Ooo . . . I grew up in a household where for a long time my mother bought all of my father's clothes (although he had strict specifications). I grew up doing a lot of the shopping for my dad and brother.
Now my SO, when I first met him begged me not to buy him clothes or try to get him to wear certain things. His ex was always trying to change how he dressed. Now that we have been together several years, he knows I am not trying to change who he is or how he looks and has faith that I will pick out something he enjoys. He still does most of his clothes shopping, but he has taken my opinions into account and mostly does his own shopping because he travels more and has more time to shop deals online than I do.
That said, he wants me to move in, and if that happens, we are cleaning his closet together. He has a medium size walk in that has bags of stuff on the floor and barely enough room for a few of my things. Most of it is old an unworn, and I suspect that there is still 1-2 bags of clothes in his storage area. I helped him move into his current place, and I refuse to move or store all those things he doesn't wear again. It will be a project for the TWO of us though.
EDITED TO ADD--- The SO has OCD and often stagnates on processes like cleaning the fridge or sorting things. I, on the other hand, am a very good purger. Having me around helps him process things/get going on activities like this. Once I get him running he usually completes it on his own. And who doesn't enjoy someone who is willing to help you get started on a task you've been avoiding with a little positive encouragement, bribery and hand holding? He encourages HW, I encourage closet cleaning.
