I had on an extra tight pair of panties to hold in my butt plug. Every movement sent shivers across my nipples. The only person who knew was my fuck b...ddy and fellow teacher. She was the first to let me explore my cross-dressing (see previous stories). After school, we would go to the park in her van that had dark windows that no one could see in. She would sit back and I would eat her pussy until her eyes crossed. The most amazing thing was that when she came, she would lock her legs around my. Hey, I fit the bill so I answered the ad halfheartedly like usual because I didn't expect I'd ever hear back. I had never been with a guy before but my answer to the ad was as if this was just another hookup. I was all bottom or so I told him and was just looking to suck a nice cock until it was hard and then have my ass taken. Being that I had never been with another guy I didn't know what I was; top, bottom, verse, but there was something about looking at cocks on the internet and daydreaming. My mum decided to go get changed as she wasn't dressed for going out.After about an hour she came downstairs looking absolutely stunning, iv never seen my mum dressed up like that before, it was almost like she was trying to out do her friend who looked gorgeous in what she was wearing, so we all went out and had a great day, I couldn't help but check out my mums legs and how her short skirt made her bum look so good, I kept thinking about what happened last night and still thinking that I had. The local cops were in a while ago and I told them we were staying late tonight for extra cleaning and tomorrow's prep. We both open tomorrow as well." Sounds good, but we'd better get inside. I still haven't clocked in yet, and there are probably deliveries up." Yeah, and though this whole thing has me a hot, I am starting to get chilled. Do I get a kiss?" Later. If I start kissing you now, we'll be here another ten minutes, minimum." So saying, I turned my back on her and walked to the door.
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