gonewildstories Archives — Page 4342 of 5640 — NSFW story

[F]rom a Rando[m] Act of Blowjob, to a threeso[m]e, and now a submissive. Thank you reddit…

At the request of u/theuncommondraccus, and later u/felawhatwhat (because she couldn’t remember the password for her original throwaway), I’m recapping our sexual shenanigans thanks to reddit:

After responding early this year to this [post](https://old.reddit.com/r/RandomActsOfBlowJob/comments/7p2oyp/sandiego_28_f4m_would_love_a_cock_to_keep_me_warm/) on a work trip to San Diego I received an unexpected orange envelope reply excited that we had the same favorite book. We quickly switched over to texting to try and find a time to align our schedules, so we could align her throat with my D. Our window to meet that night was too brief for the more carnal fun we had in mind, so instead we met up for a drink to see if we might click.

When I arrived, I approached a gothic looking girl (which fit with Hester’s reddit username), but was slightly embarrassed to learn I had the wrong girl! Haha. Fortunately, when I walked further inside, I was pleasantly surprised to find a stunningly gorgeous girl waiting for me near the bar. Killer smile, enchanting eyes, full dark hair, with very kissable lips and a beyond sexy body. We got to talking, mutually established that neither of us were axe murderers and talked about our experience with open relationships. I helped her create a system to classify and store all the dick pics she received into a digital vault by category, and then we kissed and promised to get together next time I was in town or when she traveled up to see her boyfriend (we’ll call him Owen) in LA. Read more »

Mild initiation of a young girl to the BDSM lifestyle [Mf] [long]

Let me preface this by saying that the events in this story are part fiction, part fact. The story and the events are based on real life, while the conversations and personal details have been suitably modified for a better flow and in the interest of anonymity.

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I used to work at a big finance firm a few years back. Our company hired many junior undergrads as summer interns who were invited to work on certain projects for a few weeks. Based on their performance and abilities, they would be later extended a full time position (or not). One of the things I used to love about this program was the eagerness and enthusiasm of those young undergrads to please their superiors. I have always had a dominant streak in me, be it inside the bedroom or otherwise. Setting up rules for someone to achieve their goals, training them with the discipline they need to develop in themselves, pushing them out of their comfort zone, are some of the things I have found that I enjoy that naturally come to me. Being a mentor for a small team of these summer interns would mean taking the responsibility to guide them through their project, and cultivating these skills in them. Besides, their willingness to learn was the cherry on the cake. Read more »

[MF] “Is there anything else I can do for you?”

This story happened back in 2001 when I was still a bachelor / in the hunt and needed to buy a suit for a funeral.

TL;DR I decided to share this story after I just read a great story here about a guy who not only had sex with a married woman but also got her pregnant. I had a lengthy “relationship” with a married woman but did not get her pregnant. It was hot but ended strangely and abruptly.

The conversations you will read here are as I remember them.

I’ve always been a biggish guy. At some point my bachelor’s diet caught up with me and even though I worked out I was 6’6″/275 when I was 28 years old. When my mentor died suddenly in 2001, it was a shock. He’d touched the lives of so many, etc., and I won’t even get into that here. This story starts not because of my grief but because, simply, I needed something to wear and for a man of my size it’s always a challenge, in particular when I’m carrying more weight/bulk than I should be. This remains a problem even now that I’m post-middle age… and married. Read more »

Making her and her friend climax without even touching them… [MFF]

First post, so please be gentle! ;)

When I was at University, I dated a girl named Gabi who could only be described as “sexually deviant”. If it was risky, new, taboo or exciting, she was up for it. Her favourite plaything was a remote controlled vibrating egg: we’d get her worked up, fucking her until she was on edge, and then slide the egg into her pussy. Our usual routine was I would then slide my cock down her throat (or on one very lucky occasion slowly up her tight little butt, feeling the egg vibrating inside her), then pull on her thong and jeans, and head out. Every time I pressed the button on the remote control she would fight hard to avoid trembling or going limp – and it became our game to find the most inappropriate places for me to vibrate her to near climax. You name it, we were at it: ordering in a restaurant, riding on a bus, even showing around prospective students. Only a couple of times did she fully come from it, but needless to say by the end of the evening she would be dripping wet and ready to be fucked every which way imaginable. Read more »

