gonewildstories Archives — Page 3568 of 5640 — NSFW story

[MF] My second time, also with a prostitute

First of all I would like to say that, like my first entry here, this isn’t a story where a woman is plowed hard again and again by a man with a big rock-hard dick who just keeps on going with lots of cum in the end. Like in many other tales I read here. I was an insecure young man with lots of issues back then. Sorry if you can’t masturbate to this. But I do hope you can laugh about it.

A few months after I lost my virginity in an encounter with a prostitute (described elsewhere here) it started to “itch” again. A friend already told me “Once you get laid, you want more and more”. And he was right. Fortunately my parents went away for a weekend to family where they would sleep over. Like always I would stay at home and enjoy my freedom. Which I did because they barely had left the house when I rang up the escort-agency I had used before. Once again the lady on the phone was nice, I “ordered” a slim, young girl and arranged a time for the evening. Read more »

[MF] Natasha, you were the best sex I’ve ever had

I lost my virginity to you. I was an 18 year old white boy and you were a 22 year old black woman.

I remember taking your shirt off and getting dizzy at the site of those big black tits.

I remember kissing you – my first kiss

I laid you down on my tiny twin size bed and tried to eat your pussy but I didn’t know what I was doing.

When I finally stuck my virgin cock inside you I only made it about two strokes before I came. I came in and on your pussy when I was pulling out.

Years later we reconnected. I was about 31 and you were 35 when we hooked up again.

You had given birth to two kids and gotten married and divorced. We started texting, then sexting. Had some phone sex and swapped pics. Then we finally made plans to meet.

I was amazed when you walked thru my motel room door. You were stunningly beautiful. 5’2″-ish, dark smooth ebony skin, beautiful eyes, thick voluptuous lips, huge tits, thick thighs. Perfect ass. Read more »

[MF] I fucked the secretary in the office

Hi All!

TL;DR – I fucked the secretary girl in the office and it was amazing!

Just a small introduction – I live in Poland and in december between chrismtas and new year there’s a special time, when the office (I work in a big company with its headquarters in a skyscraper) is nearly empty. So I am 30 yo, chubby, but I am really good at building realtionships, so girls generally like me even if I dont look like Brad Pitt ;)

Anyway, in our office we have two secretaries and I was so lucky in the past few days, because I eventually fucked one of them! :) In this end year period, as almost everyone is on vacation, girls are alone on the reception – one day one of them, and the second one is next day. This helped me a lot, however my next goal will be to fuck the second girl as well ;) Read more »

I fucked my Bengali friend while her boyfriend was away[MF]

I had known Roma for years prior to us ever fooling around. I knew she was a little freak and would always try to flirt with her as much as possible. We always kept it friendly but that all escalated when she moved out on her own.

She would hit me up after going out drinking with her friends and would just want to talk about the nastiest things.

Roma was 5’3″, a skinny brown girl with a tight body and a beautiful face. She had perfect lips for sucking dick and knew it. We would hang out and make out in my car but were too scared to push it any further. We would send nudes sometimes when we felt extra saucy so I knew she had some perky tits with brown nipples.

Eventually, she ended up getting a boyfriend. I was happy for her. He seemed like a nice guy but I would still sometimes think about her and jerk off before going to bed. Read more »

MILF One Night Stand- Twice my Age, Twice as Fun (Full Version) [MF]

This is a true story from a few years ago. I’d never been with a older woman before (or since, I suppose) who’d been as sexually confident and assertive.

Disclaimers: Names changed for fairly obvious reasons. Additionally, readers can **skip to the marked foreplay and sex parts** below, as this is a fairly long story.

Your cast:
Me: ‘D’ Six feet tall, 26YO at the time, athletic white guy.
Her: ‘Kari’ about 50YO, white, petite and athletic/muscular, sandy blonde hair and about 5’5’ (with A/B-cup breasts).

It started at a local bar. I’d just gotten off a long week of work and was simply intending to eat dinner and head home for some needed rest. As I was finishing my beer for the night, an older woman and her friend sat down beside me.

I did an awkward and probably very obvious attempt to pretend like I wasn’t checking her out. She had a wonderful sundress and heels and I was really drawn to her sleek shoulders and toned, tanned legs.

She smiled at me and asked if she could sit down.

“Sure” I replied, nervous that our only interaction thus far was way too creepy. Read more »

[FM] My husband (37M) recently cheated on me with my friend/colleague’s daughter (23F). I’m grappling with it, and honestly just want to chat with someone about the whole ordeal.

So… yeah. The title basically. And this is obviously a throwaway although I guess my husband could see it and know it was him… but still. I need someone to just chat with.

