My mil watched me jack off last night.
she came to stay with us for a few days, and last night her and my wife were watching some stupid chick flick that couldn’t stand to watch. So I kissed my wife and told them I was going to bed early. I was just going to lay down and play on my phone until my wife came to bed. But you know how it goes when you start scrolling, you run across a picture that makes you look for more and before long you wind up on a porn site. So that’s what happened, I was watching a few clips and got horny. I wasn’t sure when my wife was coming to bed and I didn’t want to wait, so I figured I would just rub one out on my own and get it over with. Well, my bedroom door wasn’t closed all the way, and I was already too settled to get up and shut it so I said fuck it and I continued. Well a couple minutes go by and I’m stroking myself slowly, enjoying the clip I was watching when I heard foot steps come down the hall. My mother in law was on her way to the bathroom, and I knew it had to be her because my wife walks like a bull on a rampage everywhere she goes. I knew it wasn’t her. I probably should’ve stopped and covered myself but when I’m horny I get bold and like to push the boundaries. So I pretended that I didn’t notice her and just kept going. I expected her to notice and pretend like nothing happened, she’s too shy to say anything about it afterwards. But I wasn’t expecting to see her stop just past my door and turn to look back. From her angle all she could see was my lower half, my legs parted with my cock in my hand, but she couldn’t see my face so she assumed I couldn’t see her either. Well what she didn’t see was the dresser mirror beside the bed that let me see down the hall where she was. And her eyes were fixed on my cock. I watched her look over her shoulder to make sure my wife was still watching the movie but then she went back to watching me. So I gave her the best show I could. I was shaking it and stroking it hard while watching her out the corner of my eye. She stayed in the hallway watching until I finished. Normally I would just finish in a tissue and keep it clean but since she wanted a show I let myself blast cum into the air and all over my stomach. I could see that she was breathing as hard as I was when I finished. She must have enjoyed what she saw. Then she turned and went to the bathroom and stayed in there for a few minutes before coming out. I don’t know for sure but I like to think she was in there rubbing her pussy after the show. I gave it some time after she returned to the movie and I walked in there pretending I just wanted to get a drink so I could see how she acted, but she ignored me completely. So I walked over and kissed my wife good night. And made it a point to pat her shoulder and gave her a peck on the cheek like I often do just to have a reason to touch her. I was wondering if she would shy away from my dirty hand, but instead she actually gripped it tightly and smiled at me and said good night sweetie. I believe she enjoyed it as much as me. I can’t wait to try that again.
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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.”
Student nurse plays with cucumber in her bedroom while her parents aren't home. Screaming orgasm at the 11:31 mark.
Confessing to something that happened around 20 years ago. No pics, just my recollection of what transpired. There was a Gus Macker tournament about 30 minutes from my sister in laws house, which would have saved my buddy and I a 3 hour trip in the morning. Our third lived downtown near the tourney and being married and having kids didnt have the room for us to spend the night. My wife asked her sister if me and my buddy could stay at her house and she was good with that.
Sister in law was divorced at the time and not dating. This is where it got funny. I told my buddy he should hook up with my sister in law. I described her and he said he wanted to see her first. Unknown to us, my wife and her sister were talking on the phone and my wife said you might like the other guy staying with you. (My wife told me this after the tourney). I'm 6'3 my buddy is 6'4 btw. When we got to her house she made a great dinner for us and bought a bunch of beer, like more than we could drink.
After dinner we were sitting outside on her deck chilling and the 2 of them were getting to know each other and she got up to use the bathroom and I asked him what he thought of her. He told me he'd let her suck his dick, so I was figuring I'd be watching movies later while they fucked. By 10pm we had drank more beer than I realized and headed inside. She put some music on and we were drinking and talking about basketball etc.
Dont remember what song came on but my buddy was dancing around the living room and acting like an idiot. He got me to join in and we tried to get her to get up and dance but she wouldn't. A slower song came on and he finally got her to dance, they weren't close but they were on their way. I got up to take a piss and grab another beer and when I came back with 3 beers, they were making out. I walked over and was like hey hey enough of that and laughing.
I came up behind her and put my long arms around her and my buddy and I was joking around and said group hug. They just kept on kissing and I started pressing against her ass. I could see his hands squeezing her boobs outside of her sweater, so I started squeezing her ass. She didnt do anything so I tried moving my hands up to her boobs but his we're still there. When he felt my hands he moved his and I was able to get 2 handfuls of her boobs. Checked her bra later and she was a 34C.
