A take charge kind of woman Dominique Valenzuela was proud of her rich Latino history. A week earlier she had picked out the cheer-leading uniform she knew her wife Veronica would look good in during the ‘big game’. Staying the weekend like Alice and the other women they were all to watch the match with Dana and the male strippers.
Having gone to college with her loyal to a fault Dominique had been one of Dana the therapist’s first clients. Like so many of her heritage the bright woman had been raised to regularly go to church and to love and expect her husband to be the head of the household being the breadwinner.
It wasn’t so much that she lived under his thumb both her and Oscar her spouse knew she often spoke up never taking to the role of a ‘mousy’ wife. It was Oscar though that had moments that demonstrated he may not be cut out for being a dominating figure of a husband as was so often the case with married couples.
The fact was learning they couldn’t have children she too had a flourishing career though hers was in successfully selling real estate while Oscar was a salaried accountant.
10 years into the marriage their world took a turn for the worse when her husband was unwittingly caught up in a scheme by the firm’s owner. A white-collar crime had him being sentenced to a 3 year stretch after he admitted unintentionally keeping two sets of books.
The love between the two genuine Dominique dropped him off at the facility vowing they would ‘make it’ through it. Having grown it thinking he’d be given a crew cut he moved his neck-length hair behind his ear and kissed her saying ‘I’ll miss you honey’.
The woman looked back…’you do whatever you have to…to survive…we’ll figure it out after that’.
There are basically 6 types of prisons being different than jails that are used to house those awaiting trial, sentencing as well as inmates incarcerated for a relatively short time having committed misdemeanors or given a verdict under a year.
Military, psychiatric and juvenile prisons their own classification the majority of convicts fell into either high, medium or minimum-security facilities with some of those being privately run as ‘for profit’ correctional institutions.
The privately-operated location Oscar was assigned to despite its more lenient treatment would prove to be just as impactful as a high security prison intended for violent criminals.
The owner and operators of the facility had one singular focus…keep up the high payments from the no-bid government contract. Otherwise like most prisons the senior inmates ran the insides while paying off the guards to look the other way so they could maintain control over the inmate’s behavior.
Thinned out from the stress of being on trial and convicted a week in Oscar found himself being reassigned from his cell and reviewed by the power dynamic of the inmate hierarchy.
Sitting on the table their feet on the bench seats below Hank the ‘prison boss’ and his two top lieutenants Bo and Kyle doled out the new cell assignments. The thing was wherever they assigned a ‘newbie’ he was expected to conform to the classification. Some were designated as ‘muscle’ expected to do the work for those inmates higher up the food chain running the prison and some called ‘mules’ trained to secure the drugs and cell-phones and other contraband despite the rule none were allowed.
The 3rd classification was simply called either ‘cherry-bombs’ or ‘daisy-pedals’ sometimes using an abbreviation of the two. They either would be turned outright ‘gay’ for obvious reasons of maintenance-sex or if they had a mere hint of prettiness would be guided into a femme-trans over time.
Standing last in line for review holding the fresh towels and linens and sundries Oscar along with the other 9 ahead of him had none of them knowing what the 4 different descriptions meant.
Bo looked at Hank for approval and shouted out the classification without words being spoken between them. A simple grunt on Hanks part and the designation would be altered.
“Muscle, muscle… mule…”
The 3rd in line mistakenly put up a beef.
“Hey can’t I be a muscle instead of a mule?”
A hard slap to his face Bo next yelled ‘cherry-bomb’ before continuing on.
The newbie in front of Oscar turned and whispered to him saying 'I hope he likes sucking cock 'cuz' he's 'gunna' get a lot of it'.
“…mule…daisy-pedal … muscle … mule… muscle…”
Looking at Oscar Bo softly said ‘Cherry’. Moments later with Hank staring at Oscar giving him the once over he grunted. Bo yelled out ‘Daisy’ as Hank jingled the set of keys on the ring hanging from his bluejeans.
The large inmate named Kyle took the towels and things from Oscar and loudly shouted ‘strip’. Rubbing his muscled arm the implication clear next came ‘Would you prefer a meeting with me and the boys in my cell or are you ready to obey…your choice…I want to hear yes sir whatever you have planned for me I agree to.”
