He wouldn't be the first. It's more the norm than the exception these days when it comes to troons - they might wear girly clothes and makeup, take hormones, put on a squeaky voice in attempt to imitate a woman, but still have all the same mannerisms they had before trooning. They even use this as a way to try and get straight dudes to fuck them - "want a girlfriend who'll play video games with you, doesn't cause drama and you don't need to worry about accidentally impregnating? Date a trans woman!" It's... creepy, and that's an understatement. Don't know how else to describe it, but it's gross.