules :)

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@confessions
31 Jul 2012 4:49PM
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Her normal size is 34a but she was breast feeding at the time. What do ya think? would you cum over her tits? Where not together anymore so she wont let me fuck her but she makes me horny every time i see her. Great body, nice little tits, nice pussy and she gives fantastic blow jobs.

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19 Nov 2011 2:13AM
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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...

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@confessions
19 Sep 2016 11:36AM
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When I was 19 years old and in college in Florida, I got really heavy into drugs. Mainly party drugs like coke and ecstasy, and of course plenty of weed, but on occasion other drugs as well. I was out of control and living one big party life on my parent's dime while they struggled mightily to pay for me to have the opportunity they never had and go to college. Looking back I feel like a total asshole about it now as they wanted nothing more than for me to be successful and not have to struggle...sorry, I digressed.

Anyway, since I had no money and wanted to keep up my partying lifestyle and since I was always very athletic, in shape and considered "good-looking", through one of the people I met in the party scene I ended up doing some modeling to make some extra money. Pretty low rent stuff, nothing glamorous, but a couple hundred bucks a week.

This quickly evolved into the opportunity to do some "videos". It started with just masturbation videos of me lying in bed, or on a couch or in the shower jerking off. I figured I was going to do it anyway so why not get paid for it and I was getting paid $100-200 per day that I did a shoot. I could sometimes do 3 or 4 scenes in a day. The guy running the operation said he was impressed by my "re-load" ability and also that I had just the right cock for it...I'm about 8 inches, decently thick and my dick looks perfectly formed from shaft to head and can blow pretty big loads even after only a little break in between. I knew that these were primarily for gay guys to watch but I didn't care. If someone gets off from seeing me, so fucking what. I did these for a while and then he asked one day if I'd want to do some full sex movies and photo shoots and showed me some of his portfolio and all things considered the chicks looked pretty hot and we were now talking more like $300-500 per day so I jumped right at the chance.

It was a crazy scene and pretty much everything you wanted was at your fingertips. Women and drugs galore. Parties every night after shooting. We were all in the 18-22 age bracket so it was just a no responsibility show. But as quickly as I made money it went back out the door on drugs and partying. Then one night when we were partying at the main house this director used for shooting videos, him and a couple of the other "big wigs" in their operation asked me if I would be willing to do some more hardcore shit. At first I was thinking they meant bondage, s&m type stuff, but they quickly made it clear they were talking gay action. I immediately said not a chance, I was straight and no way I could do it. They pushed the matter (and a coffee table with a big pile of blow on it) and said that all the actors in their gay shoots are straight guys because that is the look they wanted in their videos, strong masculine men, not femboys. The guys just do "gay for pay" and they also said I could make up to a $1000 per shoot depending on the circumstances. At that point my eyes lit up and I think they knew they had me. I asked them more questions and they said I could be strictly a top and receive blow jobs, that I didn't have to get fucked or suck or kiss anyone if I didn't want to. I could also do bi scenes where a female actress or two would be involved. I said, what the fuck, let's give it a try.

The next week they had scheduled me in for my first scene. I was shaking like a leaf prior to which was totally not like me. In the other stuff I had already done I was totally calm and had no issues getting naked, getting hard and fucking in front of other people. It was a one on one scene with me and another guy. I was going to be swimming naked in the pool and then get out and immediately go to the lounge chair next to the pool when the "pool guy" was going to show up to service the pool and eventually me who was masturbating while watching him clean the pool. I actually was having a difficult time getting hard which was totally not the norm for me, but he came over and began blowing me for a while and soon enough I did get fully hard. I had sunglasses on and just kept my eyes closed and picturing hot women. I put on a condom and ended up fucking him in a few different positions and then to my surprise he end up blowing his load on my chest as he was riding me, then slid off my cock, dropped back down and sucked me to completion taking my load all over his face.

I said afterward that it wasn't that bad, but I didn't think I wanted to do it again...until I got my next offer and more cash. It went on like this for a while and me just doing the fucking and getting sucked. I still was primarily doing straight shoots though. Then the director came to me with a proposal for a scene. It would be me and this girl I had done some straight scenes with and we would be a "married" couple and then another guy who was coming to our house to do some repairs. But he wanted it to be a scene where me and her completely serviced this guy. We all were going to suck and fuck each other, no holds barred type stuff. I was extremely hesitant but he offered up my biggest payday yet and it was a good chunk of money for 4-5 hours of total "work". I was so far gone into the scene at that time that I agreed and said let's do this.

