[MF] First Date Anal

Two nights ago i fired up tinder for the first time in about a year and a half. i was just brutally rejected by a man i cared deeply for, and more importantly, wanted to get fucked by desperately.

I spent an hour or two and found someone willing to meet me for a drink and then go back to the apartment where i was staying—belonging to the man who turned me down—to fuck my face and leave. I basically wanted to be used sexually the way that man used me emotionally, and now refuses to put his cock inside me.

My tinder math wanted to talk too much for what i intended, but he was able to provide exactly what i asked for in the end.

he took off his pants and stood over me, my head tilted backward and resting on the backrest of the couch. he put the tip of his cock on my lips, i opened up and he pushed his flaccid cock to the back of my mouth. i sucked hard, feeling his cock stiffen and extend down the back of my throat. he pushed in further as i gagged.

[MF] That time I fucked my pregnant friend

This actually happened recently within the span of a few months ago. I got off at work at 4 as usual, but since my mother was in town, I had let her borrow my car. She came to pick me up and we proceeded to go to a family gathering. When we arrived I grabbed a drink from being dead tired and took a few minutes to adjust before greeting everyone. Given that I had lived away from my mother for a year at this point, I in my drunken state decided that I would go back with her to spend some time. As we got in late on account of it being about a 2 hour drive and stopping at my place so I could get some clothes and such, I knocked out in the car, woke up to go inside the house, and crashed on the couch until fairly late into the afternoon.

Made to feel useless [Mf] [bdsm] [humiliation]

We had skipped that safety meet. Or at least she had. Her name is Scarlet. At least that’s what I call her. I’m not even sure if it deserves capitalization. That might offend. She is supposed to be treated as if she is a worthless thing.

I had her park in the parking lot where I could see from my hotel room. She kik’d me that she had arrived and I had her get out of the car. I sent back to walk around her car in a circle twice while I decided if she was worth my time.

I watched from my window as she looked around, vainly up to see if she could see who was watching and from where. She was too far for me to make out any details of course. But I saw a clear female shape, wearing the blue dress that I recognized from the naughty photos she had kik’d me throughout the day.

I sent a note back, taunting her, calling her a horny slut, telling her she was so overwhelmed by the wet slick between her legs that she was rushing up to be abused by a man she hadn’t met or seen, when I had clearly seen her.

[MF] using The Dirty dot com to my advantage.

Years and years ago there used to be this website called Thedirty it was basically this trash website that people called other people sluts and whores on and it was organized by area. Hell it may still be a website. I successfully slept with two women that were posted on that website because I figured if there was any truth to them being easy I might as well try. Here’s the story of one of them.

Two love rivals pleasured together [FFM]

Last weekend was another convention weekend, and as per the past couple of years I’d made arrangements to travel and stay near the convention with my friend Gemma who I’d dragged into a couple of my previous adventures. While her involvement was unexpected the first time and came about without any argument from her the second, this time she was downright keen to see if I had anything planned – she doesn’t usually talk much about sex or what I’d been up to, but as part of our con plans it was obvious she was hoping I could line something up.

We met up and travelled by train the day before the event – both excited as we had new co-ordinated cosplay planned and ready to go, and also feeling some unspoken excitement that there may be more entertainment to the weekend too. That evening was a quiet one, with an early night ready for the days ahead… but also plenty of Tinder swiping of course.

[Kink] [FM] Second episode in my unhealthy fuckbuddy relationship… [a2p]

A few days later, I had planned to work from home that day and I woke up with morning wood. In a mischievous mood, I texted Alice:

Me: “Why aren’t you here? I need somewhere to cum…”
Her: “I’m at the gym!”
Me: “Then come here after. I’ll send you home with my cum leaking the way you like it.”
Her: “I have a 10 am class.”
Me: “Come here *straight* after the gym. Then go home or to class.”
Her: “But I’ll be all sweaty!”
Me: “Good, I’ll just make you even more sweaty. I want to send you home with my cum leaking into your panties…”
Her: “That would be pretty hot…”
Her: “Ok. I’ll be there about 9.”

