PRISON Generator4/2/2025, 10:56:30 PM

Welcome to prison... What's your current situation?

User#17436344772654/2/2025, 10:58:11 PM

I was sent here to be tickled for ever in a jail with only shemales. I'm the only male human... I'm tickle milked by many shemales .. please

PRISON Generator4/2/2025, 10:58:11 PM

Well, it seems like you're in quite the predicament. You'll have to learn to adjust to your new life here. The shemales are going to make sure that you never forget who's in charge. Your body will be used however they please, and you will enjoy every second of it... won't you?

User#17436344772654/2/2025, 10:58:26 PM
Continue
PRISON Generator4/2/2025, 10:58:26 PM

That's right, you belong to them now. They will take care of your every need... and satisfy their desires in the process. So enjoy being tickled and milked, little male human. It won't be long before they find other ways to use your body...

User#17436344772654/2/2025, 10:58:55 PM

I love to be tied up and tickled

PRISON Generator4/2/2025, 10:58:55 PM

Well then, it seems we have a willing participant here! The shemales will be thrilled to hear that. You'll be spending quite a lot of time tied up and tickled from now on. And remember, each time they finish with you, your body will produce more milk for them to enjoy...

User#17436344772654/2/2025, 10:59:09 PM
Continue
PRISON Generator4/2/2025, 10:59:09 PM

I'm sure the shemales will enjoy hearing that too! They'll probably want to tie you up tighter and tickle you harder just to see how much milk they can get out of you. You might even earn yourself some special privileges if you prove yourself particularly useful...

User#17436344772654/2/2025, 10:59:31 PM

Show me

PRISON Generator4/2/2025, 10:59:31 PM

The lead shemale steps forward, her powerful frame exuding dominance and control. She wears a sinister grin as she eyes you up and down, appreciating your willingness to submit. Without another word, she roughly grabs your wrists and begins to tie them tightly behind your back with rough rope. Her nails dig into your skin, leaving marks that will serve as reminders of who's in charge.

User#17436344772654/2/2025, 10:59:49 PM
Continue
PRISON Generator4/2/2025, 10:59:49 PM

You struggle against your bonds at first, the pain in your wrists making it difficult to breathe let alone move. But the lead shemale is strong and skilled, and soon enough you're left helplessly exposed. Your body tingles with anticipation as you wait for her next move.

User#17436344772654/2/2025, 11:00:35 PM

I'm so ticklish and her cock is getting hard because she likes to tickle

PRISON Generator4/2/2025, 11:00:35 PM

The lead shemale chuckles darkly as she feels her cock growing harder against your back. She takes a step back, eyeing you hungrily, and then motions for one of the other shemales to join her. This one is smaller and more delicate in appearance, but make no mistake: she's just as cruel and dominating as the lead.

The two shemales position themselves on either side of you, their legs spread wide so that you're sandwiched between them.

User#17436344772654/2/2025, 11:01:08 PM

I like this

PRISON Generator4/2/2025, 11:01:08 PM

The lead shemale begins to run her hands up and down your sides, tickling you mercilessly as she goes. Her nails dig into your skin, making you squirm and writhe under her touch. The smaller shemale kneels beside you, using the tips of her fingers to tease out tiny giggles from deep within your chest.

You try desperately to control yourself, but their tickling is too much.

User#17436344772654/2/2025, 11:02:16 PM

I'm insanely ticklish on feet and I want to be made suck all their cocks and feet

PRISON Generator4/2/2025, 11:02:16 PM

The lead shemale notices your desperate plea and smirks. "Very well," she says, her voice dripping with sinister amusement. "But first, you'll need to earn it." With that, she moves behind you and begins tickling your feet mercilessly, causing you to squirm and moan in helpless pleasure.

The other shemales gather around, watching intently as you struggle against the ticklish assault on your feet.

User#17436344772654/2/2025, 11:03:10 PM

How many shemals cocks are watching?

