1. Fucked by my Theater instructor


    Date: 9/19/2015, Categories: Dark Fantasy, Authoritarian, Blowjob, Consensual Sex, Cum Swallowing, Gay, Humiliation, Author: somethingsexy11, Rating: 85.4, Source: sexstories.com

    I have always been really involved in theater. I don’t act, and my specialty is costumes and make-up. I’d never considered myself feminine until I went off to University when I was 19 years old and met my new theater professor, 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. 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. I was doing exactly this one Friday. 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 have been routinely fucking my ass with it. I brought it with me to the dressing room that day in my backpack. 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 of trying to cum in my own mouth. The position I ended up assuming was with my legs pointing towards the ceiling propped up against a wall and resting on my upper back and neck so that my cock was only an inch from my ...
    face and it left one hand free to push the dildo into my ass while the other hand stroked my cock. Perfect, I thought. I was really into the moment when I heard the door open. I was furiously shoving the dildo into my ass with one hand and jerking off with the other, and suddenly Mr.Kean was in the doorway, only a few feet away. I looked over at him as I came and shot a huge sticky load over my face. So there I was, dressed in a skirt with a pair of pink panties holding my ankles together, a dildo up my exposed ass, and cum all over my face. I was stunned, and I didn’t move an inch. Suddenly Mr. Kean reached into his pocket, took out his phone, and snapped a picture. Suddenly I was enraged, “What the fuck?!” I said in my deepest and most intimidating voice possible as I righted myself. I must have looked pretty funny, dressed in a skirt with makeup and cum on my face and pulling a dildo out of my ass. Mr. Kean thought so, and he laughed a little at my exclamation. Then he looked at me with a stern gaze and said “that’s no way for a slut to talk to her daddy”. “WHAT THE FUCK?!” I said, this time the shock of what he said setting in and suddenly he slapped me. Not hard, but firmly. “you will do what I say, or I send this picture to everyone” he said, and I knew he had me. “Now suck my cock”. I kind of expected it at that point, and with a somewhat faked defeated groan I got on my knees in front of him. “Good girl, I didn’t even need to tell you to kneel” Mr. Kean said. I realized ...
«12345»