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

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

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Mail Order Bride: My Experiences
This is probably going to be a long read.
I'm not sure if anyone on this site has delved into mail order brides, but if you've got the money and you're lonely - it's not the worst thing in the world to do. I've always had several fetishes for oriental and even Russian ladies. So after grieving for a few years after my wife left me for another woman (yes, that fucked with me in so many ways), I decided to try the dating scene. I'd make matches, sometimes even hook up with the lady but nothing really ever clicked enough for me to have a long term relationship with the women. It was date, fuck, on to the next. It got old fast and I was looking for something more, looking for a woman that was actually in to me. So one day I decided to try it.

The sign up fees are stupid and can range from $70 - $200 a month depending on the package you select. I figured I'd make quick work out of it and find someone I was interested in and exchange personal information with them. SO I signed up.
A lot of these girls look like 10/10 models - they all have professional pictures taken and I was like "well I just got scammed, they're all fake as fuck." Seeing all of these flawless women was a bit of a turn off for me - being in my late 40s, I knew I wasn't a bad looking guy but these women - all of them were way out of my league and I had my doubts, especially because I know a majority of them are after citizenship. I felt like I made a big mistake.
I contacted a couple of the ladies, usually didn't get a response. One day I logged in and this very attractive Filipino lady left me a message, just saying "Hi. Saw your profile."
I went to her profile and looked at her pictures, and just kinda shook my head.
I was talking to other women on there, but nothing really panned out. A lot of them barely spoke English.
So I chatted her up. I told her that we had an obvious age difference, and that I didn't know if she'd be comfortable with that. She replied back, "Most Filipina ladies like older men, it's kind of a cultural thing. I like older white men."
So we hit it off. We decided to exchange personal details and I called her up and we'd talk on Skype too. We'd laugh, joke, and just talk about everything under the sun - including her past relationships. She was engaged to be married but the guy got another woman pregnant and the marriage was cancelled. She talked about some of her boyfriends being abused and drinking all the time. She told me about her parents and how she moved out of the house at a young age and supports herself by having a masters degree in economics and works in Manilla and helps with city planning. We talked for months and months. We'd get intimate on Skype, she'd start fingering her pussy, moaning that she wished I was inside her.
"When are you coming, or should I come visit you?" she asked.
My heart raced. So I made plans to take off work for a week and fly out to the Philippines. It's a long flight and I couldn't even sleep - but when I got on the ground I got off the plane, and went outside the airport and called her. She was waiting for me and saw me standing by the road, and honked her horn. She got out of her car and ran up to me, gave me a great big hug and kissed me on the lips. Holy fuck she looked better than her pictures, she could have easily been a model. I loaded my luggage in her car and hopped in the passenger seat. I'm used to order, at least somewhat order - but driving in the Philippines scared the ever fuck out of me. It was very unnerving. From nice paved roads to roads cratered with massive potholes then to dirt roads - we finally made it to her small house that she was renting. We talked all the way to her place, I was so shocked I finally got to meet her - because I didn't feel like it would ever happen.
I was nervous and didn't want to push myself on her, I was worried that maybe I was ugly to her in person.
We got inside, and she made me feel right at home.
"You must be hungry! I cooked this yesterday for you, I'll heat it up, and I'll get you some tea!"
She spoke perfect English, with a small accent from Tagalog.
I told her not to worry. I felt a bit nervous - all the discussions we had, all the cybersex we had - I felt out of place.
She called me over to her small little kitchen table and had a plate prepared for me, with hot peppers, fish and some other ingredients. I have no idea what it's called (even to this day).
"You said you like spicy babe," she said smiling.
I took a few bites. My mouth was on fire, tears ran down my face.
"Holy fuck!" I said, "It's perfect."
She giggled, and her small firm chest bounced at bit. She caught me looking.
"Now now, there's enough time for that later. You still think I'm attractive right? I was so worried that you wouldn't think I'm attractive... "
I looked at her, "You're beautiful, absolutely stunning. Of course I'm attracted to you - physically and mentally. Hopefully I'm not ugly to you..."
Her eyes widened, "Oh, you're fucking hot dude, I'm still very interested in you!"
So we watched some TV, she obviously was horny, as I held her hand she guided me down her shorts to reveal a shaved and dripping wet pussy.
I haven't had sex in a long time. I didn't last long at all. Just how tight she was, how perfect her body was, and how beautifully she looked right into my eyes while I was inside her. I felt her touch my soul so deeply.
"I always imagined this moment, just like this..." she said, smiling.
"Oh, I thought I'd last a lot longer than I did, it's your turn to cum..."
She moaned as she played with my cum dripping out of her swollen pussy. Her fingers spread her dark brown pussy lips aside, showing a beautiful pink inside, as white dribbles of my sperm leaked onto her couch.
My mouth found her small supple tits, licking and sucking - I worked my way down to her dripping shaved pussy, and started massaging her clit with my tongue.
She moaned and grabbed a fist full of my hair, pulling me closer as her hips moved back and forth as I ate her out.
"I'll always be yours, I love you..." she moaned.
"I love you too," I said taking a quick breath.
She began to buck and moan, "Fuck..." she whispered, releasing my hair from her grip.
"I'm not going to want to leave you here," I admitted.
It got late, we ate dinner and went to bed. We fucked again before falling asleep.
We were to lovers who seemed obsessed. She took the week off of work so she could show me the sites around Manilla.
While she took me around to see the sites, something popped into my head - "just marry her already."
I went into a jewelry store by myself (she had errands to run) and got her a nice engagement ring.
The next time she took me out on the town, there was this big beautiful fountain (not sure of the name of it) and I got down on one knee.
"You bring so much life to me, my mind body and soul would ache without you being in my life, will you marry me?"
Her eyes widened, and she looked right into my eyes. There was an uncomfortable silence which seemed to last for an eternity.
"Of course I'll marry you!"
People around us clapped and congratulated us.
I didn't know how easy it was to get married in the Philippines. It's almost like Vegas but without Elvis overseeing your vows.
We fucked every single day, sometimes twice to three times in the same day. We discussed that she was going to quit her job and move with me to the USA. So I helped her pack a lot of her stuff in boxes and we mailed the boxes to my address. She talked to her landlord who owned the property and told them she was leaving at the end of the week, so she can move to the USA with her husband.
The landlord congratulated her and wished her well.
I've been married to her for 15 years and she is still the most amazing woman I've ever met in my life.
We've had 2 kids together and her body snapped right back into shape. She's as beautiful as ever. A timeless beauty. So yeah. Sometimes those crazy mail order bride sites actually work.

