gonewildstories Archives — Page 3893 of 5640 — NSFW story

[MF] Fucking My Girlfriend’s Roommate

So this happened to me back in college. My girlfriend at the time, we’ll call her Kate, had an internship in the film industry and worked crazy hours. Sometimes when we had plans to hang out, she would have to cancel last minute due to working late or what have you. Usually, I would just go over to her apartment and hang out until she got home. We had not yet had sex at this point in our relationship, as we both agreed to wait for the right time.

Kate had this ridiculously hot roommate, who we’ll call Sam. Sam was athletic as hell, going to the gym almost daily. She had an ass that just would not quite, one that I still can’t get out of my head. She also had a nice set of tits that you could just tell by looking that them that they would look and feel amazing wrapped around your dick. I tried to never obviously check her out or look at her too long, since I wanted to resist temptation. We had a friendly relationship, as she would occasionally chill with me and Kate at the apartment Read more »

[MF] My girlfriend lets out her slutty side

So this happened today and I still can’t believe it. My girlfriend (F19)just got back from vacation which I (M21)had to leave early from for work. We hadn’t seen each other for probably about a week and a half and she insisted she didn’t want to have sex. I was feeling really horny but she’s my girlfriend so I just let it go. It was about 98 degrees out so we thought we’d go swimming in my parents pool. She changes into a skimpy orange and grey 2 piece. We play around in the pool and down a couple beers, and I end up holding her so she can float around. Her being tipsy started to to splash around and my hand rubbed her pussy a bit. And immediately she gave me the fuck me eyes. I asked if she was horny and she just nodded with a huge smile on her face. So I reached my hand down to start fingering her and ask if she wants to take this inside. I almost passed out when she said no right here is good, in the pool. So I pull off her bottoms and my trunks and pick her up. Had to be gentle because her pussy was dry on the outside but soaking inside but once I was in she was doing things she’d never done. She’s starts dirty talking telling me to fuck her like the naughty girl she is. I tell her I love seeing her act like a slut and tell her to show me how much she loves dick. She just starts pushing herself up and down moaning and trying to keep it quiet to not alert the neighbors. I’m feeling confident and snake a figure along her asshole. And she went for it she moaned and said just be gentle. So we fucked for probably 20 minutes before we wanted to go inside and finish our work. We had sex 6 more times after that, plus 1 more in the pool again. Sorry if this is badly written just trying to write down what I remember. Definitely one of the best fucks I’ve ever had.

The time when my boyfriend’s [F]ather caught me [20]

This is a wild story back when I moved in with my boyfriends family. When I was 18 I moved in. So one day around probly two o’clock I had the house to myself for a few hours and was bored as hell. So I figured I’d just fuck myself in his parents shower. The shower is a walkin with jets and mood lighting and it is huge and perfect also there is a ledge right in front so if anyone walks in they can really only see someones torso and up. I put my big butt plug in and got his moms like 9inch THICC dildo that I know where she hides it, it almost cracks me in half. Skip ahead, I suction the dildo to the wall and I’m just throwing my ass back and moaning like crazy, the dick hit my Gspot so perfectly and I just go crazy when I get to use it. I have this thing for older men and his dad is my type. I imagine his father fucking me sometimes, he looks like my boyfriend except a silver fox version. Read more »

Going a little further [MF]

I was leaving in a couple of days for Coachella and was pulling a couple of extra shifts at Twin Peaks where I work trying to save up as much money as possible. The hostess sat a guy in my section by himself which I hate. Single people have small checks so the tips are bad. He looked about 45 and was probably 5’7 and 250lbs. Not ugly but not much to look at. Every time I brought him something he wanted to chat. He seemed lonely. He said his name was Ron and he was in Phoenix on business and was staying at Kierland. At the end he left a big tip and wrote his room number on the receipt. Read more »

[MF]. NSFW

NSFW [MF]
SEX IN YOUR SENIOR YEARS Read more »

[FM][Cheating] How a slow morning at the office led to me shaking hands with a client, while covered in Emily

Someone wonderful from here asked me for another story about Emily, and honestly there are so many. Several years of fucking on the side will do that. Anyway, here’s something that happened around this time of the year. And I’ve skipped past some background, since that’s in my other stories about Em:

[Emily 1](https://www.reddit.com/r/gonewildstories/comments/9m8e4e/mf_emily_the_uptight_account_girl_that_loosened_up/)

[Emily 2](https://www.reddit.com/r/gonewildstories/comments/a0213z/fm_cheating_in_the_communal_laundry_room_my/)

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So the last few weeks before summer holidays are always crazy at agencies, with all clients wanting to get everything out before leaving. This year I’d decided to go off late, so I got to experience that stress, and then the sudden halt when people start leaving. It’s a weird sensation working like crazy and then suddenly everything is slow. You still have that same high-paced energy, but very little in your hands. Read more »

[MM] how i gave head for the first time to my uber driver (long-ish)

so, i was out with a few friends but the night was really boring. like, we were drinking some awful beer and barely talking, and there was a lot of awkward silence. not that we dont like talking to each other, its just that we see each other all the time and we were kinda tired so we just didnt have anything to talk about. that lasted for a couple hours till we decided to walk around the street (it was a street full of bars) and try to find anyone we knew so we could engage in a conversation.

there was no one we knew around, so we just kind of waited till we were too bored to exist, and went home

giving you guys a little context: im a 18yo boy that accepted being gay just a few months ago, bc i come from an extremely religious family that told me that homosexuality is a decease (yes ik like wtf), so i never even considered actually being gay Read more »

[m]utual bj by the beach with [T]rans girl

So a couple weeks ago I went on a date with a girl. We hand gone to eat and it was getting late so I suggested going by the lake to kinda waste time. When we got to the beach it was almost 12. We started walking around and holding hands. I remembered there was trail right next the the beach to led to an amazing view of the city. So we went in there. It’s pitch black because it’s late. I pulled her closer and started to kiss. She’s about 5,3 amazing body. Beautiful large breast, great ass, thin waist and sexy lips. As we walked more into the trail she’s starts to tell me she’s horny. I told her so was I. Placed her had on my cock. She undid my pants and started to give me head. She was amazing at it. I picked her up and took off her shirt and bra. Started to suck on her breast. While she is giving me a hand job. I took off her pants and she told me she was trans. She pulled her penis out and started to rub it agains mine. It was small maybe 4 inches. I didn’t know how to feel about it. She kept a kissing me. She turned around and told me I didn’t want to fuck her ass. I held back. She kept kissing me grabs my hand and placed it on her cock. I started to stroke her. It wasn’t so bad. I started to suck on her breast and eventually she got me on my knees. I placed her cock in my mouth. It was so different. As she got more turned on she began to fuck my mouth harder and harder. She started to grab my ass and told me she wanted to fuck me. I told her I didn’t know and she turned me around started to kiss and bite my ass cheeks and licking my asshole. I was pretty amazing. Here I am in the dark getting my salad tossed by a beautiful trans girl thinking is this really happening? She didn’t penetrate me. We walked over by the beach and continued to give each other head till she came. Not in my mouth. But maybe next time.