Don't get me wrong, there's items I'll stubbornly wear and items I couldn't wear under any circumstances (*cough*grizzly jackets*cough* ) but as long as I feel I look ok I don't care too muchIf i thought like you i would never get to wear too many of my jackets.
Everytime i leave the house with my Leathertogs B or my Grizzly my GF rolls her eyes, everytime i tell her she is free to walk 10 meters in front of me and pretend she doesn't know me.
It works for us...