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@confessions
07 Sep 2012 6:35PM
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Hi babes i would like to confess i like to dress up like a woman my wife dont know i dress up i fear if she knew it would kill her .But i just love the way the clothes feel and i like the way i feel in them you know babes i just wanna be the person i wanna b not live a lie i cant tell my wife i love cock her body revolts me babes i just wanna be in the arms of a stong male i only get cock from one guy but i have to do stuff im not proud off he likes me to take a dump on his neck after sex but he fucks me good babes and im gonna tell you about it babes so he cums around this day and i said to him fuck off desert head ( he's bald babes ) and hes all like come on give us a gob job so i said fuck off ya smelly little runt and he's like i love you babes I KNOW CHEEKY CUNT !!!!! i said again FUCK OFF YOU FAT BALD LITTLE PLEB but to cut a long story short i did suck it and yes i did swallow babes then i trapped then i got a fucked leg at work im a bricky you see but i have farted in a milk bottle and shit in a biscuit tin and love putting my finger up my bum bum babes and then smelling my finger while watching I.R.T drinking piss and goats blood plus i like pawn stars i like that big hoss id love to eat his arse out and that hunky gun bloke that cums to see rick i also like to think that chumlee is under the desk sucking the old man off and i fancy that bloke from cash cowboys the long haired one can shoot up me any time now smell my finger babes he he he he ehe ehe ehe ehe ehe hehe

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@confessions
21 Dec 2021 9:21AM
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I so badly want to fuck either my mother inlaw and/or sister inlaw.

MIL always dresses nice, but covers up a lot. I always tried to gently cop a feel when i can. Incidental brushing or a hint of side-boob when hug/kiss goodby etc. Ive tried to get a few sneaky pics but im rarely alone with her and she rarely reveals anything at an opportune time. Any tips?

My SIL is younger than me and a total babe. When i house-sat a while back i would steal her bras and panties. Id wear her knickers out to work even. Several knickers, bras even a few shoes (shes a shoe fanatic) got cummed thouroughly. Shes always so perky and bubbly. Not afraid to playfully flirt with me either, even in front of my wife (who trusts us). She recently got a bf, but i still see her around pretty often. Wish i could get a heap of pics of her. Tips? thanks

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@confessions
14 Sep 2023 10:26AM
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Fucked around and found out: Lost my Fiancé to another woman.

I'm devastated, but its literally my own fault. I suppose this is a cautionary tale.
I dated my now ex fiance for 5 years, got engaged in the last two years of the relationship. She was everything to me, my world - I've never known a woman that compares to her and probably never will. Her beauty is stunning, her personality was so soft and gentle, passionate, passive - we agreed on damn near everything - liked the same things, disliked the same things. We'd laugh, cry - barely have any arguments, and if we did argue it would always be settled by sitting down and discussing our feelings. It was the perfect relationship, but I fucked it all up.

