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I had plenty of lube and condoms too, for good measure. I surveyed my equipment, double-checked my door lock and got busy. I loaded up one of the many JOI and encouragement playlists I'd made and set sights on my ropes. I wound the first around the base of my cock and balls, then separately around my cock - sorry, it was quite small, so I usually call it a 'clit' when dressed up - and then pulled the rope down between my balls, separating them and making them bulge in a wonderful ache. Tying the clit-trap off, I grabbed my plug and begun sucking, whilst staring at the screen as images of cocks and creampies caused my eyes to glaze over. I don't remember how long I worshipped the small plug, but I was snapped out of my daze by a painful half-erection, so I knew it was time. With a little bit of lube and the saliva coating the plug, I slipped it into my tight ass. Immediately I moaned in ecstasy and began stroking my clit whilst sucking a painted finger. It felt like heaven; pushing. I gave myself a fresh shave all over so that my body was all smooth and shiny. Tonight I was planning something very basic, both in attire and in fun. I painted my fingernails and toes a brilliant shade of "fuck me red" and finished my make-up. I added my blonde "page boy cut" wig and finished with a small sting of pearls and black patent, strappy 6" platform shoes. A little spritz of Giorgio perfume and I was ready. I logged on my computer and did a usual search through chat rooms. I was slowly stroking myself as I engaged in various cyber affairs with others across the web. After about an hour, I received an instant message from someone unknown but in the same local area I was staying. We chatted a bit back and forth and I confessed to him about my fantasies and told him what I was wearing (and doing).I have been a crossdresser or TV as long as I can remember but never really pursued a full fledge meeting with a man. I had always fantasized about it and masturbated daily with the.
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