So I'm a teacher at a school in the eastern part of the United States. I'm one of the few male teachers at this particular school but have made some very good friends over the years, most of them female. A few weeks ago, one of those female teacher friends and I went out after work for drinks (not uncommon), which then led to dinner and, of course, more drinks. Anyway, as we're leaving the restaurant we notice a mom of a student in our school having a drink over at the bar. While we don't really know her, we knew that she had been going through a divorce. We were also pretty sure that she at least knew we were teachers at the school. We're getting our coats on and we hear, "hey, don't you guys work at ____school?"

We stop, turn, and acknowledge and she tells us to stay for a drink, on her, for helping to make her kids school as nice as it is. Not wanting to be rude, we oblige. Turns out she's super sweet, super fun, and super sexy. She buys a second round and it's clear she's hitting... continue reading

TL;DR: Had an orgy with my single mom friends, dressed as Santa and brought a special gift for them to enjoy resulting in numerous orgasms.

Since my wife's passing and being inducted into the secretive single moms' club, I've made it a yearly tradition to treat them to a flirty Christmas party that usually devolves into some sexual fun. The tricky part is finding time when we can get babysitters for our kids, but when we do, things happen on a moment's notice. Unlike in the summer, when I'd host them out at my wedding venue, for nights like this, I invite them over to my house, which makes it easier to stay warm.

Another part of the tradition is getting to play Santa for all of them. Initially, the agreement was that I'd help them get toys for their kids, and vice versa. What I didn't tell them was that I also got gifts for them. It's never anything special, usually some makeup, perfume and maybe a sex toy. Anyway, we had our fun on the 21st. I got a couple of food platters and dre... continue reading

When I was in university, my group of friends and I were super close. We partied hard, hit the beach in summer, and went skiing in winter. Things sometimes got flirty after a few drinks, and I’d ended up giving blowjobs to a couple of the guys or even hooking up with one. It felt naughty but exciting.

Last summer, we were heading to the beach, just a quick 1-1.5 hour drive. Usually we’d take two cars, but one was in the shop, so we crammed into one. There were six of us, and the only other girl (my best friend) was driving.

Since I’m the petite one, the guys decided I’d sit on one of their laps in the back. I grumbled about it, saying we’d switch halfway so I could drive and she could rest. It was a scorching hot day, so I wore this tiny summer dress. I felt a little shy sitting on his lap like that, but we all squeezed in. It wasn’t too bad at first, though my dress was so short that when I tried tugging it down under my butt, it barely helped. I ended up with my bare ass right on h... continue reading

It's been 3 weeks since I last saw Chris, my son's good friend. He had just finished fucking me when I told him that my husband knew what was going on. He’s been texting me relentlessly wanting the chance to fuck me again. I’ve been playing it coy, sometimes answering right back, and sometimes waiting a few days to reply.

Chris lives in town, but has been avoiding coming by the house because he is concerned about seeing my husband. This has been the subject of many of our texts. But still, he is being persistent about needing to fuck me again. I’ve been playing in to it, telling him everything with my husband SHOULD be fine and not to worry about it. My husband is a rather large man, so he is right to be a little concerned.

With the holiday coming, and my kids coming home, I knew I would be seeing him Saturday night, so I sent him a video of me playing with myself, just to get things stirred up a bit. It worked, as you can imagine. He has been texting me non-stop.

My son arrived hom... continue reading

My mom was the eldest of five. Jill (that’s Mom), Uncle Ian, Aunt Annie, Uncle Nick and Aunt Theresa. The cousins and I used the acronym JIANT to remember the order, and we’d always sound it out at family reunions and holidays, our aunts and uncles gamely standing up or pointing to themselves when their letter was called.

“It’s a good thing Mom and Dad had their little accident,” Mom used to say, cruelly, about her sister Theresa, who came unexpectedly when Mom was 10. “You kids would never remember JIAN.”

As the years rolled by, family holidays became fewer and fewer. Kids grew up, had their own schedules. But Christmas was always at grandma’s house. Every year, we’d all descend on the ancestral Nelson family home, getting together with our aunts and uncles and cousins to exchange gifts, play games and watch Home Alone movies.

One year, I noticed someone was missing.

“Mom,” I asked. “Where’s Aunt Theresa?”