Sometimes she'd make comments about other women, "she's got big tits and look at that ass...."
We'd check out ladies together sometimes, and at about the second year of our relationship she confesses, "I think I'm bisexual... I don't want you to feel threatened by that, in fact it might be to your benefit..."
Well I was a bit stunned, and I did feel threatened but I loved her so much that I just shrugged it off and was like, "hey, I'm here for you because I love you babe!"
Well eventually I started looking at other women, and imagining them with my fiance. I'd even point at the woman and tell her, "you'd fuck her wouldn't you."
She'd laugh, "maybe..."
And perhaps I got a little annoying with it, but I just wanted her to live her best life. We'd sit down and talk about perhaps having a threesome with another woman just so she could experience it.
"You know, I love you, and it's fine I really don't need to be with anyone else - I don't really want anyone else because I don't want it to come between us in our relationship," she confessed to me.
A few weeks ago, we were at a friendly get together. There was this woman who was chatting up my fiance, and they were both getting pretty drunk - so was I. Of course they both started talking about sex. The woman (we'll call her Susan) was talking about selling sex toys as a side gig and they started discussing their favorite toys. Not big deal, it was kind of hot.
As the night continued on, so did the drinking. Lots of people left and we were almost the only people left at this get together so we started feeling a bit awkward like "well it's time to leave."
So my fiance invited me Susan for a night cap back at our place. Susan accepted and we left. Susan drove her own car, and my fiance was with me. My fiance was tipsy, and started talking about how attractive Susan was, and that she wouldn't mind fucking her.
She reached over and started massaging my cock through my pants as I drove an then unzipped my pants, pulling out my cock and she started giving me road head. I was turned the fuck on.
We got back to our place and we all went inside, I got three beers out of the refrigerator and sat down next to my fiance.
Susan was flush and chugged the beer pretty quickly.
"Two girls sharing a double dildo is fun, but two girls sharing a cock is better... nice warm meat pulsating inside you..." Susan started telling my girl.
"You down to fuck?" My fiance asks, looking at me, then back to Susan. Susan blushed, and winked at my fiance.
My fiance gets up and walks over to Susan and starts kissing her, passionately. Soon enough all of their clothes are on the floor and they're both completely naked. My fiancé's fingers are inside Susan and they're both moaning. I'm like - fuck it, might as well get naked and start fucking.
So I get behind my fiance's perfect ass and she's wet as fuck, bent over licking Susan's cunt and I slide my dick right inside her and start pumping.
"Oh, let me get some of that dick too," Susan moans as my fiance eats her out. My fiance freezes. It hits her that I'd be fucking this woman too.
She looks up at Susan, then back at me, "sure..."
My fiance moves forward so I have no choice but to pull out of her tight little pussy. Susan hops down from where she is sitting and pushes me down and starts sucking my cock, my fiance joins her, licking my shaft, and they take turns giving me head. Then Susan mounts me as she's kissing my fiance, and my fiance mounts my face. I'm eating out my fiance, while Susan grinds on my dick. They're both moaning and my wife cums hard on my face as I lick her clit. Susan starts shaking, my fiance is fingering her clit as she rides me, and Susan erupts and orgasms on my dick. She topples off me, still convulsing.
"Fuckkkk, he's good. That's some good dick," Susan moans.
My fiance flashes me a look, almost like she was mad, but I just shrugged it off an grabbed my fiance by the hips and started fucking her. I emptied deep in her, I always did. This time seemed different. This time my fiance seemed like she was somewhere else. She was jealous, she was mad.
Susan licked my fiance's pussy after I came in it and eventually Susan passed out on the couch, naked.
My fiance got a cover for her and we both stumbled off to bed.
No cuddling, nothing. She was being very cold. I thought, maybe she's just drunk I'll find out more in the morning.
We woke up and Susan was gone. My fiance was giving me the silent treatment.
"Let's talk about what happened."
"I need some space."
I gave her space.
Weeks went by and our relationship was never the same. Eventually I'd find out that she had Susan's number and she would secretly meet her when I was at work. Susan was pushing my fiance to leave me. Eventually she did. My fiance left me for Susan, and moved in with her.
I eventually had a very long talk about what happened with her... and it was the most heart breaking event I've ever had in my life.
She wasn't jealous of me fucking Susan. And for her that was a turning point. She was jealous because she wanted Susan and she didn't want me there. She was jealous of Susan giving me attention instead of giving her attention. It's at that point she knew she liked women more than she liked guys. It was an epiphany to her, the entire experience changed her views on her own sexuality.
I cried, I begged... but it was over. The most beautiful woman in the world to me, my best friend, my partner in crime walked away from me. This devastated me of course. Lots of bullshit goes through your head when you're depressed - and it's not good. So I went to therapy, and it's working.
I don't believe I'll ever find someone like her, so I've actually sold a lot of my belongings and have booked a flight to India. Why India? Because I need some spiritual growth. I'm not telling her I'm leaving the country. I'm not even telling my own family. I've been in contact with a Buddhist monastery - and I think that's the path I need to be in for a few years. I just need some solace and reflection. My flight leaves tomorrow... and I have only one regret, that I didn't stop the threesome from happening. Yes. YES - I do know that she probably would have eventually found someone else and left me, but the mind (at least my mind) will always come up with "what ifs" and try to comprehend various scenarios. It's a coping mechanism.
I'll always love you, Maria. That will never change. In my mind I see flashes of us being happy, of our marriage, having children, being us... that will never change either. You are free.
Sometimes you win, sometimes you lose. I lost.

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@chicks
06 Dec 2021 3:47AM
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Im starting to lust for hot black ebony girls, i mean i would do anything and give up anything to have a hot black babe like this and make her my wife and have lots and lots of kids together! Hot ebony babes make my big white cock cum so much! I really want one to be mine!;)>

