[FM] Had sex with my old guidance counselor

I am 22 years old. I am half Dominican / half Irish. I am 5’8”, size 4, C-cup. I live a big city about 45 minutes from where I grew up.

I am an escort. I work for an agency. On days I work, I go to our incall location and the agency sends over men. They don’t tell me much more than their name and what they want to do.

Last week, they sent over a guy with a very common name who wanted to do some race play. A pretty normal sounding appointment. I think nothing of it until I open the door and there is my old high school guidance counselor.

I recognized him instantly. He gave me to standard body scan most men give me. It wasn’t until a minute later that he was looking at my face. He probably noticed my expression. He asked if we had met before. I said a long time ago. He face went pale and he asked if I went to a certain high school. I said yes.

[MF] High-on-acid Tinder hookup fucks my big tits

I’m working away from home for a few months and don’t know anyone besides my coworkers. I can’t date them so decided to look around on Tinder. I matched with a guy who was vacationing nearby with some friends, but lived three hours away- perfect hookup.

We chat for a bit and planned to go out on my next night off, but when it came around a couple days later I couldn’t pin him down to a time or location- even after I told him to skip the date and come over to my place, he had a weird excuse and said his brother didn’t want him to drive. I gave up, put on some pajamas and climbed into bed, and then got one more text: “I’m coming over, nothing can stop me.”

Me: “It’s after two in the morning, why are you still trying to come over?”

“Because you’re hot and I want you.”

Well okay then…

Moving day with Cellophane Wrap [MF][DOM]

After about 6 months of FWB, We (meaning she) decided it was time to see if we could go to the next level and she would move in with me.

It was moving day and I was helping her pack. It was the usual stuff, wrapping cling film around furniture and bubble wrapping delicates. Once I finished the kitchen and living room I went to her in the bedroom and it was immediately obvious that she had been letting me do the brunt of the work while she was laying on the bed reading a magazine.

I roared “You little minx. Here I am working away and you are lazing around in here.”
“Well you best get use to it, you are my slave now” she said

“Oh am I?” and I climbed on her pinging her to the bed.

She struggles against my weight. I started to tease her, grope her lightly and her struggle became erotic. It had been 3 weeks since I had seen her as she had just returned from visiting her family in England. I started grinding on her and all resistance collapsed..

My GF and her best friend in their friend’s bed [MFF]

Sorry if the formatting is off I’m on mobile. I briefly summarised this story in a comment of a thread a few months ago asking for sexual experiences with your SO and their friend. But I decided to share the full detailed version of what happened. This story involves me, my gf, her friend we’ll call D.

So you can imagine my gf is small brunette, huge ass and small boobs. D has huge boobs (32D), curly black hair, a decent ass and just a really sexy vibe about her. She also had a boyfriend at the time of this story and is still with him.

So one night in college all of us we’re going out drinking to a bar. My gf and I were going back to her place afterwards for the night and so was D. The night in question my gfs roommate and friend of both girls was away and said D could sleep in her bed. I thought nothing of this anyway and we were all out partying having a good time, I was checking out Ds tits as per usual as she always has them on show when out. So we’re getting pretty drunk and decide to head home after getting some food. We decided to eat this food in the roommates room where D was staying that night. After we finished our food we were chatting for a while and my gf and D kept giggling at each other and looking and each other slyly. I had no idea what was going on or what was about to become the best night of my life.

His and her version of a SF hookup [MF] He is 19 and she is 25

I am posting this but the story was written by /u/bayareaswimmer . This Reddit wouldn’t let him post it since his account was new so I posted it for him. I didn’t edit it at all even though it made me blush a bit. This is his version of our hookup. A link to my version is below in the post he wanted to share.

—–

Teresa told me she wrote a story about our hookup and posted it on Reddit. She said some people were asking if I’d write my version and post it so here it is. I suck at writing but here goes.

If you are looking for her version of what happened, here it is. https://www.reddit.com/r/gonewildstories/comments/8uxjrb/my_25f_hookup_with_a_younger_19m_in_san_francisco/

Like Teresa said we met through our dads business meetings in SF. When I first saw her I thought she was girl next door hot. I love petite athletic girls and she had this great smile and small little tits and ass. To be honest I didn’t think we’d have sex since she was a few years older (25 versus me being 19) and I didn’t think she’d have any interest in me. I did wonder immediately upon meeting her what she would be like to fuck but I did that with every girl I met who was half way hot..

Wi[F]e was ’90s Deadhead in college

She was kind of a hippie chick in college at OU in the 90s, and the first night we dated and we were finding out who we knew, we realized she had been with 3 guys I hung out with from time to time. She’s told many stories of her casual times in college since. I always think how cool it would be to talk to someone who knew her, and hear them from a different perspective!

