gonewildstories Archives — Page 2925 of 5640 — NSFW story

I [M] Share Sushi, Anal Pleasures and More With MILF Helen [F]

Here is my story of a delightful affair I had with a married woman some 8-9 years ago. It lasted a little over year. She would always bring sushi and a small bottle of red wine we’d share after lovemaking, and after a few sessions she asked me to take her anally as well. And of course I did.

This began like most of my other affairs, with her responding to an ad I had placed on craigslist, looking for an ongoing sensual friendship with a married woman. My ad was very similar to the one that had attracted Katie, and the one that drew in Louisa whom I had to cut loose after she proved to be crazy (details in my earlier posts). In fact, this woman — let us call her ‘Helen’ — saw the same ad Lousia had answered, and finally screwed up the courage to respond, but not till right after I had pulled it down. So we just missed each other at first. This unfortunate turn cost our affair a number of months. Read more »

[M]y weird old neighbor had me do a personal [F]avor for her.

Everyone has had some interactions with people who have autism. A few years ago I had an older neighbor who lived alone and after breaking her arm, was unable to do lawn maintenance. I was a nice guy and mowed her small lawn while I was doing my own. She didn’t even ask, I just noticed it was higher than she normally let it grow and had seen the cast on her arm.

The 2nd week of mowing her lawn, she came out with a glass of lemonade and thanked me for doing this for her. She told me that she was too shy to ask anyone for help. I happily accepted the refreshment and honestly told her that I didn’t mind mowing her lawn since it wasn’t that much more than my own and I needed the exercise. She offered to pay me but knowing that she was most likely on a fixed income, I declined and told her I was happy to do it for as long as she needed it taken care of. Read more »

[MF] Tamil FWB – The Deepthroat

This is another installment of my experience with a Tamil girl as an FWB. To recap, sheltered due to culture. Was into white guys, had to meet with me in secret. Had done stuff before, but really vanilla, and it was basic vanilla. So today we will be going over her first deepthroat/blowjob to completion.

For context, we would be talking over the phone. We didn’t really chat on AFF anymore because we wanted to be exclusive to each other (we were both in our feelings and we knew it would never work out but we pretended like there was something and managed to convince ourselves). Anyway, this was a week after our first get together. And we were going over experiences, what we’ve done, what we haven’t (for her it was pretty much everything) and what we want to do. Fast forward, our next meet up she agreed to go down on me for as long as I went down on her. Little did she know that I could go down for a loooooongg time. So that was nothing for me and really what I wanted to do is get her in a position where she could suck me to completion and get her to practice on me and get better with her skills so I would appreciate it more in the future. Yeah, more of that delusion I was referencing earlier. Read more »

[M23]y Holiday Whore [F]

A lot of the stories on my profile are with guys however, as I am bi I thought I would share the amazing experiences I had with a girl while on holiday with my parents. True story!

A couple of years ago I was in holiday in Italy with my parents. We were staying in small but old town, there were no tourists apart from ourselves and there wasn’t that many young people around so I thought it was gonna be a boring couple

One night at a restaurant in the centre of the town, I noticed the waitress who was serving me was beautiful, and couldn’t stop looking over at me. She looked traditionally Italian, she had jet black hair, olive skin and a small figure, her ass was incredible. I’m pretty sure she dropped some napkins on purpose so she could bend over and give me a full view. The best thing about her however was her eyes, she had big anime eyes that drew me in, it was like I couldn’t stop myself when she looked at me. Read more »

When I rose to the occasion and got my PhD [MF]

I watch the snow softly falling outside through the tiny window of my office. One side of the window is stuck, so a chilly draft creeps in. I shiver. Even the suit I’d had to wear to my PhD presentation this morning is barely sufficient. My dark cotton slacks are too thin to be of use, and they’re uncomfortably tight. I felt them earlier, to, as I glanced at her in the audience every now and then while presenting my research results. I’m surprised I managed to get through it without stumbling. I shift uncomfortably in my chair at the memory of the feeling. Her gaze upon me, thoughtful, appraising…appreciative? Nah, wishful thinking, surely. Need to get my head back into my work.