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@confessions
02 May 2022 2:55PM
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I've just turned 50 and with that age bracket - there comes problems, the main ones being an enlarged prostate and erectile disfunction. I've got some Cialis and sometimes I wonder if a lot of the ED isn't psychological. My wife and I have been in an open marriage for a few years, she's bisexual and I love the fringe benefits of it. One night she went to a bar and brought back a very attractive female, who was about 45 years old (same age as my wife).
They were both tipsy, and my wife introduced me to Jessie, raven haired, medium sized tits and a nice tight body. They sat down on the couch and invited me over. Small chit chat ensued. My wife poured her some wine, and she drank some too - I refused because I knew that just in case I was going to get lucky, drinking wine would screw with my ED. I stepped away for a minute and went into the bedroom and took a Cialis, got a drink of water and chugged it. I went back into the living room where they were sitting and they were making out. Jessie noticed me, and stopped kissing my wife.
"Oh, I'm sorry I thought you were going into the other room to give us privacy..."
My heart sunk, looks like I wasn't going to be sticking my dick into Jessie tonight.
"My bad," I said, looking down - defeated.
My wife saw that I was a bit hurt and explained, "Jessie is a lesbian, she isn't into men... she doesn't mean any disrespect..."
I should really give them their privacy, I thought...
"Ok, cool - I'm going out."
So I got in my car and drove around, no destination - but then I thought about it, I just took a Cialis. Pretty soon my cock would be begging for some wet hole to fuck. I guess I could get sloppy seconds once my wife is done with Jessie... but that could be a while, so I decided to go to an adult bookstore a few miles from my house. Weird shit popped into my mind, "Maybe there's a hot chick I could fuck in a glory hole, I've never done that... or maybe I can get an escort or hooker..."
All kinds of shit was going through my mind. This bookstore is a 24 hour store, so I went in and it was busy as fuck. All I wanted to do was ask the guy behind the counter where to find a lady of the evening, but too many people were around him. I noticed two women looking at toys and giggling, the looked like they were in their mid 20s, so I tried to blend in and started looking at masturbators. The small version of the Fleshlight was 79$?! I was taken aback and shaking my head. I was trying to maintain the "no eye contact" creed while I browsed all kinds of toys. I stopped in front of the 'prostate massager' section, all shapes and sizes - I never had a massager or anything anal but I heard of the wonders of prostate massages. Too bad my wife and her new friend were fucking around or I'd definitely try to experience something like that. I heard a little whisper behind me, something like "you ask him..."
I turned around and it was the giggling ladies. One was a brunette with very dark brown eyes, the other woman had purple and white streaks in her hair, but had cool blue eyes. Both were very attractive.
"Hmm? What's up ladies? I asked.
They blushed, "ummm, are you gay? No offense if you are... we're just wondering about the prostate massagers..."
I blushed, "OH, NO NO! I'm not gay, I'm straight..." so I did something that I never did with a stranger, I opened up, "I have ED, and I've done some reading and some people say these things help. I just turned 50 a few days ago, and my wife is at home banging her girlfriend and I'm just here... browsing because - well I just took a damn Cialis and ... well that's that. Sorry if it's too much information... I'm not a creep or anything."
The brunette smirked, "You don't look 50 at all, I thought you were about 35 or 40 at most."
Purple haired girl nudged her friend, "he's cute for a 50 year old..."
They both giggled and blushed. I didn't know what to say, this was odd because I've never talked to anyone in any adult bookstore given the exception of the checkout clerk. They saw I was struggling too, and the purple haired one spoke up.
"So you let your wife bang other women? That's kinda hot... I just broke up with my boyfriend, and Amanda just doesn't like dating at all so we're both kinda of single but we keep each other company if you know what I mean?"
My dick twitched.
"I'm Mike," I said, extending a hand out to the purple haired girl. She took it, and replied, "I'm Mary and this is Amanda, nice to meet you Mike."
Amanda's face was turning a bit red, "Mike, since you don't have anything else to do, you want to join us for some coffee? There is a cafe just down the street!"
I agreed, and started walking towards the door when Mary said, "Mike, aren't you forgetting something?" while pointing to the prostate massager.
I picked up the smaller one, $45... and headed for the check out. I paid for it and the clerk put it in a black bag. I turned around and Amanda and Mary were gone. Well there goes that. I left the store and walked to my car.
"Mike!" I heard a call from a distance, it was Amanda waving from across the parking lot.
"Oh I thought you both bugged out," I laughed.
She took me by the arm, "oh hell no, and miss the chance to hang out with a sexy 50 year old with ED??"
We both laughed. Mary, Amanda and me walked down the street arm in arm to a cafe. We sat down and talked for what seemed to be hours. These two women were not only attractive, but smart as hell too. I asked how old they were.
Amanda spoke first, "I'm 23, just turned 23 in January."
"I'm 26," Mary said sipping her coffee.
I laughed, "you're both half my age!"
"Older men are sexy, our generation likes older men. You guys know what you want and you're not complete idiots, or assholes," Amanda said.
Again, my dick twitched.
Mary looked me in the eyes, "we're freaks in the sheets, Mike."
I couldn't help myself, "is that an invitation?"
Amanda put her hand on my knee, "why would two girls in their 20's be hanging out at a bookstore at night unless they had an agenda? You were the first decent guy that came in there and we were in there for a while..."
My heart started racing.
"We're gonna put your little toy to the test, if you let us..."
I was in for an adventure of a lifetime.
We went back and got in my car, I drove them to Mary's apartment, and we all went inside. There really wasn't any wasting time. They stripped me down as soon as the door was shut. My cock was in Amanda's mouth as Mary's tongue probed my throat. My hands wandered from Mary's sexy tits, down to her dripping wet pussy. My cock was rock hard as Amanda shoved it all the way in her mouth to the hilt. I'll admit, I don't have a huge cock, I'm just normal - but the way she was sucking my dick put me on top of the world. They led me to the bedroom and Amanda pushed me down on the bed. Mary unwrapped the prostate massager and started playing with it using her pussy. She let it slip inside her.
I got kind of worried, I never had anything going up my ass before... so my erection started going down.
"Oh, baby - nothing to worry about - just relax..." Mary said.
Amanda climbed on top of my face and I started licking her pussy, she smelled really good, and her pussy tasted sweet. Amanda started moaning and I grabbed on to her nice soft ass to steady her.
I felt Mary playing with my cock, pumping it with her hand, then I felt her mouth around it and I was hard again. As Amanda rod my face, Mary mounted my hard dick and I felt how tight she was. I moaned as her pussy stroked me up and down.
Amanda came hard on my face, squirting a little - but I didn't mind at all. I held her against my mouth until she almost passed out.
Amanda crawled off to the side, and shivered. I could see Mary in all of her glory, bouncing on my cock, smiling. Her nails sunk into my chest as she rode me, moaning. Amanda got up and started fingering Mary's clit and licking her tits as she rode me. Soon Mary came hard, and I could feel her warm pussy juices dripping onto my balls.
"Your turn," Amanda said to me as she grabbed the prostate massager and rubbed it on her pussy.
"We gotta get it nice and wet Mr. Mike..."
Mary spit on her fingers and started rubbing my asshole and Amanda slowly pushed the pussy juice soaked massager in. I moaned in pain, that shit hurt...
"It's ok Mike, we're going to go slow..." and they did.
Mary started sucking on my cock as Amanda slowly used the toy on me. I tried my best to relax. I was trying to focus past the pain... it took a while but Amanda started hitting something that felt so good.
"That's it Mike, relax... we're going to drain those balls..." Amanda said, pushing the toy in, and pulling it slightly out. She started going faster, and then faster as Mary moved her mouth up and down on my pulsating cock.
"Give us all that cum babe, come on..."
I had these two young women fucking the shit out of me... and I felt this weird feeling starting to erupt around my entire body, like all of my nerves were electrified (but in a good way). Suddenly my cock erupted as Mary stopped sucking both of them literally started making out as cum exploded on their tongues and faces. They moaned, they licked my cock and more cum sprayed out. Mary deep throated me, then Amanda did. Then they kissed deeply. I was on the verge of passing out.
"Did you like that, Mike?"
"HOLY FUCK LADIES" I gasped.
They both laughed. They took the massager out of me and put it in a bag.
"I'm going to give you my number, I really hope you call me... I wouldn't mind having more adventures with you..."
"Did you think this was a one time deal old man??" Mary joked.
"You can spend the night with us if you want... no strings, just chill and cuddle and sleep..."
Amanda lit a joint and took a small hit, passing it to me. I took a hit, held it in and let it go as I passed the joint to Mary.
"I'd love to spend the night," I said as we all laid in the bed together.
When I woke up in the morning, both of these babes were cuddled into me. I woke them up and told them I had to go home. They both kissed me goodbye, we exchanged information and they promised me that there were a lot more adventures to come.
When I got home, my wife was passed out in bed with Jessie. Both were naked. Jessie had a tit hanging out of the covers, it was a little saggy compared to the ladies I just spent the evening with.
I started cooking some eggs, but couldn't help of thinking of Amanda and Mary.
I have to confess, I think I am falling in love with two women I just met at an adult bookstore... I've never been treated like that in my life, I felt like a king. Not only was everyone sexually satisfied, we all got along great. Maybe I'm just too deep into a fantasy with two young ladies... but honestly I want more of them. Not even concerned with fucking my wife at this point.

