Prison Life: A Woman's Journey (Chapter 3)
Chapter 3
I'm back at the adult video store on I-75's glory hole, sucking off four unidentified cocks. Today's been a hectic day – plenty of masked men came to satisfy their desires. There's an addicting feeling of having my throat covered in guys' cum. The first went too soon, he had a tiny unit, so all I needed was my throat muscles to gently pull it off. The other three were average sized, but I had the urge for a massive, thick, black cock.
On this day of uninhibited oral play, I'm rocking a mini skirt, high heels, a halter-top with long sleeves, and a red curly wig. I'm getting close to climax just thinking about sweet jizz dripping down my throat. My hidden pussy aches for the attention it's been lacking for a while. Memories of my time in prison filter into my mind. I'm wished life on the outside was easier to be myself as a woman. But some worries creep in: how would the world treat me as a woman here?
Just then, I hear the door's opening, my body instinctively pulses with excitement. The other side of the hole has another man, and uh, he's black! That's huge, my pussy's throbbing – such a turn-on. Thick veins pulsate around the base while I wait on his cock. I spot a leather belt unbuckled and hear the zipper of a pair of pants. A giant, black member peeks out. It's long, a whopping ten inches, and thick as if it was tree-trunk wood. I hesitate, wondering if I've seen this before. As if reading my mind, I try to deny it. Still, some cock shapes are quite common.
My boy pussy starts throbbing in response to the thought of the big black dick I'm about to take in my throat. I position myself and slurp it in, hearing the hum of the man on the other side. The growl of pleasure eventually sounds familiar. But how can it be?
His hands jerk against the entrance, his grunt has a distinctive familiarity. That voice also chimes memories. Finding myself confused, a rush of realization crashes down on me, but I reason it away. If I can't fool myself, who will?
"Yes, yes," the man moans. My tongue teases the tip as I use both hands to stroke down the shaft, massaging the veins with each pump. However, as he loses speed, he speaks: "Clarissa, is that you?"
The question sends shockwaves of freeze. Panicked, I stay still, hyper-concentrating. The voice and cock seem similar to a past lover I couldn't deny, but the reality is driving madness from this dangerous moment.
After servicing the gang in the showers, I couldn't help but crave becoming a woman. For Devon, and for the group. I'm someone who rises to a challenge, and one had come my way. I started waking Devon up with blowjobs every morning, and my technique was improving. As a result, he was coming quicker and quicker. His salty cum was something I couldn't get enough of, and my throat yearned for it every day. I'd occasionally ask to cum, but he refused. This annoyed me, yet it also kept me constantly aroused and soaking wet. I began to wonder about getting fucked, and I asked Devon to do so. He would say, "You're not ready, you're not a full woman yet. I only fuck women." He would make me give his balls a blowjob for hours, though, which was very hot. Devon had massive black balls and I wet them with my mouth while he read or slept. I'd try to bend over in front of him or stick my butt out, hoping to catch his eye and make him want to fuck me. A week passed, then another.
Devon instructed Dixie to provide me with feminine training during recess sessions. We'd go to the library in the back section where she would give advice on how to behave, talk, and walk like a lady. My hair was growing out slightly, but it still needed work. Another week passed. The gang stared at me longingly, yearning for a taste. Devon also had me start taking hormones each day. I didn't feel different, but my voice changed a bit. I was mostly hairless and curvy, but Dixie informed me that I would begin to feel different after a month. I walked with Devon everywhere, my arm draped over his, and he referred to me as his property. The rest of the jail, and even some guards, glared at his treasured possession with envy.
One day, I was practicing walking like a woman in the library while Dixie gave me a feminization lesson.
"Ready, girl!" Dixie grinned, spreading her legs like a horse and walking towards me, her ass shimmying to the side with every step. She struck a pose when she reached the end, putting a hand on her hip and smiling. I could sense his small cock in her crotch.
"Now your turn, Clarissa!" she exclaimed, amused. I stood up, trying to mimic her steps. I felt my ass swivel as I walked.
"Amazing!" Dixie cheered, clapping her hands lightly. Regrettably, I tripped and broke my stride.
"Damn it!" I exclaimed.
"No worries, let's try again."
"I'm wearing this jumpsuit, how am I supposed to feel feminine?" I asked, looking down at my baggy jumpsuit.
"Devon says you're not allowed to wear booty shorts yet... his word is law."
I frowned, irritated. Dixie noticed this.