Too scared not to accept standing naked Oscar said ‘I agree sir’. He next saw Kyle pointing Oscar in the direction near the open doorway by a waiting male if he could be called that. Walking towards him Oscar detected the hint of a bosom as the strawberry-red haired inmate moved slightly letting the long ponytail come into view.
The closer he got the quicker he realized how effeminate the male looked just before he spoke out of ear shot of Oscar.
“Ohh I can see why… What a doll.”
With Oscar a few feet away he heard him.
”....Shower time honey.”
Looking down to see the large areolas pressing against the clean capped-sleeve t-shirt Oscar replied.
“But I already took one earlier…”
The voice distinctly feminine the words came out.
“Not like this one sweetie….”
“Besides they took my towel and stuff.”
“Don’t worry that pretty little head of yours me and the gurls have everything you need…..you’re going to make some new friends darling.”
Slipping his arms inside Oscar’s the two walked down the hall to the large shower area where the sound of frolicking femininity could be heard.
“Just call me Evie…it used to be Stevie.”
Suddenly he stopped as he saw the grouping. Playfully giggling while washing and shampooing ducking their heads and bodies in and under the three rain-shower sprays a few of them turned to look.
“Wait…..This some kind of girls shower-room?…I thought I was in an all-male prison.”
“You are yet as scripture says one does not live on bread alone….somebody has to service the big boys...”
Having heard of them called ‘transgendered’ Oscar had never actually seen t-girls before.
“But they all have penises….yet they’re so pretty…and they have tits.”
“Yes we look on it as a benefit not a detriment to have both… Pop this marijuana gummi-bear in…it will help…..come lets meet your new friends Veronica….we were just like you when we came here……Girls look who we have today.”
“Veronica?....but my name is….”
The words drifted off as Evie led Oscar to the other t-girls. Showering among them he thought one was as pretty as the next. He was told what their names were but was too caught up in his introduction to the feminine vanity ritual he would find himself doing every day from then on.
It felt like a hundred pairs of feminine hands were washing and caressing him. Being pulled into the undertow of femininity he watched as his body hair was removed. It felt nice to have his hair shampooed and the fingers playing with his penis as they cleansed him with scented bodywash. At one point one of the t-girls slipped her finger past his rosebud entrance giggling as she did it.
Enjoying the toweling off ‘Veronica’ looked at Jessica holding his first pair of bra and panties.
Evie looked at Oscar.
“Baby turn…you need to be put in these…except for initiation days like this we all have them…you and Jessie will be roomies initially.”
Slowly pulling his balls through the round metal piece the head t-girl slipped the chastity cage on locking it into place. 3 round metal rings lifted off the center keeping his cock from gaining any length past the point of 2”.
“Boss Hank gets the key….he holds all of ours.”
At his same 5’ 8” height Jessica moved close letting her c-cup breasts slither over his body as she kissed him.
“Veronica honey I’ll be your mentor and your cellmate….for now at least.”
The t-girl named Annie held up the syringe and bullet anal plug.
“Are you going to get all huffy about it or do you want me to give you your first ceremonial dosage….if so stick your tushy out…you’ll be on pills after this.”
His mind quickly deduced it really wasn’t much of a choice as regular beatings likely would come if he refused. Still and all it was his decision as he bent while lifting his bottom out. The butt plug came first.
The pin-prick a little of a jolt his mind took to thinking while the gurls melted in to hold and hug him in unison.It felt so nice to feel pretty breasts pressing on his smooth hairless skin.
“Oh my …I have the power of the feminine within me now….I’m on the estrogen train….I wonder what kind of woman I’ll make?....what will Dominique say?…will she still love me?”
Spooning on the same bunk-bed Veronica slept wearing a short nightie for the first time in his life cuddling with Jessica. The morning found Veronica whimpering at feeling the wet tongue slathering his ass crack. Behind the red mesh thong his eyes opened to see the t-girls caged gurlie penis.
“Eeewwwww….Eewwwwww….Jessica…wooooo….ohhh yesss.”
He couldn’t resist his tongue slipped out and ran along Jessica's slit of a crack. Veronica’s left hand came up and he glided it on her pretty butt cheek. It felt so odd to see the nail extensions painted red.
