Chapter 3
I'm back at the glory hole in the video store off I-75 and I've already sucked off four cocks. Today is busy, a lot of anonymous Johns coming to get off. I can feel my throat coated in cum, almost a numb feeling that I love and crave. The first came almost instantly, his dick was so small there was no need for me to use my hands, I just took it in my throat and suctioned it, he came moments later, not even a knock. I could hear him moaning as if he himself was surprised he was cumming. The other 3 were alright, medium sized. I'm craving a monster black cock, and I'm hoping the next guy delivers.
I'm wearing a mini skirt and heels, with a half shirt with long sleeves. I chose a red wig today, curly hair. I clear my throat, thinking about how much I love the taste of a hot seed. I'm jerking my sissy clit through the thong I wear, edging myself as I wait for the next cock to arrive. My boy pussy is on fire, its been awhile since I've been fucked and I am craving it so bad. My mind wanders off to my time in prison and memories begin to rush into my head. I wish I had more courage to be a woman on the outside, in prison it was so much easier, I was accepted as a woman. Here in the real world, things can be different.
I hear the door open and another man has entered the opposite side of the glory hole, my sissy clit pulses as I begin to get excited, I think he is black... Yes! He is! And he's tall! You know what that means.... I hear the unbuckle of a belt and the sound of a soft cock being flopped out of a zipper. The dick that comes through the hole looks... magnificent. It's long, about 10 inches, and thick as a tree trunk. I stop for a second... Is this cock familiar? I tell myself no and snap out of it. A lot of cocks look the same.
My boy pussy twitches as I reposition myself to get ready to take it in my throat. I slurp it into my mouth as I hear a "Yeahhhh" from the other side. Again, a familiar voice. Am I going crazy? I have an idea of who I am thinking of but there's no way. I begin bobbing up and down on the big black dick like a good girl and can feel it grow hard as a rock instantly. I begin using my hands to stroke the shaft. Thick veins begin breathing around the cock as the man thrusts in and out of the hole, in and out of my throat. All I can keep thinking of is two things: do I know this man? And also: I need to get fucked and this would be the cock to do it.
"Yeahhh gimme that neck" the man says, moaning. I begin twirling my tongue around the head of his cock as I stroke in my trademarked swirl, you can hear the wet friction of my hands as I work the big black cock. Suddenly, the thrusting stops, and so does his moaning. The next thing he says makes me stop dead and freeze.
"Clarissa? That you?"
*******
After Dixie serviced the gang in the showers I could think of nothing but wanting to be a woman. For Devon, and for the gang. I had always been one to rise to a challenge, and one had presented itself to me. I began waking Devon up with a blowjob every morning, and I could tell I was getting better at it. The time it took for him to cum began getting shorter and shorter. It was like I couldn't get enough of the taste of his salty cum, and my throat begged for it every morning and throughout the day. I would ask occasionally to cum, but he wouldn't let me. It made me frustrated but it also kept me in a state of constant horniness, constantly wet. I began wondering what it would be like to get fucked, and I would ask Devon to fuck me. He would tell me "You not ready, you not a full woman yet. I only fuck women". He would have me suck his balls for hours on end though, which was really hot. He had gigantic black balls and I would soak them in my mouth while he read or slept. I would walk around our cell trying to bend over near him or stick my ass out, hoping he would catch a glance and want to fuck me. A week passed, and then another. Devon had Dixie begin to give me feminine training sessions at rec time, we would go to the library in the back section and she would give me pointers on how to act, talk, and walk like a woman. My hair began to grow out a bit, but it was still a work in progress. Another week passed. The gang would look at me longingly, I could tell they wanted a taste. Devon also had me start taking hormones, one pill a day. I didn't feel much different, but my voice definitely started to get a little higher. I was already hairless and curvy but Dixie told me I would start to feel different after a month. I would walk with Devon wherever he went, clad on his arm, I was his property. The rest of the jail, and even some of the guards would look on in jealousy at his prized possession, I think they could tell I was getting feminized even more.
One day in the library, I was practicing how to walk like a woman with Dixie in one of her feminization sessions.
"Okay girl, from the top!" Dixie said, with a cute wink, propping her legs like a stallion and turning, walking in a straight line, feet almost crossing one another, her ass shaked from one side to the other as she walked. It was like watching a goddess, her ass hanging out of the back of her short shorts. She reached the end and turned, one hand on her hips, smiling and winking. I could see her tiny dick poking through the booty shorts.
"Now your turn Clarissa!" she said as I gulped. I had been practicing but I was nowhere near the flow Dixie had, the gratefulness and femininity she exuded. I stood up and started walking, one foot crossing the other. I could feel my ass swaying as I walked.
"Yes girl!" Dixie cheered, clapping her hands lightly. Suddenly, I stumbled and broke my flow.
"Dammnit!" I yelled.
"Clarissa, don't worry about it, let's try again."
"I'm wearing this jumpsuit, how am I supposed to feel feminine?" I said as I looked down at my baggy jumpsuit.
"Devon says you aren't ready to wear booty shorts yet... what he says goes"
I scoffed, frustrated. Dixie could notice this.
"One second, here-"
Dixie took off her shirt, I could see her tiny bee sting breasts. She looked like a petite woman. She then slid off her booty shorts, wearing a pair of pink panties underneath. Despite the tiny bulge in her crotch, she truly looked like a woman. I was stunned, and jealous. She handed me the booty shorts and cut shirt.