"Hang on." Dixie took off her shirt, revealing her minuscule breasts. She looked almost like a woman. She then took off her shorts, wearing pink panties underneath. Her crotch appeared to have a small bump, yet she was genuinely woman-like. Her words struck me. She handed me the shorts and shirt.
"Let's swap."
"Are you certain?"
"Yeah, just while we're here. I want you to feel like the woman I know you will become."
I slid off my jumpsuit and put on the shorts and shirt. I left the front of my shirt open, and Dixie also wore the jumpsuit, leaving it open. She appeared feminine. She looked at me being naked.
"Absolutely, Clarissa. You'll be a better woman than me. Check out those hips and that ass!"
I watched myself in the mirror and observed what she meant. My hips were wide, and my butt was big. I possessed petite breasts, slightly bigger than hers. I concealed my tiny cock as I put on the shorts. They were a little tight on me.
"Damn, Clarissa, your ass is big..." I glanced at my behind and realized she was right. My spherical white bubble looked seductive in the shorts! It was round and juicy, and I rolled my hips to see how my butt jiggled in the shorts. I had been wearing the baggy jumpsuit for so long that I hadn't noticed how lovely my ass was getting. The hormones were undoubtedly at work. I squeezed the shirt on and it, too, was tight.
Following this, my voice changed to a higher pitch and I became more feminine in my behavior. Devon only fucked women, but I was now one of them. My once dark hair began to lighten and became more wavy. Dixie added makeup to me, training my nails to be long and polished. I appeared even more feminine.
Soon, I became accustomed to being called by my new name, Victoria. I spent more time at the library, seducing the gang members and the guards with my curves and perfected mannerisms. Devon prided himself on having the best woman in the prison, and even the guards couldn't help but be intrigued by my beauty.
One day, while attempting to show the gang how to draw, Devon saw Victoria's sparkling eyes as he sketched her. :adore: He flipped to see who it was and saw her. He was astonished to find his own daughter, Miss Dixie, undergoing the transformation into his lover.
Upon discovering this truth, Devon held a gun to Dixie's head and demanded the gang profess their love and submission to his bride-to-be, Victoria. He also brutally tortured and executed two of the members for their past trespasses. The remaining members had no choice but to comply. Devon viewed Victoria as his bride, and she had become his slave. As for Dixie, she was no longer his friend, but his ex-follower. Victoria couldn't help but be frightened by the brutality of the situation and the way Devon had deceived her. Victoria faced the reality that she was unable to change who she was or escape her current situation. Dixie locked her up in the showers to protect her from his wrath. :wrong: She thought of the gang she had left behind, her father's past horrors, and the unfathomable changes to her body and mind. Victoria faced the bleak future as Devon's property.
"Wow, Clarissa, your chest looks incredible!" exclaimed Dixie. I glanced down at my small yet perky breasts, clearly visible through the tight shirt. I stepped in front of a nearby mirror and gasped in surprise - I was observing a curvaceous sissy, that's me. With my hairless, thick legs, juicy thighs, round, jiggly behind, tiny hips, and two adequately sized breasts, I felt like I was staring at a woman. Not a woman with enormous breasts, but one that was convincing enough to confuse my mind. My hair had also started growing slightly longer, adding to the effect.
Feeling empowered, I struck a provocative pose, one leg raised slightly, and exclaimed,"Look at me, I'm sexy!" Dixie gazed at me intently, leaning back as if she was rubbing herself through her jumpsuit.
"You're absolutely delicious, darling!" exclaimed Dixie enchantedly. "Show me your walk now."
Poised with confidence, I turned around and attempted the walk again, focusing on my steps, crossing my legs as I walked. This time, I managed it! I felt my derriere and hips move and undulate sensuously as I advanced towards the end of the room. I turned around and presented myself, taking on a seductive stance, one hand on my waist, smiling triumphantly at Dixie. Her eyes transfixed on me, rubbing herself through her jumpsuit.
"Oh my, Clarissa, you're so hot - even for me!" murmured Dixie.
I blushed as I realized she seemed aroused. I'd never thought of her that way, but her arousal made me somewhat aroused as well. The idea of kissing her crossed my mind, and I imagined us being lesbians of sorts. My cheeks flushed as I contemplated the thought. However, my view was suddenly interrupted by a familiar figure looking through the bookshelf. The guard who had been casting glances at me the entire time was stroking his cock. I pretended not to notice, hoping to draw attention toward me instead.
