Prison of Sissy

by 3KDesign

Uncensored Windows Linux Mac Android

Versionv1.1

EngineRen'Py

Released2025-11-10

Updated2025-11-26

LanguageEnglish

3DCG Anal Sex Corruption Gay Groping Handjob Male Domination Male Protagonist Masturbation Oral Sex Sandbox Sexual Harassment Sissification Transformation

About Prison of Sissy

Prison of Sissy is a Ren'Py adult visual novel by 3KDesign, presented with 3DCG visuals. You play a young man who mistakenly takes feminine medications, causing feminine traits to develop. He needs money to undo the change and recover his old self, so he attempts theft and ends up in prison. The story follows his continued change while in confinement, with themes of corruption, transformation, and sandbox play.

The current build is v1.1, released November 10, 2025, and development is ongoing. It is available on Windows, Linux, Mac, and Android in English, with no censorship. The latest version is v1.1. Earlier v0.6 notes mention a new job, changed work, a first grocery purchase, and a work outfit in the update.

Developer's description

In this game, a young man accidentally uses feminine medications, leading to the development of feminine traits. In a desperate bid to escape this transformation and regain his former self, he needs a lot of money. After attempting to steal money, he ends up in prison, where the story unfolds, detailing how his femininity continues to evolve throughout the process.

Prison of Sissy screenshots

Download Prison of Sissy v1.1

Changelog

v1.1 N/A v1.0 N/A v0.9 N/A v0.8 N/A v0.7 N/A v0.6 What awaits you? With the update coming at the end of this month, you will meet a person from the character's previous life in Part 6, and with the challenge of that, it will become really necessary for you to change some things in your life! Your work at Glory hole will now be different and you have also started your new job. You are going to buy your first groceries. You now have a work outfit. More and more! Keep wait.. v0.5 N/A v0.4 N/A v0.3 N/A v0.2 - 2024-10-04 The Prison manager wants to talk to you... v0.1 - 2024-09-15 Initial release

Player reviews

Player rating 3.0 / 5 · 5 ratings

Written reviews 5 · avg 3.4★

Positive (4–5★) 40%

Latest review 2025-03-01

What players say

Reviews are mixed: short sissification premise appeals, but weak writing and unrealistic transformation lower scores.

5★ 2

4★ 0

3★ 2

2★ 0

1★ 1

Players like

Short content delivers sissification fantasy
Story works despite weak writing
Premise has potential for hot scenes

Common complaints

Very short with barely any content
Writing is weak or needs revision
Hormone transformation is unrealistic

Best for players who want short sissification scenes despite weak writing

Summarised from 5 written player reviews.

diezel12345 2025-03-01 ★★★★★

the story is kind of dumb but it works and gives potential for some hot scenes. unfortunately this game doesnt really utilize the potential all that well. the game somehow feels like it moves at a really fast pace while…

jackdanniels 2025-03-01 ★★★★★

The plot is a big load of BS. Taking female hormones will turn you into a woman and taking male hormones will revert it, yeah right. But forgetting this cheap starting tale, the plot keeps getting worse. The AVN idea…

magniym 2024-11-07 ★★★★★

The game is very short... but it make sense because, it's a demo But is very interesting, I think this game has a bright future and will be perfect for ones who love to play as a boy who gets…