I have been sewing for years and made so many strange things. Costumes for the kids come to mind, pirates and a devil and a dragon and even a spider, among many others. I was commissioned once to make a very naughty nurse costume. That was kind of fun.
I've made dolls of all sorts and sizes, but the one that comes to mind as the strangest, I think, was one I made at the request of a friend. She wanted a Mr T doll, but she wanted it anatomically correct. The "winky" turned out pretty good, although I ended up making it a tad small, hmmm, not sure how that happened. I also made it detachable, or attachable with a snap. I don't remember why I did that either. But Mr T turned out very good. I was quite pleased and a little embarrassed.