The fact she was letting us both play around with her made me a little bolder, so I moved my hands up and under her sweater and unhooked her bra. Felt both of my sister in law boobs for the first time and couldn't believe this was happening. I started lifting her sweater and told my buddy check these out.When I got the sweater to her shoulders she put her arms up and let me lift it over her head. My buddy was looking at me like dude this is your sister in law and I looked back and nodded.
After her top was off he started sucking her boobs and I remember she had her head tilted back and I was kissing her neck. I told my buddy to switch and he got behind her and my sister in law was like I cant believe I'm doing this with you. I started sucking her boobs and I think he had his hand between her legs because she was moaning a little. He reached around and unzipped her shorts and she was like I shouldn't be doing this with both of you at the same time and then she looked at me and said especially you. He slid her shorts and panties down her legs and she stepped out and they resumed kissing. I wasnt sure how far this go but wanted to make sure at least he got something out of the deal. I was just happy I sucked her boobs and felt her ass.
I think I remember telling him to show her his cock and when he pulled his shorts down they said something to each other and she got on her knees and started sucking him. So while she was sucking him we're looking at each other and trying not to laugh. I stepped to the side of them so I could watch and jerk off and I was impressed on how much cock she could swallow. After a minute she looked over and saw me jerking off and went back to sucking, but would glance over once in awhile to check. I was trying to hold off but it was kinda hard and my buddy goes why dont you take care of him as well. She stopped sucking and wiped her mouth and said he's my brother in law and something about it getting weird. He coaxed her into just taking the head and she did but then she started taking all of me just like she did with him. We were high 5 ing and she was like dont do that so we stopped. I thought he would let me cum in her mouth but her grabbed her arm and they started walking to the bedroom.
I followed them and she said something to him and I did hear him say, just this once. In bed she started off sucking him so I licked her pussy and ass from behind. After a few minutes we switched and I laid back and let her mouth go to work. He got behind her and started fucking her and I was thinking to myself, this is the kinda shit I jerk off to. She was loving having 2 guys at the same time. She would stop sucking me for a sec and either moan or tell us she couldn't believe she was getting 2 big cocks at the same time. I wasnt sure if she would let me fuck her but she did. For the next hour we took turns letting her ride one of us while she sucked the other or spitroast her. He even let me have her a couple of minutes alone. Eventually I came in her which was a fucking rush and she swallowed his load right after.
She slept between us in her bed that night and we were so tired from messing around we slept until the alarm went off. Next morning I woke up and she was sucking him so I got behind her and started licking and fingering her asshole. We won the 30-34 age that day and went back to her house to celebrate. As a reward she let us DP her. Kinda long but had to give all the details.
Need Advice pls.
Have been seeing my gf a couple of years and our sex life is healthy but her teen daughter kinda flirts with me. She sometimes comes into the bedroom when I'm changing and stares at my crotch, commenting on how many buttons I have on the fly or says "look at your sausage sticking out" when she can see the outline through my shorts.
She like having a back and shoulder massage as well as running my fingers down the back of her arms as it tickles her and gives her goosebumps. She pretty much likes gentle "tickles"/strokes anywhere on her shoulders, collar bone, back of her legs etc. So over the months theres been a few incidents. She's had on short sleeping shorts and one weekend morning we sat on sofa together, she was curled up with her bum facing towards me and I spent ages stroking the back of her legs, right up the top of her thighs and even across the bottom of her exposed bum cheeks. She liked it but never says much other than "it tickles" and she squirms and giggles. Also she doesn't wear a bra in bed, the other day I came home from work and she'd been home all day ill. When I sat with her, she put pillow on my lap and laid back on it playing on her iPad, knees bent up and I was stroking her head, tickling her arms and also just above the hip bone where its sensitive. Pretty much all round her exposed midriff, running my hands along and up her rib cage and I was literally about an inch from the base of her breasts!! My heart was pounding, I could see her breathing was increased but she just lay calmly lapping up the attention. When I ran my fingers along the waistband of her pyjama bottoms, due to her slightly curled position and being long-legged but short body and having her knees bent right up, her crotch was only about 6 inches from my fingers. I didn't know whether she was just waiting to see what happened or what. Another weekend morning we did a similar thing but she lay on one side with her face inches from my cock! Back in summer she put her hand almost right in my lap so I could tickle the back of her arm and she kept twisting it about so I could tickle all of it but the base of her thumb kept touching my cock which then got harder. Next thing I know, rather than putting her head in my lap with a cushion as normal, she just plonked her head down right on my growing erection!! I didn't know what to do or say and her mum was in the house this time so stayed quiet.
