I couldn't resist giving her ass a quick slap before getting behind her and slipping my cock inside her making her groan. We started off with me holdi...g her down on the bed and slowly sliding in and out, from just my tip being in to my balls pressed against her lips. After only a short while I stopped holding her down and she started to push back against my thrusts groaning at me to go "deeper", and so I started pushing my entire body weight going as deep as possible and getting appreciative. I have been more a closet cross dresser getting clothes here and there and then dressing up and having incredible masturbation sessions looking at tranny porn. Only in the recent couple of years I have discovered about sissy maids and bondage and bdsm and how it pertains to cross dressing. I had a girlfriend once that dressed me up for Halloween and she was really the first person that had ever seen me en femme. My most recent ex girlfriend had shown an interest in bondage and being tied up.. Her white top always covered her double D's, but they couldn't hide the size of her boobs or conceal how perky her tits really were. Her naturally tan legs were long and alluring. Her dark blue miniskirt was so short that a small gust of wind was enough to make it fly up and give me a hardon. Her ass was so big that her cheeks stuck out of any short clothing that she was wearing. And being able to see the outline of her moist pussy lips underneath her thin blue cheerleader panties was literally. We spend about 20 minutes working through the questions and all the time she is turning to look back up at me standing next to her in the manner of a tutor. Her eyes widen as she does and the flirtatious smile is just killing me. She wriggles in her seat and every now and then the angle of her body allows me to see the top of her breasts in their bra cups. My cock is straining at my pants and I'm having to turn slightly so that Olivia can't easily see it, but to be honest I'm not trying that.
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