At least I have the office to myself today; all the other PhDs are out teaching. It’s going to be a long day. I boot up my laptop and dive into my stats software with a vengeance. All day I’ll be running code to calculate the trajectories of planets in their star systems, trying to find the barest of statistical anomalies that might indicate sentient life. With the frigid wasteland outside and the weekend fast approaching, it feels like I’m on one of the thousands of dud planets with no sentient life whatsoever. Read more »

[M]y first time fucking a longtime [F]riend of mine from school

So one time in high school when I was 18, I was invited out with an old friend to go to her house and hang out with a few other friends and go swimming in her pool. Now, this friend, I never really had a “crush” on her, pur se, but I’d be lying if I said I hadn’t had dirty thoughts about her. She was about 5’7″, with a nice ass and a very alluring pair of tits.

So back to the story, turned out everyone else invited to her house had to cancel out for one reason or another, so it ended up just being me and her, and we were literally by ourselves since her family was gone for the weekend. We didn’t really have a plan for anything else to do, and since nobody else showed up, we said “screw it” and just decided to go swimming.

We got outside, and went to go change. She went around the corner of the house while I stayed there, and while I was changing I couldn’t stop thinking about the fact that she was around the corner at this minute, with her gorgeous tits hanging loose, bouncing freely as she gets changed. I pushed the thought away because I knew nothing would happen. Eventually she came back out and we got into the pool. Read more »

[FM] Couple massage with Tim

Received two vouchers for a massage from a friend and looking at how adventurous we were a few days prior (nothing sexual but a sport activity which he tagged along), Tim and me definitely needed one to help us with our sore muscles. We then made plans and book a slot for the it.

Arrived at the parlour, checked in and the counter lady asked if we would like to opt for the couple room or individual room. Like how most massage parlours are, most of the workers are mandarin speakers. Tim will definitely have a communication barrier as he is unable to understand the language and hey, we came as a couple, so we are definitely going use the couple room. Read more »

I saw a couple having sex outside, and I watched [MF]

OK, so picture the scene. I’m 15, and down at a caravan in the Scottish Borders with my family. The caravan park is right on the coast, and there are cliffs and massive rocky outcrops everywhere.

So one day I’m out, pretending I’m fit and healthy, and scrambling around the rocks. Because let’s face it, there’s bugger all else to do. So anyway, I’m clambering around these rocks, when I hear voices. I go into full stealth mode, crawling around to see if I can see where the voices are coming from (imagine Gollum from The Two Towers, only fatter and hairier).

So I find a vantage point, staying close to the cliff wall behind me so I’m not spotted, and I see them. A couple taking photographs. No big deal, until I realise that the woman’s top is on the rocks at the man’s feet. She turns around, and holy shit! What a pair of tits. Needless to say, I’m thinking this’ll be prime wanking material for another time. Then she starts taking her jean shorts off, and I’m instantly hard. Read more »

I [23F] got throatfucked by a stranger in a heatwave. Finally getting my mouth used like I wanted. [MF]

A few weeks ago there was a mini-heatwave in my area, and I was experiencing some acute sexual frustration, not helped by months of quarantine. I’m a big fan of oral and often watch face-fuck videos, but that day I decided it was time to get some IRL contact. Putting “NSA” in my tinder bio led to a few guys quite quickly, and there was one man who was replying fast and lived nearby. I didn’t want to waste time just sexting so I made it clear that a no-strings blowjob was on immediate offer. He was down, *shock* ?.

I went over to his place wearing denim shorts and a tank top. We kissed for few moments, but I’m not the biggest fan of extended kissing, and besides, I was desperate to suck cock instead. He I knelt down by the bed between his legs and started touching him through his underwear. He was semi-hard by this point so I teased and rubbed my mouth against the fabric until he was nearly fully erect. Read more »