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Came back after other men

My head felt quite heavy, and my thoughts were all jumbled up from the alcohol. Several months had passed since Ira and I broke up, but no matter how hard I tried not to think about her, it just wasn't working, so I drowned my obsessions and nagging thoughts in cognac. I lay down on my couch when I suddenly heard a knock at the door. I reluctantly stood up, walking from the living room into the small hallway where the front door was. I looked through the peephole and couldn't believe what I saw. I opened the door, and there stood Ira, still as beautiful and sexy as ever. She was wearing short black shorts and a crop top that barely covered her pink, erect nipples. Ira is a petite 23-year-old brunette, 155 cm tall, with a pretty face, small but graceful breasts, a thin waist, and a rounded bottom. "Hi, Pash!" Ira said shyly, looking me in the eyes. "Will you let me in?" “Hi... yes, of course, come in,” I barely managed to get the words out, trying to collect m

That time I fucked my SIL

One summer we rented a beach house with my wife’s family. It was kind of miserable— so many people, and her sister-in-law was insufferable most of the time. Though, she was kind of sexy- skinny, tight ass, tits that seemed too big for her body shape and size- she talked all the fucking time. Her mouth wore me out. My wife complained that she thought she had gotten a boob job, and how ridiculous that was given their financial situation. And, of course, since there were so many people in the house, I wasn’t getting laid. So, I spent the week drinking whiskey and whatever else I could find to pass the hours we weren’t at the beach or golfing. One day, the whole family went to the beach and I stayed in the beach house, playing some PlayStation and chilling. Suddenly, my sister-in-law came back to the house- red hair flowing, as she came in fuming about her husband. I was pretty annoyed she broke my peace and quiet. “What’s up?” “My fucking husband…he’s such a fucking loser,” she sa

My Spoiled Older Sister Caught my FWB Giving Me a Creampie

I swear my sister has a sixth sense for when things are going well for me. So spoiled and self-centered, she always made a point to turn the attention to herself. It’s bad enough that she’s objectively beautiful with a slim body and big tits. And I don’t know why I was even surprised when she walked into the house. Day = ruined. She claimed to be in town to see friends. And seeing me with a man for the first time brought her to her old ways. It was bad enough to always hear “your sister is so hot,” but she was now actively trying to take a man away from me. I went from feeling like a goddess to the dejected girl. It culminated when she came downstairs completely nude after her shower because she “forgot” to bring her clothes upstairs with her. As she made a point to show off her body to him, I moved to the kitchen to start prepping dinner. He joined me after she walked away to start peeling potatoes. “What a self-centered bitch.” He muttered. … I hated needing reassurance, but it

Finding some photos led to a wild night with my mom

If you think you might have already read this story, you might have. I didn’t steal it. It got deleted by the mods of the subreddit I originally posted it in, so I’m reposting it here. My parents divorced when I was 15. And contrary to common practice in the 90s, my father got primary custody of me and my brother. We lived with him through the school year, and spent summers with mom. The last summer I spent with her was after I graduated high school. I was 18, and almost didn’t go, but my little brother begged me to spend one last summer with him, and I couldn’t tell him no. About three weeks into the visit, I was going stir crazy. I didn’t have my car, so we were stuck at “home” when her and Ryan, our stepdad, were at work. We were bored to tears, and I was also losing my mind from pent up sexual frustration. I had a girlfriend back home, and I’d gone from having sex with her 3 to 4 times a week, to nothing for three weeks. I was so horny I was jacking off a couple times a da

How my girlfriend got fucked in a club

Ira and I had a complicated relationship; we were on and off, though we kept in touch for several years. One time, when we broke up again, I decided that was it and I needed to start over. I messaged my friend and we went to a nightclub, ideally to pick up some chicks, but as it turned out, just to have a drink and have a good time. We started with one, then another, until it was late at night and we were standing at the entrance to yet another, quite drunk. My friend decided he couldn't continue our "crusade" any longer and called a taxi. I was about to leave, but something seemed to draw me inside. I walked into the club, the stairs leading straight down. Upon entering, music and the murmur of people became immediately audible. Couples stood along the steps in the semi-darkness, enjoying each other with rapture. I went downstairs and found myself in a large room. The music was loud, and the flickering, dim red lighting created an intimate atmosphere. I went to the bar,

