It is not very often that I have to try to get things done. Most of the time it is as simple as a wave of my hand or bat of my seductive eye lashes that gets any guy to do what I want. However that was not the case when I got in trouble on my first day of school already. In fact, the principal gave me a detention. I was not going to be having that, no way not how. So I decided to have some fun with him, and pull a tranny phone sex prank.
I made a fake facebook and added the principal. I told him I wanted to tell him about my ladyboy teen parts that I had. How i secretly felt like a freak and just wanted someone to love me. At first he was not biting. Then I told him that I always wanted him to fuck me in my ass hole and that was all she wrote. My principal was on my fake shemale nuts just like that. I told him I would be going to the principals office and having some fun with him, he even told me just what time to get sent to him.
A friend of mine was waiting outside of his window discreetly holding a camera to record the whole thing. I had on a nice size strap on under my big skirt and went to the office just as he wanted. As I seduced the principal he was jumpy and ready to put my tranny cock into his mouth. That was until he lifted my skirt. The rubber dildo slapped him right in the eye and he jumped back, knocking into the window and spotting my friend.
I started laughing so hard, holding onto my side and tears running down my cheeks. He hollered for my friend to come into his office. She ran around and busted through the door laughing forgetting the camera was attached to her hand. He asked what it was and then decided to punish us. He fucked the two of us in our asses hard! He did not even use any lube. Claimed we were too bad for the pleasure of anal fucking. I still put on the strap on and fucked him just like the T-girl he always wanted.


























As soon as I met Erica I could feel the attraction between us. She was one hot bitch. All though there are times when I enjoy a good roleplay that calls for me to be a dominant tranny, most of the time I am submissive. When Erica walked in the room her dominance seeped from her pours and you could almost smell it in the air. My body responded instantly to it and I had to meet her. I continued to mingle until I saw her talking to a casual acquaintance across the room. A sissy that I had known for a long time that hadn’t decided if she wanted to actually have transgender surgery or just live as a sissy. Saul was in her Sally persona and seemed to be coyly flirting with this stunning beauty. I felt a pang of jealousy as I made my way across the room towards them. Sally embraced me and introduced us right off. I felt a shiver run up my spine when Erica looked me up and down. As the night wore on and the drink flowed more freely, the flirting became more intense and eventually I invited Erica back to my place. It didn’t take me long to discover that she was a sissy trainer and that she figured since I had a dick and lived as a woman that I must be a sissy and she was going to train me. There is a big difference between a tranny, even a submissive one and a sissy. I don’t know if it was the alcohol or if I was actually offended, but I felt challenged in a way. When I excused myself to “get more comfortable” for the evening, I decided to slip into my dominant roll. Needless to say it was a very interesting evening….
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