Taking the virginity of our High School’s outcast [mf] [bullying, humiliation, rescue, hurt/comfort]

I was no snob in school. Despite being beautiful, meaning I had some lucky genes, I still hung out with a rag-tag group of retards. Just nerdy, strange, people. People who didn’t exactly fit it. Mostly because a lot of them were androgynous or gay/trans, also because they played games, watched anime, the typical considered geeky stuff. So I wasn’t by any means the top of the social food chain. Though even my friends considered me out of place among them. Having come from an extremely wealthy family I dressed well, was white, female, straight teeth, great vision, couldn’t gain an ounce of fat even when I tried. Like I said not stunning but rather lucky genetically. Enough to feel like an outsider in my insecure group of dorks. Also weird enough mentally and emotionally to feel like an outsider among the preppy rich kids.

No where was right for me. Trying to fit in I held a lot of thoughts and emotions back. About life, depression, sadness, I was very angst ridden for a while.

Sweet home Chicago [MF]

He is someone I have a lot of history with, goes back to high school now in our mid twenties. He says I’m the love of his life and I know he’s mine but I won’t tell him because I am not ready. Our chemistry is amazing. I recently moved back home, Chicago. He is black, I am Hispanic and we are both good looking people ( my humble opinion and strangers lol). The other day we had date night and it was one of the most passionate nights of my life

We started the night by going to a comedy show. We drove down lakeshore which is a street next to Lake Michigan and you get a gorgeous view of the city skyline as you ride In front of it. I wore a dress, I’m small but curvy and he couldn’t keep his eyes off me. He held my hand while he drove and “accidentally ” brushed his hand between my legs raising my dress. I told him to stop and he told me ” you knew what you were doing when you put that on” he asked me if that turned me on and I lied and said no. After a really fun time at the show we went to a very nice place downtown Chicago where there is bowling, pool tables, arcade etc.

The Dirty Thirty (Pics Included) [MF]

Lola almost caused my last relationship to end before it ever really began.

I met Lola on Tinder. At the time we first matched, she explained she was in a relationship with a cuckold boyfriend. Having experience with group play in the past, this was not a deterrent to me in the least. As we talked more in the days and weeks ahead, she shared photos and videos her boyfriend had taken with other men.

Around the same time I was texting with Lola, I had begun seeing a girl named Cara. We had gone on a few dates and had hit it off.
Over the course of two months, Cara and I saw each other often but never had a discussion about being monogamous. I assumed she was seeing other guys (she had even traveled to Asia to visit one during the time we were seeing each other). But apparently my thoughts on where we stood were misguided.

One night I had taken a nap and was awoken by Cara collecting her things from my room. She announced she was heading home without explanation. It seemed sudden, and I suspected there was more to the story. Minutes later I received a call from Cara, sobbing and angry.

Flying solo? Why not… [MF]

If you’ve read the rest you’ll know that the progression hubby and I have made into an open relationship has been fast and furious. In the past months we’ve gone from threesomes, to group sex and have managed it all very comfortably. It’s been uncomplicated, with no dramatics, and to be totally honest, not even a disagreement between us. We just get each other.

I have a fantastic opportunity to learn some gardening tips from one of our friends from the previous stories, Matt, but knowing myself I am certain if his cock comes out I’ll be on my knees in a second. So, I do what any horny wife would do and ask hubby what he thinks before I make the plan. We don’t play alone and although we’ve talked about it in general it’s never come up in this context before. As always he says (as I would to him), “Do what makes you happy, and what you’re comfortable with.” So off I go to have an afternoon with Matt.

To read our other stories and get to know us better before you move on, read these first: [The Cocks and the Guac](https://www.reddit.com/r/gonewildstories/comments/5zc100/the_cocks_and_the_guac_our_first_group_experience/) and [If you swallow, it won’t get in your hair](https://www.reddit.com/r/gonewildstories/comments/61so0o/if_you_swallow_it_wont_get_in_your_hair_grouporgy/)

[MF] [MMF] [Cheating wife] turns me into her husbands bicurious use

I had met Tim and Sammy through work. Tim was a few years younger than me, athletic, and full of self confidence. Sammy was his slightly younger wife. She was Filipino and had an alluring body and face. I had a reputation for sleeping with people’s wives at works that was, well, deserved. Sammy found out about the reputation through some of the other spouses.

It was not shocking really when she messaged me on FB one night. Her hubs was at work and I had the night off. Her boredom was apparent in how she was talking as we kept messaging. I was a bit tanked so me leaving my place was a no go. I got tired of her round about suggestive messages so point blank asked her if she wanted to come over and have some fun. She agreed. I was stoked. Then got to wondering as I waited for her to drive over why she was ‘bored’. Her hubs was a good looking guy. They seemed lovey dovey whenever we were hanging out outside of work as a group.

