[MF] I had sex outdoors with my flatmate’s outrageously attractive crush.

This happened a few years ago but recently discovering this sub has inspired me to write about my hottest sexual experience. I’ve changed the names and a few minor details for the sake of anonymity.

While I was at college, one of my flatmates and close friends, let’s call him Fred, was super into this girl we’ll call Lisa. She was the kind of person that floated between different circles and, lucky for us, we were one of those circles. She regularly hung out and partied with us. She had a reputation for being very flirtatious with almost anyone and often liked toying with guys who drooled over her. I thought she was pretty cool.

Now, Lisa was HOT. She was quite petite, I’d guess about 5’3″. She a slim figure, long, straight brunette hair, a gorgeous face with big brown eyes, and a tan complexion. Her body was unreal. Her tits weren’t huge but were perky and very well shaped. She often wore sexy dresses and playsuits but could probably look gorgeous in literally anything. I think her confidence and flirtiness added to it. She knew how hot she was. You know that feeling when there’s someone in the room that’s just so insanely hot it kind of makes you uncomfortable because you can’t really think about anything else? That was Lisa.

Back to the story, Fred was reasonably close friends with Lisa, at least moreso than I was. Often when we were out drinking or partying she would get quite flirty and teasy with him but it would never eventuate to anything. This would regularly leave Fred feeling quite upset. He was very into her, even if he didn’t want to completely admit it. This dynamic between them had existed for at least a year. Now, Fred isn’t a bad looking guy but Lisa was definitely out if his league – she was out of all of our leagues.

But one day, seemingly out of the blue, Lisa started turning her attention to me. We started hanging out and talking more at parties and social events, and actually got along really well. Sometimes she would get a bit flirty but I would try to ignore it as I knew better from observing Fred’s (and others’) dissapointment for so long. But over time she tried more and more to elicit a reaction from me, as though it was a game to her. She got more and more obvious with her flirting, touching me, laughing at things that weren’t that funny, prolonged eye contact, batting her eye lids. It was all very cliché, but incredibly sexy.

I decided her little game was something I wanted to play, but I still never considered the possibility that anything physical would happen between us. I just assumed she was having a bit of fun flirting with me, enjoying the challenge of trying to get me to crack. And I was down to play. I was also aware that Fred was still borderline obsessed with her and I didn’t want to hurt his feelings, so making a move on her was out of the question. That didn’t mean I didn’t fantasise about it from time to time…

One night were all at a college bar party and Lisa had upped the flirting once again, as I still hadn’t reciprocated anything. Eventually she asks me to step outside with her for some fresh air. I should note she was wearing a ridiculously sexy white romper, so short you could almost see her ass cheeks, and with a V neck showing some deep cleavage. Everyone at the bar was sneaking glances at her. I follow her outside. She drops her flirty act and comes right out and says,

“I think you’re really cute. How come you don’t think I’m cute?”

For reference, I’m 5’11”, quite skinny but somewhat in shape, and I have a baby face with shaggy blonde hair. This girl is miles out of my league.

Anyway, at this point I was still suspicious that she was toying with me but decided to just roll with it this time. I respond that I think she’s incredibly cute but didn’t want to hurt Fred’s feelings. A big smile lit up on Lisa’s face, she put a hand on my cheek and kissed me. I couldn’t believe it. No way. Too good to be true. The kiss was slow and tender and made want to melt. She was a really good kisser. After a few seconds I gathered the will power to stop the kiss and said,

“Sorry but I’m just not comfortable doing this while Fred is around. He could walk out and see us.”

Without saying a word, she made a big cheeky grin – the same kind of grin she makes when she’s being extra flirty – grabbed my hand, and led me around the back of the building. It was pretty dark here and unlikely that anyone would find us unless they were really looking. She sits me down on the grass with my back against the brick wall and climbs on top of me, straddling me. We began making out more intensely.

By now I’m rock hard. I couldn’t believe what was happening. I’d never made out with a girl even close to this hot. Part of me still didn’t believe she was serious and I became self conscious of my hard on (naive, I know). I was worried she’d feel it on her groin area so I shifted my hips back a bit but there was only so far I could go as my back was against the wall. In response to this she moved her hips in closer, deliberately pressing against my throbbing dick. She then started grinding. It was so hot. My instincts took over and I started rhythmically grinding back and passionately kissing her. I grabbed her ass with both hands and squeezed. It was the tightest, firmest little bum I had ever felt. My breathing got heavier and she started letting out little breathy moans.

