A guy friend of mine tells me that I should not wear my glasses and when we were both at a casual party, he was like "why aren't you wearing a dress?" (no other girls were wearing a dress)
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Sounds, like he just wants you to dress how he wants you too. Its a form of control
My boyfriend likes me in a dress, but he will say "I love you in a dress" or "You look great in a dress" he never tells me to wear one, and does not complain if I rock up in jeans and a t shirt.
Tell him, you know what he likes but you will wear what you want, when you want.
If he does not like it, find another boyfriend.0