[Group] I wasn’t expecting her to be here

Hi there,

This is a true story that happened many years ago but I don’t think I’ll ever forget it. I could have embellished it a little bit to make it more satisfying, but decided that just telling the true story was better.

Back when I was around 23, before the wife and kids and all, I was pretty much your typical D&D roleplaying nerd. I was spending a lot of time at a friend’s place with a group of friends, playing Roleplaying Games and stuff while his super nice mom would bring us food. Truly the stereotypical gang of geeks.

Now what is less stereotypical, is that around that time I also used to be in a regular relationship with a bisexual couple. We would either hang out at their place and tag team the wife, or suck each other off with the husband. Sometimes we would also attend larger house parties together, mostly with a bisexual crowd. I’m not going to describe everything that went on in these, but let’s just say I tried pretty much everything sexual back then. These were the good times!

In Bed With Strangers [MFMF][wife swap][bdsm]

My husband Max and I were dressed in our pajamas heading to the pajama party in the sex club’s finished basement. Max was in plaid bottoms and a t-shirt while I wore a cute pink satin pajama top and matching shorts. My nipples were hard. My brown hair bounced around my shoulders as we wandered downstairs. It seemed like everybody was down here in a pile of fourteen pajama wearing adults spread out on the floor in a sea of blankets, sleeping bags and bean bags nibbling on buckets of popcorn as they watched the ancient porno. Deep Throat was playing on the six by thirteen foot screen affixed to the wall. Max and I scooped up a bucket of popcorn and with drinks and popcorn in hand, we sauntered towards the group. Tom and Ann, a couple we were interested in playing with, were snuggled together propped up on a bean bag. Ann, with her black hair and deep blue eyes and her clean cut blonde husband, Tom looked over and waved for us to join them. Max and I uttered, ‘excuse me’ as we tiptoed over bodies to settle down upon the sleeping bag strewn on the floor. Max pulled up the bean bag behind us. He threw is arm around my shoulder as we settled back to watch the show. I was lying so close to Ann, dressed in a black tank top adorned with skull and bones and a pair of men’s cotton tighty whities. She was kind of a goth girl. Both my husband and I find her quite attractive. Her legs were so long and beautiful Tom looked relaxed in grey pajama bottoms and an Eddie Bauer t-shirt. We were so cozy together, melded in a puddle of flannel wearing adults.

[F]riends girlfriend likes to share with [M]e Parts 1-3

within my group of friends there is my friends girlfriend Sarah. She if the type of girl who craves for attention and tries hard to be one of the guys. It makes her have a hard time fitting in with the groups girlfriends but since she’s pretty the rest of my guy friends love it.
Sarah is 5’4, brunette, brown eyes, C-cups and rather small butt with pale skin. we became close friends rather quickly, I only assume because she was attracted to me and bored.
We did the usual text back and forth for a while until it turned sexual. Sarah would often complain in a very playful way that she wasn’t sexually satisfied. I would generally steer away from the conversation of her fucking my friend because I didn’t want any drama. Curiosity got the best of me and we began talking sexually, mostly discussing past hook ups and I would update her on my latest hook up. One of her best stories She told me that once in high school she gave a senior a blowjob by the stairs, he came without telling her and popped a shot in her mouth causing her to pit it all over her shirt. She had to borrow a shirt from a friend and throw her top out. Got hard listening to that one
The day it shifted toward something more was during our group hangout. She asked me how my last date went, I was honest and told her my date blue balled me but got to feel some nice tits. She laughed and placed her hand on my arm and said I’d have sucked you off dry! We both laughed and I said well I’m not as lucky as Alan. She said that Alan takes her for granted and she hasn’t had a proper fuck in a while. This made me laugh but again slightly uncomfortable because he’s a friend. I answered guess we both have to work on that!
Few days passed and we begin our conversation like usual and I update her on my latest victory! She asks for all the details and I give it them to her. I think deep down I wanted to see her limit so I said I had a picture I could share of me getting head. I waited for a response and when she didn’t get back to me quickly I said I’d blackout my dick. She sent a bunch of laughing emojis and said why is it small. So I send it to her feeling confident, she replied wow shes pretty! oh and nice looking dick although I can’t see much. I sent her sunglasses emoji and said well that’s cause shes was enjoying it. I felt turned on by knowing she had seen my dick. I then get a picture text from her. It had the caption me sucking off Alan Winky face. She was naked but covered up due to the potion of the camera. She was looking at the camera with a slight smile and my friends dick in her mouth. It was weird seeing her suck on my friends dick but I was turned on and began jerking off. I text her back Hot, She text back have fun!
We didn’t text after that until we saw each other during our next hangout and it wouldn’t be a while until we took an even bigger step!

[MF] Fucked a history teacher in high school

I guess the statute of limitations is up on this I can finally share the story.

Let’s go back to the spring of 1998. I was a senior in high school, 18 years old, and was driving a sweet Eagle Talon. I was/am 6’1″ with blonde hair and blue eyes. I was on the varsity boys tennis team and I was in pretty good shape athletically. Now I have a dadbod so get in line for those PMs, ladies.

Ms. Vrakas was a social studies teacher and the girls tennis coach. She was the “hot teacher” and the “cool teacher.” She was probably 27. She was short, bright blonde hair (possibly bottle assisted), blue eyes, tight little athletic body. Nice firm shapely ass. Usually she’d wear like a skirt or something in the classroom or she’d wear trackpants at practice but occasionally she’d wear business slacks or gym shorts that really showed off her firm ass.

She was highly discussed around school and in locker rooms. Even before anything with me there were rumors. Some derisively called her “cheese wiz” because rumor was she fucked a guy from the football team and put cheese wiz on her naked body for him to lick off.

