Omegle stories

[littl1p]

I don’t have much time to elaborate right now but I of course love sph so i would often sit nude with a sign covering the screen that said wave to see the smallest penis in the world or some message Similar. Sometimes it would take a while but for when the females that would wave I’d uncover and they would burst out laughing. Some times that’s all they would do. Sometimes they would go get others girls to come look and i would sometimes compare myself to items like a battery and chapstick to show me losing to them which got a lot of shock and laughter.

[NudeBaG]

Best one was in my teens when I found a couple of girls my age one night and convinced them to play Red Light Green Light as JOI.
They dragged it out for about 20 minutes before they just had me finish for them.
One of the best orgasms I’ve ever had

[CinnabarSunset]

Sure, that sounds interesting!

Okay, I see I'm responding pretty late, but here are a few of the ones that come to mind.

1. I got matched with an attractive woman, which, you know, was a good start. She was lying on her side on her bed in front of her computer, looking bored, wearing pajamas. She took a few moments to look at my "game" card, and then started going through the items one by one, almost as if she were completing a list of chores.

Yeah, I could tell you all about how I was suave and charmed her out of her clothes... but that would be a total lie. She needed no convincing, and I'm sure I was a bit painfully awkward (exacerbated by this being one of my first "hits" on Omegle). When she finished off my list and asked if I had any other requests, I felt like this:



Okay, so I at least didn't say anything like that, and I did come up with more things that would help me further get my rocks off. Mind you, by this point, her clothes had long since come off and I'd seen every inch of her. But she didn't hesitate to fulfill my other requests, and even knew how to add some sexy flourish on them.

After this went on a little longer, she moved back over to her computer and said something like: "sorry got to go, time to go fuck my client ". I managed to thank her before she disconnected, and that was that.

So it would seem that I'd gotten paired with a "lady of the night", and she was using Omegle as a warm up for work. Very lucky for me!

2. I encountered a girl who claimed to be (iirc) Eminem's niece. Of course I have some doubts about that, and either way, she didn't do anything. We just had a brief, weird chat before going our separate ways. But apparently, her claim was so random and unexpected that I still remember her all these years later.

3. In my horny Omegle adventures, I mostly used an "Omegle game" card with tasks and point values, but I experimented with some other approaches, too. A few times, I displayed an image with text saying, "Show me your boobs, it's my birthday!" (It was another image that I'd screenshotted and stolen from a fellow traveler, and most of the time that I used it, it wasn't actually my birthday.)

So I got paired with a couple of women who were sitting on a bed while packing suitcases. Initially, neither was looking at the computer screen. One of them eventually looked over, read my message, let out a hearty laugh, and unabashedly whipped out her boobs. She gave me a few moments to get a good look before getting her clothes back in place and continuing with suitcase packing.

She didn't disconnect, though. I started thinking, should I try to get their attention and let them know we're still connected? Would it be too gauche to ask to see more? Before I decided on a course of action, though, the other woman looked over at the computer and disconnected.

There are more stories I can tell, and observations I can make about early Omegle, but I think that's probably enough for one message.

[NudeBaG]

Early on, I developed a level of ‘etiquette’ where I would start with polite conversation, then just ask permission to get naked.
This resulted in piquing curiosity and elongating engagement.

[skai0]

Once I matched, I would usually streak, running passed the camera naked, making the girls on the other end laugh.
Depending on how things went, if they wanted to see, I would jerk off for them.

Only girls?

[NudeBaG]

Once I matched, I would usually streak, running passed the camera naked, making the girls on the other end laugh.
Depending on how things went, if they wanted to see, I would jerk off for them.

Only girls?

I’d usually skip guys

[skai0]

Once I matched, I would usually streak, running passed the camera naked, making the girls on the other end laugh.
Depending on how things went, if they wanted to see, I would jerk off for them.

Only girls?

I’d usually skip guys

Damn, that makes me feel left out...

[NudeBaG]

Only girls?

I’d usually skip guys

Damn, that makes me feel left out...

How so?

[skai0]

I’d usually skip guys

Damn, that makes me feel left out...

How so?

It sounds sessions with you were rather enjoyable... But I wouldn't qualify...

[NudeBaG]

Damn, that makes me feel left out...

How so?

It sounds sessions with you were rather enjoyable... But I wouldn't qualify...

Always put the ball in their court.