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@random
07 Oct 2014 8:51AM
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I want to tie my girlfriend down to a chair next the bed and blindfold her. I then want to drug my ex wife (who my girlfriend is insanely jealous of) and lay her on the bed in front of my girlfriend. I'll take the blindfold off my girlfriend then start undressing my ex wife. The entire time telling my ex what I'm going to do to her as if she were awake. After each comment looking at my girlfriend. I spread my ex's legs apart and run my tongue from her clit to her asshole. I shove to fingers into my ex's cunt then into my mouth. I look at my girlfriend and say 'no wonder you're jealous, I don't think I've ever had pussy so good.' I shove my fingers inside her again and bang her for a bit. I hurry and shove them into my girlfriend's mouth and say 'see' as she's calling me every name in the book. I pick my ex up and sit her on my girlfriend's lap. I spread my ex's legs again then force my girlfriend's legs apart. I shove my cock into my girlfriend's pussy and slowly start to fuck her. As I begin to fuck her harder I look her in the eyes and say 'babe, if it makes you feel any better the only time I think about her is when you and I are fucking. And even then it's only her pussy I'm thinking about. Now I get to look at you and fuck the pussy I think about at the same time.' Just then I pull out of my girlfriend and slide into my ex. I look at my girlfriend and ask if I could cum. She replied 'not in that cunt you can't'. I pulled my cock out of my ex's pussy and slammed it into her ass. I looked at my girlfriend and said,'thanks baby, that was much better.'

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@confessions
24 Jan 2023 2:30PM
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Goth Escort

Before I begin this, my wife is fully aware of my sexual activities - we are in an open relationship. My wife is bisexual and we've had threesomes with other women, and she lets me do my own thing as long as I'm 100% honest with her.

