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When i said okay Jan smiled at me very sweetly and got up and said "ill be right back, don't get cold feet" and walked out of the room. When Jan came back she had a handful of things and camera. I was a little nervous when i saw the camera, and what she had in her hands. Jan walked over to me after she had changed into something ridiculously sexy and hand took what she had in her hands and gave it to me and said, "now go put that on for me and call me when your dressed." I took what she had and went to the bathroom, and after tossing things onto the sink i realized what clothes she gave me. Jan had given me a pair of sexy stockings, a thong, a sexy black dress, bra, wig, and stuffing for the bra. I sat there a second looking at everything thinking... "she wants me to crossdress for her?" I had never worn or thought of wearing women's clothes before but i thought this might be a once in a lifetime chance so i decided, why not try it out you never know i could like it.. After putting. She pulled out and slammed it back in, the rubber balls slamming into my ass, she repeated this over and over again, pushing my legs higher over me crushing me. She pulled out let go of one leg and shoved three fingers inside me effortlessly, then slipped a forth in. It felt like she was trying to pull my ass out, then she did it, she positioned her thumb, and with an excessive force, I felt like I got ripped in half. Her whole fist was now inside me, she pulled her whole hand out and started to punch fuck my ass. My ass was swollen and destroyed; it had no resistance now. She pushed her fist in slightly past her wrist pushing up against the front of my crotch. A wave of pleasure shot through me, she just kept messaging that, Julia slide her cock out of me. “Oh, my god, Oh fuck,” I panted. “That’s it, I’m going to make you cum like the little sissy you are!” She exclaimed I felt pressure building all of a sudden it released. Waves shot through me as I spasmed, cum and fluid.
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