Crossdressing Hardcore

The very first sissy adventure

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He was looking forward to taking on this sissy slut and knew that a first-time cross-dressing was going to love every second of their erotic sexual adventure together.

Get in here and strip down for me. I want to get you all dressed up like a pretty lady so that I can eventually treat you to the cock that you so desperately want. Put that wig on and slip into those stockings - that's it, what a good girl. Oh, and don't forget the dress, I want that to drape over your body while I fuck you in the ass.

Do you like your first sissy adventure? I love it when I get to fuck crossdressers hard and deep in their tight asses. I'm going to make sure that you get a nice healthy load of cum deep inside you that shows just how hot you are as a woman. You did great today sissy and of course I'm happy to do this again - you were fantastic!

My tight crossdresser ass is waiting for your dick

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You've agreed to dressing up as a woman for the first time. You feel incredibly horny and just can't wait to experience what happens when you've completed the transition.

This guy is so hot - I hope that becoming a woman for him really makes me the type of person he wants to fuck. Perhaps I should slip into that dress and start to apply my makeup. Yeah, that's a good idea - let's get this girly show on the road! He's so hot and I know for a fact he's going to love pounding me in the ass.

Oh, he treats me like such a submissive sissy. Who knew that cross-dressing was so erotic? My ass is so tight and his dick is so big: the perfect combination that just makes me want to cum. I was a little worried at first that becoming a lady and having sex wouldn't be enjoyable, but now I've experienced it, I'm looking forward to my next sissy fuck session so much!

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