"Let's do this one more time for me, please!" begged Dixie, still feverishly rubbing her clit. Recovering from the sudden awkwardness, I took a deep breath and executed the walk once more with poise, noticing the guard continue to stroke himself. The peculiar sight excited me and increased my lust - I longed for these men's attention while in my sissy outfit. My heart started racing as I turned around and showed off my enhanced derriere, popping it out for a moment before returning to the original position. However, the guard had vanished, leaving me a tad disheartened.
"Just one more time," Dixie requested, still captivated by my walk. I obliged, feeling my hips and buttocks swing mesmerizingly as I strutted over to her. Dixie abruptly stopped caressing herself. From the bookshelf, Devon appeared, stroking his colossal member.
"Sorry, you wanted to try on my outfits, Clarissa," Dixie said hurriedly as she left my side.
Devon leaned in and picked up where his daughter left off, stroking his cock and admiring me in my shorts and low-cut shirt. He towered over me, creating a fatherly effect. I attempted to hug his lips, but he backhanded me, making me lose my balance. I felt despondent, but he pulled me close and said:
"You might seem feminine, but you're not there yet, sissy. You still need to work on it."
I sniffled, my morale at rock bottom, feeling disappointed in myself. Devon wrapped an arm around me affectionately and whispered:
"I didn't say you were doing poorly, but you're not there yet. Only women deserve kisses, and you're not a woman... not yet."
I couldn't contain my desire to be Devon's girlfriend. I longed for him to acknowledge me like he did Dixie.
"Shall we leave?" I inquired, addressing Devon.
"Not just yet. I want to come on that behind." Devon scooped me up and placed me on one of the library tables' reading sections. "On all fours, flaunt your derriere, bend backward," he ordered, and I dutifully complied. My face pressed against the wood surface of the table as I presented my sculpted rear. He continued to stroke his penis while looming over me. I could hear the sound of his hand rubbing against his erection.
"Yes... This ass, baby... So round... Can't wait to fuck you," uttered Devon as he swatted his penis against my butt and rubbed it all over, first on top and then between my legs. His cock was now rock-solid. My thimble-sized phallus pulsated, and my butt pussy yearned.
"I yearn for it, Papa, please, I must reach orgasm."
"You'll reach climax if you're a good girl." The sound of Devon's hand moving over my butt could be heard. He aimed the tip of his huge member at my male pussy, pressing his cockhead firmly against it. I had never felt so warm before; I could see a droplet of precum forming on the snug tight shorts. I twitched my butt subtly against his cockhead as Devon commenced moaning. He held my plump ass cheek with his other hand and squeezed, his grasping hand could enclose the entirety of one of my butt cheeks.
"Ah... yeahhhhh" Devon groaned, and I felt hot liquid dripping onto my buttocks. Devon was ejaculating on my buttocks. A surge of electricity ran down my hind legs, propelling me into an unprompted climax. The guard's fluid feeling between my buttocks through my exercise shorts fascinated me. Devon completed and stowed his penis in his jumpsuit. A loud buzzer rang out.
"INMATES RETURN TO YOUR CELLS, REC TIME IS OVER"
"Get up whore. Let's go."
I rose up, Devon's sperm all over my butt cheek, leaving a humongous damp spot on the ass of my shorts. It was profoundly significant! I felt slightly disappointed it didn't land in my mouth. We headed back to our cells. I surveyed a mess of sperm above the bookshelf the guard had been peeping from, and it drove me wild.
When we strolled past the prison's fence, Devon turned to me, "I want you to saunter about like you were in the library earlier."
"Yes Daddy."
I grabbed a deep breath. We strode from the library, and for the first time, I walked through the prison without a baggy jumpsuit. I strolled, one foot in front of the other, my butt swayed side to side. The majority of inmates couldn't take their eyes off me as I followed Devon. They stretched their necks to get a better look at me, clenching his arm while he walked. I was his, and he held all the authority. Even several guards conducted a double-take, possibly suspecting I was a real woman. My backside stained with Devon's seed was recognizable to most.
I couldn't wait to let my hair grow long and start wearing makeup, I couldn't wait to be a woman.
That evening, I blew Devon three times in succession. I was able to reach climax in less than three minutes each time, feeling my talents improve. The entire duration, he groped my buttocks and thighs, playing with my nipples. After, we laid alongside each other. Almost asleep, Devon mumbled "Soon, you'll suck off my right hand, Lex. I'll let the gang sample you slowly."
"Yes, Daddy."
"Sleep tight slut."
"Sleep tight, Daddy"
Read also:
- Acquiring Part One
- Step-Mother's Spectrum of Intimacy, Sequel 2
- Aftermath of Slut Spouse Volume VIII
- The name mentioned is Hanna.
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