https://www.amazon.com/dp/B096SVZFGF/ref=nodl_
Sissy Tasks: The Beginning is an almost 7k word book containing 10 very detailed sissy tasks that are over 500 words each task designed to take you from complete novice to a solid foundation in your feminization training. By the end of these tasks you will have had the most important first steps any sissy (or actual woman!) can take. You will have trained and built up a base of the sissy necessities and be ready for more advanced challenges and further along your path to complete sissyhood. Inside, you will find a little bit of humiliation, encouragement, dressing, exposing, and so much more fun!
You should get these. They're really felt in the crack and on your hole. I wear them when I want to feel slutty and kinda objectified / embarrassed.
Lacy thong: https://www.amazon.com/dp/B088H516MX these are surprisingly comfortable and feel naughty how they hold my cheeks apart a little.
Another thong: https://www.amazon.com/dp/B071XHBW17 these are compact but maybe I need a larger size because they're a touch uncomfortable. Some days I wear them because I want to feel sexual discomfort.