She wasn’t super-tall for a woman, but she stood slightly better than 5’6” in her sneakers. When I saw her, it was always at work because she was the building’s custodian. She was either a very light-skinned black woman or biracial. When she spoke, her voice was on the higher end of the range — not quite child-like, but just on that edge. I figured her to be in her mid-twenties. She always wore jeans and the T-shirt provi...

Katie’s first orgasm had come quickly and was followed by a second within minutes. Her third orgasm took me nearly ten minutes of licking and sucking to bring her off. When she came the third time she pulled my face hard against her crotch and partially enveloped my head between her thighs which squeezed tightly. Her legs were shaking when she let me go and pushed me away from her. She leaned backward on the vanity. “Damn...

“So glad you remembered, sissy-girl,” Katie said. “Also, so glad to see you enjoying my panties from last night. Stand up, I want to inspect your work.” I took one last sniff and tossed her panties over to my bag. I stood up. She walked up and checked my makeup, looking me over. She groped my chest, squeezing my breast forms in the bra through my sheer blouse. “Nice tits,” she said. She lifted the front of my skirt and gi...

I felt the wetness as he spit on my asshole and the head of his cock. He slid the head back and forth, spitting several more times. “Please, Miss Katie,” I pleaded, “I have lube in my bag.” “Hmmm. I don’t think I want her first time with a black cock to be the ‘prison bitch’ experience. Let’s give her a break, Devin.” Katie rooted through my bag and easily located the lube. I looked back over my shoulder and watched Devin...

When I woke the next morning, I was still horny as hell. I took my new black dildo into the shower and I plunged myself on it until the hot water ran out. I did not cum in my cage, so it only served to make me more horny. My work day was most unproductive. The throbbing of my ass from both Devin’s cock and my morning dildo workout served as a constant reminder of my new-found womanhood. I felt my cock harden painfully in...

I left an absolute wreck. I only pulled on enough clothing so as not to arouse any suspicion should I encounter anyone on the way out of the building. At home I took a quick shower, releasing myself from my cage to properly clean up. After that first sissygasm — even out of my cage — my cock didn’t even attempt to get hard. I locked it back up before leaving the bathroom and slipped into a pair of pink panties and a short...

I appraised my disheveled appearance in the bathroom mirror. My skirt and cheer top were a cum-stained mess and the cum all over my face and neck had dried to a crusty layer. I had no idea how to care for the wig on my head that was also matted with cum, but I had a feeling I was about to learn. I still had no recollection of well over an hour’s worth of my time that night, so I was hopeful that Katie’s videos might shed...