The tightest girl I’ve ever come across [Part 2] Making her orgasm for the first time [MF]

Read part 1 [here](https://www.reddit.com/r/gonewildstories/comments/kp806j/she_wasnt_lying_the_tightest_girl_i_have_ever/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) first

The main context to take from part 1 is this bit –

*I was teasing her and I said something about making sure she cums before I do. To which she says that no guy has ever made her cum before. I didn’t believe this at all to begin with, she explained how it takes a lot for her to cum anyway and she usually gets close but has to take over to actually reach an orgasm.*

Emma and I agreed to meet up a few days later, but this time I was going straight to her place and we were getting food delivered. We had sex soon after I arrived and I won’t lie, it was like a rein-action of our first time (part 1) except this time I lasted a little over 5 minutes inside her death grip pussy. However, 3rd time lucky, I managed to last as long as I usually do. Thank fuck.

I couldn’t lose my virginity because my dick was too big [MF]

Okay, so I am a long-time viewer of this subreddit, but this is my first ever post, the most recent quarantine having pushed me over the edge as my boredom and horniness increase exponentially. This is not your normal perfect scenario r/gonewild post with multiple orgasms from both parties, but I think that the story is interesting and unique enough to be given a platform to be shared on.

## Before all of you start screenshotting this post and plastering my account all over r/thatHappened, please stop to consider that the reaction that this story provokes is the whole reason I want to share this with all of you.

I’m going to be providing quite a lot of context, so I will place an asterisk line (***) where the juicy part of the story actually begins. The reason I have added so much context is to give you a better idea of what it felt like for me and how the night I lost my virginity was a culmination of events spanning nearly 2 years.

So my [M] girlfriend [F] made a new friend…

So my girlfriend is bisexual, I am straight. She has a female friend who obviously has a crush on her. And slowly but surely it’s been slowly getting a little bit more flirty and this friend eventually sent sexy pictures saying stuff like, how do you think this bra looks on me? A few weeks later we got pretty drunk and we were talking about it and I asked what she thought about it and she admitted she thought it was hot and I asked if she would ever send something like that to her. I know she had never been able to express her attraction towards girls as she is only 18. She said she would but it would feel embarrassing, I said why not try it and see how you feel.

An Entry-Level Position [blackmail] [dubcon] [rough]

**“An Entry-Level Position”**

“Come in” he says, waving her past the small front desk and down the hall. There’s a frosted glass door, lit by sunlight flooding down the hall. It’s Saturday morning, but the bright, cheerful atmosphere of the office belies the mood of the only two people in it.

David Voss follows the probate employee down the hall. *I should have my head examined for hiring her* he thinks as he watches her hips and thighs swish on her way back to his office. But she was desperate, and had a look in her eye. A willingness, a placidity, a need to please that stopped well short of eager. There was also an undeniable and almost irresistible dumb sex appeal. She had the kind of sensual curviness that comes easily to a woman in her late teens, even early twenties, when metabolism and time are her friends. By 30 she’d be fat, he had little doubt. Not that it was his concern. But now, at twenty? Now she was hips, shapely calves, an unusually round ass, big firm tits – yet not grotesquely so – that strained the buttons on her shirts which tucked into a small waist. Ordinary straight brownish-blonde hair that had seen too many home coloring jobs, and large green eyes. Fair skin that looked like it never saw the sun. Words like “pleasant, comely, plain” came to his mind. She could be a stunner with a little work. But those kinds of luxuries aren’t often afforded to young single mothers. Office eye candy. *A pair of tits to ogle* he’d speculated to himself. *Perhaps a toy to play with working late nights down the road*. *She doesn’t seem like the “file a complaint” type, but you never knew.* If only she’d had a shred of competence.

HIGHSCHOOL MEMORIES [mf]

THIS IS NONFICTION AND WAS IN HIGHSCHOOL.

Way back in high school I was one of the few black guys on campus, known for playing the guitar and fucking off. She was 5 feet tall, a tiny blonde nerdy type and known primarily for her brains. We will call her sarah She was definitely attractive, long blonde hair, big breasts for her size and small subtle curves, but coming from a large, low-income family, they didn’t have money to waste on anything but mostly practical hand sewn clothing. Most of the guys were afraid of her because she was smarter than they were and she seemed to have a pretty no-nonsense attitude. I seemed to always have the most girls in school but it was probably only because I played pretty songs on the guitar and they loved that. I suppose I was a good listener too. I loved running around and being wild.

