I've drawn him with long hair since his creation, but now I'm doing him with short hair.
To make sure that I can still draw him with long hair in the future and have it make sense, I made it so that he wore a wig, making his long hair look the alter-ego, Jolene.
Since he likes to crossdress, a wig seems appropriate, wouldn't you think?
I also feel the need to stress the fact that Joaquin identifies himself as a male. He just happens to enjoy wearing women's clothing.