gonewildstories Archives — Page 2958 of 5640 — NSFW story

[M]y [F]irst threesome with two [F]riends

This happened when I was 19, the girls both 18 and towards the end of summer. Missy and I had been hooking up since the spring, in fact the night of her graduation from hs was our first hook up. She surprised me with her friend Kim in this story.

The backstory Missy and I met via AIM but lived in the same county. We had talked late night, chatted sexually and she would share pics of herself. We had done this for about a month before we finally met up.

So one night i get home and do the typical log onto AIM for a night of browsing the web. I see Missy has an away message of something like “slumber with the girlzzzz”. Missy and Kim has been on the competitive dance team as well as dance outside and those girls had frequent sleepovers. I get a message from Missy around 11

“You’re up late boy”

“You should talk…how’s the slumber party, you girls being naughty?”

“There’s no boys here to be naughty with”

“Oh well I suppose it is a girls night” Read more »

The First Half of [M]y Four-Year (and counting) Relationship With a Sexy Hotwi[f]e

I met them four years ago. She was beautiful (still is), innocent, sexy, spicy, and addicting. It was their first time. We met for drinks and worked her up in steps to get her ready. She sent flirty pics (https://i.imgur.com/1jYAW90.jpg) and I reciprocated (https://i.imgur.com/IEpMFsx.jpg). Eventually we all met at a hotel to please his beautiful wife (https://i.imgur.com/ApbcHaU.jpg). She was nervous at first, but she let go. She felt so sexy. She came hard and was more into than she thought she would be. We never looked back. We continued meeting up semi-regularly with her husband watching her please me (https://i.imgur.com/qGLUSge.jpg) and watching her try new things, like restraints (https://i.imgur.com/TOllZ3C.jpg). We had a two-year relationship, eventually playing alone while sending her husband videos (https://i.imgur.com/VR2bhRs.mp4) and pics (https://i.imgur.com/SB0gW9O.jpg; https://i.imgur.com/n7v9E3M.jpg). Things progressed. She got better and better at cumming for me. She had always made me pull out (https://i.imgur.com/QBuksiS.jpg) but started letting me fill her consistently. It was fun, intense, and incredible, but I eventually moved 8 hours upstate. I thought our last session was goodbye, but she decided it wasn’t over… and it turns out the distance only made her dive in even deeper. To be continued…

Found out the mattress cover wasn’t waterproof when he made me squirt for the first time ? oops [MF]

We bought one of those magic wand vibrators this past weekend and OMG! I totally get why everyone loves them! J touched it to my clit and I almost came right then and there. He teased me a little, rubbing it over my pussy lips and back to my clit, over and over. I was losing my mind! Finally he set it back onto my clit and the vibrations were incredible! My entire body was shaking from my muscles tensing up. I grabbed behind my knees and pulled my legs to my chest as I felt my orgasm coming. When it finally hit, I felt myself gush and my cum ran down my butt onto the mattress. He started jerking off over me and I took the vibrator and used it on myself to cum again. I had just started squirting a second time when I felt his hot cum spray my chest and stomach. So fucking hot!!!

Taxidriver [M] hooks up with 68 year old customer [F] [MF]

So this is a story about a time i was working as a taxidriver and hooked up with a 68 year old Gilf.

And please excuse me for any bad english as it isnt my native language.

A little about me, I was 25 years old when this happened, 6ft and around 180 pounds. Pretty average looking I guess. I had and still have a huge turn on for women 60+ so this was really a dream come true for me.
I had already driven this woman several times before and we were always a little bit flirty with each other. This time was no different, I picked her up at the local mall towards the end of my shift and as she got into the car I said “Hey gorgeous.” And she responded with a smile and “Oh you sure know how to cheer up an old woman».
She is a fairly good looking woman considering her age, around 5 ft 2, beautiful smile and a kind voice. Semi long hair, lots of curves in the right places although I wouldnt really call her fat. Big ass and a couple of big saggy tits that’s been in in my head many times while stroking my cock. Read more »

The night my boyfriend [M] and ex [M] both fucked me [F] separately

Before everybody judges here this was three years ago and we broke up shortly after. It’s not my proudest story but I wanted to share it.

