gonewildstories Archives — Page 476 of 5640 — NSFW story

[MF] Some mild fun with my sister-in-law.

TLDR : Managed to be naked in front of my sister-in-law again and then spent the night with her naked in bed.

CONTENT WARNING : Sorry this is only mild. Unfortunately, real life doesn’t always have a happy ending.

I thought being naked in front of my sister-in-law and getting a look at her pubes in her lacy knickers would be enough for the wank bank, (see my other stories), but it just left me wanting more.

She is quite attractive and curvy with large tits and a rounded ass. If I was single, I would probably try and hook up with her, but even a casual hook up would be too risky as it is too close to home.

She is divorced with kids and my wife, Jane, often sends me over to hers to help her out. Recently, the wife agreed I would help out redoing her bathroom. Typically, wife had no concept how much work that is and thought a day would easily cover it. Once I worked out a plan of attack, I considered at least a week to a point it could be left usable and go back to finish off another time. Read more »

[MF] Found My Ex’s Daughter Working as a Prostitute

I dated a woman, whose name was certainly not Karen, for a good number of years. She has some issues, as do I, who doesn’t? I’ll just say that they are serious issues and it became a very unhealthy relationship. I broke up with her three or four times before I finally got away. The problem is that she knows exactly what my buttons are and how to feed my demons. She is very much a sex freak and knows exactly the things that I get off on. To paraphrase the famous quote, “Every time I thought I was out, She PULLED ME BACK IN!”

Karen has a daughter, not named Madison, who was in high school when we first started dating and is in her mid-20’s now. Madison had a drinking problem even before I met her, was a big pot head, and mostly likely was doing some other more serious drugs. When she was sober, the two of them were best of friends. When Madison was drunk, she was a 90-pound, hell-spawned, agent of chaos. She got worse and worse as time went on and she did wind up being arrested a couple of times after she graduated high school, though she did manage to graduate somehow. Read more »

[F] Training to become a Nuru Masseuse.

*It’s good to be back on here once in a while, I ended up meeting a couple of BKK-based Redditors though not all of you and we had amazing sessions together :).*

Work, to be honest, does get boring from time to time. So, I decided to try something new and landed on an opportunity. An escort friend of mine had invited me to join her training session with a Thai escort who specializes in Nuru massages. I’ve never dabbled in it, always felt it was a bit too much to prepare. However, pay was supposed to be quite high so I tagged along.

Sarah is a beautiful, and I repeat, extremely beautiful, Thai lady. She was slightly older than me, same height but she must have been borderline C to D cup. She asked my friend, Tessa, to lie down before pouring warm Nuru gel on her body. Sarah proceeded to rub and smear the gel all over Tessa’s bare body, as she scooped some up and applied it to herself as well. She asked Tessa to pay close attention to how her body moves up and down against Tessa’s, and how her weight shifts. Read more »

[FF] Going nuts hearing about an unexpected night at my girlfriend’s apartment

My girlfriend and I have a bit of an exhibitionist streak. Not in real life, but really just online, so we have another reddit account that we use to post picture and short videos of ourselves on another
subreddit. However, I can’t really share this story with anyone in real life and I don’t want it connected to my other account for a number of reasons, so just posting it here separately. To be honest, my girlfriend would probably be upset if she knew I posted this, but I’m like 99.99% certain she doesn’t read this subreddit.
She and I have been together since October of last year. We are in San Francisco and we met through a professional mixer. We started out as friends, but at the time, I was going through something hard with a family member who passed away and she was a huge support at that time. The friendship quickly turned into dating. We’ve always been very honest and straightforward with each other our whole relationship.
I like that she doesn’t play games or dance around topics. She just says what she wants and it allows us to have everything out in the open. She is very sex positive and progressive thinking and so there has never been any questions around that topic.
Early on in dating, she let me know that on occasion she has a need to be with women sexually. She isn’t really into the idea of relationships with them, but sexually she has a need sometimes for the physical/sexual connection.
When she first brought it up, it wasn’t like an ultimatum or anything where it was like “take it or leave it” but it was more that she was just being honest about who she was. From the get go, I made it clear that I wasn’t there to tell her what she could and couldn’t do and I valued honesty as well and even if that was part of her, I liked her enough that I wanted to see where things went. As we dated more, it wasn’t something we focused on, but we talked about it a couple of times and I came to the conclusion
that if that happened, as long as she was honest with me about, it was just part of her and didn’t need to take away from us. She also told me that just because she had those desires I shouldn’t have expectations of it turning into a threesome. If that ended up happening, great. But if not, I shouldn’t get disappointed or expect it.
My job goes in cycles and can be demanding sometimes. The last few weeks has been one of those times. Last Saturday, I was working late into the evening and my girlfriend was out with her roommates and another girl who they were celebrating her 30th birthday. It was almost 11o’clock at night and I was finishing up. The plan was if she was back to the apartment, once I got done with work, I was going to go over and see her like I frequently did on the weekends.
I sent her the following text and her reply: Read more »