The day came and again I was nervous. I did all my usual prep on my "manscaping" and where I normally do everything I can to keep myself fresh down below, this time I added the step of the diet one of the other male actors recommended and his full enema routine to completely clean me out. The worst thing on a porn set when anal is involved is having a shit accident. It came time for the scene and we were in the bedroom on a king size bed where I was fucking the girl for a while then the "repair" man came in, he joined in with me "thinking" he was just going to play jointly with my wife but then he starts licking my balls and ass and pulling out my cock from the wife's pussy and sucking on it. We go through some more motions and she is sucking him then she tells me she wants to see me suck him and this is it, the moment I took a cock in my mouth. I did what I had to do and then after he fucks her it was my turn to take his cock. I was laying on my back as she sat on my face and then he started fucking my ass. Hurt like hell but I had to put up a good front. He even made a comment that got into the video about how tight my ass was. Anyway, we finished the scene after everyone had been fucked and sucked and I went out that night with some of the other people from set and we got destroyed on drugs and booze. I was fucked up beyond belief and when I got home that night I said that was it, I was done. Absolutely no more of all of it. The drugs the porn, nothing. The next day I called up the director and said to pull me from the stuff he had me scheduled for the next week. He tried to convince me and told me what a fucking amazing job I had done the day before, but I told him I had to get out. I couldn't handle the life and really was regretting all of it. I pulled the plug that day and never looked back.

So, somehow through all of this I didn't flunk out of school. I ended up completing my degree and living out a pretty mundane, boring college life and working a bullshit part-time job in one of the offices on campus answering phones and shit. Really nobody in my "normal" life had any clue about what I had done. My parents were none the wiser about anything I did partying or whatever and were proud as could be the day they saw me get my degree. I started a job with a top consulting firm and in the decade plus since, have worked hard and progressed so much in my career that I look at the "crazy" money I was making from porn and laugh at how little it is compared to now. I am engaged to a very attractive and smart girl who is an attorney and makes plenty of money herself, but also has no clue about my prior life.

I guess my biggest fear is that one day I am going to come on here and see one of my videos front and center. I know they are out there in various places on the web, but they obviously weren't under my real name and the look I had back then was very different than it is now where I am clean cut hair, have a beard, and even back then in a bunch of the scenes I had bleached blonde hair for a while and a deep Floridian tan. I guess my real name and SSN is on file with the porn company somewhere so that could somehow get out, but generally speaking I got away free and clear without any repercussions. Crazy the journey our lives take.

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@confessions
27 Mar 2013 9:46PM
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This is a confession followed by a plea for some advice from you guys, hope you can help. (At the time of the story I was 19 and my cousin 15).

A few years ago I used to have to go to my grans to help out with the gardening, housework etc. I had been going for a few weeks when one day my cousin turned up saying her mum had wanted her to come up and help. My gran said she was going out for the day and wouldn't be back till late and if I didn't mind staying until she got back (I didn't have a key to lock up) which I agreed to. So me and my cousin finished the chores and headed inside for some food and to watch some TV. A little later I said I was gonna take a nap and that she should just head home so off she went and I headed up to the spare bedroom. I was just about to drift off when I heard a noise in the room and I open my eyes to see my cousin standing in the middle of the room (I should point out that the back door of my grans wasn't usually locked during the day cause family used to come and go a lot). I asked her what she was doing back and she said my aunt had gone out and she didn't have a key to get back in. I told her she could stay here but to go downstairs and watch tv or something cause I was wanting to sleep. She said she wanted to go for a nap too and then got in the bed with me.
I wasn't bothered cause we used to do this when we were younger as the bed used to be our 'fort' and thought that she wouldn't disturb me. I closed my eyes again and suddenly felt her move closer to me and put her arm around me, she smelt really good, I wasn't really sure what was going on or how to act (she is a bit chubby though kinda pretty but I've never looked at her in that way before) so I took her arm off of me and told her to go to sleep. I closed my eyes again and this time she started to kiss me, I was reluctant at first but then thought what the hell and went with it.
It started as some little pecks on the lips but soon I could feel her tongue entering my mouth and we started properly making out. She then took off her top and for the first time I got to see her big breasts (chubby girl big but still) I couldn't help but touch and squeeze them and when I finally put one of her nipples in my mouth she let out a cute little moan. I gave both tits equal attention before we went back to making out and she started rubbing my cock through my jeans getting me really hard. I quickly took them off along with my boxers and stood in front of her with my raging boner in full view. She looked a bit unsure so I told her to just take it in her hands and do what she thought was right, she definitely knew what she was doing.
After about 5 minutes of wanking me she asked if she should put it in her mouth (cute) and I said absolutely. WOW, she was so good at giving head I asked if she had done it before and she said no but I think she was lying. I asked her if I could fuck her and she wasn't so sure cause she hadn't done it before, I told her I had a condom (always have one in my wallet cause you never know) and that I would be gentle. She finally agreed and I took off her shorts and panties, her pussy was hairless and was just a beautiful little mound. I got down on my knees and started kissing her thighs in towards it and gave her pussy a lick from the bottom to the top, she shivered and let out another little moan. I stood up and asked her to put the condom on me, she didn't know how and I ended up doing it. I started rubbing the tip of my penis up and down her slit while looking at her face to make sure she was ok. I asked her if she was ready and she said 'not quite yet just keep rubbing it up and down'. I kept doing this for another 10 minutes thinking she is nearly ready when suddenly there is a shout from downstairs 'HELLO! is anyone in?', it was my aunt.
We started panicking but quickly got dressed before we answered her, I told my cousin to go into the bathroom and splash cold water on herself cause her face was all red. I went down and spoke to my aunt, she was here to take my cousin home, she came down and I waited nervously to see if my aunt suspected anything. She didn't and off they went leaving me to go watch some porn and 'finish off'.

