I like that recommendation for the bralette, will definitely need to look into getting one

I think I agree on your point about stockings being sexier, might try it with some short skirts that can show off my ass <3

I think I’ll definitely be getting some kind of low cut skirt!

I might need to try some women’s shirts. I didn’t realize the fit would be different. Hair clips might have to wait until I can figure out how to wear wigs properly.

Although I don’t have a lot of experience with chastity, the times I did try it, it turned me on very quickly. I’m not really interested in anyone masculine, but the idea of a larger woman or transwoman making fun of my small penis, locking it away and controlling how I’m able to orgasm was a big turn on.

I haven’t been able to turn this fantasy into reality yet, but I hope to be able to someday.

It also helps that I like looking at my legs and ass in some tight leggings or stockings, and an obvious chastity bulge looks much hotter than a penis bulge.