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But I had never cum as hard, or felt as unfulfilled as that day Ann saw me. As per usual, she came into my room uninvited. Usually I would lock the door when I “did my thing”, but for some reason or another, that day I didn’t. So there I was, my pants down getting ready to finally blow my load (I had a shit-ton of stress from finals and college scouting), and in she pops wearing her goddamn tight ass polo shirt and short mini skirt. When she actually spotted that I was naked, she just stared. Now, most people in this situation would feel grossed out, or at the least embarrassed. But for some reason, Ann (who was hot, by the way) staring at me was making my body hot, and my cock started to grow even more hard. When I finally realized that her staring was going to make me cum, I yelled at her to leave the room. Right as she shut the door, I came all over the floor. It was the hardest I’d ever cum in my entire life. Now, along with those thoughts, are the new ones from today. Her sweet,. It is late 2017 when I start crossdressing again and this time it was very different. I was watching a porn video of this beautiful crossdresser being fucked and I felt this feeling like none other before. I realized that I would love to let a man have his way with me. I have been fucking myself with dildos for years and I now was intrigued about having the real thing. One evening I put together some sexy photos and posted them on Craigslist….( I miss that site ). Basically, I wanted to find a date for new years eve and bring in the new year as a woman. I received many replies but only a few stood out. Of the few there was one that made a great impression on me. He was single, 48, 6’1” and had a body type that I was looking for.Over the next few weeks we flirted and as the new year drew closer I began to get excited that this was really going to happen……. fast forward to new years eve. I had rented a very nice hotel room in Little Rock and got there early so I could get ready and.
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