gonewildstories Archives — Page 3321 of 5640 — NSFW story

Corrupting a Geeky Older Man [FM]

This is a fun experience I had with a man 20 years my senior. Story contains BDSM.

I was at a gaming event, and I ran into a nice older man, who had seen my fox ears. I told him to he could pet me if he wanted, so he did. I acted all cute and purred happily. He ended up playing board games with me, and he asked if he could add me in social media. I said yes and that he could take a photo of my name tag so it would be easier to find me. Of course I posed for the pic, and I’m sure the name tag looked nice on my dress with wide cleavage. I casually suggested we could have dinner before I leave if he had the time. Read more »

I [M] made a stranger [F] squirt in front of her bf

This story happened to me many years ago (~2010) when I was still a lifeguard at the beach in my home town. One day while I was wrapping up for the day and just about to go, a young tourist couple walked up to me and started making small talk. At first I was trying to get out of the conversation. It just wasn’t a good time for me. I wanted to head quickly home after a long day. However after a few minutes, this charismatic couple somehow had me drawn-in and chatting away with them. It turned out they were on a weekend trip from the city, to celebrate their 7-year anniversary. They seemed to be in their mid twenties like me, so had probably met in high-school and stayed together since then. They were staying at the best 5-star hotel in the area. Having never been there myself, I was curious to know more about this place, and they were eager to tell me all about it. Read more »

A hilarious sequence of events that led to an incredibly awkward situation… with a huge plot twist at the end… [MF] [Funny] [long]

This is a long, but funny, true story about a hilarious set of events that happened to me in college… here we go.

I went to college in a small town about 3 hours from the US/Mexico border. Me and my buddies would take a few trips down there a year just to drink super cheap and act like we were cool for crossing the border.

We planned out one of these trips with me and three other guys. Two of them had girlfriends rolling with us, but my roommate Sam and me were rolling single. Sam had invited a chick from a neighboring town that he was trying to hook up with to go with us because she had never gone. She was bringing a friend so I figured I could be a good wingman at the very least. And who knows, maybe she’d be hot and I could try to take advantage of the two of us being kinda paired up. Read more »

[M]et two [F]emales in one day

Had a first date scheduled with a girl named Amanda. She was 19 years old, I’m in my early 30s at the time. I expressed some initial concern about our ages, and she said that age was just a number, like any good girl would do. I further explained that I wasn’t necessarily looking for anything serious, but I could potentially be open to it if we had the right chemistry. She said she’d be up for meeting and finding out. We had some shared interests, both liked the same music, enjoyed food, and she wanted to get more into hiking in the northeast seeing as she was originally from the south.

I didn’t get a particularly strong hookup vibe, and thought that I’d take her out for a meal and go from there. Cute girl, could be fun! She was unable to tell me exactly when she would be available, but we had tentative plans to meet up on a Saturday. She said she would let me know. Read more »

[F] Quarantine Masturbation Log – Part 2

I’m continuing to post these for my long distance boyfriend to read during quarantine. I love the idea of sharing my experience with him in public. However, I accidentally deleted my part one from a couple weeks ago, but [I reposted it here](https://www.reddit.com/r/gonewildstories/comments/g3pf0y/f_quarantine_masturbation_log_entry_1/?utm_source=share&utm_medium=web2x). You can all see me wearing one of my butt plugs and rubbing my wet pussy the last time.

Doing this is getting me through this quarantine. Sometimes he reads me erotica from this subreddit, and I’ll send him [videos of me caressing my tits and my naked body](https://imgur.com/KWA8bua) to all of your stories. Those times when he pays attention to me, it’s the highlight of my day (or night). When he doesn’t, I send him [Instagram boomerangs grabbing them](https://imgur.com/7WpDVkL) to get his attention. That, or [me in pigtails with one of the prettier butt plugs](https://imgur.com/r8fBRvJ) he bought me in my mouth. He’s purchased me all of my toys, so I like to put them to good use and show them off. Like a kid on a playground showing off what they got for their birthday or Christmas. Read more »

[MF] Meet-up with milf

Hanson, aged 25, had always been interested in older women. After casting the net out on dating sites/apps, he had grown bored of the mundane cycle of sending messages, getting occasional replies and meeting up with self-centered wannabe career women.

And so, one evening, he found a message from a woman who he couldn’t even remember messaging. Leslie, aged 38. Blonde. His favourite. She was prompt in her replies and things started off quite normal. General chat about life, but she did have three kids and was separated – but not divorced. Apparently her husband had cheated on her and was now living out of town. She was tall (5’8) which he liked and would answer anything. There was no pretending to be offending or skirting around anything too personal.

After a few days, Hanson asked her “so what’s your favourite part of a guy?”
She replied, “Do you mean his body?”
“Yes.”
“Well it would have to be eyes or arms…but if he has a cute ass I ain’t going to complain LOL” Read more »

[F] Quarantine Masturbation Log (Entry 1)

**(Accidentally deleted this, reposting)**

Since we can’t be together physically during this quarantine, this is the first entry in my log to record each time I masturbate using the toys you sent me.

I wake up to some thoughtful, non-sexual Whatsapp messages from you that put a smile on my face. When I look up from my phone, the first thing I see is my unfinished glass of wine from last night and [the butt plugs on my bedside table](https://imgur.com/NvmtGfW), where you instructed me to put them. They look like decorations but serve as a reminder before bed and in the mornings to train me for the next time we meet. Your morning text and the various pink plugs on my nightstand contribute to the throbbing feeling between my legs.

Normally, I need to get ready for University at this hour. But due to the quarantine I can attend my recorded lectures when I want. I decide to allow myself a later start getting out of bed today. I need the extra time adding your decorative gifts into my routine before cumming. As you said, I need to train my association between the feeling of the buttplug and an orgasm. Read more »

What’s a little Watersports Between Friends? [MF]

As impromptu sexual encounters go, this was one of the best. It started off as a cheeky pub conversation between me and Vicki my then-friend, soon to be friend-with-benefits. Apart from sone flirting and a couple of cheeky flashes by her it was our first proper sexual encounter but wouldn’t be the last.

We were in the pub one night and the conversation steered towards sex, and the most bizarre sexual things we’d done. I told her about a few dogging meeting I’d been on and she seemed interested. Then she told me about her ex and how he’d liked her to piss on him. I said I was intrigued by that but had never done it. She looked at me with a glint in her eye and asked me if I’d like to try it? What, now? I said. Later tonight. My place, in about an hour she replied. Read more »