over and over again

Honestly, it would be this ensemble. 
I must have worn this hundreds of times.  

The tank top is from Stussy. 
The bottom is from Macy’s (it’s a short skirt with leggings).  I’ve washed this so many times that it’s so faded…despite using detergent for dark clothing.
I got the jacket when I went to Harvard.  God, I loved that jacket but it got so worn out, the zipper stopped working…I finally had to retire it.  
I’m thinking of getting an updated Harvard jacket…thoughts?
I got the bright red leopard print bag from a coworker, she was getting rid of her vintage bags because she was moving.  I used it till the straps broke off.