/fa/, I need help. When I was entering my adolescence, I realized

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/fa/, I need help.

When I was entering my adolescence, I realized choosing clothes was a chore, so I decided to dress like an anime character: the same clothes every day. Since then, I always have 10 white t-shirts and 3 black jeans. Every year, I throw away the 3 worst looking shirts and buy new ones. I do the same with the jeans (but keep if none looks bad). For shoes, I went with pic, buying only when the old one didn't fit anymore or was borderline unusable. And I've been doing this since today.

This means that, for over a decade, I've been using the same clothes, every day. I have no sense of fashion whatsoever, so I don't know what to buy. I want to change something in my life, because after 4 years my girlfriend dumped me for being too bland, lifeless person. I decided that changing my wardrobe may be the first step.

I don't have access to a camera and I don't feel comfortable posting pictures of me. I'm 1,75m/5'9'' weight 72kg/165lb, my hair is short and black, my eyes are brown, my beard is always shaved and my skin is pale white.

I'm not specifically asking what to dress. More like: How do I know what looks good?