Another time she asked for a proper back massage so got her to lay on my bed, again on a weekend morning, small vest and shorts, no bra and I spent ages doing the same, running my hands over this tall slim, pretty blonde girl with a bubble butt!
One night in bed she got in to give her mum a rare cuddle (shes too old for all that really), I got in behind her and she shoved her bum right back in my lap and I know she could feel all my package! I only had thin boxers on and my cock started to grow so I twisted away slightly cos she's cheeky I thought she might call out "whats your sausage doing pressing against me" or similar cos she thinks saying things like that in front of her mum is funny. After I twisted my cock away, she moved her bum about, not sure if she was trying to find it!! Me and her mum are pretty open and they both know I'm comfortable with nudity so her mum trusts me around her, luckily.
On another occasion I'd been in the shower and was stood in the bath still drying off and her mum called up to me from downstairs so I opened the bathroom door to shout back, the step daughter was in her room and knew I'd just been in the shower and without asking or knocking on the open door just walked into the bathroom! My towel I think was just covering my cock but I don't know. We all just laughed it off. Unfortunately the hand in lap or looking at my crotch while I'm changing hasn't happened for a while.
Really don't know what to do, she's gorgeous and its a massive thrill stroking her body and being inches from her bare breasts while she lays happily on my lap. How would you guys take it from here? On one hand she prob wants something to happen but its seriously taboo, on the other, she may just enjoy the attention.
i am divorced and 41 have a daughter who is 18 now. this happened three years ago. i was dating a man (since gone our seperate ways) who was close to my daughter as well as myself. daughter looks a lot like me and has a much younger version of my body. i will tell you right off no he didn't fuck her. i think what we done was even hotter and for sure less risky for all. we were setting around my apt. one evening watching a movie. kimberly had on a jean skirt that she had worn to school and never changed. it was short. in fact we have had arguments about her wearing it. i have told her she looks like 15 yr.old slut. she has a very nice figure not big in boobs neither am i but very nice in the ass and good legs. i noticed stan staring at her across the way in the recliner. she would turn or move and of course you could see right up her skirt. she had on a sexy little pair of pink lacy panties. i just observed what was going on. i think she knew exactly what she was doing cause it kept getting more frequent and the view kept getting better. i was very upset at first with the both of them especially when i noticed his cock hard. i am thinking what kind of guy is he wanting to fuck my 15 year old. stan is a hound, he is older then me by seven years but hung like a young pony. till i started going out with him average and smaller then average cock was all i had ever had. i say the truth, it was like being virgin again. kimmy was c-section and so my vagina was still much tighter then most women my age. i bit my tongue and didn't say anything just watched the movie and let them play their little game. i don't think stan knew she knew what she was doing but i sure did. movie was over and kimmy gave stan a hug and went off to bed. of course stan was horny but i was not happy so i sent him home. didn't like him staying when she was home anyway. this was on wednesday and kimberly was to be with her father the weekend and i started thinking about the whole situation. it started making me horny. the more i thought about it the more turned on i became. this is how i chose to deal with it. stan got there that saturday evening and we ate, drank some wine and smoked a j. got comfy and i got up and excused myself. i came back out with kimberly's skirt on and sat in the same chair she did just a few nights ago. stan had a look on his face of total shock. i said stan i was watching you watch kimmy the other night. i watched your dick get hard and i know what you were thinking. i am not mad. i understand. play along with what i am doing. i sat in the chair and played like i was kim. i would set with my legs open and seduce him till i didn't think he could take it any longer i had even gone so far as to put on the same panties she had worn and they had not been washed. i went over took him by the hand and started leading him down the hall. i took a deep breath and stoped at kimberly's bedroom door. i paused knowing i was about to cross into forbidden territory but i open it and went in, stan was hesitant. i pulled him through the door. i told him i wanted this more then he could imagine. i told him i want you to totally let go, please remove all inhibition and reality and fuck me like you never fucked a girl before. cause tonight as soon as i close this door, i am kimberly and you are stan. we made mad passion and nasty fucking sex right there in her bed he was calling me kim and i was calling him daddy he left the skirt on pulled the panties aside and worked that cock into my pussy and slammed me like he was trying to hurt me with his cock. he would get it as far in as it would go and grind my clit with his pelvic bone. something he had never done. could not get that deep before. with out a doubt the hardest fucking i have ever had. and the thought that he was thinking about her her was insane to me it drove me over the top. when we were done i got up led him out of the room. true story
i'm having a prob trying to write like an ongoing diary here on the confessions board. i haven't been able to figure out how to keep what i write all in one place. someone did try to explain it to me in a reply and i thought i understood but it doesn't seem to be working. also i don't get the op password thing. if anyone has advice please let me know. anyway i cut and pasted all together the posts i did before and they appear below. nothing much has happened since sunday. i will write here whenever i have any new fun to tell about.
