gonewildstories Archives — Page 2946 of 5640 — NSFW story

21 [FM] I got paid to fuck an old guy

I’ll let you in on a secret no one knows about me.

Nothing makes me drip than getting paid for any sexual act.

I remember being a student, needing a job, and posting a local craigslist ad about it. I was basically asking for indecent proposals and what do you know? I got plenty. I was invited for an “interview” with this old (60+) white male consultant who is looking for a secretary in his home office. The catch? We both have to be naked.

I went for the interview. He opened the door naked and guided me to the living room. It was really hard not to feel uncomfortable because while he asked me a bunch of professional questions to feign legitimacy, he was also playing with his dick the whole time. He was not the best looking, too: his dick was 6 inches at best, and it was a bit hairy. Gross, yet hot.

He came while “interviewing me” and didn’t even bother to clean up before offering me the position. He paid me right in that moment and asked me to strip as agreed. It was fairly easy. I was just creating powerpoint presentations about his book in the first hour until he got bored and asked me to show him what I had done so far. Read more »

Fuckfest after I [M]et up with my ex-G[F], then I met a new woman at work (PART III)

This is the third part to a sexual encounter story of my ex from years ago but disclaimer if you have been following – post is about a new woman. Julia is not really in this one. This is a follow up story. You can read it here

I [M]et up with my ex g[F] and it turned into a multi day fuckfest PART II: cov3rtturtle’s Great Adventure from gonewildstories

The context definitely helps of course but this story stands on it’s own two feet. Oh, and feel free to skip down to the juicy parts if you want. Also, if you don’t care to know what happened with Julia or you did not read part I or II, just skip the next large paragragh. Read more »

She [F] fucked me [M] and swallowed my load in the office [FM]

For those interested, the story about my first encounter with Ana: [https://www.reddit.com/r/gonewildstories/comments/if84np/i_m_proposed_a_night_cap_to_my_22_f_coworker_fm/](https://www.reddit.com/r/gonewildstories/comments/if84np/i_m_proposed_a_night_cap_to_my_22_f_coworker_fm/)

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Another day at the office. Or well, another day. Last night I hooked up with Ana, my co-worker which has beautiful blue eyes, curly blond hairs and a dashing smile. She’s slim with curves at the right place, around 120 pounds and steady big breasts.

A few hours earlier we said goodbye, after which Ana went to her place to get ready for the day. This morning a meeting is planned with the whole team. These can be tedious at times but it is part of the job.

Ana comes walking into the meeting room, dressed in a small black skirt with a white blouse where the size of her breasts are clearly visible. Snap, the memory of what happend last night makes me right hard again. She looks at me, smiles and takes a seat at the corner of the big meeting table. Read more »

[M] 19 F 32 Does she want me or is it all my imagination.. Update 7 Part 2

So after the boost up in my confidence I became full on bold with her. I Started to smack her ass whenever she passed around me. I would tease as though she was my college friend.

While she would be in kitchen doing things.. I would just hug her behind with my boner, making her life difficult.. I Kept on playing games with her.

At one point I felt like I was taking this being an idiot thing too far and I started to get a feeling that she might irritated by it, but she made no effort to stop nor did she do anything that made me think otherwise. She was being Co operative.. While I would pass around her she would smack me as though we were kids. I started becoming so dependented on her even my mother scolded me on it. My mom said she isn’t your maid.. Don’t treat her that way.. I was like but she doesn’t have a problem.

One day my mom was out and I saw it as an opportunity to make some move…
So I took a shower and when I came out instead of using a towel to dry myself off, I tied one of her duppatta(Scraf) that was lying around in the room around my waist and jetted off towards the kitchen where she was working. Read more »

I turned a Redditor into a hotwife [MFM]. And you can AMA.

This was a year and a half ago, and we have since become very good friends (to be honest, she’s my best friend). We’ve gotten each other through some low points with constant encouragement and sex that keeps getting better. And it all started with a very memorable Valentines weekend.