“Not coming,” she said. “I think the holidays are hard for her, Tommy.”... continue reading

After work I was watering the plants on the deck. The MILF next door, Barb was on her deck suntanning. She had her straps off doing her back. I yelled “hey hot stuff! How’s it going?” Then I sprayed cold water over the fence on her. Of course she sat up with her tits hanging out. She said “asshole!” Then laughed. “You jerk”. I always thought Barb was a good looking woman. She was a single mom, son moved out a few years ago and the dad never was in their life. She worked out and golfed and her job let her travel. She had money.

She asked where my wife Deb was. I told her she left this morning to hand deliver Christmas presents to her family and was spending the night. She said “you might as well come for supper then!” I said “sure. I’ve got nothing in the fridge that appeals to me”

She said well, “we can order in if nothing I have looks good. Come over in an hour. Bring a bottle of wine, red please”.

It’s hot in Tucson this time of year. I showed up and she had a short one piece dre... continue reading

This story takes place a couple of years ago. I was working in Europe and, being an expat and not having many friends in place, I started bouldering as a way to make new friends. I would usually climb on the same days every week, and as expected, see some regulars.

Among the people I met, there was Alice. Alice was a very pretty Irish-French girl : white skin, freckles and an angelic face. She was on the petite side and had a very toned body from bouldering and volleyball.

I think we quickly became friends as we were one of the few English-speaking climbers in the gym. I never asked her age at the time, I only knew that she was in the last year of high school and clearly off limits for me.

Knowing this, I’d do my best to not look at her body… but sometimes my horny mind wouldn’t resist, and I would end up peeking, especially when she was wearing shorts.

Anyway, a couple of months after our friendship started, my company wanted to move me to London, and I wasn’t saying no s... continue reading

The small party had been going on for a couple of hours, and everyone was starting to get a bit tipsy. My wife, Sarah, and her best friend, Emily, were in high spirits as they giggled and clinked their glasses together. I could see that they were both enjoying themselves immensely.

As the night wore on, the alcohol began to take effect. Sarah and Emily started to get a bit more flirtatious with each other, playfully grabbing each other's asses and whispering in each other's ears. It was clear that they had always had a deep connection, and the alcohol was bringing it to the surface.

Suddenly, Sarah turned to me and said, "Honey, why don't you have some fun with Emily tonight?" Her eyes were wide, and there was a mischievous grin on her face. I was taken aback by the suggestion, but I couldn't deny the lustful look in Emily's eyes.

"Are you sure you want me to do that?" I asked, hesitating.

"Oh yes!" they both giggled in unison, their bodies pressed against each other.

With a deep... continue reading

Remember Mark, my sugar daddy who catfished me on Hinge, ditched me at a Miami swinger club to get used by strangers, used my little sister Ashley (18f) for a night, and got me to sleep with his son Tim when his wife came home early? Yeah, that asshole.

Last week, he texted me out of nowhere: “Kayla, sorry, but this isn’t working. You’re just too much for me. I need something more exclusive and stable.”

I laughed so hard I almost choked. Too much? From the man who got off watching cum leak out of me while his friends took turns on me? Yeah, sure, he's most likely just stressed his wife is on us and getting suspicious. Well, I still had his son’s number. Tim had been sending me “hey” texts with blushing emojis ever since that night I spent with him, clearly dying for more. So I hit him back: “Hey cutie 😉 Your dad and I are done. Wanna come over to my place tonight and hang out?”

Instant reply: “Omg yes please.”

He showed up an hour later, looking shocked when I opened the door in my... continue reading

My wife's friend, Sarah, had recently gotten divorced. She was around 35, and after the divorce, she complained to my wife that she hadn't been with a man properly in six months   her ex was selfish in bed, always came quickly, and never cared about her pleasure. My wife, knowing we have an open marriage and that I love these kinds of adventures, once joked: "Listen, my husband is a master at this. He can lick and fuck for hours until a woman goes crazy from orgasms. If you want, I can lend him to you for an evening."

At first, Sarah laughed it off, but a couple of days later she messaged my wife: "Seriously though? I'm really dying for it. Just sex, no strings attached." My wife showed me the chat and asked if I was up for it. I'd always found Sarah attractive   a tall blonde with big, full breasts, a firm ass, and long legs. Of course I agreed. It felt like a gift.