[MF] The bet. (Repost with small edits to comply with forum rules. Sorry everyone who’s read this before.)

‘I bet I can make you cum in less than 5 minutes…’

Another true story from university days. I’m 19, sitting in my friend David’s room at Cambridge university, and we’re chatting about sex.

David has been one of my closest friends since we were little kids, growing up in the same village. We went to school together, primary then secondary, and though we hung out with a big group of mates we would probably refer to each other as best (opposite sex) friends.

Despite this, we had never been a couple. People would say ‘seriously why did you guys never get together, you’d be great’, but we never did. I don’t really know why, there’s no single reason. We both went out with other people through school, neither of us really seeing the other as a potential partner, but we stayed close and shared secrets just the same. We are still close friends to this day.

People would also ask ‘doesn’t the sexual tension between you guys just get unbearable?’ It didn’t, for the simple reason that we had, on a couple of occasions, had sex. Nobody knew, not even my closest female friends – it was our deepest mutual secret.

Return to Coachella [FM]

So, without talking about it much Tom and I decided to continue with our Coachella weekend much to the annoyance of my current boyfriend who wanted to go with me but couldn’t get tickets. So, the weekend came and my bf was getting annoyed and decided “we needed to take a break” because he read the first Coachella story I posted when we first met. I assured him we were with a big group.

Anyways, he got mad, and I went and bought some fun outfits. While I was shopping, Tom sent me a text and said he had a crazy idea. He wrote out that he wanted to make a deal where I buy his clothes, and he buys mine, and neither of us are allowed to pack, we pack each others stuff. We’d joked and played with the idea a bit, but never went full in. So I said, Fuck it, and agreed.

I was already at the mall so I headed to a few different shops with the full intention of embarrassing the shit out of him. I got some super tiny 80s style running shorts and a tank top with pink tacos on it – which I think he’d secretly like cause people will ask about it. I also got him these ridiculous lip shaped sunglasses.

[MF] My Girlfriend’s Adventure

So, a few months ago, maybe even a year ago, my girlfriend (who I shall henceforth refer to as Rae) and I, both of whom are now 24 and were at the time of this story 23, agreed to have an open relationship. Although the relationship is somewhat open, we still have fairly clear boundaries:

+ No fucking each other’s mutual friends
+ No relationships, only casual sex
+ No indiscriminate fucking, we have to tell each other every time we fuck someone.
+ Lastly, we can’t fuck any more people than the other person. That is to say, every time I fuck someone, I have to wait until she fucks someone and the score has been balanced before I can fuck another person, and vice versa.

That might seem restrictive, but actually I would argue that it gives us more freedom. But that’s a deeper philosophical topic, and I don’t really wish to discuss philosophy here. We also agreed that we would both wait for me to fuck another girl first, since we both agreed that it would be much harder for me to get laid than it would be for her to get laid (thus, we would avoid a situation in which there would be an extended period where one of us has had sex with someone else while the other person has not).

[mf] The bet.

‘I bet I can make you cum in less than 5 minutes…’

Another true story from university days. I’m 19, sitting in my friend David’s room at Cambridge university, and we’re chatting about sex. David has been one of my closest friends since we were little kids, growing up in the same village. We went to school together, primary then secondary, and though we hung out with a big group of mates we would probably refer to each other as best (opposite sex) friends.

Despite this, we had never been a couple. People would say ‘seriously why did you guys never get together, you’d be great’, but we never did. I don’t really know why, there’s no single reason. We both went out with other people through school, neither of us really seeing the other as a potential partner, but we stayed close and shared secrets just the same. We are still close friends to this day.

People would also ask ‘doesn’t the sexual tension between you guys just get unbearable?’ It didn’t, for the simple reason that we had, on a couple of occasions, had sex. Nobody knew, not even my closest female friends – it was our deepest mutual secret.

Across Black Seas of Infinity 03 [MF] [nc] [cosmic horror]

*Author’s note: Please start with part 1 (link in the comments). Warning: this chapter is pretty dark and contains some non-consent elements.*

Pekid moonlight cast a sickly pall over Miskatonic University and Abigail shut it out with the thick curtains of her dorm room. Her roommate Maria was staying with her boyfriend tonight, and this would be Abigail’s best chance to investigate the tome that Professor Armitage had lent her; hopefully it contained some information about the mysterious Knife that had taken over her life two weeks ago. Pickman dormitory was quiet — most students were out eating, drinking, partying… drowning their minds in banality of existence. She longed to return to that life.

Abigail would have preferred to read the tome under the bright sun of a clear New England afternoon, but privacy was hard to come by… and she wanted a chance to investigate the leather volume without supervision by Professor Ward or Victoria. Sharing with Victoria the memory of her first orgasm had been embarrassing enough already, and who knew what this tome contained?