Author: dpp-m33

Talk to Strangers: Omegle Story 3 of 3 [MF]

This is the third and last of my Omegle stories. I hope you enjoy it; it has been wonderful reliving these memories. You can read the first two here: [part one] (https://old.reddit.com/r/gonewildstories/comments/ihuqk1/talk_to_strangers_an_omegle_story_mf/) and [part two] (https://old.reddit.com/r/gonewildstories/comments/ijhmc6/talk_to_strangers_omegle_story_2_of_3_mf/).

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She had a fantasy of being fucked in public; she wanted a ring of men surrounding her stroking themselves just a few feet away. At first, we would just talk about it in bed. I would ask her, “Do you want to rest your pretty face on some stranger’s lap while I fuck you?” Or “After I’m done with you, should I just let them take turns coming on your tits?” She would fuck me harder and moan please over and over again.

One night I propped the laptop by the bed put a post-it note in the upper left-hand corner of the screen. She put on a pair of black thigh highs, crawled onto the bed, turned her face away from the camera, and then arched her back for me and waited. I opened Omegle and clicked through the first few people to get past the ad screen.

“This is your last chance. Do you want me to turn on the camera?” Read more »

Talk to Strangers: Omegle Story 2 of 3 [MF]

I tried a few more times, but I didn’t have the patience or the luck to make it work. It was only because of Reddit that I went back on. Someone had sent me a message after I posted a story, and we began talking. For a couple of weeks, we flirted but were careful about our privacy. I think we both liked getting an orange envelope in the morning and having someone and something outside of our regular lives. One night we were going back and forth, and she sent me a picture for the first time. It was artful, cropped so that I couldn’t tell her identity, and absolutely amazing. She wanted me to write her something based on the picture. I started to when she sent me another message, “Do you like?” Again, I didn’t finish my reply before she wrote, “I mean, is it the sort of thing you’re going to look at when you touch yourself?”

“I’m touching myself now.”

“I want to see.” At that point, I started to worry that I was being catfished.

“Can I see you too?”

“Put ‘clairesaysfuckme’ as your interest in Omegle.” Read more »

Talk to Strangers: Omegle Story 2 of 3 [MF]

This is my second of three Omegle stories, it’s shorter than [the first] ([https://old.reddit.com/r/gonewildstories/comments/ihuqk1/talk_to_strangers_an_omegle_story_mf/](https://old.reddit.com/r/gonewildstories/comments/ihuqk1/talk_to_strangers_an_omegle_story_mf/)), and it is also pretty tame. I should have the third finished in a couple of days.

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I tried a few more times, but I didn’t have the patience or the luck to make it work. It was only because of Reddit that I went back on. Someone had sent me a message after I posted a story, and we began talking. For a couple of weeks, we flirted but were careful about our privacy. I think we both liked getting an orange envelope in the morning and having someone and something outside of our regular lives. One night we were going back and forth, and she sent me a picture for the first time. It was artful, cropped so that I couldn’t tell her identity, and absolutely amazing. She wanted me to write her something based on the picture. I started to when she sent me another message, “Do you like?” Again, I didn’t finish my reply before she wrote, “I mean, is it the sort of thing you’re going to look at when you touch yourself?”

​ Read more »

Talk to Strangers: An Omegle Story [MF]

My first experience was one of my best, and it occurred at a time in my life when I was not at my best. It was a few weeks after a pretty messy breakup, and while I was horny, I couldn’t yet bring myself to flirt with anyone. All I seemed to do was work and then go home and get online. I was already late, and I was sitting at a desk, I was still in my button-up shirt and tie from work, clicking past the menagerie of dicks, bored and not sure why I was even doing this. Not much of my face was in the frame, just the scruff of my chin and my lips, my loose tie and collar. The only sound in my apartment was the click, click of my boredom; it had become so automatic I almost clicked past her. Read more »

Mary Takes Control [MF] [hypnosis] [fdom]

One of the few things that I knew about Mary was that she wrote fan fiction. They were mostly Potter fiction, and all of the stories had a particular bent—strong women who were sexually dominate. Romilda concocting a potion that made her sexual conquests happy to be compliant, Fleur and Nymphadora Tonks displaying and then sharing their recent boy-toys, Madame Hooch allowing the team to service her, and more. She had written dozens of these stories, and after reading them, I couldn’t look at Mary without projecting qualities of her heroines on to her. And, perhaps inevitably, I found myself fantasying about her.

Mary was pretty, but not sexy. Whereas the women in her stories were dominating and beautiful, they were also physically Mary’s opposite. They were tall with straight hair and full figures. Mary was short with curly hair, skinny and flat chested. She had a small nose and a ton of freckles.

Mary was also the sort of person who was always deeply passionate about something. She would discover some new hobby every month or so and let it devour her time and attention. Every time you saw her, she would tell you something new about ASMR or lucid dreaming. One night, a few of us were hanging out in a friend’s dorm room, and Mary was going on about her latest obsession, hypnosis. Before I left, I asked her, “Can it help with sleep?” Read more »

Exposing Jessica [MF] [exhibitionism]

This is from back when I was in college. I’ve been thinking about it a lot recently and thought a few of you might like it.

Jessica was quiet. Shoulder length, straight black hair, caramel eyes—she was pretty, but often overlooked in a crowd. We had been friends since freshman year, and like most everyone else it had never occurred to me to look at Jessica as anything other than a friend. She had a small apartment off campus, and after class we’d often hang out there.

One night we were on her couch watching some show when two of her girlfriends showed up unexpectedly. When they came into the room, everything changed. They were drunk, flirty, and one of them, I don’t remember her name, was showing off her new digital camera. This was the early 2000’s, and at least at my school, digital cameras were rare. I remember being a little annoyed when they first showed up, but in retrospect, they were the cause of one of the best nights of my life.

I was mixing drinks in the kitchen. The two friends were on the couch taking pictures of their cleavage and Jessica, as always, was sitting in the big armchair in the corner quietly watching it all. Read more »

[MF] – My girlfriend’s roommate

Sorry, this is a pretty scattered memory, but I was talking about it with another Redditor and can’t get it out of my mind, so I thought I would share.

In college, there was a month when I had moved in with my girlfriend, but her old roommate was still living there. The roommate, Lily, was beautiful, a latina girl with thin, long legs and long, straight black hair-. When my girlfriend was around, Lily was quiet, almost shy. Except for one night. We had all been drinking and watching some movie. She was on the floor and me, and my GF was on the couch. Lily asked me to get her a beer, and I think I said, “ask nicely.” She turns around–now she’s on her knees right in front of me–and says, “How can you say no to a girl on her knees?” This was completely out of character for her, and he’s saying this right in front of my GF; I can’t help it, but I start getting hard, and since I’m wearing sweatpants, it’s pretty obvious. Read more »