Losing [M] My Virginity to a [F] Dirty Girl

Retired (early) fellow here, sharing stories about fun and wild escapades. Long story but please stick with me.

I was awkward around girls in high school and had a couple of dates, but I was still a virgin when I graduated. So off I went to a small college that fall, enrolling in a rigorous liberal arts program that required you to live in a dorm your first two years. All of the freshman and sophomore students, as well as a few upperclassmen, lived in a cluster of four dorms and shared the same dining hall. Many of the classes were held in rooms in the dorms, and the social atmosphere was strong. While the dorms were same sex, rules about visiting were not enforced except if campus security caught you, which was a rarity. So as you see, it was a tight-knit environment, and it engendered a lot of hanky-panky.

[M] Fun at gloryhole [Group]

Story begins in a quiet bar/club and bookstore , I’m sure it doubled as both on the time of day and I downstairs to the restroom and there’s a bunch of goths or emos, dyed hair and tattoos , most of them of an indistinguishable gender. The weird starts when I walked in on them detaching part of the cubicle door which left a square gap in the wall. One of them asks me if I heard about the event but another one stops them and they begin speaking among themselves. They carry on discussing while I enter a cubicle, take a piss then wash my hands. When I come out the cubicle they tell me that they’d like me to take part and start it off. One of them then gives me a few wine gums and tell me suck on them so I don’t moan to loudly out of respect for the few people above. They gesture me to enter the cubicle and I put my dick through the gap and then recieved suck from 2-3 different people with ranging skill levels. I could hear them swapping places on there knees infront of the gap and feel the different oral techniques, different mouth feels and different techniques they used, cumming in the mouth of one who when I exited the cubicle still had evidence leaking down her chin, she being the only one I could definitly tell the gender of. Since I had finished I left them to there fun and went upstairs and left after a couple of minutes.

[Group] Fun with the boys

Yesterday I [M][25] hung out with two of my friends (both 24). We played boardgames and watched Netflix. I then started to suck one guy off first. While preparing the other guy by stroking him.

The first guy is easier that why I started with him. After he was done I proceeded to take care of my other buddy. It took some time but if you have fun with what you are doing then you just got a good time. Eventually he came too.

Of couse I swallowed it all. Dont want to make a mess. And after the night the other guy left and I cuddled with the “difficult” one. I ended up hoisting him upon me. Drilling his butt while I also jerk him off. He came in a few minutes.

I got wonderful friends.

[M]y first time [F]ucking Bella (part 1, the build up)

Seeing as I’m telling my true stories here too.

Here is the beginning with Bella.

I was about 22, 6’1″ tall and a slim toned 11st 7lbs with dark brown hair. Bella was someone I met through a friend and the first time I met her she was engaged to someone. I kind of got to know them a little bit as a couple and never in my wildest dreams thought that anything would happen between us.

Bella was 27 and about 5’7″ tall with dyed blonde hair down to just below her shoulders and an attractive face, was a lovely C cup size and just the right amount of slim with a flat stomach, strong stomach muscles (will get to that later) although didn’t have a visible 6 pack, and she had a lovely curve from her slim waist over her hips and down to her smooth bum and thighs. Really, she was very, very sexy.

A number of months after we met my girlfriend at the time and I split up and I heard that Bella and her fiance had broken up too but even then I didn’t think anything would happen, but everything changed after one night out…

Jennie or “I’ll Have the Short Stack, Please.” [MF]

*These are my sexual memoirs. Public reflections on a time in my life when I unapologetically fucked absolutely everyone I could. And I do mean everyone.

I often break the fourth wall, because why shouldn’t you be a part of the fun, Dear Reader? Whenever I share my inner monologue as I write these depraved records, it will be set in parentheses (Like so).

I’ll also tag each post with the gender of the subjects, both in accordance with the rules and so you can avoid experiences that make your incredibly masculine and totally never curious penis feel a bit strange and tingly.

Oh, and everyone was 18 years of age or older at the time these events occurred. And I don’t mean in the technical sense either. That cat girl with the vag-dick apparatus is not nine-hundred years old, stop lying to yourself.*

ONE AND ONLY DISCLAIMER OVER

The Weekend Before Christmas [FM]

My husband and I are in an open relationship – we both hook up with other people and often we play with other couples too. Recently, we created a group chat with all our fwbs (2-3 each) and some couples that we regularly swap with. At the beginning of December, one of those couples shared the number of a guy who they highly recommended. A fwb of my husband soon backed them up, raving about how good he’d been.

So naturally, I started texting him ;). His name was Michael, and our conversation was pretty easy-going, and he had a similar sense of humour too. We both knew exactly what each of us was looking for though and so about a week later, we decided to meet up for lunch at a cafe (we work just a few blocks from each other).

My Confusion Part 10 [MF] [MM] [BDSM]

Walking over to where Pet hung Master Paul asked her if she was ready and doing this of her own free will.
“Yes” Was her only answer.
Stepping back Master Paul took his measure of the distance between himself and Pet.
Drawing back his arm his wrist flicked the whip in a slow manner that sent the leather across the distance.
As it wrapped once around her waist the tip ended its journey against the right cheek of her bottom.
At impact Pet let a small whimper escape her lips.