i'm having lots of fun with this teasing thing. daddy-ken, my stepdad, is def liking it too for sure. besides it being fun showing him some skin, we have a secret from mom and everyone else that makes it even more naughty and fun. when he walked in on me unexpectedly down in the washroom and saw me topless it kinda surprised me how i felt, how i liked how he was looking at me. i really didn't have any plan or anything to flash him my tits again or do this tease. but then as he continued to seriously check me out it turned me on. so i decided why not do more. hence i let him get a good look full on at my pussy (wearing panties) when we were alone on the couch. i also have been daring and done some little flirtytease things when my mom was around us.
on sunday afternoon we started decorating our house for xmas. not the tree trimming because we didn't buy the tree yet, but all the other stuff. mom was in charge of the inside decorating and daddy-ken was in charge of the outside decorating. i was like their little santa's elf helper. it started off that mom and i were inside and daddy-ken was bringing stuff inside from the attic over the garage. the three of us were getting stuff organized inside putting all the things where they go in whatever rooms. we were in the diningroom with stuff on the table talking about it. i saw daddy-ken checking me out and i gave him a smile like uh huh we have a naughty secret don't we? i still had on the dress i had worn to church and i started bending over picking things up and shaking my booty. mom was clueless of course. he tells us he needs to get busy with the outside decorations and maybe i can help him take things down from the attic. i went and changed into jeans and a yellow cotton zippered top, no bra. i went downstairs and into the garage. daddy-ken was up in the attic and he was handing things down to me as he was on the steps of the ladder attached to the attic. of course now i had unzipped the top some so he could get a look (and as i was getting dressed a few minutes ago i was thinking some naughty thoughts and playing with my nipples and they were still swelled and hard). i felt like he knew i was going to do it - show for him - and he was happy i was continuing our fun. neither of us has said anything but of course we both know what's going on. so we were working away there and it wasn't at all boring lol. he knew i went and changed and no bra just for him and i had unzipped to give him a look at my tits again. he def likes what he sees!
so like i said before i really hadn't planned on doing this but it's so fun and exciting i will probably keep doing it. i'm sure he wants me to keep up my firtytease fun and show him more. also i like to think he wants to do something too...touch me or maybe show me what he's got hmmm. i'm not sure what i would do if he ever did anything. but i like thinking about it. the thought makes me wet. i love the thought too of him thinking about doing something more and getting hard thinking about me. i will keep writing here about what happens. this is like my naughty daddy-ken diary :)
***
so since my stepdad and i had our little moment there down in the washroom when he unexpectedly walked in on me when i was topless taking my stuff out of the dryer, i have been having some fun teasing him...sometimes even when my mom, who is clueless, is home. it's for sure that daddy-ken liked what he saw that day and that he is liking that i am doing this. and i confess, it's also for sure that i like that he likes checking me out. i like the attention. hence, i have been giving him chances to get in some peeks. i know it's naughty, but it's so fun. and it turns me on. it's like we have this naughty secret thing going on between us.
the other day i was taking a walk with my friend jenn around this pond where we live and daddy-ken drove by and honked the horn and waved hi to us. jenn thinks he's cute and she has said things about him more than once. so she made a comment as he drove by. i was so tempted to tell her about what happened and our naughty game. but i didn't.
