Welcome to the Sissy Assignments .com
Your ultimate destination for 100s of guided free and premium adult assignments designed for sissies and crossdressers. Embrace your journey with personalized tasks, challenges, and transformative experiences!
Get access to a personalized collection of assignments created just for you. Click below to start your journey!
Checkout this free Sissy milestone checklist tool which will give you scores based on what you've done in your sissy journey. It includes options to choose on:
Panties, Bras, Hosiery, Lingerie, Shoes, Body Accessories, Cosmetics, Toys, Lifestyle, Outfits, Training, Masturbation, Sex, Mental, Cyber, Public, Social, and Permanent.
Our Sissy Test contains 99 questions that will assess your journey through the following areas:
Donning a micro skirt that reveals your panties is a risqué assignment. But at this stage, that’s…
This assignment takes things to a whole new level of daring. Working in a nightclub while holding…
Since we’re talking boundaries and cuckolding, this sissy task is one of those in the extreme categories….
This sissy task is very similar to the previous one. The only difference is that the sissy…
This one is pretty tame compared to the first two. But it’s perfect for a dom and…
By this time, the dom completely “owns” the sissy and can loan him out to whoever he…
Donning a micro skirt that reveals your panties is a risqué assignment. But at this stage, that’s…
This assignment takes things to a whole new level of daring. Working in a nightclub while holding…
Since we’re talking boundaries and cuckolding, this sissy task is one of those in the extreme categories….
This sissy task is very similar to the previous one. The only difference is that the sissy…
This one is pretty tame compared to the first two. But it’s perfect for a dom and…
By this time, the dom completely “owns” the sissy and can loan him out to whoever he…
