Found out that I[M] used to play with my friend[F] on Omegle and Snapchat

I used to go on Omegle to meet people with shared interests and occasionally have cyber sex with the ladies I meet on there. I never showed my face but wasn’t shy about showing the rest of my body. For privacy reasons, I won’t share what tag/interest I used but for those who have never visited the site, it isn’t all just penises in your face. You’ll meet some down to earth folks who you share an interest with and it can lead to fun conversations, long lasting friendships, and a lot of cyber sex.

A while back I met a girl who shared an interest with me. We made small talk at first but from her camera angle, I had a feeling she was there for the same reason I was. Her camera only showed her chin down. She was sitting cross legged on her bed with her pillows behind her. She had brown hair and was wearing a white tank top with red shorts. She had a thin blanket around her shoulders but it was open. The blanket was eye catching because it had our shared interest on it. I could tell she was busty because her cleavage was quite full. Also, the blanket around her shoulders couldn’t quite hide the fact that she was braless. Her nipples were poking through her tank top. Now, I won’t deny that I love boobs but I’m much more a thighs and ass guy. I obviously couldn’t see her ass from how she was sitting but I could tell she has juicy thighs.

As for me, I also only had the camera as high as my chin but only showed my upper body because I was sitting at a table. I had a slim fit t-shirt on that showed off my shoulders, chest, and arms.

Although I had a feeling she wanted to have fun tonight, I didn’t want to rush. One, because I don’t want my desperation to make her leave and two, because I enjoy the buildup. Reading this makes it seem like we just got naked and started playing but the process actually took 20-30 minutes of talking.

I eventually got to find out that she had been single for 6 months. I made a dumb joke about how she’s so sexy, she must be swimming in dicks now that she’s single. She answered back with, “I wish. I haven’t had a dick since my ex and I broke up.”

I took that chance to keep pressing more and said, “Wow. 6 months without the D. Your pussy must be throbbing for cock. LOL jk.” My intent was just to see how she’d respond and hope that her response would move us closer to having more fun.

She went 0 to 100 and gave me the insta-boner response, “I love my fingers and definitely love my toys but nothing beats being stretched by a fat cock.”

At this point I took my cock out and started stroking it below the camera. I responded with a lame, “I wish I could be the next cock to be inside you. I bet you’d feel so tight since it’s been so long.”

Once again, she surprised me with her response. Whether true or not, I have no idea, but I was rolling with it. “I have a bunny vibrator but the dildo part of it is too thin. Maybe you have something thicker for me?”

Now, my dick is not long at all. My length is actually just average at 6 inches but my girth is above average, also right around 6 inches. My girth is what keeps me confident on Omegle. I was enjoying our buildup and wanted to keep adding on to our conversation instead of just whipping my cock out so I said to her, “Idk if I’m thick enough to stretch your pussy the way you’d like. Maybe you can tell me if I could satisfy you? Please be honest. I won’t be hurt.”

She responded with, “Yes, daddy. Show me your hard cock.”

Now at this point I’m at full mast. You know that boner that makes you super proud? I had that boner at that time. Her open naughtiness made it easy for blood to fill my cock to it’s full extent. I slowly lowered my cam to show the bulge in my briefs. I covered my briefs with the bottom of my shirt. I moved one hand under my shirt and pulled my cock out and pressed it up against my shirt so that she would see the outline of my cock. I heard a gasp from her end. Now I’ve been with enough girls to know the majority like to fluff the guys up to make them feel better and be more horny but shit, her gasp worked on me so I wasn’t about to ask if she was acting. I asked if I should show more. At this point she had stopped typing and and instead, I heard an “Mm hm” and saw her chin nodding up and down.

I asked her why she’s talking now instead of typing. She responded with, “Because with what I’m about to do, I won’t be able to type anymore.”

She lowered the camera some more so it showed her only from the boobs down. She spread her legs wide and I could see a faint wet spot on her shorts. I asked, “Are you not wearing panties?” She responded with a no and I promptly said, “Show me.”

Her response was to pull her shorts to the side. Her grool stuck to her shorts as she pulled them aside. I was absolutely in awe of how juicy she was and immediately felt an immense hunger that I couldn’t fulfill. I wanted to taste her so bad. Since I couldn’t do it, I made her run her finger over her juices and bring it up to her tongue. Her pussy was so engorged that it was bright pink, almost red.

The buildup was everything I wanted and more. I was ready to show her all of me and enjoy whatever reaction she gave me but unfortunately, the fun would end prematurely. She said that her roommate was home now and she’d have to stop. We exchanged Snapchat accounts and said our goodbyes.

Over the next several weeks, we sent naughty messages back and forth and even met once on Omegle to finish what we couldn’t the first time. When we weren’t horny, we would talk and get to know each other. The whole time, we never showed each other our faces. We’ve observed every inch of each other’s bodies except for our faces. Our conversations felt very genuine and I felt like I could even like her. It was refreshing to not just use each other to cum. Then one day, her Snapchat account disappeared. I didn’t take it too hard because I understood the nature of meeting someone on Omegle but was bummed I wouldn’t get to have fun with someone I clicked so well with sexually.

Fast forward to present times. My friends and I have been social distancing due to the pandemic. One night we decide to have a zoom call and drink together online. The cute girl next door type in our friend group is also drinking with us. I saw her screen and I froze. I pinned her video and my brain almost shut down at what I saw. The brown hair, the white tanktop (with a bra this time), the red shorts (probably wearing panties this time ?), the pillows behind her while she sits on her bed, and the damn blanket. The blanket that has our shared interest on it.

I was so surprised yet not surprised at the same time. I never made the connection because I had already convinced myself that I won’t ever meet people i know in real life. After seeing her on zoom, I realized the timelines matched up perfectly. She had broken up with her ex, then got back with him around the time she ghosted me, and now she’s single again. I know everyone has an inner freak but never in a million years would I have thought she’d be showing her right little pink pussy for strangers on Omegle. She doesn’t know that I know yet. I really want to tell her to see where this takes us but at the same time I’m afraid it’ll backfire.

Source: reddit.com/r/gonewildstories/comments/j188yv/found_out_that_im_used_to_play_with_my_friendf_on

4 comments

  1. As they say… YOLO, you only live once… You won’t know until you ask.

    I can understand the dilemma, where she maybe Keen or embarrassed by it. But who knows you may not be the only guy who has seen her in action. So it’s up to you to decide the next move. But be prepared for both scenarios.

    All the best, and stay positive

  2. Just wanna throw out the possibility that she’s figured it out already?? As a girl, I can promise you that we notice EVERYTHING. Mayyyybe she’s just waiting on you to make the move.

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