My wife was on the rag last week and I was horny as fucking hell. I'm 50 years old and sometimes I think I'm way too sexual at my age. Sure, age sometimes hits me and I get a little ED now and again - but I can usually finish with no problems. I went online to various websites looking for an escort in my area and they all seemed to either be way too pricey or upsellers, or even scams.
I came across this one very light skinned beauty with dark black hair and blood red lips - my dick twitched. I decided to text the number on the website and waited for a response. Nothing. I continued looking but couldn't find anyone I really thought peaked my interests. An hour goes by and my phone gets a text message and it's the escort.
"You'll need to verify, we can meet at my hotel - I'll give you the room number after you verify and after you text me to tell me that you're in the hotel parking lot"
Ok - no problem. I verified with her, gave her my full name, and age and even my address. She called me up on the phone and gave me the address of the hotel she was staying at. Told my wife where I was going.
"How much is she?" my wife asked curiously.
"Says $150/half hour and $250 for full hour, full service."
"You have condoms?" She said grabbing my ass.
"Always babe."
"If she's bi - let me know," my wife said kissing me goodbye.
We have a weird relationship. We're best friends, we're in love - but we also recognize that we can't be 100% everything we sexually need for each other.
So I got in my car and went to the address she gave me, I texted her I was there and she texted me the room number.
I brought $300 with me, extra money for a tip.
I was a bit nervous - you never know if you're going to be meeting a cop on the other side of the door.
I went to her room and knocked. She opened the door and was wearing a black robe.
"Hi," she said, she had such a sweet voice.
"Hello, I hope you're having a good evening - I'm a bit nervous."
"Come on in, please"
I did, and walked over to the nightstand and put down an envelope with a 'donation' in it and then sat on the bed.
She opened the envelope and looked at the contents, didn't count the money and then slipped her robe off to reveal her beautiful naked body.
"So what would you like to do first?"
"Well, what's off limits?"
She paused, "really - nothing is, I'm not into pain - but I can roleplay."
This woman was so beautiful, I was already hard thinking about pumping my cock in her pussy.
"Are you in town for long?" I asked trying to break the ice a bit more.
"I usually don't travel - I live around here, I just get the hotel for escorting."
"The ad you put up says your 25, but you look a bit younger," I joked.
"I'm 20," she chuckled a bit. She came and sad down next to me on the bed. Her lips had dark red lipstick and her makeup was perfect.
"Let's see what you're hiding under there," she said, unbuttoning my pants.
She slid my pants off, then my shirt - I only had socks on and my cock was throbbing.
Her hands wrapped around it as she looked deep into my eyes, "you like that?"
I nodded.
She slowly kissed my chest, as I laid back, her mouth made it's way down to my cock and she started to slowly suck on me. It was odd for an escort to give bare back blow jobs without discussing it with the client, but I didn't complain.
My hands groped her soft breasts, her nipples were hard - she was horny. My hand started to caress her inner thigh and I felt her wet little cunt. I plunged a finger in her, she was tight. I slipped another finger in and it was cramped, I could barely move my fingers.
She moaned and kept sucking my cock.
She stopped, and looked at me, her hands massaging my chest, "I'm not a clock watcher... can I ride you? I love riding, I cum really quick when I ride a nice cock like yours"
"Fuck yeah you can ride me honey," I told her. She got up and went to the dresser in the room and got a condom. She unrolled it on my cock and gently kissed the tip.
She spread her long legs over me and slid my cock inside her. It was way too tight, there was no way I was going to last 10 minutes inside this gorgeous lady. She began pumping up and down, sliding me in and out of her. Her nails sunk into my chest as she started quivering and moaning.
"Oh your cock feels so fucking good baby, it's filling my pussy up, yeah stretch me out, stretch this young pussy baby!"
I felt her juices gush all over my cock and balls as she shivered and collapsed on me. She caught her breath.
"Holy fuck, your cock fits in my pussy perfectly!"
I chuckled, because I knew it was part of the act, "You say that to all the guys!"
I was still inside her and I felt her clench down on my hardness.
"No, I never cum with clients. In fact, I can only cum if it hits just right and wow, yours hits just right."
She pulled my cock out of her, and reached down and pulled the condom off and slid my dick back inside her.
"You get a special treat for having such a nice cock baby."
I was shocked - everything was running through my head at this point - Am I going to get a disease? Is she trying to get pregnant? What in the actual fuck?
Her tight cunt clasped down on my hard cock, and I could feel how wet and warm and tight she was.
She started moving my cock inside her slowly as I cupped her lovely breasts. Her lips kissed mine (another no no!).
"I want you to drain that cock in me, I want every drop of cum in my tight little pussy!"
I didn't know what to say, so I joked, "If only my wife was here to eat it the cum out of you, she'd like that!"
"oh yeah? I'd like that too - maybe we can include her next time??"
She started going off on my cock and I couldn't hold off. I let loose deep in her, cum gushed and gushed - she drained me.
I looked at my watch - only 20 minutes! LOL.
I laid back on the bed and she cuddled into me.
"Were you serious about your wife joining in?"
"Yeah, we're in an open relationship, she's bi - she doesn't have a girlfriend atm, but you're 100% her type. She's 47, but she's very pretty."
She smirked, "I don't believe you for some reason."
"I'll call her right now, you want to talk to her?"
"Wait, she knows you're with me?"
"Damn right she does."
I got my phone and called her, put her on speaker phone. We chatted for a while - turns out this woman didn't even like what she was doing and wanted a regular job, and my wife works in the same industry as the career this woman wants - and my wife is a high-level manager.
So after all was said and done, a dinner date was set up for all of us to meet this Friday.
I got dressed, and the woman gave me a big wet kiss and a hug.
"Totally a fantasy of mine," she murmured.
"Huh? What?"
"Oh, it's a fantasy of mine to hook up with a couple and be their little fuck toy - I won't even ask you to pay - I just hope I fit in at your wife's work!"
"You will, and yeah - we'll see how everything goes - I'm sure my wife will adore the hell out of you. She has a thing for sexy goth girls."
She laughed; we parted ways. My wife and her have been chatting, I've been chatting with her too.
While I'm down for everything - threesomes etc. - I'm just a bit worried - not sure about what.

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@confessions
29 Jun 2021 8:48AM
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My neighbor's wife is a real tease and a real horny babe, I got to fuck her quite a few times while her hubby was a t work. She loved having my cock deep into her ass as well.

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@confessions
14 Dec 2013 3:40AM
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I have to tell as many people as I can about the night I've had, but first, a little background...
I've been married barely a year now. I met my now wife when she was a freshman and I was a senior but we didn't start dating until her senior year, rushing to get married when she graduated. Our wedding night was proof enough that I was her first and things couldn't have been better.
Except I'm a guy who's had... Experience. Sometimes I want things she hasn't experienced yet.
Well, that changed last week. She was already in the shower and I was getting ready to join her. Let me paint you a picture: Long red hair, reaching her hips. A toned, pale, slender body with freckles that stop just above her 36 C cup tits. Petite, pink nipples that become rock hard at a moments notice. Long, luscious legs on a 5'11" body weighing barely 130lb and an ass you can GRAB!