The Time I Went Out With My Wife and Her Pregnant Best Friend

“So, are we still going out tonight?” Sarah asked. We all laughed, and the shaking of it sent Jane and I into twitching messes as we were both super sensitive and I was still inside of her. I carefully withdrew and collapsed onto the bed next to her. “I may need some rest after that, but I think so,” Jane replied. “Same,” I said between breaths. “How much of that did you catch?” “I heard *play with them* as I got in the house, and got in here just in time for *Fill my pregnant pussy*” my wife said, beaming. Jane tried to hide in embarrassment. Sarah came over to us and kissed Jane on the head. “I’m glad you two had fun, really.” “Thank you,” Jane said to her. “I can’t tell you how much I have needed that.” Sarah got up and headed towards the bathroom. “I’m going to shower while you two recover. You’re both welcome to join me.” I laughed. “Well a shower is how this whole thing started…” “I’d say it was the massage yesterday,” Jane said. The three is us all to

My friend offered to take my girlfriend's place

I'm M24 and I'm in a long distance relationship. My girlfriend moved to a different state after an year of us being together. Its been 18 months now and we've only managed to meet four times since she's gone. Before we were together she knew about my college friend who I had a crush on before meeting her. She wasn't a person I wanted to be in a relationship with but my crush wad mostly based on her looks and physicality. She took great care of herself, her body, farce and hair were all perfect. Maybe this was the reason that she'd never settle with one guy for more than 3 months while I knew her during my college days. She only got to know about my crush months after she got into a relationship herself with a guy who she really loved, most of us thought that it was the end of her string of flings with random men. Anywho, I was getting sexually frustrated because not only was my girlfriend away but it has been two months since we've come on a video call or had phone sex which we had to

Sneaking around with y sister’s roommate - Part 2

The next day I woke up hungover on the couch. I heard noise in the kitchen so I got up and shook off the night before. I walked in the kitchen and stopped in my tracks. Bri was cooking eggs on the stove. She had her back to me and was still wearing her pajamas from the night before: short, plaid boxer shorts that her ass cheeks almost peeked out of, a cropped t-shirt, and crew socks. I caught myself staring up and down her ass and legs and thinking about the night before with a pang of guilt. She looked over her shoulder and caught me staring and smiled at me. She crossed the room and put her hand under my chin and gently kissed me. As she pulled away she whispered, “behave…you’re gonna get us caught.” Then she quickly turned away and returned to cooking. “You want some eggs? It’s gonna be a long day.” She was referring to a beer olympics that their friends were hosting. The whole reason my sister had invited me out for the weekend. I accepted the offer and poured myself a cup of cof

Wife’s married Asian Milf friend

So I’ve found myself in another very fun and playful situation with someone besides my MIL. My wife has a sexy little friend that’s a 100% Asian milf of 3. 5’2 fit body, round ass, and perky fake tits. Over the years she’s gotten drunk and told us all about how her husband just isn’t interested in sex anymore. She buys lingerie, low cut tops, toys etc even modeling the lingerie and showing us all the toys she’s bought and he just says he’s too tired from work and the kids to do it. Which is shocking because she’s stunning and sexually starved. He’s even joked and said we should just have an open marriage so you can get the satisfaction you need physically. She would never just find a random she’s not that kind of person. Well that’s when she joked with my wife and said “You’ve told me your husband wants you morning noon and night and you don’t, we should just totally swap he gets what he wants and I get what I want.” My wife actually talked to me about it for a little saying “I mean

Raw dogging the bridesmaid

Just the story of my first time raw dogging with a stranger. I was one of the groomsman for my friends wedding. Very standard setup, early ceremony and reception at night. A lot of people flew in for the event so there were plenty of new faces. One of them being a cute chinese girl that happened to be one of the bridesmaids. We were partnered together to walk down the aisle together so we spent some time together talking during rehearsals and dinners. She was awesome to get along with and was a college friend of the bride. She had a boyfriend but he didn’t make it out to the wedding. She was slim, had nice perky tits and a pretty face. Any way, fast forward to the reception and end of the night.. nothing flirty ever came before that but after the bar opened things started getting interesting. I don’t know when it started happening but she was getting tipsy as hell. She started getting really touchy and flirty but at the same time.. I wasn’t resisting at all. She looked hot that e