[FM] 23 Attended a no-strings-attached all out party

My old flame Anthony called me over the weekend prior. He looks good for his 30s and wears it well. Even the thought of him makes me drool. He invited me to join him on his out-of-town party trip after telling me he was going. What kind of party, I enquired. He claimed that it resembled a swingers party. And me, never one to pass up a nice fuck, I consented to go along.

I currently have a few outfits spread out. a pink tube top, booty shorts, and thigh-high socks with a black satin minidress and matching fishnets. Or a dress that is bright yellow yet is torn all over. I went with the fishnets and black dress. When he arrived, I had just finished applying makeup.

He told me in a text that he was outside. So I got ready and headed outside to meet him. He introduced me to his friends in the back seat as I slid into the front passenger seat. Jeremie, who was shorter, was on the left. Nevertheless, buff, with dark hair, and a thick beard. And Andrew was there. He had blond hair, was tall and lean, and had tattoos on both arms. Read more »

[MF] Anal marathon Part. 1

Hello again guys, I’m back with another adventure.

This story happened in Sao Paulo 5 years ago, I was 26 at the time.

I broke this story in more than 1 part because it is considerably long. Let me know if you like it and would like follow ups.

To be noted that all the persons involved do get tested for STD/STI before every sexual encounter so everyone is clean and happy to enjoy life afterwards.

Andressa (F24) was eagerly waiting for my flight to land. Andressa and I have been in a FWB/Sugarbaby situation for a few years and we experimented a lot of kinky stuff except anal cuz anal wasn’t too much my thing until Andressa opened my appetite to put it that way.

As I landed I got a text from her: “Papi, I prepared my ass for you, I cannot wait to feel you balls deep in my little hole ;)”. This made my dick hard all the long ride to the hotel, I was having trouble hiding it from the flight attendants haha. Read more »

[MF] Cheater, Cheater on the Wall, Who’s the Guiltiest of them All? Nurses, Blowjobs, Oh My!

I’ll start this off by saying I haven’t cheated in years. Over 8 now. I’m glad I haven’t cheated and stopping it is what has allowed my life to move forward it a healthy way.

With that being said….

Cheating. I’m sorry. Nothing feels better. It’s exciting. Dangerous. Every second is a will we get caught moment that heightens the tension to the extreme.

For today… I just wanted to share a small sample….

I was seeing someone in my late 20s. We were happy. Nothing was going wrong. But I worked long night shift hours and she worked in the day. It left ample time for me to get to know and, by consequence, flirt with other women. Working with a hospital full of beautiful nurses didn’t help matters.

After work one night the whole shift crew went for drinks. Showers at home first, but still. After a long night of drinking one of the nurses, who was about 15 years older than me and had always treated me more like a son, and I agreed to walk each other to our cars. I honestly had no ulterior motive.

She did. Read more »

I [F] ended up in an unexpected threesome with strangers [MF] while on a work trip.

So I got a new job, and it requires me to travel. The trips are usually pretty short, but last month I was sent to work on longer one requiring at least two weeks out of town. Normally on these trips I just work and go straight to my room and order takeout because I’m only there for a few days. This time, I was staying over at least one weekend so I decided to make the most of it.

On Saturday morning I ventured out and did some sightseeing, shopping, and went to lunch, before going back to my room to take a bath and read another installment of the very smutty book series I’ve been devouring. (Hooray for waterproof e-readers and erotica)

The book got me pretty hot, so I put it down and picked up my vibrator. I’ve been single for about 6 months now, so my vibrator and I are well acquainted.

*But there’s something about fucking yourself to shuddering, moaning orgasm in a hotel room, it just hits different for some reason.*

—————

In the evening I went to a bar across the way from the hotel for some dinner and people watching. Read more »