Chastity Challenges

[Closet Crossdresser]

So, I've been getting back into locking myself into chastity and have been remembering a lot of my old tricks that have helped me in the past! I figure, since many people are inexperienced at it and may have an interest, we could start a thread to talk about the challenges of chastity, for both keyholder and chasty, that they've encountered, what things they've done to work on those problems, and what unexpected problems/experiences have happened due to chastity!
Please feel free to share and overshare! :D