High School Memories

I had been with over 30 female escorts and just had my first t-gurl experience. For the next year I continued to crossdress, but still had not gone all the way. I just wore a bodystocking, stripper heels and G-string. I also realized I loved to get fucked in the ass, but vibrators and strapons were no longer enough.My next t-gurl experience was with TS-Meisha. Meisha was a black tranny escort near DC with a 10 inch cock that I found on Eros-DC. She was a total top. You can read the details in my other Cocktale "How I Got my Cherry Popped!". I lost my anal virginity that day and was the first time I wore a wig and some makeup - even though it was just some red lip gloss.After that experience, I became a big black cock slut. I sought out black t-gurl escorts with huge cocks. The biggest cock I had was TS Nikki who had an 11 inch cock. You can read the details in my other Cocktale "An Eleven Inch Surprise". I also spent a lot more time making my rounds to the adult bookstores. But now,. He liked being able to say hello to the young ladies, and even spend a minute or two talking to them there in the hallway. He wanted the students to feel comfortable talking to him, even if he was a man. But most of all, he liked being able to look at the girls in their uniforms as they walked into his school. When he was hired as principal of St. Mary’s five years ago, he was hired to bring some order back to the school. The previous principal had let things get very lax at the school, and even though it was a private school with exorbitant tuition, there were a number of discipline problems, and the teacher attrition rate was way too high. So, one of the first chances that he made in the school of 200 teenage girls was to institute the dress code: white button down shirt, green plaid skirt at the knee, white knee socks, and black loafers. It was also understood because of the shirts that the young ladies would wear white bras underneath them, and white panties to match. He had.
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