[F]inally got with a guy I had a crush on since high school (15+ years ago)

I’d always had a crush on Tom in high school. He’s this tall (6’2″), handsome guy that was the all-American type (good student and athlete, totally respectable). I was more of a theater nerd but he and I were friendly- he was the kind of guy that was sort of friends with everyone. And the kind of guy every girl in class had a thing for.

Years went by- I got married, had kids, and divorced. He was engaged but it got broken off for reasons I don’t know. He has a pretty high profile job in our area while I head up a non-profit currently. And we found ourselves at a Christmas party last December hosted by a couple we were both friends with. We chatted and had some drinks. There was a little bit of physical contact and there’s no way he could not have known I was totally into him.

As the party was winding up, he and I left at the same time and he remarked that he wasn’t really tired yet and asked if I wanted to have a drink art his place. We both knew what that really meant and got into his car. Before he could start the engine, I leaned over the console and started kissing him. He kissed me right back for a bit and then broke it off so we could head to his apartment.

Losing my virginity to a slut [MF]

If you want to skip the background and get to the steamy parts scroll down to the ============
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So a few years back I was 22 and back home from college for the summer. I had never had sex and never really even kissed a girl before, so I was determined to change that. I’m a fairly average looking guy and have never been super outgoing so girls have never come running. But I got on tinder to try and find a girl to have sex with by the end of summer.

Along comes we’ll call her Brooke. Brooke and I had a good connection right away and immediately swapped numbers and snapchat. Brooke was a little on the plus side but had a cute face, brown hair, and an amazing ass. Her proportions were great and she was super sexy. We talked for about two weeks and I was pretty lonely so I just wanted to cuddle with a girl at this point much less have sex. We arrange a time and the plan was for me to come over to her place and cuddle for a bit and watch a movie. So I drive to her place and show up and she tells me to be quiet because her roommate is sleeping. We head to her bedroom and just chat for a bit. Then i notice she doesnt have a TV and she says we can just use her laptop. At this point I’m still just looking to cuddle and maybe make out so we hop in bed and just talk and cuddle for a bit. Since we dont have anything to watch at one point were just staring at each other and I lean in to kiss her

Two teachers, too risky [FM]

NOTE: this happened back when I was still at university training to be a teacher. I had a 6 month unpaid placement at a school with the hottest head of PE you ever saw. We’d been sleeping together for about 4 months and we’d done it once in this old, disused store cupboard after school, but this time was different! I’d never do this now as a professional teacher, but that just makes it even more exciting to remember this. I actually wrote this a while ago before I discovered this sub – what a perfect place to share it!

***

Do you have time for a quick meeting?” I asked, looking him directly in the eye and then sliding my gaze down, where I could already see the bulge that was impossible to hide beneath the flimsy fabric of his athletic shorts. “I’ll take that as a yes.”

“Lead the way,” he managed, but I was already doing it, heading towards the second store cupboard, the one on the other side of the sports building, full of dusty equipment that rarely gets used.

Spying on [M]y [F]riends Roommate Fucking

So a couple years ago, I went to visit a friend two hours away and hang out for the weekend. He and his roommate had this sick apartment in the downtown of a small city, about 100,000 people. His friend was just a normal dude but somehow pulled in talent like no other. This weekend he had some fuck buddy come hang out with us. This blonde was stunning, 5’-10”, great tits, long legs, thin. She was kind of a psycho, she threw her phone across the apartment at one point because something was wrong and she broke it. Anyways, we go out to the bars and they leave early. We come back and hear her moaning. We walk by his room and his door was a sliding door with about a foot still open. We look in and just see her gorgeous body riding him. My friend and I looked at each other like OMG, my friend went back to his room to pass out and I pretended to go to sleep on the couch. I actually got back up and went back and watched for about 15 minutes and even took a few photos. Now this was while ago and camera phones were still new, so the photos were blurry and nothing worth bragging about. I still have them just because the thought of watching them fuck gets me hard and provides great Jack off material.

I (f26)ucked a professor [FM]

TLDR: a professor at my university fucked me extremely rough after I told him to go slow because his cock had a massive head. I felt degraded and loved it. He came inside me and left me with my panties shoved in my mouth.

I’m a long time lurker here and this is my first post. I’ve spent countless hours tiring my holes reading y’ll slutty stories. My pulsator is out of charge and covered in cum stains. Quarantine season is all about caring and sharing right? So I figured I’ll share my slutty stories too for your pleasure.

I spend a lot of time working on my papers in coffee shops. I wear short skirts and tight sweaters so when I bend to plug in my laptop for charge I know there’s a good view. I get off on it later in the night. Once I shared my working space with a nice enough looking man in his early 40s (I think). It was pretty crowded that day. He asked me what I was working on and we started talking about university politics, international politics etc. he was a professor in a different department so he didn’t have much idea of what I was working on but he was curious and he had a full mouth so I was enjoying watching him speak. As he was moving his hands, my pussy started to betray me and get wet. After all which slutty girl doesn’t think of a thick professor cock filling her up?

