I’d watched countless ass fucking videos but never got to do it in real life. Since her pussy was so tight I couldn’t imagine what her ass would ...eel like so I positioned the head of my cock outside her asshole and said, “OK Kelsey, now you are going to let me fuck your asshole. It’s going to hurt a lot but I’m going to be very careful unless you resist and the pain will only last for a little while.”(Kelsey)I started to work on a plan to pretend that I was enjoying myself and agree to. I would not send a nude to someone I was not in a trusted relationship with, and anyone in a trusted relationship with me knows better than to trifle with that trust. I sent this [image] to my girlfriend in July, when she was off on tour with her band. She was sharing rooms with her bandmates every night and had zero privacy, and I wanted to torture her. She really, really liked it and sent me several desperate texts an hour for the rest of the day. This is the exact effect I hoped for.Another. More

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