Sarah was different. She had several brothers that I hung out and smoked with. So, I had the opportunity to hang out at their house once in a while. The guys at school only had only ever seen sarah in her conservative school clothes and the only pair of glasses her family could afford. She usually wore her hair in a ponytail or braids. The guys only noticed her when she was receiving some academic award. I began to look at her differently one day.

I fucked a tight gamer for all the VP’s [MF]

Digging up an old one here. This post is about Molly, the sexy Latina boardgamer I had an ongoing fuckbuddy relationship with a few years ago. Actually it covers our first three encounters. Also, I do not actually play board games and can’t bring myself to make game-sex puns. But you’re welcome to do so in comments! Make me laugh, I dare you.

At the time of this I was 28, 6-ft, 195 lbs. Gym-goer, with brown hair, green eyes. At this point in my life I was a lot more promiscuous and hadn’t found the perfect partner (which I since have) but I’d made the decision that year to explore a lot more and try to find FWB interested in things like groups and swapping partners. I’d definitely say it was somewhat of a late New Years Resolution. And that’s how I met Molly. She was actually looking for a second fuckbuddy. That’s right, this sly gal already had one dick on call, but was insatiable enough to need another.

She responded to a dirtyr4r post I made with her kik and a description of herself: 26, 5’2, 140, works out often, is in good shape. Long, dark brown hair. First of all, I had no idea how tiny 5’2 really was. It’s throw-her-over-your-shoulder tiny.

Owning Beth [cheating] [m/f] [cuckold]

*Beth’s phone buzzes. At first she doesn’t respond. Pretends to be disinterested. Tries to be disinterested.* *But she can’t help herself. She’s like a cat with something shiny. Luke knows it too. They don’t talk about it often, but he knows. She has permission. Sort of.*

It started as a joke. Beth’s a work buddy, but she knows I have a reputation. More than one, actually. It was an after-hours meetup at a nearby restaurant. Tanya, one of the admins had made a casual remark about “that fucking python you have.”

“I wanna see it! I know you’ve got pictures… you’ve practically sent them to half the women in the office” Beth chimed in. I smirked, gave a shrug. Pretending to ignore her. She wouldn’t let it alone. “I bet I’ve seen bigger.” I took out my phone, thumbed the Lock Screen and opened a folder slid the phone across. Her mouth opened, then closed silently. Eyes wide, then she stilled her expression as the people at the booth laughed. “Hahaha… I told ya!!!” Tanya howled, cackling like a hyena. Tanya’s had my cock. She slid the phone back with a forced roll of her eyes. A glass and a half of chardonnay later she leaned in. “That’s not really you.” I just smile. I’ve set the hook. I’ve wanted to fuck Beth since she started working here. She’s gorgeous. Beautiful face with a light dusting of freckles, wavy strawberry blonde hair to her shoulders, soft shapely tits, a tight waist and curvy hips. Her skin is perfect and smooth. Her ass makes me hard on site. She’s built for fucking.

Chaperones and Cocktails

We were both teachers at Forwhaltz high school. I was a English teacher and he taught History. When I started he was nice to me and we became friends. Every Wednesday we would have lunch together. It was wholesome, appropriate and platonic. He was married and I was engaged but as time passed, I caught myself looking at his arms as he rolled up his sleeves, and tracing his chest through his shirt. I always stoped myself and reminded myself he was my favourite person at the school and it was wrong. I touched myself a few times thinking of him and would avoid his gaze days after because the guilt and gushing consumed me. Two years after we met we found ourselves alone.

We were chaperoning a school trip to Switzerland. The teens were in their rooms and we were in the cocktail bar in the hotel. He was wearing a graphic tee and jeans, and I was wearing a mini black dress with sheer tights, boots and gold hoops. We were laughing at the chaos of teens and the drama between groups, swapping gossip and teaching ideas when he edged closer to me in the booth.

[MF] Got pooped on during anal… hopefully a funny story for you

Soooo this is a story I look back on and always try and see the funny side of it. Yes it was gross, no I didn’t enjoy it, if you are reading the GW stories to get turned on then this isn’t one of them, this is aimed more for the “funny” part of the sex stories.

