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The original was posted on /r/AmItheAsshole by /u/Firm_Television5825 on 2023-08-25 09:18:10.

Ok, sooooo weird situation for you guys. Yeasterday I (20f) caught my brother in my room wearing some of my clothes and a full face of makeup with wipes at the ready it looked like. Luckly he didnt see me so i just went into the backyard for a bit as to not embaress him.

Now to be clear, in no way do i think this is a sexual thing for my brother. Hes always been a feminine person and he has confided in me before that hes questioned hes sexuality and gender.

WIBTA if i confronted and spoke to him about it? I really dont want to embaress him but if he does want to explore that side i would prefer he ask to borrow clothes and makeup, especially the makeup, that shit expensive lol. All the same I would ask of my sisters aswell, when they want to use my stuff. and maybe i can take him shopping to get his own clothes and makeup if he would prefer that. My main concern rn tho is that i want to make this whole thing less embaressing as possible for him because i know he will get in his head about it. So WIBTA?