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Cindy's first time
Date: 12/26/2015, Categories: Gay Male, Author: rushman1uk, Rating: 9, Source: LushStories
My girlfriend got a new job where she would travel a lot, so I had the house to myself for days at a time. It was the perfect opportunity to explore my feminine side and start dressing up in the same sexy lingerie I would buy for her. No sooner would she hit the road and I would be in her dresser fishing out sexy outfits. I had a gym bag in the trunk of my car where I kept a wig, otherwise I'd use her heels and make up and do myself up until I was a sexy little cross dresser. Semi passable too if I do say so myself, although despite how I looked on the outside I was all sissy girl on the inside. I would go total fem and cam online with horny guys, jerking off for them, showing off my sexy panty-clad ass for them, puckering my lips at them. I'd do anything they asked and it got to the point where I was ready to have the real thing. I'd yet to really have full on sex with men as a gurly boy. Oh I'd cruised for cock here and there but those casual hook ups were usually over as soon as they began and like I said I'd never done it fully "dressed". The sissy inside of me was just aching for a man's touch and I'd been training my pussy asshole with one of my girlfriend's dildo's for months, so I was more than ready to take a big hard cock. I conducted my search online for the right guy, and before long I came across an older man in his sixties. An average looking guy, silver haired, kinda blue collar, but seemingly normal. My preferences weren't too specific, but I'd grown accustom ...