Sissy at Work

by SamanthaCD

Uncensored Windows Linux Mac
Versionv0.5.0
EngineHTML
Released2026-10-05
Updated2026-10-06
LanguageEnglish

About Sissy at Work

Sissy at Work is an adult HTML game by SamanthaCD, presented as a sandbox-style office story with AI CG art. You play a young man whose new female coworker pressures him into sissification and transformation through blackmail. She tests his limits by making him wear pink underwear and other lingerie beneath ordinary clothes, eventually leaving him little choice but to dress for her as his Mistress.

The current build is v0.5.0, released on October 5, 2026, and development continues. It runs on Windows, Linux, and Mac, in English, without censorship. This update adds a storyline involving Ms. Knight and Ms. Jewell. An envelope icon on a room now shows where the two have something waiting for you. Weekend content includes workmate assignments, Sunday sessions with either Ms. Knight or Ms. Jewell, and home practice.

Developer's description

It´s about a joung Man who works in a Office. At start of this Game he gets a new female Workmate who turns him into a sissy by force and blackmail from the first time they meet. Your Workmate starts to test how far the player will go. Giving "pink panty" and other lingery to wear under the normal clothes. till the player has no choice than wearing this closes for it´s new Mistress​

Download Sissy at Work v0.5.0

Changelog

v0.5.0 New storyline with Ms. Knight and Ms. Jewell Task info: a ✉ on a room shows where the two of them have something for you Weekends: tasks from your coworker, Sundays with Ms. Knight or Ms. Jewell, practising at home v0.4.8 Arousal system: your arousal shapes your choices – and climaxing has consequences Task info: a ★ on a room shows where your current task is waiting v0.4.7 7 new, kinkier tasks – one for every room, including the lobby Tasks with consequences: a babydoll photo at night, a locked collar for the rest of the day New wardrobe with fixed body slots, quick outfits and a new side menu / shops redesigned, every piece of clothing can now be bought New weekend scene in the lobby with Ms. Knight, lobby reachable from the office Contract scene rewritten step by step / many dialogues revised, spelling fixed, more random texts v0.4.6 New characters with greetings (random texts and pictures) in all rooms Task system reworked: max. 3 tasks per day, weekly review on Friday, new start page for every work week New scenes with Ms. Pepper and Ms. Knight / weekend: mall opens early, watching TV to pass the time 09.2026 Changing every Grafic and picture to AI-created ones. start to implement the task system 22.06.2022 Added first game elements as a test 25.03.2022 finished the story after the mall till you arrive home 23.03.2022 New story page after mall. in Ms. Lexi office you need to sign the contract. (unfinished) 22.03.2022 Adding first movie into story. "Fired" when you didn´t wear the panties on second day 21.03.2022 Bug: After meeting your workmate When going to other location as canteen and getting back to office. you not get the greeting again. Bug: Second day after meeting your workmate with panties/boxers. when not going to the location she tell you. the message changes when you get back to your office. 18.03.2022 Adding a new start. keeping the old one to compare 16.03.2022 Fixing english grammar and Preparing for new Version 11.03.2022 Adding Shopping with Mistress on Saturday 09.03.2022 Fixing Problem with Last workday before Weekend 07.03.2022 Translation German 04.03.2022 adding first story part of weekend if sissy did all right during first week Changing internal passages 02.03.2022 Fixing a problem in the story when needing to buy the bra at the mall preparing for story at weekends Changing the Person speak to be able to change name and Picture during story 01.03.2022 adding some more story till beginning of weekend Fixing some problems about the Time and Day´s. Fixing to not need to work on weekends Fixing to not beeing able to go shopping before work 28.02.2022 Including the second day. there are two ways to go. with or without the pink panty. When not wearing, the day is as normal. short talk about the panty. but then back to work. Routine starts next day again. When wearing the panty, your workmate starts to be more demanding and forces you to wear matching stockings for rest of day. 25.02.2022 Mall with Kink Shop. Wardrobe to change clothes and accessories (accessable after the first day) Disabling the Preview center and getting everything reachable after the first day. even work is possible... sadly even on weekend. need to change this in next update. 24.02.2022 First Story Part with meeting new workmate und getting a "Pink Panty" in First part/day there are no Choices. you can only enjoy the story 23.02.2022 Clothing information in Sidemenu and Day/Daytime System-integration 10.02.2022 - 22.02.2022 Preview and concept All WORKUPLOAD ​

Player reviews

Player rating 3.0 / 5 · 1 ratings
Written reviews 1 · avg 3.0★
Positive (4–5★) 0%
Latest review 2026-10-02
jaswm 2026-10-02 ★★★★★
Played 0.4.7 Specifically, I played the first 3 weeks in game before giving up. The grind is real, the content isn't. The game has the feel of The Secretary, where you're feminized in the workplace if you want to keep…

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