Uber Driving Mom becomes Bachelor Party Stripper [Group]

Hi y’all,

All of my sexual escapades seem to start with the best intentions and before you know it they’re out of control and I’m getting fucked by some stranger or group of strangers in every hole.

This particular craziness occurred when I was picking up a guy from SeaTac for an Uber ride to a location in downtown Bellevue.

He climbed into the front seat alongside me as he realized he was sitting next to a horny mom in her 40s in a sundress showing a lot of leg and a few buttons opened to show some cleavage he let out a very slight “whoa” which he tried to pull back as soon as it slipped from his mouth.

I leant back in the seat thrusting my breasts forward as he buckled up and stole another look at me.

I confirmed where he was headed and we started off.

He was headed to a bachelor party for a good friend of his but that he’d been working so much all week that he’d hardly made many plans. We started talking about ideas and he was surprised at the number of options I was giving him on strip clubs and even strippers. I told him being an Uber driver you learn quickly where guys like to go and what they want.

Lara Stumbles Upon a Secret Circle-Jerk [Fsub] [mast] [voy]

Lara Talley had a chronic case of insomnia and nothing seemed to help. The twenty-four-year-old had tried all known remedies but resigned herself to taking long walks after her boyfriend had gone to bed. There was a trailhead near their rental that ran through sparsely-populated, wooded areas on the edge of the town they lived. During one such late night/early morning hike through the darkness, she noticed a cabin – several hundred yards off the path – which appeared to have candles flickering in the windows. Still nowhere near sleepy, and curious as hell, she crept through the thickets of trees near the house until she was very close to one of the windows. She noticed a driveway in back that was filled with vehicles and could hear voices within the candlelit darkness. She snuck around the other side and saw a circle of men who appeared to be talking amicably in the large candlelit room. She recognized some as community leaders, teachers, businessmen, police, and firemen, etc.

Suddenly they all reached down and unzipped their pants, releasing their constrained cocks to stroke themselves. There had to be between 15-18 men, but she couldn’t count with the dim lighting. She could hear them talk, however, and it was apparent they were sharing fantasies or past sexual experiences they’d had and enjoying the stories during a group masturbation.

Lara Stumbles Upon a Secret Circle-Jerk

Lara Talley had a chronic case of insomnia and nothing seemed to help. The twenty-four-year-old had tried all known remedies but resigned herself to taking long walks after her boyfriend had gone to bed. There was a trailhead near their rental that ran through sparsely-populated, wooded areas on the edge of the town they lived. During one such late night/early morning hike through the darkness, she noticed a cabin – several hundred yards off the path – which appeared to have candles flickering in the windows. Still nowhere near sleepy, and curious as hell, she crept through the thickets of trees near the house until she was very close to one of the windows. She noticed a driveway in back that was filled with vehicles and could hear voices within the candlelit darkness. She snuck around the other side and saw a circle of men who appeared to be talking amicably in the large candlelit room. She recognized some as community leaders, teachers, businessmen, police, and firemen, etc.

Suddenly they all reached down and unzipped their pants, releasing their constrained cocks to stroke themselves. There had to be between 15-18 men, but she couldn’t count with the dim lighting. She could hear them talk, however, and it was apparent they were sharing fantasies or past sexual experiences they’d had and enjoying the stories during a group masturbation.

(F)our Seems to Be the Magic Number [FMFM][Group]

So a couple weeks ago my husband I met a couple who was into swinging. We had never shared another couple before. We had looked, but never found a couple that peaked our interest. This couple’s chemistry was intriguing so we invited them back to our place.

We sat chatting a while, about an hour, before Travis made a comment about wondering if we were interested in doing anything, as the hour as getting late. My husband had been watching me play with Juliet’s hair, so he knew I was into them. He let them know we were interested and we headed back into the bedroom. We have a large king size bed, plenty of room for two couples to play.

Once in the bedroom though, I didn’t quite know how to get started. Again, never played with another couple before. They suggested that we just play we ourselves, and we would see where things led. So I watched as they started to undress, before my husband took off his shirt. Then reached over to take off my shirt, revealing my black bra.

[FF] My Chastity experience Continued Pt. 6

So I finally got to have my monthly orgasm today.So to start off when I woke up Natalie took my chastity belt off and let me wear some sexy panties. Throughout the day she would edge me through them to keep them wet in my juices. Natalie told me she talked to Shyla who is Emma`s Girlfriend that keeps her in chastity and they both decided that me and Emma would both be edged throughout the days in panties so that we could use each others wet panties as gags at the monthly party.

Before we left to go to the party Natalie gave me a choice I could have a really good orgasm with Emma but be punished afterwards, I could have an average orgasm with no punishment, or I could have a painful orgasm but if I did this I would get a REALLY good reward next month but I wouldn’t get to know what it is till next month.

The Maid of Honor MILF [pt. 1/2] [MF] [long/descriptive] [Cheating] [public]

A few years ago I flew to Iowa for one of my best friend’s weddings. I was an usher and therefore in the wedding party. There were about 10-14 of us split evenly m/f and the group had a 3 day itinerary leading up to the wedding day.

It’s no secret that every single groomsman or bridesmaid are always scheming which of each other they might need to have a wedding tryst with. But, half of the bridesmaids were already married and the others just weren’t getting my blood flowing – except for the Maid of Honor (MoH). She was the bride’s 39 year old sister, making her much older than the rest of us in our mid-twenties and not really as interested in our revelry as much as she was bridezilla-ing her sister’s wedding. In fact, in the three days leading up to the wedding she was scrambling around being so perfectionist about arbitrary things that she hadn’t really even spoken to many of us. I’d already written her off because I found her so grumpy that I’d kept around the good wedding vibes.