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I was more than ready for sex but she was not. We would get frustratingly close but she would stop me when I tried to slip my cock into her pussy, telling me "not yet." Fortunately for me she was OK with heavy petting, allowing me to put my fingers and tongue in her pussy. She would give me hand jobs, climb on top of me and slide her pussy up and down the shaft of my cock (never letting me in) until I came then she would jump off to avoid my cum getting too close to her pussy. Occasionally she would let me put my cock in her mouth. The last 6 words of the last sentence are quite literal, she would only put my cock in her mouth. She wouldn't suck or move her head and would just barely close her lips around my shaft. While it felt great and it was exciting to see my dick push her cheek out I knew (based on the porn I'd watched and read) it could be better. The problem was I had such little experience I wasn't sure how to bring up the subject. As luck would have it my mother got a part. ‘ She threw her cup away and gave me an odd look. ‘What are you telling me this for?’ she interrupted. (Uh-oh) ‘Are you coming on to me?’ (BUSTED!) ‘Because if you are I’m OK being with a guy who likes to wear a dress.’ (Is she throwing me a lifeline?) ‘In fact I think it’s kind of kinky’ (YES! YES! YES!) For our first date Debbie gave me a tour of Pleasant Town’s club district. It was early evening in mid July the sun was just starting to go down. I wore a light brown sleeveless dress while Debbie had on a white blouse, black tight fitting slacks with a matching big rimmed hat. Usually I like to watch all the guys do a double take on me. That’s what makes wearing a long red wig even on a hot day worth it. But tonight, my focus was on sweet chubby Debbie. However,it was fun to catch a comment or two. ‘Are they a couple?’ ‘Check out the lezzies!’ ‘Yo, I think the tall one might be a dude.’ We were walking arm and arm through the trendy Regent Street neighborhood. There was stuff.
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