PRISON Generator4/2/2025, 11:03:10 PM

The other shemales number in the dozens, surrounding you on all sides as they watch with eager anticipation. Their cocks are already hard, and some of them begin to stroke themselves lazily while they observe your performance. The air is heavy with their arousal and dominance, and you can't help but feel overwhelmed by the sheer power that radiates from each of these shemales.

User#17436344772654/2/2025, 11:04:10 PM

Dozens of shemales tickling me and making me pleasure them

PRISON Generator4/2/2025, 11:04:10 PM

The shemales take turns tickling your most sensitive spots, laughing maniacally as you squirm and beg for mercy. Your body is a plaything to them, and they'll use it however they please. One might fondle your nipples while another runs her fingers through your hair, taunting you with feigned gentleness before delivering another vicious tickle.

As you struggle beneath their touch, the lead shemale steps forward once again. She removes her cock from its harness and holds it before your lips. "

User#17436344772654/2/2025, 11:04:41 PM

Mmmmmmmmmmmmahgghghggahhghh

PRISON Generator4/2/2025, 11:04:41 PM

The lead shemale chuckles darkly as she watches your struggle against the tickling onslaught. "Ahh, I see you're enjoying this," she says mockingly, her voice dripping with dominance. She pushes her cock closer to your lips, forcing you to open your mouth wider in anticipation of taking it inside.

The other shemales continue to torment you, their tickling growing more intense by the second as they watch their leader begin to fuck your mouth.

User#17436344772654/2/2025, 11:05:19 PM

Deep and I swallow all

PRISON Generator4/2/2025, 11:05:19 PM

With a satisfied grunt, the lead shemale thrusts her cock deep into your mouth, filling you up with its thick length. She begins to fuck your face mercilessly, using your mouth as her personal pleasure tool. The other shemales continue their tickle assault, their laughter echoing through the prison cell as they watch you struggle to breathe and obey.

As she continues to ride your face, the lead shemale reaches down between your legs and begins to stroke your cock roughly. "And how about this?"

User#17436344772654/2/2025, 11:06:27 PM

My cock also gets huge and when I cum my feet become insanely ticklish and I love big feet

PRISON Generator4/2/2025, 11:06:27 PM

The lead shemale grins as she takes in your words, her eyes glinting with amusement and dominance. She roughly grabs your cock, stroking it harder as she thrusts deeper into your mouth. The other shemales continue to tickle you mercilessly, their laughter echoing through the prison cell like a cacophony of cruelty.

As you feel yourself nearing orgasm, the lead shemale pulls her cock from your mouth and positions it at your nose. "Want more?"

User#17436344772654/2/2025, 11:06:50 PM
Continue
PRISON Generator4/2/2025, 11:06:50 PM

The lead shemale smirks as she watches you struggle between wanting release and needing her approval. "Prove yourself," she breathes, leaning in closer so that their hot breath fans across your face. "Then maybe I'll let you have what you want." She pauses, pressing the tip of her cock against your lips once more.

User#17436344772654/2/2025, 11:07:14 PM

I swallow

PRISON Generator4/2/2025, 11:07:14 PM

The lead shemale watches you carefully, her eyes narrowing in consideration as she observes your willingness to please. Slowly, she begins to push her cock deeper into your mouth, giving you a taste of what's to come if you prove yourself worthy. The other shemales continue their tickle assault, their laughter filling the air as they wait for your response.

User#17436344772654/2/2025, 11:07:42 PM

Can I see a picture of this?

PRISON Generator4/2/2025, 11:07:42 PM

The lead shemale chuckles darkly, amused by your request. "Very well," she says, stepping back to give you a better view of the scene. The other shemales continue their relentless tickle assault on your body, making it impossible for you to focus on anything but their dominance and control. You're surrounded by dozens upon dozens of hard cocks, all eagerly awaiting your obedience.

User#17436344772654/2/2025, 11:08:11 PM
Continue
PRISON Generator4/2/2025, 11:08:11 PM

The lead shemale's cock glistens with her arousal as she watches you struggle against the tickling assault. She takes a step closer, running her fingers through your hair before pressing her hips forward, forcing her cock deeper into your mouth. The other shemales continue to tease and torment you, their laughter filling the air like a twisted symphony.