Anyway, she's in the shower. We'd recently had a fight over something stupid, how much I spend on games and beer. In the end we both apologized, but out of nowhere she says "I love you so much, you know that, right?"

I answer "Sure" but she seems to be on a roll. "No, really. I'd do anything for you. You'd just have to ask and I'd do it because its you."

...Oh really?

I decide to question her. Like what? I could ask for a threesome and it wouldn't matter if I wanted another guy or another girl? I could set up a webcam and let someone watch us screw? I could ask her to become a cam girl?

Every question is answered with "Yes". An apprehensive yes, but still a yes. My mind comprehend this. I start planning. I have to test this.

I call my friends, organize a get together for tonight, Friday, Dec 13th, 2013. Just the guys, three in total and I make four. I tell the to bring drinks and plan on a wild night and they do, from Crown Royal to Nat. Ice to Coors and everything in between. I tell them to pretend its July 4th and they deliver.
Once they get there, however, it's just me and the wife waiting and they ask me what the fuck is going on. I tell them to shut up and drink and I turn on the TV. Happy Gilmore is playing for some reason. Fuck it, it's all good.

I make sure the wife is matching my friends, drink for drink, waiting for the inevitable. Then it happens. The iPod is out, the tit pics are found and they all think they're being discreet about it. I've held back from drinking so far, making me the only sober one here but I don't care. The payoff will be worth it. My wife notices the pictures and starts to look uncomfortable so I lean in close and whisper in her ear.

"Honey, I don't really want to see other women naked, I want to see you. Why don't you strip for us?"

The reaction is immediate. Shock, confusion, but I keep my cool. If I break now, it'll all fall apart. I have to keep it together.

"Please? You're the only one I ever want to see naked and if the guys see what you look like, I think they'll understand why. Please, honey? This is something I really want."

I felt like I held my breath for a year after I finished speaking. Her eyes felt like they were burning into mine, Happy Gilmore just rediscovered his Happy Place, my friends were focused on a picture of Gianna Michaels.

Finally, I get a response. A flash of memory, a drunken smile and a cheeky grin.

"If that's what you want, babe."

She's up, standing in front of the TV. No one notices until she lifts her Baby Doll Fear Factory tee over her head and let's it drop to the floor and then ALL eyes are on her. I swear, even Adam Sandler is watching. She's wearing a tight fitting pair of denim jeans that show off her ass, but she's unzipping those now, too, clumsily slipping off her sneakers to take her pants of entirely. Now she's standing in front of us in her red lace bra and panties and white socks that just cover her ankles. She reaches back and looks at me. I nod. She unhooks her bra, slipping it off.

My friends look at me, eyes wide, disbelieving and preparing for the worst.

I nod.

It's on.

They're off the couch now, running they're hands over her body. I can't blame them that they focus almost exclusively on her chest. Her nipples are being pinched, tweaked, kissed and sucked. I can see her starting to breathe harder, hear her start to whimper. I find myself imagining what this pretty pink nipples would look like if I asked her to pierce them.

One of my friends, Jeremy, hooks his fingers under my wife's panties and slips them down to her ankles. I've never asked or wanted her to shave her pussy, I prefer the benefits of a natural redhead.
He slips his hand between her legs and starts massaging her pussy. I know she's wet, I can by looking at how she reacts and moans at his touch. Her legs open slightly and I see him extend two fingers. They both look at me.

I nod.

He slips his fingers inside her pussy and she moans louder than she has yet tonight. My other friends, Aaron and Rick, now have their dicks out and are tugging themselves furiously while they lick, suck and kiss my wife's tits. Jeremy is frantically trying to work his fly with one hand.

Suddenly Rick takes some control and puts a hand on her head, pushing her down. My wife, Alicia, finds herself on her hands and knees, Jeremy has moved to position himself behind her so he can still finger her pussy. Rick is on his knees too, his cock is inches from Sarah's face. Aaron doesn't want to be left out and follows Rick's lead. Jeremy moves his face closer toward Sarah's pussy. They all look at me.

I nod.

Sarah wraps her lips around Rick's shaft. Not long after, Jeremy buries his face in her pussy and she moans onto Rick's cock and he moans in pleasure. Supporting herself with her left hand, Sarah wraps her right hand around Aaron's cock. I can't help but admit that my friends are well enough endowed, between 6 and 8 inches for the three of them.
This is how things continue for a while, Sarah sucking cock and being eaten out, each of my friends switching out and taking a turn. Finally, the true moment arrives. Aaron pulls back from licking Sarah's pussy and kneels behind her, pressing his cock against her pussy. She feels it and stops, taking Jeremy's cock out of her mouth. They all look at me.

I beckon Sarah towards me with a single finger. She crawls forward on her hands and knees, worried. I unzip my pants and pull out my cock, guiding her lips to the head and pushing her mouth down over my shaft. She gets the idea and starts sucking.
I beckon my friends forward with the same finger. They come forward and Aaron positions himself at the entrance to Sarah's pussy once again.

I nod.

