I asked Greg if he had ever been with a cross dresser before Greg said no but there is always a first time for every thing. Greg also said he had to b... discreet as he didn't want his family finding out him having sex with a cross dresser. They would not understand and it would be one big mess i agreed with Greg on that point. Greg wanted to meet as soon as possible and he wanted to meet me at my residence i said no that was not going to happen if we meet it will be at a public place but i will. I had been training for months, preparing myself for hundreds of kilometers of summer hiking. Resi then asked if I could be honest about my sexual experience, and I opened up with the truth.I was somewhat shy in high school; a varsity cheerleader who couldn't figure out the dating scene, was terrified by it. Touching all the other girls in the team lifting moves was a major thrill, but I never let on I was sexually aroused by it. It took life on college campus before I wanted to try anything. I. More

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