A few things she’s hinted about: senior class trip to Italy, random sex in a disco, meeting a Welsh guy in a bar in college and fucking for hours in and around the apartment pool that all the other balconies looked down upon, bi fun with roommates, and many other little details that drive me crazy trying to figure out. Sounds interesting, or better yet familiar? PM and lets compare notes.

She loves her wine, so it’s only late at night when I get details and rare at that. Never a fully developed story, more mumbled memories. However, I can try to relate as much as I have heard over the years if anyone has any requests. Sorry if I didn’t do this right, or if it’s in the wrong place. I know it’s a little different.

[MF] Seducing my big sister’s married friend

Pooja is married, almost ten years elder to me and has been my playmate for almost a year. If you don’t like cheating stories, you should stop reading now.

Pooja has known me since I was twelve or thirteen; I am twenty-six now. During my adolescent years I never thought of her in a sexual manner. She is a friend of my eldest step sister. The last time I met Pooja was for my sister’s wedding when I was in high school. I have lusted and checked out every single friend of my elder sister. My sister is very good looking and had over half dozen good looking friends. Although I didn’t particularly single out any of them, everyone was an object of my dirty fantasies one time or the other. I have seen Pooja hang out in our pool with my sister many times when I was in school. She always treated me like a little brother.

Pooja is average in height, in her mid-thirties with an interesting attractive face. Her breasts are astonishingly upright, her ass is not small, but tight and very inviting. Her thighs are firm, round and even. With her professional, moderate style of dressing she is a mature, sensuous dish, always perfumed and well groomed.

First time exploring my bi side [MMF] [GROUP]

“Do you wanna come watch us fuck?”

Jason was a fit Australian man in his mid-40s, tan with a short-cropped, salt-n-pepper beard and black frame glasses. He resembled Santa Claus if he hit the gym five times a week and consumed protein shakes instead of milk and cookies. He and I had spoken of my desire to explore bi play and much of our talk revolved around this topic of conservation. His girlfriend, Raye, was in her mid-20s, a petite, toned body decorated with a shoulder and upper thigh tattoo. In her profile photos, her hair seemed to change colors more than a mood ring, each more vibrant than the last.

I stared at the text for what seemed like hours before deciding on a course of action. It was just past 1 AM, and I hadn’t anticipated an invitation given that we’d never met in person. I’d spoken to each of the couple separately about kinks and potential play, but our schedules hadn’t yet aligned to make it happen. Before I could say no, my dick took control of my phone and accepted.

[FM] Short story of the time my husband watched me with another guy over a Skype session

I’m Asian in my forties around 5 foot 3 and 125 pounds.

I had met the guy a few weeks before during another experience I had. I was with two guys and he was one of them. He just watched during this time with a little touching while the other guy and I had sex and I really enjoyed being watched. I did let him jerk off and finish on my back though. Anyway, he stayed in contact with me and really wanted to get together the next time I was in town. He even went as far as to get tested and sent me the results. He is a well off single dad and I had felt conformable around him from our first meeting. I had talked to my husband about meeting up with him and he was into it. We talked some more with the other guy and came up with the idea of my husband watching us over Skype. During that time a trip came up to his town and we agreed to meet up. Since he does not live alone I was to go over in the evening once everyone was asleep as he was not able to get out during my trip time frame. I arrived at his house and he led me into the bedroom. I knew he was recently divorced but he still had some family photos in the house and bedroom. This made it seem like a very real and taboo experience.

Oldie [M] finds libido-mate[F], with white-hot results

So I [M/60] spent decades in ${Large New England Metro Area} in a classic case of [/r/DeadBedrooms] but was a good soldier and Dad, dutifully never straying, despite constant business trips with opportunities to do so. Three kids grown and out of the house, I finally run out the door. It’s a bit odd re-entering the dating circus after so many years, and had a handful [approx. 10] relationships ranging from one-or-two-hit wonders to three years. No big regrets in most cases, about half the time I was the dumper, half the dumpee. Largely good experiences, and it takes a while to determine whether the relationships are worth maintaining. In retrospect, maybe only one of the ten had a chance of going really long-term.

A long-time friend invited me about three weeks ago to dinner with a small group, including “Tammy” [F/55] from ${EUROPEAN_COUNTRY}. We spoke afterwards, had much in common with respect to background & interests. And she’s in pretty good shape…. Since then (but who’s counting?) we’ve had -epic- mindblowing encounters in bed – all multi-orgasmic for her, and often myself as well (3X yesterday). This has amounted to 18 such sessions in the past 21 days.