He slides his cock into her pussy. Sarah moans and I feel it on my cock. I'm so hard at this point I don't know how long I'll last, but Sarah's attention is elsewhere. The blowjob is good, but then again having a mouth wrapped around your pole is never a bad thing. But it isn't enough to tip me over. She's mostly moaning while Aaron slams into her from behind. He doesn't last long and I knew he wouldn't. My wife is tight and has a natural talent for milking a cock with her pussy. He thrusts as deep as he can into my wife's pussy, cumming hard. Rick is next. He doesn't last long either. Neither does Jeremy.

I know that her pussy is dripping with cum by now and I can see her legs starting to shake. I reach in between the couch cushions, I'd planed for this. I pull out a small, bullet vibrator and hand it to Sarah. She knows what to do. I grab her head and take control.

It's the way that she moans when she cums that sends me over the edge. She can't hold herself up and she falls forward, deep throating my cock in the process. I'm not worried, though. This part is normal, we've done it hundreds of times before. I cum in the back of her throat and she swallows, just like always. Sarah's ways been a squirter, so I don't work about the mess on the wooden floor. We have paper towels.

I finally look around for my fiends. NOW they think to pull their phones out!
Sarah looks up at me and moans in satisfaction. I find myself thinking about the buy chick at work who always irate with me. Then again, her sister is pretty cute too. I think pussy is the next item on her menu.

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@confessions
15 Sep 2023 2:50PM
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So, I stayed home from work yesterday because I am rehabbing my bathroom. My sister-in-law has a key to the house so she can take our dog on walks when we're at work (we pay her for it - she's a professional dog walker). Instead of me doing the shit I needed to do in the bathroom I decided to take some time for myself and jerk off. It was supposed to be a quick jerk off session but it turned into me getting my Fleshlight out, washing it and looking for some virtual porn that I could watch on my phone. So I attached the goggles, hooked up my headphones and went to town. I didn't bother shutting the door to the bedroom because I was home alone (accept for my doggo). I totally forgot my sister-in-law was coming over and never called her not to take the dog for a walk. I figured my wife is at work, she's usually too tired to fuck when she gets home - so we usually fuck on the weekends anyway. Yes, my wife knows about my fleshlight - she has many toys too. We're sexually open about masturbation and do all kinds of fantasy roll playing. She's 32, and her sister is 24 - I'm 33.
I heard a few noises over the moans and sounds of the virtual porn I was watching, but just thought it was my dog playing with his toys. I kept going, and tried to keep pace with what was on screen, the woman was begging for cum in the video and I wanted to time my ejaculation to the video. Boom, the guy in the vid pulls out of the sexy buxom blonde, and sprays his cum just above her shaved cunt. I pull out of the fleshlight and mimic what he's doing in the video and throw the fleshlight to the side and jerk off with my hands - I can feel the warm cum splashing on my stomach and I moan with pleasure as I orgasm. I laid back, watching the rest of the video and just chilled for some post nut tiredness.
Finally I took the goggles and headphones off, took my phone out of the goggles and put it back in it's phone case. I heard the front door shut and my heart stopped. Fuck.
I got dressed as soon as I could and went to the front of my house. My dog was gone. Then it struck me. My sister-in-law was taking the dog for a walk. There's no way she didn't hear me going to town, and she probably seen me. I looked on the carpet to see if there was any impressions of shoe marks near my bedroom - and sure enough, two small feet impressions right by the door - like she stood there watching me for a bit. I was so embarrassed. She'd be finished with the dog walking probably in another 20 minutes, and I didn't know how to handle the situation. In my mind I wanted to run, to escape - because I surely would be red faced when she came back. I decided to play it off instead of leaving. I went into the bathroom and started working on the tile - eventually she came back with my dog and I heard the front door close and her letting the dog off the leash.
I made some noise in the bathroom just to make myself know.
"Oh hi!" she yelled from the living room, "I didn't know you were home!"
"Hey! Yeah just trying to finish up the bathroom!"
"Ok, tell Natalie I said hi! See you later," and she left.
I get a text from her, "Hey, this is awkward but next time close the door... I can see why my sister married you tho ❤️" - the heart emoji got me lol.
I blushed and wrote her back, "I'm so damn sorry, I'm embarrassed af. Won't happen again! Please don't tell Natalie you saw that. 😳"
"It's our little secret 😘"
The thing about my wife's sister - she barely dates anyone. She's bi - she's been on dates with mostly women. But she's usually always single - she was fucked over bad once and she's basically given up on relationships.
Anyway - I get another text later on, this time it's her topless, "I need bigger tits, yes? I'm thinking of getting a boob job. Thoughts?"
I didn't respond back right away. Of course, conspiracy theories were jumping around my head - thinking that maybe my wife put her up to all this - so I decided to just tell her "they look fine, don't mutilate them, most guys don't like fake boobs."
"thx." was her reply. Then she responded back, "if you're ever home alone like last time, leave the door open. I liked what I saw. Our little secret, please."
I responded back, "ok..."
Her response, "I'm sorry - I just thought that since I saw yours it was only fair for you to see mine."
I sent her a winking emoji.
And that was the end of that. No, I have not fucked my sister-in-law. She's cute, but if my wife found out I fucked her sister - I'd be living on the street.
I'd post screen shots of the texts - but every time I have done that in the past with other shit, mods here delete it for some reason. I never post personal info.
I will post her topless pic but I will redact her face.
I guess I have to confess, that if she catches me masturbating again and tries to fuck me - I'd probably let her. What guy would deny sex with such a nice looking babe? My wife does have bigger tits, and I think her sister has always been a bit jealous of that.
Wife's tits are 38DD, idk what her sister's chest size is... probably B cups(?)
Anyway that's that. It's gonna take a lot of will power not to fuck my SIL lol... peace.

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