The Time I Showered With My Wife’s Pregnant Best Friend

I removed the extendable part of the shower head and washed off all of the remaining soap on both of us before opening the shower door. I turned to Jane before exiting, “Take your time. I’ll be drying off in my room.” She nodded with a smile. I stepped out and wrapped myself in my towels. I sped through my post-shower routine, watching Jane’s silhouette through the foggy shower door as she finished her shower. As I left the bathroom heading into the master bedroom, the water had just turned off. I laid my towels down on my spot on the bed, one on my pillow to keep it dry and the other sideways so that I could cover my bottom half when I laid down. My cock was keeping part of the towel tented off me almost the whole time Jane was finishing up. I was replaying in my head everything I had just done in the shower. *Did I do too much? Should I have just kept going?* It felt like a very long 5 minutes before Jane walked into the bedroom. She was wrapped in a lavender towel, h

Hole of happiness

Life, like a river, flows along its course. At first, a turbulent, swift current sweeping away everything in its path, then a broad, full-flowing current, calm and predictable. But sometimes, beneath this apparent calm, deep and dangerous whirlpools arise. I'm thirty-seven. My name is Elena. My husband, Grisha, is forty-three, and I have been together for fifteen years. During this time, we've experienced everything: poverty, the first modest joys, arguments, reconciliations, and the joy of owning our first apartment. But our greatest asset, our shared project, into which we've poured our hearts, are our two children. But this story isn't about them. It's about Grisha and me. About that quiet, almost invisible crack that was slowly but surely spreading across the façade of our well-being. It all started around the time I turned thirty-five. I began to notice a strange, almost animalistic restlessness within me. It was as if a beast had awakened within, dormant al

My 22yo Roommate Paid Rent with Her Tight Pussy And Loved Every Second

A few years back, when I was still renting out the spare room in my 2 bedroom condo to help with the mortgage, I ended up with this absolute firecracker of a roommate – let's call her Emily. She was 22, fresh out of college, with these innocent doe eyes that hid a total nympho underneath. Little did I know, our living situation was about to turn into the hottest arrangement of my life. It started innocently enough. Emily moved in, struggling with her entry-level job and the insane NYC rent. She was always flirty – short shorts around the apartment, bending over to "pick something up" right in front of me, her ass practically begging for attention. I'd catch her glancing at my bulge when I walked around shirtless after the gym. The tension was electric, but I kept it professional... at first. One night, we're sharing a bottle of wine on the couch, talking about bills. She confesses she's barely scraping by and might have to move out. That's when the idea hit me. "What if I cut your r

My girlfriend handcuffed me and her 2 friends sucked my dick.

One night, me and my girlfriend and our two female friends Kim and Stephanie went out for dinner and drinks. Afterwards we went back to gf's place to have some more drinks and watch tv. As the night went on we were all getting a little drunk. At one point, gf walked over to me and took my shirt off. The friends started clapping and I think they wanted more. gf told me to stand up and very quickly got me naked. My dick was rock hard. At this point I was expecting a blow job from gf and I would've taken it cause I was so horny. She takes a dining chair and puts it in the center of the living room and tells me to sit down and not move. She walks to her bedroom and I knew what that meant - the handcuffs are coming out. She comes out with them and handcuffed my arms to the chair. The friends are cheering cause they think they're gonna watch a porno. My girlfriend takes her hands and starts stroking my dick, looking right at me. She asked me what I wanted. I said, "I need head so fucki

Friends gf didn’t like my preference, we fucked in front of him.

I was visiting my friends house, he and his gf have an interesting relationship il say. We were watching stuff, talking and drinking. Eventually his girlfriend was messing around, got up and started teasing him and then me with poses and all for fun. I told her she’s very good looking but not my type, the words I used were “ sorry it’s doing nothing for me (name)”. She was stunned, I’m guessing she doesn’t get that a lot. My friend chimes in telling her, “he likes his women big”. I correct him telling him I just like my women curvy. His girlfriend then asks me in a tone, why don’t I like her or find her attractive. I told her in the nicest way that I feel like I could break her in half. I would have to be gentle with a woman like her. Then she told me I can try if I want?. I look to my friend he tells me it’s grand and he’s into watching her. That’s when she asks me if she can try change my mind about petite girls. I told her yes you can try but most likely won’t. She then approac

