Hi Sammy , I am male to female so I hope you dont mind me replying.
My friend is very small and he buys his clotes in the teen department. I have been with him when he was shopping and you really would not know he buys his clothes in the teens department. This might work for your friend and some of the clothes I would be very happy to wear myself when I am anthony. This might work for your friend but it can't hurt to have a look and see if he like anything or can find sizes to fit.
I hope my advice helps and please wish you friend all the best on his journey
Lots of love
Anton jon