Cyber Rendezvous

Kink confession time: I love to watch men masturbate online. Something about seeing them touch themselves, hearing their groans, watching their semen burst from their cocks in streams and spurts, all while seated comfortably in my own home. It’s the ultimate booty call – you watch him get off, he watches you get off, then when you’re both done you log off and go back to your regular lives.

When I was single I used to love cybersex, and my list of cyber paramours included local part-time lovers with busy work schedules, long-distance flings, and the occasional anonymous stranger that I would meet via chat rooms. Whenever I was in the mood for some fun and no one local was available, I would just log in to one of my semi-anonymous accounts that I set up specifically for video chats, knowing that at least one of my cyber buddies would be online.

My lover has told me on various occasions that he doesn’t care what I do online, as long as it never affects our day to day life. As a result, most of my cybersex now occurs with distant strangers, people who I have never met in real life and never will. At first, I found myself missing cybersex with people who I know, but this form of anonymous sex has proven to be highly liberating.

For those who are curious, I’ll detail one of my favorite cyber sessions after the jump:

 Breaking in the Newbie

I go through cycles of sleeplessness, where I spend weeks on end unable to sleep for more than a couple of hours at a time. During one of these cycles I virtually befriended a man named Adam*, who was working on his Master’s degree in some Virginia university. I asked him why he never seemed to go out to the bars or clubs on weekends to meet women, and he admitted to being incredibly shy and too nervous to approach women. He then confessed that he is so shy that no woman has ever seen him naked, as he was afraid that the girl would mock him.

This was enough encouragement for me (I’m hopeless, I know), so I began cajoling him into stripping for me via webcam. Once he was nude I began praising both his courage and his body, turning his self-perceived flaws into something that a woman might find arousing. These words of encouragement were clearly arousing him, and I decided it was time to have some real fun.

At first, Adam was completely uncomfortable with the idea of masturbating for me, but he quickly got into the sharing spirit after I offered to give him a little show as well. He started touching himself slowly, but he couldn’t help but stroke faster when I began touching myself. I scolded him harshly for that, telling him that he needed to save himself for me, and that I’d be very disappointed if he came too quickly. Luckily for him, this rare position of power that I held was proving to be very arousing. I told him how much I liked watching him touch himself, and how wet he was making me, and how I wished that I could be the one stroking his nice hard cock, and with those last words he came with violent spurts. I was very close to completion myself, so I begged him to keep touching himself for just a moment longer, resulting in a very satisfying orgasm for myself.

Adam and I fooled around online a few times after that, and he eventually got enough self-confidence to go out and find himself a non-virtual girl to fool around with. I’m happy for him, but sometimes I miss knowing someone so open to suggestion.

*Names changed to protect the corrupt.