In January of 2019, Aly and Sam posted an ad in my neighborhood looking for a F/MF/M. Taking a look at their post history (nearly 40K in karma over six months), I nearly forgot to send them a message. I could have scrolled through their photos for hours and been happy. She was gorgeous and had perfect curves. Pretty tan (found out later how much they travel), a cute face (from what you could make out; a cute chin at any rate) and absolutely remarkable breasts. One of the things Aly asked me later was “Are you a tits man or an ass man?” Historically I’ve been a tits man, though I don’t have a preference to shape or size. Hers though…my God, they might take the cake. Large, perfectly shaped, and her nipples were pierced (one is now; that’s a rough story). In one of the videos they’d posted, her husband massaged her breasts and roughly tweaked her nipples…that was one vid I watched over and over. Read more »

Our [FM] second time…

Our first time is here: https://www.reddit.com/r/CuckoldCommunity/comments/g451j1/our_first_time/?utm_medium=android_app&utm_source=share

After I lost my nerve the first time, I decided I needed to remove myself from the equation and let them go at it alone. That way neither would have to worry about me and they could just fuck.

So like a good little cuck, I arranged a meet-up for them where they could be alone. The only thing I wanted was to be able to record the encounter as I knew my wife would do a horrible job telling me about it afterwards. In hindsight, this was pretty messed up as they didn’t feel alone and it kinda kept the pressure high. BUT damn is the video unbelievably hot.

So in preparation for her big date, I promised her that when she came home I would show her that I loved her more than she could imagine. I would kiss her all over and make her feel adored in the event she felt guilty about fucking another man. Read more »

[M]et a Reddit friend recently and things escalated, pt. 2.

Here’s part 1 for those interested:

I [m]et a Reddit friend recently and things escalated. from gonewildstories

Well someone requested the rest, so, here goes. I totally forgot that I even shared that until I logged in just now! Lol.

Might be high but I’m gonna try to write the rest out tonight.

***

So we were on her bed at this point, both naked, my cock fucking her into the mattress, she was wet as fuck, for real, a warm tight wet around me. My hand was down on her throat, my other hand reached down between her legs and started to tease her clit while I fucked her.

You know how it feels so good to be giving someone the best feeling? That’s how it felt. I’m sure being stoned was part of it, and the fact that we’d been pretty kinky online together, but it felt like we were joined, like I could feel her pleasure and she could feel mine.

I sorta stopped thinking at that point and just went for it. I remember lots of kisses, my hand around her throat, her trying to push against me, pulling me deeper. Read more »

My [F] first swingers party & 3some

Right out of college when I was renting a room in a major city with an inconsistent job, I would regularly visit a good friend in a nearby metropolis on long weekends and other breaks. One year I happened to be on an extended couch crash spanning her birthday weekend. I didn’t realize at the time that I’d be intruding on her personal plans.

As it was normal for me to stay without a communicated end date, it seemed odd when she asked me straight out when I planned to leave. I told her I could go anytime and asked if she had a birthday date. She said not necessarily, that she was attending a party and I could go with her if I wanted. I said sure, might as well.

Before heading to the party she let me know I needed to register on a website. Thought it seemed weird but fine. Turned out to be a swingers website, and I had to make a profile. Suddenly I was embarrassed and anxious. I didn’t want to go anymore, but also didn’t want to make her feel ashamed or weird. When I was young I almost always took people up on out-of-the-ordinary experiences. I also do like kinky sex. In the end I decided to stick it out. Read more »

Reunited [FM]

through a series of unfortunate events, my boyfriend and i were physically separated for about a month and a half. so naturally, as one does when suddenly deprived of sex, we started sexting.

something you need to know about him – he’s a very reserved boy. once you get to know him, he’s super funny and kind, but it takes time for him to open up. we had never really sexted before, but in the days leading up to our reunion, i got some cutely suggestive texts explaining his plans for us.

finally, FINALLY, monday rolls around. i let him in to my apartment wearing a t-shirt, shirt skirt, and knee socks (my secret weapon).

we smoked a joint together (he almost never smokes, but we both agree that high sex just hits different) and i put on the specially curated playlist i made for this exact situation. after i ashed the joint, i turned to face him and he immediately pulled me in tight for a kiss. i could already feel how hard he was through his shorts, which made my pussy wet with anticipation. Read more »