In the first year since this story me and my cousin would sometimes be at my grans at the same time and we would occasionally make out and twice she gave me a blow job (swallowing both times) but nothing more. In the previous two years we haven't really seen each other except for family gatherings and sometimes at college. The times when we do see each other she always hugs me and kisses me on the cheek. She is now dating a guy and is pregnant with his child.

This is where I need the advice: Before she got pregnant she had lost some weight and was looking really good and kept having the idea of meeting up with her again and start having sex. I just don't know how to find out if she would want to or not. The big thing is that quite a few people (friends and family) have mentioned that her boyfriend bears a similar resemblance to me. Is this because she likes me or what?
What do you guys think?

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Anonymous
@confessions
02 Jun 2022 11:00AM
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My wife doesn't know I know she's showed/shared my cock with her sister. Only happened twice and nothing ever happened beyond what I'm saying here, so don't tell me I should have a threesome, or fuck the sister in law, or ask for pictures.

First time - we were staying at her sisters house and my wife and I were in bed. She was awake and I was just waking up and still had my eyes closed but could hear her and her sister talking about breakfast. They stopped talking for a minute and I felt the sheet being pulled down enough I was exposed. They started whispering and I barely heard one of them say something like he's really big.

Second time - Her sister was staying at our house and we have a large blackout shade on our bedroom window. Just after we went to bed my wife said she was getting a glass of water and would be right back. After she got in bed we were talking for a couple minutes and she asked if I wanted a hand job. Felt a hand on my cock but it felt different because my wife is right handed and she was on the left side of the bed, so her hand would have been under my cock with her fingers up. The hand I felt was the opposite with knuckles on top. She asked me how that felt and I told her good keep going, but I was thinking to myself somethings up.
As she "supposedly" stroked my cock she kept asking how it felt and if I was close. I reached down and felt the arm of whomever was rubbing me and I felt the arm coming from my side of the bed not hers. As I touched the arm the person flinched a little not expecting to be touched and I ran my hand up the arm and could tell someone was kneeling by the side of the bed jerking me off. I decided to have a little fun, and told my wife I wanted to feel her boobs. Reached over with my left hand and was feeling her and I reached over with my right hand and started feeling the other woman which now I knew was her sister because I could feel a necklace around her neck and my wife doesn't wear jewelry to bed.
I felt her sisters breasts for a few minutes and started playing with her nipples and suddenly I felt her pull away and then resume, but now I didnt feel her shirt anymore which she had pulled off. Next thing I know I feel a boob in my face and I started sucking it. I decided to see how far I could take this and reached behind her sister and was grabbing and squeezing her ass. For the next couple minutes she let me play with her pussy and ass. I started using my fingers in her and was surprised at how wet she was and even pulled my fingers out and was able to lick them. The whole time my wife is still asking me if I'm close to blowing my load and if she should speed up more. I told her keep going that's a good pace. This whole thing had been going on for maybe 10 minutes and I had to finish, so I told my wife, I'm almost there, dont stop. I felt the hand speed up and just before I was ready I said right now right now, but I wasnt there yet except I felt a mouth replace the hand. At that moment I unloaded in her sisters mouth. Had to be the most satisfying cum load I ever delivered. I felt the mouth gulp a couple times swallowing whatever I had and then move away from the bed. My wife leaned over and said she was going to get a washcloth and would be right back. I heard some fumbling around as she tried to find her way to the bathroom. When she came back with the washcloth and was trying to wipe down my abdomen I was laughing a little and she asked what was funny. I was thinking to myself, there's nothing to clean up because your sister swallowed it all,but instead I just said that was fun we should do that more often. Never happened again and neither of them brought it up.

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@confessions
16 Jun 2017 12:30AM
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I cheated on my wife years ago and I still think about her . we fucked about 20 times in 4 months and she was a great fuck way better than my wife is. she let be ass fuck her 3 times and always licked my dick clean. she also gave great blow jobs. my wife don't let me fuck her in the ass and is not that good at sucking me. she is fat too. the girl I cheated with was 5'9'' 140 pounds and had big nipples great for licking and sucking. she would let me do anything to her. I miss her.by the way my wife and I been married over 20 years

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