The plan was simple: Sarah would come over on Friday evening under the pretense of a "girls' night"   watching movies... continue reading

"We're going to play a game today," my wife told me after we'd finished brunch one hot summer weekend morning, her voice laced with that mischievous edge that always set my pulse racing. "It just so happens that one of the largest dance competitions in the region is downtown."

"And …?" I raised an eyebrow, sipping my coffee, curious where this was headed.

"… and my friend from college, Kristy, is a dance mom!" Her eyes sparkled, daring me to catch up.

"You're going to have to spell this out for me. Are we hanging out or something? What game?"

My wife flashed a wicked smile, then slid something across the table. I glanced down—a room key, sleek and black, from an upscale hotel just down the street from the competition venue. My heart skipped a beat.

"I packed all our swim stuff, a change of clothes, and a few other things," she said, her voice dropping to a sultry murmur. "Consider this an early birthday gift. This is the hotel where all the dance teams stay. They have a roof deck... continue reading

We went to a wedding where my wife and I shared a hotel room with her friend and her husband. We were all getting dressed before the wedding and I caught a glimpse of her friend naked. No one else saw but her friend caught me, smirked and wiggled her sexy ass at me. I embarrassingly smiled and looked away.

Later that night when we all had a bit to drink wifes friend starts talking to me about what had happened earlier and asked if I enjoyed what I saw. I told her yes and she told me that I was a very bad boy and I shouldn’t be looking at her like that. I responded in saying that I’ve been even badder than she knows and she questioned me why. I told her that I’ve jerked off to her several times and find her extremely sexy. I could see her melt from the thought of me jerking if to her.

She said we should go somewhere quiet and she’d give me a show. We left the reception and found a small conference room within the hotel. She pushed me down on a chair and straddled me, pulled her tits... continue reading

The beach was crowded. On this day, as luck would have it, the sun was merciless, forcing my friend and I to bury ourselves in the sand to avoid direct sunlight on our tender, youthful bodies. Vova and I were inseparable, so wherever he went, I went too. It was the same this time. Having suggested we take a stroll to the beach, I agreed without hesitation to what I considered a rash and ill-timed excursion. But there was no time to whine about it, as I was intrigued by the girls in bathing suits who seemed drawn to stroll by our lounge chair. I was certainly happy with the situation, but I wanted more. And I wanted instant, uncontrollable sex with these long-legged, busty furies. But this remained just an unrealizable fantasy, considerably overheated by the hot, parching sun. Having stopped dreaming of the impossible, I turned my attention to the next group of girls walking along the sand, deftly twisting their buns, inflaming in me the desire to make full use of their asses. "G... continue reading

I'm 24, I have been dating my boyfriend for two years and in a long distance relationship for about six months. We get together once or twice a month and try to make the most of it when we visit each other. He brought up he wouldn't mind me hooking up with other people as long as he knew about it and I'd show him what happened. I wasn't actively looking for someone online to hook up with and decided to just let it happen if it comes along.

I went on a work trip with my older coworker. He's in his thirties and married. Rumor was him and his wife were swingers and I heard from this of all people, someone in HR when her friend almost hooked up with him and his wife. During our trip, we had some drinks at the hotel bar. I was getting really buzzed and tried to be flirty with him. I would put my hand on his knee or lean my head on his arm when he said something funny. There was a pause, and I mumbled if he wanted to come back to my room while I rubbed my foot on his shin.

He looked at me... continue reading

So my coworker Jenny, and I have been flirty for about a few years now. It went from office jokes to admitting attraction one office gala party more recently. She looked stunning in her dress and I couldn't stop staring at her sexy legs. We talked and got very very flirty and suggestive. Afterwards I walked with her back to her hotel room (we were on the same floor). As I said good night she asked if I wanted to come in. I smiled and hesitated, considering if it was a good idea. But I'm not making good decisions so I went in. She pulled me into a corner and asked if I was kinky. I smiled and told her I'm probably more than she could imagine. My hands caressed her ass and I turned her around and began feeling up her and down her front. I lightly blew on her neck and told her I was going to help undress her and then say goodnight. I helped unzip the back of her dress. I undid her bra, running my fingers lightly up and down her back along her spine. I slowly pulled it down until it was ar... continue reading

Separation [f]40 sister in law

After my sister in laws Birthday things had gotten weird between her and Arnie. They were arguing a lot and they ended up getting separated a few months back.