Replaying how I handled it on the night, I think I did quite well, I didn’t freak out too much and tried to make the girl (Let’s call her Tammy) as reassured as possible, but as I didn’t hear from her ever again I always think did I do something wrong? If anyone has any input on how I could have handled it better at the end then please share. Touch wood I won’t be in such a shitty situation again but you never know.

Anyway.

A few years ago a band called the Marmozets were playing in Manchester, absolutely loved them, kind of Paramore vibes, and this girl Tammy I used to work with I also knew liked them. As soon as tickets went on sale I text her and asked if she wanted to go, she said sure. We had always been a little bit flirty at work, had been to a couple of gigs together, went out for lunch together, but nothing intimate up to this point.

Just a Checkup [MFF] [Fiction]

Lacy sat with her legs crossed tightly wriggling around in the waiting room of her doctor’s office. She was there for her yearly physical but she couldn’t help but blush every time she saw her doctor. He was tall with dark blonde hair and his biceps pushed against his white lab coat. Dr. Jackson had been her doctor since she needed an STD check the week after her 21st birthday. He told her to be careful being such a naughty girl. Because of this, she had always been embarrassed but still fantasized about Dr. Jackson examining more than what was required for the physical.
The nurse called her back to the exam room and told her to hop up onto the table. She did just that, her skirt catching onto the rubber bed and slipping up revealing a peak of her panties and she sat. “I’m Madison, I’ll be the nurse assisting Dr. Jackson today. It’s nice to meet you,” she said calmly. “You too.” Madison was a petite brunette with a perfectly round ass, even in scrubs. She smelled like coffee and candy canes. “I’m going to ask you to take off your shirt just so I can take a listen to your heart and lungs.” Lacy didn’t question it and peeled her shirt off over her head, exposing a pastel purple bra overflowing with her plump breasts. Madison placed her cold stethoscope pressed against Lacy’s chest sending shivers down her back. “Sorry it’s so cold. Dr. Jackson’s is usually warmer,” as she pulled back the edge of her bra, then pressed one hand on her back and the stethoscope directly onto Lacy’s exposed tit. Her nipples were already hard but now she saw Madison noticed as she listened to her heart beat. It wasn’t racing yet but she was excited. Madison asked her to layback onto the paper-covered table so she could check her stomach. Lacy obliged and laid on her back as the nurse massaged her abdomen all the way down to her pelvis. “Feels good to me, but we’ll have the doctor take another look. You can sit up now, he’ll be in any second.” She nodded at the nurse and sat up. The nurse left and shut the door. The nurse never told her to put her shirt back on so Lacy sat in her bra and waited. She had just been casually felt up by the nurse and wasn’t upset at all. She found herself hot and bothered, now even more nervous for the doctor to come in. She wanted his hands all over her too.
A knock on the door and suddenly Dr. Jackson was in the room. “Hello, Lacy,” he said in a suggestive tone, “it’s good to see you again. And with no shirt on nonetheless. Was Madison checking your heart and lungs?” “Yes,” she replied timidly. Her pussy already started to tingle. “Well I’m gonna need to have a listen too just to double check.” “Of course, doctor. Whatever you need to do.” His hands were already exploring her chest with his stethoscope. “Whatever I need to do?” He said excitedly. “Yes, doctor, whatever you need to do to take care of me.” Dr. Jackson laughed as he unhooked her bra and pressed her back so she was lying on the table. “Be careful with what you say. I’d like to take care of you in more than one way but to start I’m going to perform a breast exam,” grabbing both of her tits in his hand squeezing them and pushing them together. Lacy couldn’t help but let out a small moan. Then he bent over and started to bite on her nipple, flicking it with his tongue. He looked up at her but her head was tilted back, she was enjoying this too. “This is standard,” he explained as he switched to the other side. Lacy started to unconsciously wiggle, making the paper underneath her crackle. He stood up and then slapped each tit making her let out a tiny Yelp. “Good girl. Maybe someone will earn a lollipop this visit.” She could see his bulge at eye level now pressing hard against his khakis as she lay on the table. Lacy wanted to reach out and grab it. “I love lollipops, Doctor. Especially yours.” He laughed as she remained topless laid out on the table in front of him, thinking of all the things he wanted to do to her. “You’ve really grown up Lacy, when you first came to see me last year, you pretended to be so reserved. And now you’re embracing yourself. It’s beautiful…” He stared at her whole body, taking her in. “Anyways, the exam!”