Over a long affiliation with bdsm, I've had a few. One that stands out was when I first found being a sissy maid.

In my case, I didn't even really know it was a thing, but I was in a crossdressing store in MA (it's still there!) because I had a fascination with high heels. I ordered a couple of pairs off the internet, but they never fit right, so when I found that I was close to this store, I went in and browsed the man-sized high heels. While waiting for the counter person to help me, I just looked around. Somehow, the french maid's dress just found me. It saw me, and we pair bonded instantly. I had to have it.

Later, I went to a femdom party in NYC and decided to wear the dress and some other stuff I got to complete the outfit. I had an absolute blast, and have loved the dress and being a sissy maid ever since.

It's not the only thing I do, by far, but it's fun whenever I can do it in a fun party situation, or for service.