Let's see...
Nudie Super Slim Kim from jakeandmabel: 108.
UNIQLO socks, £2 (let's say $4).
I wouldn't wear underwear if I didn't have to.
Shoes are tough... there was a pair of BR shoes massively on sale for $17 (with employee discount

) the last time I was at work. Ugly trainer things with red side stripes.
Matching red AA A-shirt, 15.
Piece of rope for a belt, 1.
Total: $145. It wouldn't be stylish, except for the jeans. Actually I'd look like a convict. I'd put the $5 remaining toward a bus ticket.