When she arrived she was wearing black and pink gym shoes, pale pink lycra yoga pants and a bright pink cropped shirt over a sports bra. And her hair was in pigtails. Pigtails! She looked like someone’s 14 yo little sister.

As before, as soon as she was through the door I grabbed her by the throat and slammed her against the wall as I kissed her. I spun her around to face the wall, and reached into the back of her yoga pants and underwear to feel that she was already a little wet. I worked two fingers into her cunt and then used one to tease her ass.

[MF] Great hotel sex with my hot coworker.

I have this female coworker. She is new to her position in the company, so I have been training her. We work in different locations in opposite parts of the state but since we have the same position in our locations I have to show her how to do the job. We mostly talk through text and email but have met up a few times. She’s a little younger than me (she’s 24 and I’m 30). She has a very athletic build, skinny but toned. She always works in blue jeans with a 3/4 sleeve top, wears flats and keeps her dark hair in a ponytail. She also has a tattoo on her arm that goes from her wrist up underneath her sleeve. I kind of get a punk rock vibe from her. She is definitely attractive, but I hadn’t given it much thought beyond that. She is married to a serviceman, but according to her it’s for convenience, not love. They basically have an open marriage.

All’s Well that Ends Well [MF] [MFF] [Update]

[My first meeting with Helen and Kate](https://www.reddit.com/r/gonewildstories/comments/6p4ybu/alls_well_that_ends_well_mff/) was pretty well received, and they quite liked the write up I gave them. I detailed [what happened next](https://www.reddit.com/r/gonewildstories/comments/6pitdr/my_first_phone_sex/), in which I was asked to keep last weekend free. I did. I’m very glad I did, and here’s what happened.

**Friday night**, I get a call from Helen. Helen has spent the week exchanging flirty texts with me – no sexts as such, just enough to remind me that we have an arrangement for the weekend and that I’d better not stand her up. The call arrives as I am getting out of a meeting and thinking about clearing anything outstanding from my desk before the weekend. Helen wants to know if I can get off work a little early. Like, now. She said it wasn’t a problem if I couldn’t, it would be fine. And I think I don’t need to tell any of the men reading this what that means.

Luckily for me, I have an understanding boss. I went to see her, she looked me up and down and said “don’t tell me you’ve actually got a date.” So I admitted I had, and she was so amused she agreed that I could bail early.

[MF][outdoors] How to avoid tanlines

A few years ago my wife and I lived in an apartment complex that was adjacent to a large patch of woods. On my days off, I would often take my machete and hike through the woods, exploring the area. Within a few months of hiking I discovered two things: one, besides our own apartment buildings, it was several miles to the nearest house in the area, and two, near the center of the area was a large, open area sort of like a small field. Maybe the summer heat was getting to me, but I got a naughty idea when I discovered the field.

Using my machete, I chopped away at the tall grass, clearing out a small area of the field, just big enough to create a little sunbathing area for two. Over the next few weeks I spent some time hiking around the area and using it to sunbathe, just to be sure it was as secluded as I suspected. I was pleasantly surprised to find that no one else was ever in the area, so I deemed it safe enough for a little nude tanning.

[MT]Topped by Transwoman

This happened in April. I live just outside DC. Every now and again I go on Grindr to see if there are any transwomen who would be down to meet and fuck and almost always it doesn’t work out. This time though the most beautiful transwoman on the app was nearby so I hit her up with my go to line, “Hey how are you today?”. She immediately asked me to send a picture which I did and said she was vers and to come over.

I was shocked. I never get responses let alone from sexy women let alone again from vers women. I drove five minutes out into a weirdly Catholic neighborhood and she let me in to a shady house. There were four other trans women in the living room with a guy just talking in Spanish so I just followed my lady.