When you look at yourself in the mirror ...
When you choose an item of clothing to wear in the morning ...
When you choose an item of clothing to buy from a shop or an online store ...
What are you hoping to achieve?
Do you want to look like you fit in with what you perceive 'your type of person' to be?
Do you want to stand out from others who are 'your type of person'?
Do you want to look strong and dependable?
Artistic and sensitive?
Mature and wise?
Sexy and attractive 'in that way'?
What is your 'goal' beyond keeping warm and not being arrested for indecency?