Ren'Py Your Sissy Life 2.0

Your Sissy Life 2.0 is a sequel/rebuild where you are tricked into a chastity cage and into joining the Sissy Academy for 30 days. The question is whether you can resist becoming a cock-loving sissy by the end of the month.

The 3DCG renders, animated scenes, BDSM framing, big-tits character design, bukkake scenes, female domination, footjob, futa/trans, gay routes, group sex, handjob content and sissification progression all factor into the academy's strict 30-day program.

At v2.1 the game has a polished build with substantial content tied to the day-by-day mechanic. If you want a chastity-driven sissification game with a clear 30-day countdown structure, real progression mechanics tied to each day's events and a male protagonist whose resistance is the entire stake of the campaign, Your Sissy Life 2.0 commits to that distinct premise without padding the academy schedule.