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Lessons From My Theater Instructor
Date: 8/25/2015, Categories: Dark Fantasy, Anal, Blowjob, Cum Swallowing, Domination/submission, Gay, Humiliation, Transvestite, Author: somethingsexy11, Rating: 88, Source: sexstories.com
I have always been really involved in my high school drama program. I don’t act, and my specialty is costumes and make-up. I’d never considered myself feminine until the year our school got a new drama instructor, Mr. Kean. He was a big guy, about 50 years old with black and grey hair. At 6’4’’ and over 200lbs he cut an imposing figure. Now, I have this little thing that I’ve been doing for the past year or so. When I’m alone in the dressing room, which is often as I’m in charge of locking up every evening, I dress up in the girls outfits and rub one out. What’s the harm, I figured? I was always careful to never get caught. After a summer of being away from any girly outfits, I was itching for my first opportunity to be alone. I thought I had my perfect opportunity on Friday of the first week back. Things were getting back to normal and I, as usual, was the last one out. As the last person left, I immediately went to the girls changing room and excitedly began picking things out. Okay, I have another confession. Over the summer, I bought a dildo at a sex shop, and had been routinely fucking my ass with it. I brought it with me to the dressing room that day. So, I put on a little dress and skirt with a pair of pink panties that I found and got out my dildo. I usually lock the door behind me, but in my excitement to get to the deed, I left it unlocked. I was a few minutes into my session, ready to cum but trying to make it last a little longer, when I got the idea to try and ...