The Time I Showered With My Wife’s Pregnant Best Friend

I froze, unsure if I had really heard a knock. But another one followed shortly after. “Hey, u/Strang3rM3ssages?” Jane asked. “Yeah, what’s up?” I called out. “I was just talking to Sarah about yesterday,” she started, “And she said that it would be ok if I came in and showered with you. If… if that’s ok with you, that is.” I was still frozen. Sarah said she might make a move, but I was already thinking ahead to dinner. I wasn’t expecting anything to actually happen this soon. “Uh, yeah. That would be totally fine,” I replied, trying my best to not sound surprised. “Ok, I’m going to grab my towel.” *Holy crap. This is happening,* I thought. I got back under the water to rinse the shampoo out of my hair. I heard the bathroom door open as I finished. Enough steam had built up to fog the glass shower door, so all I saw was Jane’s silhouette moving through the bathroom. She set down a towel and started to undress walking towards the shower door. I didn’t want t

My girlfriend's daughter.

After her divorce was final, Penny and I officially started dating. We work together and she is known as my work wife. We kept everything professional because of her divorce. It was a nasty one and she didn't want to get too involved until it was official. Everyone in our office knew about out friendship but no one expected anything more than a funny office friendship. Once we started dating, we kept things quiet and kept our office relationship the same as it's always been. Outside the office was a different story. Penny is 6 years younger than me at 45. She has 3 kids, one in college and 2 that live with their father on the other side of town, ages 12 and 15. They stay with her on most weekends but her and her ex have it worked out well for the kids to choose what they want to do. Penny is a cute, petite dirty blond with a small chest, cute little ass and a wonderful personality. On our first official date, she wanted to cook for me. During our meal, the sexual tension was thic

The Time I Accidentally Made My Wife’s Pregnant Best Friend Cum

A few weeks ago, my wife Sarah’s best friend from childhood needed to get away from some personal things for a bit, so she came to crash in our guest room. Jane (31) is petite, under 5’ with dark brown medium length hair. We had always gotten along just fine, even danced a bit with her at Sarah and my wedding. Normally, she was average in features and… assets. Classically pretty, but never my type. I say normally, because at the time of this story, Jane was 7 months pregnant. It was a Thursday early evening; Jane had been staying with us for about 5 days. She worked freelance so could just hop on her computer when she needed to get some stuff done. But she had gotten to relax some, hang out by the pool, and just get away from her problems back home. Sarah was at the gym, and was going to be picking up dinner for all 3 of us afterwards. I was just getting home from work and found Jane in the kitchen. “Hey, Sarah is picking up dinner from [a local place], check out the menu an

A strong erection

As you get older, you begin to truly appreciate the simplest things. For example, a solid, regular male erection. Now I think back to my youth—what a fool I was... How many guys I shaved. How many orgasms I missed... For some reason, I grumbled at my husband, who always needed something. And then... Then it turned out that I lived for several years without an erection. Fingers, vibrators, colorful dildos, even vegetables and fruits... What hasn't happened to me over the years... But it's all wrong. Nothing compares to the magic of a real, erect, and therefore valuable, male end. And yesterday I finally got that ending! I'm speaking in verse now because I'm happy. I've been working towards this for a very long time, and here it is! It's happened! To be honest, Petenka was drunk. I tried my best to make it happen at the office party. I shouted toasts, topped up his glass, offered him another drink. And when he was drunk enough, I offered to take him home in a t

Wife was going out of town on a girls trip

Married bi masculine here. Wife was going out of town on a girls trip. She left while I was in the shower. I got out and stayed naked and plopped down on the couch with a couple toys and some lube. So I'm buck naked, gay porn on the TV and working my cock over. I'm fucking shocked when my wife rounds the corner into the TV room, she had forgotten something so she came back. I'm like hey babe care to join me? Knowing she is in a hurry because there are friends in the car in our driveway and I'm slightly embarrassed because of my current situation. She says no and walks out. I'm thinking she is pissed off and grabbing whatever she forgot and leaving again. I have the porn paused and I'm listening for her to leave like a sacred kid thinking I'm going to get yelled at later. She comes back in the room with her top off and tits out with one of her butt plugs in her hand. She points at the TV and says start the show and proceeds to get between my legs. She aggressively starts sucking my coc