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As a long-time crossdresser, this was like a dream come true, but I didn't want to seem tooeager."I don't know, I mean, me?" I said, trying to sound doubtful."Well, you'd probably fit, it might be a little small, but I think itwould fit. Anna could do the make-up for you. We've got plenty of wigs,so that won't be a problem." I mean, come on Brad, I'd never be able to pull it off." Pull what off? You stand there holding the sign and wave. Anybody comestoo close, you stand partly behind the sign." Yeah, but what if someone, you know, figures it out." All right, what if I double your fee?"That made me pause. Get more money, and get to cross dress?"All right, but I want it in cash." Done!" He sighed with relief."One other thing, the costume is a bit... revealing." Okay." I looked at him confused."Well, will you need to shave?" Oh, well. I am still on the swim team, so I guess that won't really bea problem, huh?" Well, there's a bathroom in the back, go ahead and shave your face.". Carl got a soapy washcloth and ran it all over my body. My guilt evaporated like the steam and I stood still with my eyes close, just reveling in the experience of Carl's expert attentions. He turned me around in the stall and gently began massaging my back side. He ran his fingers up and down between the cheeks of my ass, then gently probed my asshole with his finger. I was soapy and slippery, and his finger entered quite easily. I leaned up against one wall of the shower and tried standing with my feet a little farther apart, in an effort to give him better access. My dick was also thickening at the anticipation of what this wonderful older man might do to me next. Carl worked his finger inside me, probing, pushing, pulling out almost but not quite all the way. The sensation was delicious. I was worried that I might tighten up or not be ready for this yet, but the feeling wasn't at all uncomfortable. On the contrary, it was like heaven.Carl pressed the full size and bulk of his.
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