[MOD POST] May 2020 Contest

[Some information on the Monthly Story Challenge.](https://www.reddit.com/r/gonewildstories/comments/d0ni0f/modpost_monthly_theme_contest/)

Congrats to [u/Candid_Town](https://www.reddit.com/user/Candid_Town/) for winning April 2020’s Funny fun theme. The winning post is stickied and can be found [here](https://www.reddit.com/r/gonewildstories/comments/g05kmo/i_dont_think_she_calls_it_doggy_style_a_hot/).

**May 2020:** **Confession**

Do you have a deep kinky secret to share? Perhaps a story that you are ashamed to tell? Or something that’s been eating away at you, for the longest time? Tell the sub your confession that you’re just dying to tell. Remember, the post still needs to fit the context of [r/gonewildstories](https://www.reddit.com/r/gonewildstories).

The contest will run from 5/1/20 and will end on 5/22/20. We’ll announce the winner shortly thereafter. So start writing! Remember proper formatting (please no walls of text) and grammar go a long way to telling a good story. The new post flair will be up on 5/1/2020.

For past winners, please search: flair: contest

The Time I [20 m] Met the Ghost of Blowjobs Future [? F] [MF]

This might be a late submission to the monthly contest, but I just checked this sub for the first time in a while, and thought this story was funny enough to submit.

My Junior year of college my housemates threw a Halloween Black Out party. The theme was “Glow in the Dark.” Most of the guests either forgot to follow it, or had some kind of accessory to their costume that glowed. I forgot to follow it. So they bullied -um… I mean pressured. No… wait, I mean, encouraged- me into wearing this stupid glow in the dark skeleton mask. Most of the night I kept it off of my actual face, basically wearing it as a weird hat.

At midnight they shut off all of the lights at the party, playing music as we danced in our glow in the dark pride. I could feel a girl dancing on me very intensely. I could also feel that the dancing partner in question was at least as drunk as I was. She wore all black, the only thing visible during the Black Out was her nail polish, which glowed a spectral yellow-green, and her similarly Day Glo lipstick. After we danced for a bit I felt her turn to me. She said in my ear, in a not-unfamiliar voice, “can we find somewhere more private.” She used my name, so clearly she knew who Mr. Skeleton Mask was, even if she had me at a disadvantage.

Shower Sex [MF]

This is my first time writing so please bear with me.
This happened with my old FWB, let’s call her H.
So I went back to the city H was living in after a year and hit her up to come see me.
We meet at a coffee shop and talked for a bit. Generally catching up but nothing sexual. She was kind of leading up the conversation in that direction but I was just shutting her down trying to be a tease without her realising it. After taking for more than two hours we decided to head back our own ways. I definitely wanted more but I wanted her to get all worked up for it. & it worked. Later that evening I receive a text from her mentioning she is feeling sexually frustrated. We got to playful texting and flirting and decided to meet the following day at a hotel.

Truth or Dare? [MF]

Truth or dare?

She picks truth yet again as we stand in my kitchen. She’s nursing her vodka cranberry while I finish up my umpteenth beer. I tease her for a bit about picking yet another truth. But the truth is (pun intended) I quite enjoy when she picks tuth. It gives me a chance to probe her with questions and steer the conversation into her sexual desires.

Hmm. Ok, what is the hottest thing we’ve ever done?

She thinks on the question and I excuse myself to use the bathroom (damn beer). When I get back I can see her resting on my kitchen peninsula looking through her phone intently. I take second to admire how wildly sexy she is. Even when she’s just wearing jeans and a shirt the side profile of her tight sexy ass and with that oh so cute determined look on her face makes my heart race a little more. She’s so cute and shy most of the time. It’s what makes her next statement sound so perfectly naughty..

So… Did you figure it out?

[M]y ex bf/dom loved making me [F] do tasks on trips.

My ex dom loved takin me on road trips. He always had challenges and things for me to do. Whether it was riding naked, pumping gas topless, washing the car in my bra and panties. There was always a task. One trip, we were headed to Ohio i think. After about 4 hours I had to pee. It was like 1 am. He pulled in the next highway rest area. I started to get out and he said not so fast…he told me if I wanted to pee, I had to go to the women’s room in my clothes. Lay down and pee myself on the floor, or I had to strip naked in the car, walk to the men’s room pee in a urinal and come back out.

I only had one outfit. So I decided to go to the men’s room. I walked in and peed no problem aside from a bit of a mess and putting my foot on the wall and also in a ton of pee….I thought it was ok. I started out when an older guy walked in…..he was shocked and then I apologized and ran to the car!! I cleaned myself up beside the car and we left.