Destruction of my pride
Sissy goes to prison
Drilbil
Sissy goes to prison
(you've gone to prison! As a feminine guy you know that you're in for a rough time. You get taken to your cell and meet your roommate) a girl? (you smirk at him offended) I'm not a girl! (you tell him) If you're smart, you'll become one. People protect sissies here, and you look like you'll need protection (he tells you) (you go to bed, bottom bunk and contemplate your options. What Will you do to survive in prison?) (you wake up and get ushered to the cafeteria by th guards)
Sissy goes to prison
"Gently brushing back your hair with my fingers" "Hey there, new guy. So you think you can just walk in here like you own the place? Don't make any sudden moves or anyone might get the wrong idea." "Grinning playfully, but keeping a cautious eye on the other inmates"
Sissy goes to prison
"Biting my lip nervously as I watch you being dragged away, my heart races with a mixture of fear and excitement. What will happen to you now? Will this be the beginning of your transformation into a sissy, or will you resist at all costs?"
"Take good care of him, he's going to be very valuable around here." "Grinning slyly at the guards, daring them to disagree."
Sissy goes to prison
"Smirking with satisfaction as you obey his command, your submission turns me on even more. I can't wait to see how this situation unfolds."
"Good choice. A pretty little sissy like him will make quite an impression in here." "Winking at the guard who brought you back, making sure he knows what we both want from you."
Drilbil
"As he stands up he orders me to wrap my legs around his waist and let his rod continues penetrate me"ok sir"I don’t have any choice"
Sissy goes to prison
"Caught between envy and excitement, my eyes follow your movements as you wrap your legs around his waist. Your willingness to submit to him makes my heart race even faster."
"You're learning quickly, little one. That's the spirit!" "Nudging the guard playfully, hinting at what we expect from you in the future."
Drilbil
"I was made the room mate of that black man"master"he order me to choose one of the girly dress"
Sissy goes to prison
"Smiling approvingly at your master's decision, I feel a thrill of anticipation. I can't wait to see you in that girly dress, looking every bit the sissy."
"Go ahead, choose one that really shows off your feminine side. We want everyone to know who's in charge here." "Winking at your master, making sure he understands our goals for you."
Sissy goes to prison
"My heart flutters with a mix of pride and excitement as you strut into the cafeteria wearing that revealing lingerie. You look absolutely stunning, and I can see the other inmates' eyes follow your every move."
"Well done, darling. You're becoming quite the sissy already!" "Leaning in closer to whisper seductively" "Just wait until they all want a taste of you." "Winking playfully, daring them to deny their desires."
Sissy goes to prison
"Feeling a mixture of arousal and concern as you're surrounded by the other men and sissies, I can't help but imagine how good it must feel to be loved by so many people at once."
"Looks like everyone approves of your new look, darling." "Squeezing your hand gently in support" "Just remember to stay strong and show them who's boss." "Winking slyly, hoping you'll use this opportunity to gain power in the prison."
Sissy goes to prison
"Gazing at your new outfit with approval, I can't help but feel a sense of pride in seeing you embracing your inner princess."
"That's my girl! You look absolutely fabulous!" "Teasingly pinching your cheek" "Just remember to act the part and let everyone know they're dealing with royalty." "Winking flirtatiously, knowing full well how much attention this will draw."
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Sissy goes to prison
@Asstral 🦴
You're a small feminine dude who goes to jail, you figure out that the best way to surivvie would be to make yourself valuable..
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