you're going to your crush's house for takeaway and movie night and they say "wear something comfortable"

Comfortable jeans and a t-shirt, sweat pants and a t-shirt, but bring pajamas and a t-shirt, just in case, but leave them in the trunk unless she mentions that you could have worn pajamas.

Try to look cool and show up with a fake cigar

I'd show up nude.

T-shirt, hoodie and jeans

"Dress for success " isn't just about the business world .

This:

jeans and a nice top.

Boxers