Oh, wow, chat rooms days. 1996-2003 for me. Memories that I have repressed for many reasons. During my college/post-college years. Crazy, crazy times. It was amazing how easy it was to tell if you were talking to a real woman or not and how easily those real women would open up to you. It helped that I had a webcam, which was extremely rare back then.
I met a few women, but I only remember one. She was barely 18, but she had slept with over 50 guys already. It got to the point where I told her my phone number and she would call me at 2am after sleeping with a bunch more guys in one night and crying over how crappy she felt.
Then one night I met her at a 24 hour restaurant at 3am. She was late meeting me because she had just finished screwing her step-brother. Then she wanted to screw me in the parking lot, but I totally friend-zoned her. She didn't mind, though. We had a pretty good friendship for a few years in total. Then one day she disappeared cold turkey.
Another one who I didn't meet, but we chatted for months. She was extremely religious and conservative, but you could tell she was sooooo repressed and wanted to let it out. I honestly assumed that she was a guy, to be honest.
Then one day she said she needed help getting photos of her kid's first birthday onto her computer. I helped her in chat, then I asked her if her camera doubled as a webcam. She didn't think so, but it did. And I saw her. And she was one of the most attractive women I have ever seen, still to this day. And as a "thank you" she got naked on her webcam without me asking. She was in front of her large livingroom picture windows and she said she could see her neighbors hanging out outside watching her, so she played with herself. She got off several times.
We chatted for a few more weeks but never on cam again, then she, too, disappeared one day.
There was another one who chatted on webcam with me for a few months, but she would never get naked even though I always was. Then she got pregnant and had a kid. Then she kept complaining about how her boobs changed so much. I convinced her to show me and she liked the feeling so she would chat topless from then on. Her boobs did get messed up, though. She was 19 and her boobs were like flat socks that hung down to her waist like a 90yo woman. I felt badly for her because pre-pregnancy she would be braless under t shirts and they were tiny and perky. I still enjoyed seeing them, though. I love ALL boobs since women can't help it.
Then I started a new career and that was the end of my chatroom days as I simply didn't have time.
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