I was so turned on by the dry humping that I was starting to get a bit too excited. I knew I had to change things up or I was going to embarrassingly blow my load. So I stopped grinding and started trying to slip the top of her romper off over her shoulders. She realised what I was doing and stopped grinding to try and help me out. Success!

The next thing she did is the single sexiest thing I have and probably will ever witness. She quickly fiddled with some straps under her clothes and then sort of contracted her shoulders in to make her torso narrower, allowing the top of her romper to just slip right down. She wasn’t wearing a bra. I sat there speechless, jaw probably hanging. Her tits weren’t giant but they looked so plump on her petite frame. I almost nutted in my pants right then and there.

I cupped her tits with my hands and leant in to kiss and suck on her stunning pink nipples. She let out a sort of a squeal in excitement. The combination of her sweet tasting breasts and her intoxicating odour had me in ecstasy. Eventually she placed a finger under my chin, lifted my head back up and stuck her tongue back down my throat.

We continued making out as my hands explored her naked upper half. She was so soft and smooth. Every part of her felt incredible. At some point during the heat of the moment my shirt came off too. I was experiencing a bliss I never thought possible. After a few minutes she pouts and, in an almost sarcastic tone, says,

“Oh no, we can’t go back to your place because Fred might find out.”

I realised she was right and I was visibly hit with dissapointment. She then giggles and says,

“Oh my god, you are SUCH an idiot.” I ask her what she means and she smirks and replies,

“Get your dick out.”

I realise now how naive I was through all of this but I just couldn’t believe it. I sort of snapped back to reality and said,

“Wait, we can’t do this here. I don’t even have a condom.” She then says,

“Ugh, I HATE condoms,” to which I replied, “Fair enough. Let’s do it.” (I know it was a bad decision but she was on the pill and come on… can you blame me?)

While still sitting, I started shuffling my pants down enough that I could comfortably whip my cock out. While I did this she stood up and fiddled with her underwear, presumably pushing them to one side, while leaving her romper still on her lower half. She slowly climbed back on top of me with a very cheeky grin on her face. With one hand she held her romper to one side and with the other she grabbed my dick to hold it in place as she slowly lowered herself over it until my cock was pressing against her sopping wet pussy. I should also note that before this I had never had sex without a condom.

I begin to slide in as she lowers herself but we’re both quite tight and it doesn’t get far. But oh my god, did it feel amazing. I never knew sex could feel this good and it was quite literally just the tip. She pulls back up and then down again and it goes a little deeper. I’m hit with intense waves of pleasure. She does this a few more times until I’m all the way in and her full weight is resting on me again.

She starts riding me and moaning louder than before, and I try to match her rhythm, similar to when we were dry humping. I had one hand firmly grasping her tight little ass under her romper and my other arm hooked all the way around her waist. She had one hand on my shoulder and one against the wall behind me. Watching her titties bounce was such an incredible sight. Within maybe 30 seconds I realised I wasn’t going to last long. I asked her to slow down and she just gave me her cheeky smile, shakes her head no and goes, “mm-mm”. She knew exactly what she was doing.

After another 30 seconds or so I completely lose it. I instinctvely tried to pull my hips back to pull out but she didn’t let me and pushed her hips forward again, essentially trapping me. I started cumming harder than ever before. My whole body was convulsing. It felt like a minute long orgasm.

We sat there puffed out in silence for a bit followed by some tender kissing. I asked her if she would like me to go down on her. She gave me a sweet smile – this time without the cheek – and said,

“No thanks, I better get going.”

She slowly lifted off me and I shuddered with pleasure one last time as my still hard penis exited her. We both put our clothes back on, ignoring the cum all over our genitals. She called an Uber and asked me to wait on the street with her. I happily obliged. We made some friendly chit chat and then she gave me a big smooch goodbye before she got in the Uber. I went back to the party and had a great time, acting like nothing happened.

Nothing sexual ever happened between us again and she completely dropped the flirty act with me. I guess she got what she wanted – she made me crack and won our little game. I wasn’t complaining. We became real friends after that but I can’t say I don’t sometimes secretly wish we could fuck again. I often jerk off to the memory of it. Sometimes it seems surreal that it even happened.

Lisa, Fred and I are all still on good terms to this day, although we don’t see each other too often. I don’t think Fred ever found out :)

Source: reddit.com/r/gonewildstories/comments/g29h2q/mf_i_had_sex_outdoors_with_my_flatmates