Ill start with a little background about me, I'm a bi crossdresser 22 years old 5'8" 140lbs, newly exploring bottom, very passable crossdresser. And e...tremely selective. I tried an online dating site and eventually met a white guy in his 40s well built professional that likes to top. I told him that I was a beginner at being a bottom and that I thought he was really handsome but his cock was just way too big for me to have sex. We became friends and chatted all the time. Until one weekend he. The season had turned into a grind so the team was looking forward to a free night in the City of brotherly Love. The plane took off from O'Hare Field at exactly 1:00pm. and The Big Windy was soon just a speck in the distance as the 737 charter headed east across Lake Michigan towards Pennsylvania. It was only a two hour flight so Rachel decided to catch up on some reading, while most of her teammates either watched the in flight movie or slept. The nice thing about a charter flight was that. More

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