For any straight man who occasionally visits websites like Chat Roulette or Omegle, there are two things you hope you're going to see but know, in your heart of hearts, that you're almost never going to happen across: a willing woman or an exhibitionist couple. But that doesn't stop thousands of people clicking and clicking and clicking through with hope and anticipation before settling for something a little less interactive.
The first Chat Roulette jackpot is a woman willing to show herself off and play while you do the same. I have encountered such a woman once, and was so surprised that I messed it up. It was a slow Friday evening and - being far from my partner and horny - I thought I'd fire up the browser in search of a remote connection. After clicking through what seemed like a thousand hard cocks being stroked by men in the same boat as me, finally there was a woman. Head not visible, as is common, body wrapped in a clean white fluffy towel and, it seemed, little else.
I stared for a moment, barely believing I'd hit on a real, live woman before finding my brain and typing 'Hi' into the little chat box.
She wasn't interested in small talk. She wrote: "Show me your cock."
With no hesitation, I pulled my dick from my boxer shorts and began stroking it.
"Mmmmm. Looks lovely," she wrote and started to unhitch the top the towel to reveal her breasts and, I hoped the rest of her body. With one hand on my cock, I leaned down to hit the full screen button with my mouse and, on accident, clicked the button which rerolled the Roulette wheel and connected me to someone enthusiastically splashing semen onto his own stomach.
From this encounter, I realised that among the mass of exhibitionist wankers, there were women out there willing to expose themselves (and in my own experiences with my partner, that there are couples willing to perform, but more of that in another tale), and it only took dedication and perseverance to find them. One in a thousand is enough of a chance to keep you coming back.
The other jackpot happened last night, and is the reason I decided to write this down. This time it was a service similar to Chat Roulette, but the method is the same. You go to a website, hit Chat or Connect, enable your webcam and begin the process of clicking through all the cocks in the hope of finding something interesting to watch as your once stiff dick wilts slowly towards boredom and you give up and find some standard porn to jerk off to.