a little example of our naughty game and why i like playing it with him and how my kinky brain works...the other night mom was upstairs in their room and daddy-ken and i are downstairs. we're on the couch and he's watching tv and i'm laying there at the opposite end listening to tunes on my iphone while i read about a homework assignment that i have to go do in a few minutes. i have on a long t and bikini panties. i feel like having some fun and i decide yes it's time he got a look below the waist. so i spread my legs and to get his attention i start singing softly out loud the song i'm listening to. i see him look over at me and i am making believe i don't see him checking me out, i just keep singing along and moving my legs back and forth in time with the music. i am loving that he is getting a really good look between my thighs, even if i have panties on. tease tease daddy-ken...like what you see? maybe one day you will get to see it without panties on. would you like that? i think we both would haha.
so then i go up to my room and do my homework. i hear him come upstairs after a bit and go into their bedroom and i pause from trying to memorize stupid history dates. i think to myself...hmmm i wonder if i made him hard and now he is going to fuck mom while he thinks about reaching between my legs and pulling aside my panties to see my pussy. if i wanted to i could have gone and listened at their door to see if anything was going on in there. but i didn't. instead i reached down and went with that thought...daddy-ken's fingers doing their thing to my pussy. mmmmm
***
it's a saturday late morning. just awake, i am home alone. my mom, a nurse, is at work. my older brother is away at college. my stepdad, as always on saturdays, is at golf. i look in the mirror and think yeah i have looked better. i take a moment to pull a brush through my long, wavy auburn hair and i pull it back in a ponytail and tie it with a scrunchie. i slide the two clothes baskets out of the closet and pick various pieces of clothing and undies up off the floor, chair, wherever, and hurriedly sort the whites from the colors. i slip the t-shirt which i had slept in up over my head and toss it in a basket. i leave on the capri length silky flower print jammy bottoms and slip on the white cotton blouse with the rounded collar which i had worn to school yesterday, buttoning just a couple of buttons below my round, c cup breasts. i opt to do the colors first and carry the basket down to the lower level little room where the washer & dryer are. i put the wash in and go up to the kitchen and sit at the table and have breakfast...a bowl of life cereal, half an everything bagel with cream cheese, oj. i flip thru a shopping flyer while i eat.
i go in the livingroom and sit down on the carpet and do some stretching as i watch tv. after a little while i go listen at the top of the stairs and hear that yes the washer stopped. i go down and move the colored clothes into the dryer. i run back up to my bedroom to get the whites, but decide i really don't need to do them right now. i push the basket back into the closet. i get undressed, go brush my teeth (again), find a new razor and go into the shower. i do my ritual in the nice, hot, steamy place...shampoo twice, conditioner no rinse, body wash all over, do mylegs, pits, and kitty then rinse conditioner out of hair, turn up the hot and just stand there under the shower for a few more moments. done. i dry off. i slip on the jammy bottoms. that's it.
i start down to the washroom, but stop and reconsider. yeah maybe i will do the whites. i grab the basket and go down to the washroom. i get the whites going in the washer. i open the dryer and start taking stuff out, contemplating what i will wear now and later too. i am looking for that top when all of a sudden...there he is! my stepdad is standing there with his bag of golf clubs. i'm topless. but i don't freak. he doesn't either. 'sorry', he says. 'i didn't know you were down here'. i find the green silky top and turn around and slip it on. i turn around fixing my still damp hair and say 'it's ok. i didn't know anyone was home. how was golf'? now he is seriously staring at my boobs within the top and he takes a few moments to answer, then 'huh oh yeah golf was uh good'. 'that's good i say' as i pull the rest of the clothes outta the dryer and drop them in the basket. i pick it up and start by him as he is going to the other room behind me to put the golf clubs away. but he puts the bag down and says, 'i got it' as he takes the basket from me. he carries it up the stairs and i follow behind him.
we get to my room and i go to take the basket. he asks me 'where'? i carry it with him to the bed and dump the clothes out on the bed. he is again seriously looking at my boobs and this time looking right down into my top. it doesn't freak me though because he's not doing it in a weird, pervy way...but kinda admiringly. i'm actually kinda surprised how it makes me feel. i look at him and smile, so as to say - i see you looking and it's okay, i like that you are looking and that you like what you saw/see. hmmmm.
i start folding stuff and putting things away and we're talking. we're talking and he's still looking at me the whole time, but not trying to hide that he is. we have a little moment there. i'm done folding and i tell him i need to get dressed. he says 'oh yeah sure' and he leaves. i close the door. i think wow hmmm that was...different. not that i have never thought naughty forbidden thoughts about him/us before in my most private of times. i wonder has he ever?...yes i bet he has! i like thinking that.
