Peter III of Russia
You know what's more insane than being a super skank who probably has a personality disorder and is constantly comprising their values and the throne for the P or D? Being an adult virgin who plays with dolls. He had an arranged marriage with Catherine the Great, and that didn't work out too well. Catherine was supposed to be a total catch - very confident, total intellectual, had her shit together - and she was out of Peter's league because Peter was a total man child. What couple isn't like that, right? But apparently he wouldn't put out and just sat in his room playing with toy soldiers. He even had Catherine dress up in military gear and run drills. They had a kid, but Catherine later said he was a product of one of her many affairs. She was so unsatisfied in their marriage that she had him overthrown and assassinated after he was emperor for only six months. Honestly, we get it. He sounds like an ass.