“I’m going to come. Holy fuck!” I then screamed and had an orgasm. My pussy soaked his cock and balls. “Get up and lean over my desk. I’m going to fuck your slutty ass now. You did say, I could fuck your asshole?” “You could fuck my asshole. Make sure to come there. I don’t want you to come in my pussy.” I got off of him and bent over his desk. Mr. Shadow's opened his draw and grabbed some lube. I did wonder why he had lube in his drawer. He then slathered it all over my asshole and his cock. He then spread my buttocks with his hand and slowly entered my asshole. He pushed his cock into my anus slowly and then a bit faster. He grabbed my hips and fucked me. It felt really tight while he thrusted in and out of my anus. “Miss Wilson, you’re so fucking tight. I like your asshole. Fuck!” “Come in my asshole. Cream my ass!” Mr. Shadow’s fucked my asshole deeper and faster. He was slapping my buttocks which was making my pussy so wet. I started to finger my cunt while he fucked me. You can be a crossdresser who makes an effort to look the part and not be submissive, but that means you are not a sissy. A sissy gets off on pleasing others. She doesn’t worry about herself or her pleasure nearly as much. This is where you see chastity and cuckolding come into play for a lot of sisses. Chastity is sought because it allows a sissy to stay horny, giving them the drive to further their sissy desires (rather than losing them after orgasm). Cuckolding is natural because if a sissy is going to have a wife or girlfriend (remember, sissies aren’t typically into men romantically), by her nature a sissy is unlikely going to be able to be much of a man when it comes to sex. As such, not only is the woman more likely to look elsewhere for those needs, the sissy herself shouldn’t mind. Her wife isn’t cheating on the sissy with “another man”, but is having sex with “a man”. The sissy isn’t a man anymore, so why should she be jealous that her wife needs a man from time to time? If.
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