“Ohhhh Jessica ….eewww, eewwww, eeewww…your tongue…its making me….ohhhhhhh….ooohhhh…please keep pushing it inside me…..it makes me feel like I have a pussy……eeeewwwwww….eeeewwwwww….I’m coming.”
Jessica slid his mouth around quick to grab the warm cream as it oozed out from behind the chastity cage. The t-girl lifted up legs on either side of Veronica’s head as he laid on his back the tip of her caged cock pointed towards his mouth.
She simply ran her hands over her mound to finish off her building climax. Veronica looked up eyes open wide he watched the caged penis spew its cream out into his mouth.
He wasn’t the first male to take to the joys of being a feminine t-girl. 8 months into his sentence having learned how to walk swaying his hips while in 3” heels Veronica and Evie were heading to the card game outside of Hank’s cell.
Part of the payoff to the guards and warden allowed for the t-girls to be dressed in tight low-rise floral patterned shorts. A solid soft colored bare mid-drift sleeveless top gave off the hint of a lacy bra underneath. The two pigtails Veronica wore his hair in were held in place by pink ribbons.
Evie whispered passing the cell where a ‘cherry-bomb’ was on his knees at the feet of a muscled up 280 pounder of a male. The large inmate had secured a weight-lifters belt around the waist shrinking it on the male turned gay giving him head.
Laughing at seeing Evie he shouted out at the t-girl inmate.
“One of these days muffin it will be you.”
“Not a chance Bruno…you want I should tell Hank you said that?”
Silence held sway from his cell well aware Hank would kick his ass.
“I think us gurls give better blow-jobs but that’s just me….you know Veronica you’re getting so good with your makeup…..here pop this tab of Pueraria Mirifica…it’ll give you a jolt of femininity….one can never have too much estrogen.”
“Thanks Evie….Tuesday…wait maybe its Monday….no… that’s right Tuesday or is it Wednesday?…I lose all track of time in here…anyway I have it written down all this estrogen makes me spacy…..my wife Dominique is coming for her first visit in a long time….I haven’t told her…I can’t let her see me like this girlfriend.”
“Ok we’ll deal with it…we’ve had to help others in the past….when we get near Hank and Bo and Kyle and the players stop and do our lips. It’s a woman thing. You’ll see what I mean….my cellmate Robyn taught me to do it….we’ll hang next to her….after all t-girls need to stand together right? ”
Thin enough girlies twisting and turning the two t-girls slithered their way through the crowd aware their status as femme-playthings for the bull-stud inmates gave them greater privilege then most of the general population.
Gaining the players attention Evie and Veronica took out the lipstick tubes letting the cream leave a coat of un-masculine shimmer on their lips.
“Any growth spurts lately Evie?”
Her smile pretty Evie nodded her head ‘yes’. She leaned over and whispered to Veronica.
“Honey you’ll need to take off your top and sit in Hanks lap while he’s playing cards…just be quiet and trust his luck changes…I hope you spritzed in lots of lube with your plug this morning.”
Part of him was in denial. He knew his areolas and nipples were increasing in size any woman would enjoy having but it was his breasts that created the dilemma with his male ego. The pair had been acquiring a jiggle of an a-cup look that concerned him. His waist thin enough it now offered contrast to the twin globes. He felt so weak as he slid his arm on Hanks shoulder sliding his hips to rest as he sat.
“You been a good gurl …you taking your pills?”
“Yes sir Mr. Hank.”
“Any inmates bothering you sweetie?”
“No sir.”
“How about guards?”
“A couple compliment me on my choice of high heels but no sir except for the one from the office when he walks through…..he told me he’s going to tap my ass soon.”
Hank ran his hands along Oscar’s smooth hairless legs held together at the knees.
“You’re so soft …I like that babe.”
Veronica shimmied closer knowing the other card players saw his naked breasts give off a slight wiggle.
Hank looked at Oscar.
“Another month or two and you’ll need some new bras.”
The male looked down at his cards and threw a hundred on the table. 30 seconds he chuckled as he spoke.
“Read ‘em and weep boys…three aces.”
Easily pulling Veronica’s face near Hank kissed her lightly as his rough hands squeezed at Oscar’s breasts.
“You’re bringing me luck gurl…let’s distract them further take off your shorts and get down to your panties.”