Mistress Martha walked up to her and once again asked if she was OK and willing to continue.
Again Pet’s answer was yes.
Stepping away Mistress Martha nodded to Master Paul.
Again and again the whip delivered it’s reminder of pain onto Pet’s back and bottom.
With each touch of the whip Pet’s legs gave out a bit more than the previous hit.
There were no tears, no signs of distress upon her face.
In fact soon enough I witnessed a change in her facial expression.
What at first had all the hallmarks of pain quickly turned into a look of ecstasy.
At the twentieth stroke Master Paul withdrew.

Happy Birthday to Her [Group]

For my wife’s birthday we made plans to meet up with our two couple friends at our favorite swingers club. We have all been friends for a few years and have played together as couples many times. Last year we started the tradition that on the wives birthdays, we treat them to a MMMF session and do whatever they ask. Last night was my wife’s turn. Her request was that we literally leave her completely spent and covered in cum. Well…mission accomplished. We took her into a room and slowly peeled off her dress – she had nothing underneath. We took turns eating her pussy while another kneeled by her head rubbing her tits with our growing cocks in her face giving her the option to guide us into her mouth, or not. After her first orgasm, I guided my cock in her and gave her a nice slow missionary fuck while my partners kissed her tits and dipped their cocks in her mouth. As I felt the urge to nut, I pulled out of her and allowed guy #2 to take over. I should add, i’m Mr Average so it was amazing to watch her response as he slowly filled her with 8 thick inches of rock hard manhood. He entered slow until his balls were against her ass and we watched her cum. Juice flowed out of her cunt which was tightly wrapped around the base of his cock. He started slowly and got into a groove for her as he varied the speed and depth of his strokes. Her juice flowed out all over him as she climaxed again. He pulled out of her leaving her soaked, swollen and open for the next guy. He turned her over and raised her ass to the perfect height and pushed his massive cock in her. She moaned loudly as about 10” of big white dick entered her womb. Guy #2 out his leaking meat in her mouth while she got pounded from behind until he finally pulled out and jerked a massive load onto her back. I fucked her mouth hard while Guy #2 entered her from behind until she came again. Guy 3 laid on the bed next to her and she sucked his cock until it was solid and the massive head swelled. He rolled her on top and she guided his meat inside her gaping cunt. He bucked his hips and she lowered her self on him and bounced taking every inch. I positioned myself behind her and played with her asshole while he filled her cunt. I poured lube on my hand and inserted first one, then two then three fingers into her ass while she fucked him. Finally i positioned myself and pushed my cock into her tight ass and pounded away. We took turns stroking and she just rocked back and forth moaning and kissing him. I pulled out and switched and watched my big friend fill her ass. She has never been filled
like this…ever. She climaxed again and collapsed on my massive friend. He rolled her off and she was in her back. We were on our knees around her, caressing her sweaty body, touching her tits, fingering her worn out opening. Then, she watch as we jerked off for her. She touched our thighs and our balls gently anne by one, we released on her. I covered her tits and the guys coated her belly and little trimmed mound of fur. She smeared our seed all over and jerked our softening cocks and then one by one we dipped out cocks in her mouth for a final caress. We showered together and rubbed her body. She soaped our cocks and jerked us slowly. We toweled off, got dressed and capped things off with a few cold ones. Happy Birthday baby!

I [NB] turned rope virgins [Group][MFFF] into rope sluts at work.

I’ve been lurking on [r/gonewildstories](https://www.reddit.com/r/gonewildstories/) for a little while, and thought this month’s contest was the perfect nudge for my first post – because my favorite sexual and tale-worthy encounter happened at work. It’s an encounter based in frustration, in pent-up excitement, in long, fulfilling release.

A bit about me: I’m genderfluid, female passing, and a shibari rigger. This means I’m a rope top. I tie people. Like all good perverts devoted to a sexual craft I can’t stay long without broaching the subject, and the rule held true during this weird, inexplicable, awesome summer job. (The job itself was alright. It was the bondage that made it fantastic.)

So here I was, two weeks in, discussing fetishes with my coworkers because, one, it’s kind of my thing and, two, because my colleagues were pleasantly sex and kink-friendly. We were a team of five people. My manager was a tall, was-kinda-buff-in-the-days guy, and the girls who worked alongside me were copy-pasted versions of the petite works-in-advertizing cutie archetype. Smaller than me, thin, supple, long hair, good clothes, two loud brunettes and one quiet blonde – the intern. She was finishing her master in journalism and you could see she had sacrificed her social life for her studies: While we were recounting tales of hookups and sexual friendships, she was shrinking in her seat and ogling the floor. You could see the nape of her neck and the straps of her bra underneath her slightly see-through top.

A trip the the store had my husband bring home a blonde with the wine [FFM]

Something reminded me today of this story so I thought I would share it with all the dirty details for you. I will preface this with part of this story came from my husband so that part is obviously 3rd hand.

So one Friday afternoon I sent my husband to the grocery store to grab some things for me, a couple ingredients plus wine and such. We have a few bucks and it was a nice day so he drove his Bentley. He parked  grabbed the stuff and on his way out was approached by  a early 20s blonde (Kim). Kim and a group of her friends (3 guys, 2 girls)were headed to the lake so they had stopped to load up.  Because my hubs had parked in the back, so did her guy friend with the boat. So they were parked next to each other.

Kim chatted him up about the car, asked if she could look at it, asked what he did for a living etc. My husband is a flirt so I am sure he flirted with her. After a few minutes of them chatting he asked if she wanted to drive it around the block. She jumped at the opportunity, walked back to the truck told her friend she would be right back. Apparently the friend objected a little because the guys would be back soon. Kim said everything would be fine and give her 10 mins.