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 :)
My current gf caught me in our bed rubbing myself while watching a video on my fone. All I had on was a pair of satin string bikini panties. She was supposed to be out of town. I had on headphones listening to the video. I never heard her come in.
Seeing me jerkoff wearing panties turned her on so much that she pulled her dress up and her panties down and started rubbing herself. She was talking to me the whole time saying how hot I looked wearing women’s panties. She said she had something for us to try that wud be even hotter.
She told me she wanted to handcuff me to our bed while I was dressed up like a girl. A dress, bra, panties and the whole deal. She said she had a friend that would come into the bedroom and make me do whatever I was told. She said she had a past lover that would just love to play with me.
Im nervous and not sure I want to do this but she is not going to take no for an answer. I’m pretty sure her ex-lover is a guy and although I have thought about it many times I have never been with a guy. Not sure how this is going to go.
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.
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.
my confession: I recently agreed to do a three way with my neighbors there in there late 60's and she is kinda chubby but always wanted to fuck a older woman so I agreed well I show up and they have a couple party favors and I have a couple drinks and partake in the party favors and feeling pretty good she excuses herself and comes back naked and she has some nice tiities and a nice shaved pussy and says today I went and had both my holes waxed for you and bends over and those holes were nice and smooth she walks over and starts rubbing my now hard cock I am about 8inches and pretty thick and she unzips my pants and it flips right out and she says omg I hope that fits and proceeds to start licking it and tries to deep throat me and starts to gag a little and then says I want you to cum on my face and she continues and I look down and on the floor is a wet spot I said your really dripping that much and she says I been want this cock bad I saw you by your pool and knew it was big and she continues and I tell her I am about to cum and she pulls back and I shoot streams on her face and tits and then her husband comes over and starts licking her clean I did not expect that at all and she says lets take this to the bedroom and she lays on the bed ass up face down and says eat my nice shaved holes and I go down on her and she is soaked and I start getting hard again and her husband who is now naked and playing with his cock steps in and starts playing with my cock and starts eating my ass and I am like omg this is crazy shit and it feels really good and I stand up and start fucking her pussy and I slide in balls deep and she lets out a omg that shit is huge and I start to fuck her nice and slow and pick up the pace and I can feel her pussy gripping my cock and she lets out a loud ass moan and starts yelling I am cumming omg I am cumming fuck my pussy fuck it and she came so much it was running down her thighs and I back out and start rubbing my cock on her asshole and she says please be gentle and I start to push it in and her husband gets uner her and starts licking her pussy and I push the head in and she grunts and then a little more and she grunts and then it just slid in and she says yes oh yes and I am just fucking her at a nice pace and she is moaning and pushing back and I can feel my cock swelling and I am about to cum and she says do it cum in my ass fill my ass with your cum and I just let loose and I filled that ass and I pull out and her husband grabs my cock and starts to suck my cock clean and again never expected this crazy shit and I am just sitting on the edge of the bed with her husband between my legs sucking my cock and I grab his head and start pushing it up and down and he is jerking off the whole and says please let me cum on your big cock and said ok and he satnds up and shoots a load all over my cock and balls and says now fuck that whore and I turn around and start fucking his wife with his cum and again he has his tongue in my ass and then I feel him penetrating trim and he has a finger in my ass and a bottle of lube and then he puts two fingers in my ass and says bend over and it her ass and I bend over and start eating that pink tight asshole and then I feel him rubbing his cock on my ole and then he pushes it in and pain just shot through me but it kinda felt good and my cock shot the fuck up and he starts to fuck me and it felt really good and I feel my cock dripping cum and he lets out a groan and I can feel his hot cum filling my now gaped asshole and he says are you ok and I say yes grab him put him over the bed and said your turn and he says oh no i just suck cock and I said not tonight and his wife says fucking that faggots ass I always wanted to see his ass with cock in it and I lube up and push my cock in his ass and he was crying omg it hurts please it hurts and I did not care and I fucked him and filled his ass with cum and then made him clean it off and now his wife comes over once or twice a week for her holes to be filled
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