I had been dating D long distance during grad school and would come home to stay with him during long weekends and holidays. One night while back in the city, I received a message from T, my former college boyfriend. He was moving to San Diego in two days and wanted to get together for drinks before he left the East Coast. We were on friendly terms but I had not t seen him in almost two years. After some hesitation, I decided to go. D and I were complicated. Long distance was hard so we decided to be exclusive but open. I didn’t think any one of us were doing anything but a week before this trip I found out he was consistently seeing a neighbor of us which gave me overwhelming feeling of jealous of snd insecurity. T had a girlfriend but I wasn’t sure how serious they were before. Read more »

[F] M one year lunch affair with W [M] – The First Accidental Bump

Posted an introduction of how I met with W previously. So here is a post about one of our accidental meetup.

W and me had made an agreement to inform each other is any of us were to head towards a certain location. His house was around the area and so was my workplace and its located near some popular eating places.

Friday evening and I was out on a date. We had planned to head to a Japanese restaurant but because it was quite packed, decided to head to another place around W area as I has sudden crave for noodles from that shop. Had forgotten to text W than to update but even so, as it was after 6pm, its wife time for him and he doesn’t really text until they are back home on a Friday as they are usually out. He was out on a date and so was I anyway. Read more »

Had [f]our customers yesterday, had amazing time and money.

28f. Married, mother, prostitute and masseuse. Yes. My husband and daughter were home and they know about everything. And they are ok with it.
Had sex with 4 clients. White men from some European country. Had them one at time.. I’m exhausted. Was in bed for about 3-4 hours.
After it all finished, my 2 friends and I drank a lot till midnight.

[MF] I cheated on my gf and gave my virginity to my stepdad

I posted about my first time with a man in r/incest thinking it would be better received there but I got quite a few downvotes there so might as well post it here. I’m sure some people will think it’s weird and I get it because when I started having those thoughts I felt really weird about it too. Neither of us were looking for this to happen. It just sort of did with all of the drama in our lives.

I posted about my first time with my gf here a couple days ago. She and I stayed together until recently but there was a lot of drama at school and at home when screenshots of our sexting dm’s got passed around. My mom was so upset when she found out about my gf and daddy keeping it from her that she moved to my grandparents house with my younger brother. My mom and grandparents are very conservative and said I was a disgrace to our family. I told daddy I should move out but he said my mom just needed some time and everything would be ok. Read more »

Mary’s Week of Cum-swallowing #5 (Blowjob Carnival Series Pt 2. Pie-in-the-Face) [MF]

(If you’re familiar with my story intros, skip to the ———–).
This part of the Carnival is broken up into a few different posts. Enjoy them at your own pace. I’ll link to them here once they’re all posted.

[Monday](https://www.reddit.com/r/gonewildstories/comments/ig6h27/marys_week_of_cumswallowing_1_blowjob_carnival/)
[Tuesday](https://www.reddit.com/r/gonewildstories/comments/ig6kip/marys_week_of_cumswallowing_2_blowjob_carnival/)
[Wednesday/Thursday](https://www.reddit.com/r/gonewildstories/comments/ig6o2m/marys_week_of_cumswallowing_3_and_4_blowjob/)

[Last time](https://www.reddit.com/r/gonewildstories/comments/iayy8p/6_wax_play_with_mary_the_blowjob_carnival_part_6/), I (20, M) continued to entice you, dear reader, with stories of Mary (18, F), my girlfriend who threw me a Carnival-themed party and surreptitiously turned it into an extended birthday present of creative blowjobs. Each carnival table activity had its own card. Hidden inside was a sexy message with a tease about the kind of oral pleasure I’d be in for. Each was more erotic and intense than the next as we both dove together deeper into that lust-driven headspace. We were past the halfway mark with 4 to go:

1. [~~Pop-Rocks and Assorted candies~~](https://www.reddit.com/r/gonewildstories/comments/i28mdq/the_carnival_part_1_mf/)
2. Pie-in-the-face
3. [~~Candlemaking~~](https://www.reddit.com/r/gonewildstories/comments/iayy8p/6_wax_play_with_mary_the_blowjob_carnival_part_6/)
4. [~~Tea station~~](https://www.reddit.com/r/gonewildstories/comments/i2d8wa/4_tea_station_the_carnival_part_2_mf/)
5. Whack-a-mole
6. [~~Bubble-maker~~](https://www.reddit.com/r/gonewildstories/comments/i40aca/the_blowjob_carnival_part_3_mf/)
7. Rope puzzles
8. [~~Hall of mirrors~~](https://www.reddit.com/r/gonewildstories/comments/i7kzmh/the_hall_of_mirrors_blowjob_carnival_part_5_mf/)
9. [~~Ring Toss~~](https://www.reddit.com/r/gonewildstories/comments/i6f8po/ring_toss_the_blowjob_carnival_part_4_mf/)
10. “Freak show” Read more »