Category: gonewildstories

[M] 26 This older woman at work trapped me

So here’s me, a 26 years old french skinny guy, having an important business meeting last week. I prepared my talk, put on my suit and headed to this new office building. I want to share with you what happenned there.
(English is not my native langage and I Just translated every thing from french, sorry in advance for the questionable writting skills)

Once I got here, I was welcomed by the meeting host, a 50 years old business woman with a very professional looking, a petite milf body but formal clothes hiding her curves. She showed me around the building, offering me coffee and we talked about job and the upcoming meeting. At that point I was a bit stressed and fully focus on my presentation.

The meeting started, we were joined by the other attendants and she sat next to me in the room. I began to notice she was bending a bit to my side and keeping her eyes on me insistantly, “she is just carefully listening to my talk” I thought. Read more »

Surprised her with a toy [FF]

Two weeks (approx), I bought a but plug for her. For those who are not aware about us, I have mentioned about us in “First bi experience” post.

The same day in the evening it was a gym time and reached along with the toy. She came in late that day and started on the treadmill next to me and talked casually. Later I told her, that I have a surprise for her. She reacted saying “Dinner?”. I denied with a smile and approached her for restroom. She nodded with a smile. She was wearing a track pant with top that is long enough to cover her till thighs. I said I will be there in a while and grabbed the toy from bag. Read more »

My (30) moaning older neighbor (42) and the power of sound [MF]

So, this is my first post in this sub and I hope you appreciate it. I’m Swedish so don’t jump me if the English isn’t perfect. This is a true story from this year.

Just for backstory, I’m Vincent, your average 30 year old, 5’10 normal built body with a rather thick 8 inch dick. Earlier this year I moved into a new apartment building in a more upper-class part of the city without it being showboaty in any way. It’s a friendly building, everyone helps eachother in a neighborly fashion, greet eachother in the lobby and elevator. Mainly young couples and families, and me – a 30 year old living alone.

Anyway, needless to say I’m a rather active sexual person who is single and not uncommon to have multiple partners in my bed on a weekly basis. The neighbors have hinted on the volume and moans coming from my bedroom at more than one occasion. The walls are not thin, but it’s an apartment building so noise make its way through them. Read more »

22[F] the only way I made friends in school was by giving Bjs and Hjs

I was lonely girl with below average looks, so must of the time I just spent my days with the nerd/geek group which wasn’t my vibe but I didn’t wanna be alone , specially that my personality and looks didn’t attract others ..

Until one day one of the guys I was trying to open a conversation with , took me to a corner and told me to jerk him off while talking otherwise he will lose attention… I felt so weird and bad but I did it cause I really liked him and wanted him to like me back .. so I did until he came in my hands .. and it became our normal meeting . We talk with his dick in my hands and stop once he cums …

It went on for a while, until he started telling other boys that would just come and ask for the same.

They would fake interest in me , so I jerk them off , which once I did they ignored me after and just thought of other girls while I did it Read more »

[M] I’m cheating on my GF with a transwoman

As a guy, I’m fully straight… but I’ve always been curious about transwomen … I don’t know why they just looked hot as fuck … something about them just turns me on a lot … and I always dreamed of being with one and fucking her and make her cum from it …

Anyway I have been dating my girls for months now and I’m really in love with her and she’s actually so gorgeous and hot.. but like during the vacation she was back with her family and I went on a night out and got mad drunk … and ended up meeting a cute girl there that I later found out she was a trans! I wasn’t in my right mind and kinda got all excited and I hit on her .. i was too drunk to think straight and too horny to stop myself specially that she was a hot trans… Read more »

A fun drive home on our anniversary [MF] 26

Last week was my anniversary with my current girlfriend and we decided to go out to a fancy restaurant- to be as cliche as possible. I wore a suit that was tightly fitted since thats what I wear to work, and expected she would be in something elegant for the occasion as well. But i soon discovered she went another direction entirely when I arrived to pick her up.

She wore a short, tight purple lace dress that immediately had me speechless. This dress was see through in the back as well as the front around her stomach and all the way up her sides… complimented with a deep v that showed off much of her figure and 4 inch black heels. To help better picture her look, she’s very short and petite brunette- just under 5’0″ with perky B cups and an amazing ass. In contrast, im quite tall (well above 6’0″) and pretty athletic, which plays well with her general submissive tendencies and stereotypical white-girl rough sex kink. Seeing her in such a slutty outfit was shocking and I was shamefully awkward the whole drive to the restaurant, despite her being already flirty. Read more »

[MF] I (37M) convinced my company to hire my favorite model (23F) for a private event. I ended up fucking her.

I work in the marketing department for a major athletic apparel company. We have an annual event for employees which we skipped last year due to Covid, so this year management wanted to make it special. As part of that, we hired a big name (ex-Victoria’s Secret) model to emcee the employee awards ceremony. Unfortunately, she bailed a few weeks beforehand (health reasons, ie Covid) and the events department was left scrambling to replace her. Me being the big ‘ol pervert that I am (let’s get it out there), I saw an opportunity and I seized it: I suggested for a replacement my favorite IG model—a gorgeous, stunning blonde bombshell—and to my surprise, they went for it.

I’m not in events but I’m in marketing, which is adjacent, so I offered to make contact with her agency to find out her rates. Here’s where it gets a little complicated, but it’s important for the story. I knew how much money had already been budgeted for the VS model, and it being last minute I knew *my* model could ask that amount and they’d pretty much have to give it to her. So, after making contact with her and her agent, I strongly hinted in a separate email (not from my corporate account, natch) what she could *really* ask, which was several times her usual fee. She (and her agent) got the message, and in their “official” reply quoted a number in that range. And of course Events went for it. She and her agent were clearly thrilled. So was I :) Read more »

[F] Trick or Treat

A few years back, just after I had turned 20, I moved into a new place with a friend and Halloween was coming up. We went all out as this was our first time living alone so we bought a bunch of candy and had as many Halloween decorations as we could afford.

October 31st comes around and the plan is to hand out candy to trick or treaters for a couple hours and then we would go to a friends house who was having a party. We both got dressed up in our costumes, we were both dressed as harry potter characters which were basically school girl outfits but I had a robe I could wear to make it appropriate while around kids. Read more »

[MF] I let my professor feel my boobs up

There is a professor at my college that is every college girls wet dream here, he is nothing short of an absolute stud. He’s a tall 6’5 black man, very muscular with big arms. It’s literally just a treat going to his class twice a week.

All of the girls I know would jump on any opportunity they had with him. I was confused with a concept we were going over in class so I scheduled an office hours visit with him. When I walked in I instantly got wet, he must have just finished working out because he was in his workout clothes and kinda sweaty. A very tight t shirt that showed off his body so well, and a pair of gym shorts. He was explaining the concept I was having trouble with and I simply could not concentrate I was just staring at him in fantasy land. He eventually caught me in a stare and asked me if everything was alright, I said yeah and we continued Read more »

[M]y first and last “anal” with my then g[F]

First and Last “Anal” with my then GF

My first time writing a long one. Comments are much appreciated. This actually happened with me when I was younger.

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A few years ago, probably almost 2 decades ago, I had a GF and she was horny as hell. I has a freshman in a local college and she was on her senior year in High School. I was left alone at home most of the time and we hang out and fucked at home. already heard issues with older people I know that my GF then was going to my house and we were together most of the time and says that we might end up doing something we might regret in the long run as we were still studying. But then again, we still had fun and fucked each other. She was my first and I’m not sure if I were her first because when we fucked the first time, she didn’t bleed or something. Read more »