My husband of 1.5 years (we’ve been together in total for 2.5 years) had an affair with my friend/colleague’s daughter for about 4 months, and I recently learned about it. I don’t need to go too much into specifics about how I found out about it, but let’s just say my husband was in a compromising position and it was a bit maddening seeing two nude bodies in our house, but I digress… She and my husband had been spending a lot more time together randomly and I guess I should’ve noticed the signs, but let’s say my mom always told me I was as oblivious as I was studious and organized. Read more »

[M]y [F]amily Trip to Hawaii – Part 5 The A[F]termath

[Part 1](https://www.reddit.com/r/gonewildstories/comments/eg8fli/my_family_trip_to_hawaii/?utm_medium=android_app&utm_source=share)

[Part 2](https://www.reddit.com/r/gonewildstories/comments/egjqr4/my_family_trip_to_hawaii_part_2/?utm_medium=android_app&utm_source=share)

[Part 3](https://www.reddit.com/r/gonewildstories/comments/egvnfa/my_family_trip_to_hawaii_part_3/?utm_medium=android_app&utm_source=share)

[Part 4](https://www.reddit.com/r/gonewildstories/comments/ehg9gk/my_family_trip_to_hawaii_part_4/?utm_medium=android_app&utm_source=share)

This one is a bit more lengthy like my other post’s but its the last entry from this string of events so I hope you enjoy it!

My sister inlaw and her husband live in the same city as us so we see them quite frequently, however after a trip like that we all needed some time away from each other. After a week or so we fell back in to our routines of working 9-5s, movies on cheap tuesday and more or less scheduled Friday night sex.

My wife and I have been together for a while so we, like most couples, have incorporated toys and light bdsm in to our sex lives. My wife loves to be tied up, fucked by me with a dildo or vibrator, or even just some spanking with a paddle.

So we are back in to our routines and our first couple weeks back to work were hectic for both of us. Safe to say we were looking towards Friday night. We get to Friday and decide to have a nice dinner and actually use the dining room table. We are enjoying our normal small talk when out of left field my wife says “Did you know that I can squirt?” I choked on my pasta. Read more »

Using Sloppy Eva. Taking turns. [MF]

Fucking [Eva](https://www.reddit.com/r/gonewildstories/comments/bftbaq/sloppy_eva_its_just_cum_mf). It was never straightforward with Eva. She called me up asking for some coke. I didn’t have any, but I told her otherwise and spent a frantic couple of hours getting sorted. I sensed opportunity.

I insisted on delivering it. Not a problem I said. What’s a half hour walk when there’s a glimmer of a possibility of getting my dick wet? Who cares about rain? It took forty five fucking minutes. I was soaked. The musclebound motherfucker that was her boyfriend opened the door.

Fuck my life.

For a motherfucker he was polite. Let’s call him Chuck. Chuck invited me in and gave me a beer and introduced me to Norris, a skinny motherfucker who was playing Halo. The stench of weed was comforting. I fell into the couch and got handed a spliff and felt right at home. Eva appeared, a short skirt and a long sleeve top, grungy looking, her hair different yet again. Hot as fuck. Pornstar hot.

We chatted. I gave her the coke. We all did some lines. And smoked some weed. And drank some beer. It was a fun evening, but it’d all but dismissed my chances. This was groundwork. She’d be getting pounded by Chuck as soon as I left. I was dying a bit inside. The drugs helped. Read more »

[FM] First swingers experience….O..M..G

Saturday night my husband and I decided to go to a strip club. I had never been to one and he had only been once for a bachelor party. My intention was to get a lap dance and touch my first boob! Success! It was a lot of fun. After that we headed home. Our local club was on the way home, so on a whim I told him to swing by and see how crowded the parking lot was. It looked like a big crowd so we went in. We sat for a bit to people watch. We’ve been to the club about 4 times but have never done anything, not even with each other. I went to the bar to get some drinks and was approached by a very good looking woman. She said, “My boyfriend sent me over to corrupt you.” It was hilarious! I told her to get her boyfriend and join us at our table. We talked for a bit and they went up to the bar for another drink. They came back and told us they met another couple who were fairly new and said we should go to the bar so we could all chat. I told the boyfriend that I had touched my first boob that night at the strip club and how exciting it was. He asked me if I had ever kissed a girl before. I told him no. He called his girlfriend over and asked her to kiss me. O…M….G! It was amazing! It was so soft and sensual. I’m used to a prickly face kissing me. lol. Then the other girl came over and kissed me. I went from never kissing a girl to kissing two! The boyfriend then said we should head back to a room. What? Was this really happening? My husband told me later that that was the shock of the night that I was actually walking to a room in the first place, let alone with two other couples. Clothes came off and then it was me and the two other women on the bed. It was so hot! I was kissing faces and boobs! I hadn’t even touched a boob before that night. We definitely attracted a crowd. The guys then joined in. I got to watch my husband get a blowjob from both of the women. Nobody full swapped, but everything else happened. I still can’t believe I went from doing nothing with anyone….to a sixsome! I can’t wait for more!