Afternoon with GF’s parents’ friend while dog sitting [MF]

For the past week I’ve been living at my girlfriend’s house watching her parents’ dog while they’re on vacation in the Bahamas. I’m leaving tomorrow so the parent’s friend was scheduled to come grab the dog to bring it to her house for the weekend. I’d met the friend before a few times so it wasn’t going to be a big deal. Just a quick handoff of the pup and his food. Or so I thought…

Its about 1:00 PM this afternoon. She was supposed to come around 2, so I had time to shower. Poor planning on my part because right as I jumped in the shower, she texted me, “On my way to grab Max now :)” She had texted me a few times making some harmless jokes and using smiley faces. As a 22 year old, it seemed like she was flirting with me, but there’s about 30 years of age gap between us so I figured that had something to do with her maybe not understanding that texts can be taken as flirty.

Anyway, I finish showering and dry off. I had just done a load of laundry, so I went to grab my clean clothes and change. What I didn’t know is that she’d already arrived.

In the Back Room With Shana [MF]

This happened quite a while ago with my first girlfriend. She was my first for just about everything. First handjob, blowjob, sex… everything. Shana was short, at around 5’3″, and petite, weighing in at just over 100 pounds. She had long, black hair that reached down to her ass, which was nice and round as she was a runner. Her B cup tits were perky, with puffy areolas and pencil eraser nipples.

Shana was a year older than me and we both worked at the same regional supermarket. She was strictly a cashier, while I was a cashier, worked the customer service desk, wrangled carts, etc. One night we were both working the same shift, her as a cashier and me working mostly outside getting carts and whatnot. About halfway through our shift I went inside to see if she wanted to go on break, but she was nowhere to be seen. I asked a coworker where she went, and was told that she was in the back of the store doing some training. To set the scene, the training room was a small room with two computers set up and not much else.

Jack and Jill get raped – Part 1 [MFM] – Consent nonconsent – Bi male stuff in later chapters

I just want to warn our sensitive readers that this story contains a bit more guy on guy stuff than is normally in my writing. It also focuses on no

I met Jill through Stacy. They were both playing with the same subby male and we had a sort of 4 way one night. That’s another story though.

Jill then was still exploring her sexuality. But came to believe herself to be a straight switch leaning towards submissive with a particular taste for non-consent. When it came to consentual play, she was very prudish, disliking much more than light foreplay and fucking. With non-consent play, she got off on being “forced” to do the sort of things she didn’t normally like.

The next time we had a play date, she was seeing jack and it was a cuckoldry sort of scene. Jack describes himself as a straight sub. I won’t argue the semantics of kinsey scale on that one. What they shared was a fetish for the non-consent. Not only did Jack want to be forced to watch, but to participate.

[MF] How I Got Started With [Cheating]

I LOVE women! To be specific I love the smooth curves and the way a woman tastes when she’s aroused. The first time I cheated was after my senior year of high school and we were all 18. I’m 31 so the new thing back then was the cell phone. Your average flip phone with a shitty camera. This little invention has been my best friend for cheating and keeping it secret!

Senior year I was dating a girl named Kate. It was a lot of fun, she was tall (5’8″), big smile, great boobs and an ass built for a thong! Loved to have sex on her pool table or outside during the summer on the trampoline. However Kate had a lack of confidence and would cry sometimes from being over emotional about us in the future. I don’t deal well with emotions, crying or indecision so I decided to test the waters and see what type of women I could find. Where do you look for your next girlfriend at that age??? It’s school and specifically it was the girl behind me in homeroom and who lived near me. Her name was Jamie; she was athletic, fair skinned and had this blonde hair that smelled like love in a shampoo bottle. What do you do then because Kate also went to the same school and people talk? You enter Jamie’s cell number into your phone and you put her in there as something believable i.e. The Marine recruiter who signed me up.

Between Classes [MF]

A Race and Gender Politics freshman level class at a large university in the Midwest. Spring semester.
Dennis Tominsky, a freshman nineteen years of age, comes in to class late, as usual. He sits at his regular seat while the teacher glares at him. The teacher continues. Dennis has a smirk on his face and glazed eyes. Yup, he’s fucking high. He’s been baked pretty much since midnight last night, when he had a pot brownie left over from his pal’s party, plus a joint, plus a bowl. He didn’t get much sleep that night. He was engaged in certain other, er…recreational activities.

Dennis doesn’t take out his notebook or anything. He takes his backpack off, but he has an agenda in this class other than studying. He stares straight ahead, still with that smirk, his mind elsewhere, and turns to his right. He looks down his row at—

A fairly attractive girl in a white silk blouse. She wears a brown skirt and leggings. She does take notes. But something happens to her positioning once Dennis walks in. She doesn’t have to look at him to know he’s there. It’s only when she feels his eyes on her that she returns the gaze. She smiles only faintly. There’s a tinge of nervousness in the smile. A tinge of regret even? She goes back to taking notes. Dennis turns away from her.

[MF] I [22] cheated on my GF with a married girl [29] I met at a gig

Hi, r/gonewildstories. This is a real story I would like to share with you all. Enjoy. About a year ago, I had a very hot encounter with a girl I met at the club. I still fantasize about that night to this day, that’s how hot I found it. Let’s cut the crap and get to the story.

I was invited by some friends to come and see a band we know play in a local club. The band would be followed up by some DJ’s that play music I really like, so I was all up for it. Having had some drinks in my friend’s dorm, we headed for the club. The atmosphere in the club was quite nice. The music was good, and the venue was filled with beautiful people. After listening to the band play for a while, I made my way to the bar to get some drinks for our group.

My [F]irst time being fisted

I’d like to start my saying I don’t think I’m a prude. I’ve had a few partners over the years and tried a few things outside the box, but compared to the porn you see you would probably class me as a vanilla kind of girl.

One fetish if you want to call it that is that I do enjoy my tits and nipples played with hard. I found this out by accident one time when me and my SO were a bit drunk and he took his love biting a bit too far. This was the first time the line between pain and pleasure was blurred and I really enjoyed it. The bruising however lasted for days. I had to wear a neckline top to work to cover up despite the high summer heat.

Since that time we have pushed the boundaries a bit further over a period of time. We got some pierce less nipple jewellery. Both twist on nipple rings and slip knot tassels and then moved on to nipple clamps after an experiment with clothes pegs.

First threesome [MMF] Can anyone relate to being the nervous newbie?

I have been in a long relationship that is not going too well at this point. Yesterday my girlfriend went for her monthly visit out of state to visit her family so I had my one night of freedom that is normally spent getting a buzz on at the local bar and passing out alone. I snapped a quick candid pic of the GF getting dressed earlier that day and sent it to my buddy who I often trade pics with. He replied with two of his girl that she has obviously willingly posed for. In interest of anonymity we will call this couple Mike and Molly

The GF left around 3 pm and I proceeded to lie around looking at dirty things on Reddit, and ended up masturbating twice mainly out of boredom. I text Mike around 7pm asking what he and Molly were doing for the evening. It took awhile for a response but we eventually set plans to go out drinking and that they would pick me up. He also said that Molly would “probably get naked” after some drinks. It’s also important to mention that I had never actually met Molly, only saw her nudes.