The sense of being objectified flowed through him as he slipped the cute pair of shorts off. Over the next hour different card players would steal glances aroused at seeing his caged penis made pretty in the lingerie.
A high stack of chips now in front of him Hank pushed his chair back.
“Deal me out for a few hands…you’ll get your chance to win your money back in a bit.”
Veronica stood as Hank lifted her for a moment. Looking down he saw the beefy male pull out his hard cock. Hank’s eyes holding Veronica’s she knew what was expected.
Evie bit her lower lip letting her hand’s palm hold out. Seconds later she looked at the spotless anal plug being put in it by Veronica.
In front of the others the budding t-girl slid her bottom cheeks down using her one hand to glide the cock inside past her rosebud entrance.
Hank burst out a dominant laugh on feeling his cock inside Oscar.
“What do I like to hear babe?”
“Oh daddy your cock feels so big…..please fuck me.”
Bo didn’t speak up against Hank often yet knew every now and then he knew he could get away with it.
“Geez Hank how the hell is a guy supposed to concentrate on his cards with that going on.”
Undaunted Veronica slid up and down on the hard cock. Practicing with Jessica in his cell with their dildo’s had awakened new nerve endings. Now he had a deep desire to satiate the expanding need. He had discovered dildos were nice yet they couldn’t compare to a pulsating cock.
It came out softly.
“Ohhhh Daddy.”
His hands on her hips Hank took to guiding the feminized Oscar firmly up and down.
Kyle let out a laugh before speaking in a high voice as best he could.
“Oh Daddy….oh Daddy…where have you been all my life?”
The twin pigtails bouncing up and down Veronica leaned forward shaking his petite breasts wanting the fucking to continue as the rest at the card-table laughed on hearing Kyle. Just then Hank drew serious.
“Right there honey…push down….hold it…yea……ohhhh fuck yea.”
Veronica couldn’t help himself as he blurted it out.
“Oh Daddy oh Daddy you’re coming…eewwwww,…eeewwww…eeewwwww...fuck me Daddy fuck me.”
Giving a shout out…looking absolutely ravishing…blond blue-eyed 5’8” sissy submissive the prison-bitch of a t-gurl had come from the UK’s Rotherham, Yorkshire, England. How she ended up behind bars in the US only her hairdresser knew…that and maybe her barrister. Looking on standing next to Evie her cellmate girlfriend friend ‘Robyn_slut’ whispered…’My clitty is twitching in my panties’.
Dominique spotted it right off wearing matching earrings the pendant necklace balancing off the shelf of her large breasts she could see the difference in Oscar’s look. A glass shield separating them the way he slid his hips to the side and gently lowered reminded her of how a woman slowly sat as opposed to carelessly plopping down as males did. She felt certain she detected the imprint of a woman's thong.
The hair held back in a ponytail he let his hands move a few loose strands back behind his ears rolling his fingers he smiled and mouthed ‘hello Dominique’ through the glass window.
She looked at how his eyebrows had been thinned out with an arch and took note of the longer nails free of polish. The long sleeve shirt and pants its belt pulled tight at the waist looked to be two sizes too big.
The phone in her hand the woman heard her husband speak using a softer voice new to him.
“I miss you……I like your earrings Dominique.”
He knew he shouldn’t have added it yet couldn’t stop himself for some reason. Veronica had developed a taste for all things girlie.
“You’ve changed your hair color….you’re a platinum blond now.”
Waiting for his response she detected the pierced openings used for earrings.
“Is it alright Ma’am?…"
When the woman heard the polite deferential comment of asking for her approval finishing with 'Ma'am' she thought 'that's not the Oscar i know'.
"...I mean do you think it's 'Ok' with you Dominique?….a couple of friends I made in here suggested it.”
It appeared as though his facial hair was absent freeing Oscar of the need to shave. Yet it was after discussing his case and the new possibility of a successful appeal that truly shocked her.
Leaning forward to put his lips against the glass shield like she did Dominique glanced down peering between the opening through the top of his shirt. Clear as a bell were a pair of naked a-cup breasts.
The first thing the woman did on walking to her car was to set the therapist appointment with her good friend Dana. If anyone could make sense of things Dana could.
End of part 5 ….
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