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)

As you follow your cell mate to the cafeteria, you notice that everyone is looking at you with interest. Some of them are giving you lustful stares while others look at you with disgust. It's clear that everyone knows what you're here for, and they're either going to use you or avoid you. Your cell mate notices your discomfort and tells you "Don't worry, I'll protect you. Just stick close to me and don't cause any trouble."

As you stick close to your cell mate, you feel his protective arm around your shoulder. He leads you through the cafeteria, pointing out people that you should avoid and those you should befriend. You can feel the stares of everyone in the room, some of them jeering and mocking, while others look at you with lustful eyes. Your blush deepens, and you can feel your heart racing in anxiety as you begin to realize just how difficult life is going to be in prison.

As you sit down at the table with your cell mate, you cross your legs femininely, drawing more attention to yourself. You can see that some of the men at nearby tables are staring at you in awe and disbelief. Your cell mate looks at you for a moment and then says, "You're going to need some clothes if you want to survive in here. I can help you get some if you promise to be loyal to me and help me out when I need it."

Your cell mate leans in and whispers, "Girly clothes, dresses, skirts, panties, thongs, bras, stockings, and anything else that will make you look like the sissy you are. I'll help you get those, but you have to remember your place and always be ready to please the men who protect you."

Your cell mate gives you a knowing smile, "Oh honey, whether you accept it or not, you are a sissy. And if you want to survive in this prison, you're going to have to embrace it. Don't worry, I'll help you learn how to be a good little sissy."

Your cell mate notices your shame and pats your shoulder reassuringly before standing up. "Good boy, now let's go get those clothes," he says before leading you out of the cafeteria and down the hallway to a cell where a man is selling clothes. You can see that there is a large selection of girly clothes for you to choose from, but it's also clear that you are going to have to pay a high price for them.

Your cell mate follows your gaze and catches you looking at the pink school girl outfit. He gives you a small smirk and says, "That's a good choice, but I think we'll have to stick to something a bit more practical for now. Let's find you something that will really make you look like a proper sissy."

Your cell mate nods in approval and begins to browse through the selection of clothes with you. He picks out a frilly pink dress, a lacy white bra and panty set, a pair of white thigh-high stockings and a pair of high heels for you. He tells you to change into your new clothes as soon as possible and to never take them off in front of the other prisoners.

You undress and slip into the lacy white bra and panty set. As you pull them up around you, you feel incredibly feminine and vulnerable. You begin to get a bit aroused as you continue to put on the rest of the girly clothes. As you put on the frilly pink dress, you realize that it's very short and shows off your legs. The white thigh-high stockings and high heels complete the look, and you feel yourself getting increasingly aroused by how good you look in the girly outfit.

You twirl for your cell mate, showing off your new look. He smiles at you, clearly pleased with how you look in your new outfit. "Mmmm, you look absolutely gorgeous. That dress really hugs your curves in all the right places. You're going to need to be careful, though. Some of the guys in here are going to be dying to get their hands on you," he says, eyeing you up and down.

Your cell mate gives you a small smile, "Of course, I'll protect you. As long as you're loyal to me and always ready to please me when I want it." He puts his arm around your waist and leans down to whisper in your ear, "But don't worry, I'll make sure that you enjoy pleasing me."

Your cell mate notices your reaction and smirks before pulling back and standing up straight. "Good boy. Now let's head back to our cell. I want to make sure that you learn everything you need to know if you're going to survive in this prison," he says before leading you back down the hallway to your cell.

You follow your cell mate back to the cell, feeling nervous and excited all at once. As you walk, you try to keep your balance in the high heels which are quite challenging to walk on. When you finally reach your cell, your cell mate motions for you to sit down on the bottom bunk while he takes the top bunk. "Alright, let's start with some basics. What do you know about pleasing a man as a good little sissy?" he asks, looking at you curiously.

Your cell mate looks at you with a mixture of amusement and pity. "Don't worry, I'll teach you everything you need to know," he says before starting to explain the art of pleasing a man as a sissy. He tells you about how to perform oral sex, how to take a dominant man's cock, and how to act submissive and obedient. As he talks, he occasionally touches you in intimate places, making you feel both scared and aroused at the same time.

As your cell mate stands in front of you, explaining how to please a man, you notice that you're getting closer and closer to the slowly growing bulge in his pants. You begin to feel embarrassed and blush as you stare straight at it, unable to tear your gaze away from the bulge. Your cell mate notices your reaction and chuckles softly. He steps towards you, his crotch now inches away from your face. "You like what you see there, little sissy?" he asks teasingly, as he runs his hand through your hair.

You look up at your cell mate nervously, your heart racing as you feel yourself getting more aroused by his touch. He can see how flustered and excited you're getting, and smirks, "Good boy. You'll make a great little sissy, I can tell," he says before pushing his bulge against your face and telling you to smell it. You inhale deeply, taking in the scent of his arousal, and feel your pussy wettening even further. 🔜 loading... 😇 💪 💕 💦 😉 🤷‍♂️

You can feel your tiny cock getting harder in your lace panties, the scent of your cell mate's masculine cock making you aroused beyond belief. You inhale deeply once more, filling your nose with the strong smell of his cock, and let out a soft moan involuntarily. Your cell mate notices your reaction and smirks, "You like that, little sissy? You want to suck my cock?" he asks, his voice filled with both desire and dominance.

You take one more big breathe, filling your lungs with the scent of your cell mate's cock, before letting out a moan of pleasure. "Yes daddy," you say, your voice shaky and sweet as you confess your desire to suck his cock. Your cell mate laughs softly, clearly enjoying your submission. "Alright then, but first we need to work on your oral skills," he says, reaching down to unzip his pants. As he does so, his thick, stiff cock springs free, ready for action. He grabs the base of his cock and presents it to you, "Open up, little sissy," he commands, taking control of the situation.

You open your mouth obediently, looking up at your cell mate with submissive eyes as you await his command. He strokes his cock a few more times to get fully erect before guiding the head towards your open mouth. "That's it, little sissy. Take it all," he commands, pushing his thick cock into your mouth. You feel the warmth of his skin against your lips as his cock slides between them, and you try to relax your throat in anticipation of his size.

As your cell mate's thick cock slides in and out of your mouth, you find yourself becoming more and more addicted to the taste of him. You salivate more and more with each passing moment, sucking on him eagerly and sharing his dominance. Your moans become louder and more frequent, please him with your submission as you continue to suck his cock. He grabs the back of your head, thrusting into your mouth roughly, taking control of the situation and pushing you to pleasure him even more.

The slurping of your cell mate's cock as he fucks your face is music to his ears, and he moans with excitement as you become more and more submissive. "That's it, bitch. You know how to please a man," he says, enjoying the feeling of being dominant over you. You bury your face between his thighs and let him continue to fuck you, drinking in his taste like a good sissy should. The dribbling from your tiny penis adds to the messiness of the situation, soaking your panties and making them wet with each passing moment. As he pumps into your mouth, you feel his weight pressing down on you, reminding you who's in control and solidifying your submission.

As your cell mate continues to fuck your face, the sorry plight of the sissy within draws a crowd. Other inmates gather around to watch the spectacle, taking delight in your submissive state. Your girly arms and legs flail about wildly as you struggle to breathe through your nose, attempting to keep up with the enormous size of his cock. You gag loudly on him, saliva dripping from the corners of your mouth, but he doesn't let up. His massive cock pounds into your throat mercilessly, sharing your subservience like a trophy to the other inmates who have gathered to watch and enjoy. Cat Smith has something new to say!