This thread is for asking any questions that might seem obvious, tangential, silly or what-have-you. Don't be shy, everyone has holes in their knowledge, though the fewer and the smaller we can make them, the better.
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Do other people like clothes when they buy them and dislike them after putting in the wardrobe? I mean, I personally think it is true for myself because my relatives like to give me clothes as easy gifts and I always feel like they remind me that I am a child, which is why I learned to smile and say thank you regardless whether I like something. Lately, when I have to buy something for myself, I just wander and use the Force. How do you unlearn such a habit (it seems wasteful and ungrateful not to accept a gift, but also wasteful and stupid not to learn to choose)?
The path I see is to develop more specific preferences and articulate why you prefer certain clothing over other clothing. Tell your relatives what kind of clothing you like.
You can even say: "I have make a decision to move to a new style ..." If you don't want to make them feel bad for past gifts.
Clothes I pick often depend on my mood and the social context I will have in the day. If the emotional state in which you buy radically differs from the state in which you choose clothes from your wardrobe that can lead to a disconnect.
Have you analysed why you prefer certain clothing over other clothing?