I have mixed feelings about web cams. As for online sex itself, it helped me overcome my terminal shyness and propelled me into the real world of things sexual—but cams can lead to trouble.
I sat down at my computer with all my usual supplies: lube, paper towels, and condoms. So far, so good. I lived out in the country and used a dial up connection. This meant no phone calls to interrupt my sexual pursuits. I logged on as usual on and spotted one of my regular chat partners. She was barely twenty and very horny with curves that drove me crazy—in the photos she sent me, that is.
She lived close enough to drive many a cock pumping fantasy, but far enough away to make me doubt we would ever meet.
She messaged me seconds after I logged on. "Hey, how's it going?"
"Fine. How are you?"
"Good. Want to play a game?"
"Sure. You pick."
"Do you play backgammon?"
"Ok."
I had just barely learned to play. We'd played a few games when she sent me some pictures. My cock rose to attention and throbbed. The photos she sent were from online sites, but some were of her and her friends. I sat masturbating while looking at all the pantyhose, stockings, and panty-wearing beauties—some engaged in sex acts of all description. Her cam request popped up on the screen. "Hey, you hard?"
"Very."
"Show me? Cam?"
I saw her on cam for the first time. Her thick cleavage juddered; her arm flexed—she was busy stroking down under the table, out of sight. My cock head flared obscenely.
"Okay. It might take awhile." I fumbled around setting up my brand new camera while stroking my cock. I hit 'send cam invite'. She smiled and nodded.
She sat back and pushed her tits together. "Show me? Stand up."
I stood up while watching her reaction to my tenting underpants. She smiled and typed, "Lower your shorts. Show cock."
I did. She leaned in and licked her lips. "Very nice. I wish I was there right now. Jack it. Show me how you'd fuck me."
The session ended with me shooting a massive white gusher while staring into her pink canal. It was my hottest orgasm ever.
We went on being chat friends with mutual masturbation cam sessions, but nothing ever matched the excitement of that first time. I lost touch with her, but continued chasing the thrill of my initiation.
One day I experimented with multiple cam action. A cute Asian girl got me hooked on watching her strip tease. She informed me her boyfriend wanted to watch me jack off to her naked body. I agreed—I always refused to expose myself to men online , but what the heck, I was too horny to stop.
When it was all over, her boyfriend messaged me, "Can we talk? I'm not gay or a criminal."
"Sure." He told me about an adult game show in Japan. He tried out for it but they had a minimum cock size requirement. He asked my measurements. Thinking it was all a big joke, I told him—I qualified— and he wasn't joking.
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It was my first time on a plane. When I got on, I said, "These must me the kiddies seats. What the f___?" The flight was long and uneventful.