That is certainly what I should do. But for some reason I didn’t. I think it was the competitive side that got the best of me. Instead, I hit reply, and wrote, “I don’t think I’ll lose. I have a nice big cock. Why don’t we make it really interesting? The winner gets to choose between the $50 or a blowjob. I’m safe, totally disease free, and would need you to be the same. I’m not too worried, and could use a good release today. I can leave now, where are you? I’m Jack, btw.”I fired off that email with my head buzzing. That was ballsy, to say the least. I think I was secretly hoping that I would deter him by upping the ante. That way I could just go home, back to my normal routine, without feeling like I had walked away. But it wasn’t to be. Within a few minutes, he replied again. “Ha hah. Hi Jack. I’m Steve. I’m pretty confident too. Not sure about a blowjob, as I don’t know you, but $50 will buy my drinks tonight!” He gave me directions to his apartment complex, and told me he would. She took me to the bathroom and pulled out a razor. I didn't like wherethis was going at all, but again had no choice but to go along with it.She shaved my entire body, except my scalp, hairless. I felt sohumiliated! She seemed to be enjoying how I looked, though.She now grabbed my arm again, while I was still completely naked andvulnerable, kissed me on the lips and then walked me to yet another room.This room was full of women's clothing. I figured it was all hers'. Shedefinitely had a lot of clothes!Jess started rummaging through the clothes while I waited, helpless, tosee what was going to happen next. She pulled out a pair of stretchylace see-through panties and handed them to me."Put them on."I slipped them on and, strangely, they fit my package without a problemand held it right up against me. I didn't think they made women'sunderwear to fit a man! Then she handed me a bra with two inserts. Shewas going to dress me up like a woman! She wanted me to cross dress!I.
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