Melinda was heartbroken and pissed off everytime we came over. Maintenance work was also continued being done by me.

A couple of weeks ago I had a some training being done in town for a week and I was driving back and forth an hour away where I lived and the city where she lives. After 2 days my wife asked why I didn't just stay with Melinda so I wouldn't have to drive back so late since we were working and training 12 hr shifts. Melinda told me I was welcome to stay.

The 3rd day I brought my bags with me and left home at 5am and went to the plant where I was to work at. After I got off I got to her house at 630pm and went knocked on the door to her house. Melinda answered wearing some short shorts and a tshirt I had never seen her wear around me before. Her bra also seemed to be pad-less due... continue reading

Abeba is 23 years old. Black skin. If Latika's was chocolate brown, Abeba's was a dark brown. She has a big butt, large breasts, and is probably as tall as Manana, with large, full lips and dandelion-like hair like all African women. Her father was the African ambassador to our city, so when she came of age, he brought her here to study, especially since she had a passion for archaeology. There was much unexplored back home in Africa. I'd always had my eye on her; I liked that type of girl. It was probably because of Manana. Abeba spoke fluent Russian with a slight accent. This is probably my favorite story from my diary, I have never had sex like this with anyone, Manana and my aunt don’t count. So one day, when the higher mathematics lesson ended, the teacher asked me to stay a little longer. "Maxim, I have a task, or rather a request. I simply don't have time at work, let alone with tutoring at home. There's an African girl named Abeba in her second year;... continue reading

I was sitting on the couch with my wife at around 4:30 on a Friday afternoon. I worked from home and would usually "clock out" around 4 on Fridays. I was flipping through the options on Netflix while my lovely wife, Cassandra, was reading a book on the couch next to me.

"Hey, babe!" I called out to our daughter, Brittany, a moment after we heard her come in through the front door and set her bags down on the floor.

"Heyyy," she called out weakly in her usual awkward teenagerly way as she walked over to the living room where her mother and I were hanging out.

"How was school, honey?" Cassandra asked, setting her book down over her thigh.

"It was all right. Hey, can I ask you guys something?" Britt looked at us doubtfully.

"Anything, babe," I said absently, still flipping through options on Netflix.

"What's a... cumslut?" Brittany asked awkwardly.

I felt my wife grab my thigh. She had a funny look on her face, one eyebrow raised. I probably looked about the same.

"Hon," Cassandra... continue reading

Ali was my last appointment of the day. While I was waiting, another player came up to me and introduced herself as Millie, Ali's roommate. She said that Ali was getting extra practice in and would be a little late. I didn't mind waiting but I asked Millie if she wanted a quick stretch before Ali came out. She agreed.

Millie is a tall and slender player. She is the star pitcher for the team. Blond hair that is nearly white and very cute. A flat ass to go along with a flat chest but she had a super sexiness about her.

She said her pitching shoulder was sore and needed a good stretch. I asked which arm was bothering her and told her what I could do to help her. Once I started stretching Millie, I could tell where her problems were and I quickly helped her out. When I stepped away, she moved her arm around and smiled big.

"It feels great. You're amazing. I see why Ali requests you, plus you're cute. Do you do house visits?"

I was surprised by the flirting and was a bit speechless. Bef... continue reading

All characters are adults.

It’s a hard and fast rule. Don’t shit where you eat. Don’t fuck where you work. For one fall in my early twenties, I worked at a sports bar in town. Huge place, the kind that feels louder than it should, packed with televisions, regulars, and a rotating cast of colorful characters. One of them was Maya.

Maya is 5’1” and absolutely impossible to miss, all confidence and presence compressed into a compact frame. Her mocha toned skin glows against her short black hair, and her golden eyes are stunning, the kind that lock on and don’t let go once they find you. She has a big, generous body, full breasts, a pronounced, attention grabbing ass, giving her a bold, head turning silhouette. She’s the kind of 10 out of 10 beauty that doesn’t need to try because the effortlessness is part of the appeal. Loud in the best way, quick with jokes and trash talk, she radiates strong one of the boys energy while still flirting shamelessly, even when it’s clearly a little one... continue reading