[MM] Customer offered to pay me for “extras”

I’m a straight white male and own a small contracting company. A customer hired us to paint his house, and dropped a few hints to me when no one else was around. I was intrigued, not gonna lie. He offered me $200 if I came over the next day, and he casually mentioned that his wife was out of town. He was vague and a little evasive about what he wanted me to do. I had never played for the other team before, but was excited about the possibilities–and the cash. I arrived, he offered me a beer, and proceeded to tell me that he noticed that I was in good shape and that he was turned on by sucking a guy in black socks and nothing else. FWIW I almost always wear black socks because my work shoes are black. I acted as if I was reluctant (even though I was extremely turned on) so he upped it to 250 and I agreed.
Best blowjob I’ve ever had. And now he pays me 100 to send him pics of me naked in black socks.
TLDR — I’ve never really met anyone with such a specific fetish. Makes me feel a little dirty & ashamed, but unbelievable turn-on, as well. And nice to have the beer money every now & then.

[MFF] Another Trip To Seoul

Skip the backstory? Jump to the XXX

A friend recently got stationed in Korea so I decided to take him up to Seoul and show him around. So we’re at “Thursday Party” in Itaewon (if any of you have been there) and it’s packed as usual. We’re drinking, enjoying the music when these 2 Korean girls, Sue and Mary, walk up to us. Sue was very petite, small tits, small ass, but still a nice tight body and freaking gorgeous. Mary was a bit more thick, C cups, thick thighs, and she was also pretty cute.

So we’re all talking, drinking, and dancing for a bit before it’s time to head home. (stupid military curfew) so I ask them if they want to party back at our hotel and they agree. They excuse themselves to the restroom and we go outside to wait for them. Meanwhile my friend (who’s married) starts to get cold feet and decides he wants to bail. I’m upset but I understand so I tell him to take off before they come out. When they come out they ask about my friend and I tell them he’ll meet us at the hotel. Read more »

[MF] I lost my virginity at an elementary school

(On mobile and decided to tell this story on a whim. Hope you like it, and sorry about any grammar and typing errors!) Read more »

I fucked a married woman in a one-night stand and got her pregnant [MF]

This all happened around 2 years ago. I probably shouldn’t post this story, but I have to let this secret out somehow (even if it is just anonymous). Just thinking about what happened turns me on, I still can’t believe it.

So, a bit of background info on me. I’m Jim. When this happened, I was a 22 year old college student in-between relationships. I’m 6”1’ with an average build and a bit of toned muscle from previous manual labor jobs. This combined with my brown messy hair and blue eyes makes it a bit easier for me to get the women I want, but I am by no means a ladies’ man or anything. I have what one of my friends calls the “generic male protagonist look”, so make of that what you will.

As for my cock, luckily, I was blessed with 8 and a half inches of pure uncut masculinity. It’s pretty thick too, and it does most of my thinking for me when it comes to women. I keep my pubes shaved regularly, because I love the feel of skin on skin and my bare balls slapping the pussy or ass of the woman I’m fucking (anyone who’s fucked bareback doggy style while shaved will know what I’m talking about). Read more »

An Evening of Strip Chess Gone Right [MF]

Admittedly, this post will be nerdier than some of my others, but this was one of my most enjoyable experiences.

A couple years ago, I was flirting with a girl from a dating website via text. Let’s call her Sasha. Sasha was a tall south Asian beauty, with long hair, big lips, and and a wonderfully thick ass.

Sasha was always playful via text, and we had a good rapport. We had met up for a couple dates, but nothing phyiscal had happened yet. Our texts often dabbled into the sexual realm, but not too far. At one point, she asked me about sexual fantasies, and I disclosed that I loved the idea of adding stripping and sexual favour dynamics to chess.

She grew very interested in this idea,while simultaneously talking a lot of shit about how she would destroy me in such a chess game. After a few days, I described a set of rules, and told her to come put her money where her mouth is. Read more »