This night was three years in the making and my craziest night so far. So I will start with some background for extra context, for those of you who are only interested in the night itself you can skip the background part. We were both around our twenty years old when this happened. I’ve never told anyone this story before.
**Background**
So the girl who I spent this night with had been interested in me for over three years, lets call her Jessica (not actual name). We met through mutual friends on a night out with said friends 3 years before “the night”. She was hitting on me all night, at one point “accidentally” spilling some of her drink on my hand and then proceeded to lick it off in a very sensual way. She also tried to kiss me on the way home as we were waiting for the buss home but I put my forhead down and blocked the kiss since I had a girlfriend at the time (who wasn’t there that night).
The next time we met was on a trip a year later that I made with my girlfriend and a gang of friends. It was this party trip on a mediterranian island that were basically a non stop week of partying mixed up with some pool time and good food. One night my then girlfriend had passed out but I went back out to the bar street again since it wasnt super late and I still had some go in me. I met Jessica in some bar and wanted to keep looking for more of our friends, she proposed we search the beach but once we got there she stripped naked and took a dip in the sea. When she came up she told me she wanted to take me to her room and pushed me up against a car and got down on her knees and started to take off my pants but I stopped her and told her I couldn’t because of my girlfriend.
A year or two after that we met again at a house party. At this time I had just broken up with my ex girlfriend and after some drinks me and Jessica started to make out. The problem was that we were staying in another town and were supposed to sleep at the apartment the party was happening at. So when we went to lay down in the sofa at bed time we started messing around. She straddled me and took of her shirt and put my hands on her newly done silicone breasts. After that she layed down and I pulled down the remaining pieces of her outfit and went down on her. Jessica though is a moaner so I try to shush her and keep my hand over her mouth but she’s still to loud. At this time we’d been in the couch for about 15-20 minutes and suddenly a friend of our storm out of the adjacent kitchen and starts yelling at us for being disfrespectful, which I guess she was right in but my dick was doing the thinking at that moment. I also thought everyone had gone to bed and had no idea two of our friends were in there. So we get cockblocked and went to sleep.
**The Crazy Night**
The following year Jessica had moved to another city to study and I get back with my ex for a full year before breaking up with her again. She is back in town during her summer break and is on a girls night out to party since it’s her birthday. I text her congratulations and we stay somewhat in touch as the night goes on but I’m working that weekend so I’m not going out that night. I’m getting really horny as we talk during the night and jerk off maybe 3-4 as a pre-emptive precaution (I know that is a lot but yeah I was horny as fuck and didn’t want to cum to fast if we were to get together after her night out). But as the night gets later I hear less and less and I start to realise that it’s not going to happen so I go to bed. But at 2am in the morning my phone rings, It’s Jessica. She’s drunk but telling me that she’s going home and that she wants me. I think for just a moment before I tell her to send me the adress. I go to her adress by car as fast as I fucking can. When I get there she says she can’t find her keys but has another idea. We start driving and my legs are shaking from the adrenaline, I can’t believe we’re finally going to have sex. We get to a house after driving for a few minutes I push her up against a lamp post and start feeling her out and making out. She grabs my hands and takes me to the porch of the house. In the back there are two adults 45+ years of age drinking and I don’t know what the hell is going on. If I were to describe them they had a kind of a biker feel to them, tattoos, beard, drinking and yeah later they showed me their bike. It turns out she has taken me to a childhood friends of hers house. We greet them and she asks if * childhood friends name* is home, they say no and she says we are going to borrow his room, they kinda chuckle and tells us to go ahead as she grabs my hand and leads me to the room.
As soon as we’re through the door her top is off, she turns around and takes my clothes off before laying down on the bed spreading her legs. I go down on her and then she sucks my dick before I put a condom on and starts fucking her missionary. The sex is too good and I start to feel that I’m getting close to cuming, and we’re hardly passed the first minute, I lay back and she gets on top but as she’s about to sit down on my cock she’s jerking it off and when she sits down on it what is not supposed to happen happens, I blow my load in the condom. I don’t tell her and keep a low profile about it and the the miracle comes, as she is riding I can feel my cock starting to become hard again, it only went a little bit soft for a short while (she didn’t even notice it when riding) before becoming hard again. This has only happened to me once before in my life, when I lost my virginity (I came after a few seconds but kept going and my dick got rock hard again of all the excitiment). I switch to a new condom and go back in. So now when my dick is back in full capacity there are no limitations, I literally can’t cum again this fast so I get behind her and start going full force at full speed. Remember, she’s loud in the bed and these two parents are not very far away out on the porch but at this point I don’t give a fuck. She tells me to fuck her even harder and I keep going. And we go at it for maybe 30-45 minutes before I’m getting too tired to keep going. It was insane, literally like a porn movie. And as I mentioned earlier I’d already masturbated a bunch of time earlier in the evening so my dick is starting to get soar from all the action. In missionary I pound away and blow another big load on her stomach. She tells me we should wait a little bit and go at it again and I think she’s crazy for not having had enough (of course I don’t say this)!
After hanging out on the porch a bit and talking to the parents of the house, which is bar none the strangest conversation I’ve ever had, we go to bed. At this point it’s something like 4am and I’ve got to be at work at 10am. We sleep for a little bit before I wake up from her giving me a blowjob. I’m soooo tired at this point but I power through and we fuck some more, my memory is a bit hazy from round 2 though so not much details here. I do remember that at some poing during the end of this experience she pulls out he keyes from her bag and says “oops” in this naughty seductive tone. I still haven’t figured out if she “lost”/didn’t find them on purpose or it was just a complete coincidence that they turned up when they did.
When my alarm goes off in the morning she begs me to stay in bed with her and as I think back on it writing this I don’t know why the fuck I didn’t call in sick and spend a full sunday fucking with her instead of being tired out of my mind at a shitty retail job. So I went to work and haven’t seen her since then. She went back to her studies and I got in another relationship shortly after and when I got out of mine she got in one of her own and that is where we are at now. But I hope we can spend some more nights like this together in the future, I’ll stay patient.
**TL;DR**
I went home to a girl that I’d had a fling with for three years in the middle of the night and she lost her keys so we go to a childhood friend of hers while his parents are home (childhood friend wasn’t), borrow his bed and fuck each other senseless.
I’m sorry if there are some typos or weird formulations in there. English isn’t my native language so let me know if you find some errors and I’ll correct it.
Source: reddit.com/r/gonewildstories/comments/92weu4/mf_the_craziest_night_of_my_life_so_far