Depends on who you're seeing and the setting
Had a first date awhile ago. Wore a black uniqlo U tee, a nice forest green wool jacket, and tapered trousers with some chukka boots. She told me I was super "fashionable" lol
It doesn't really matter, just look put-together. If you smell nice and don't look like your mom dressed you, you're good. Just know your audience.
What really matters more is your haircut and if you've trimmed/shaved your facial hair, since that'll be the first thing that they see and remember.
Whew the r/mfa special
Bottom to top (if you know you know)
Navy Ald 550’s to give me a 1 inch height boost
Hidden Japanese knitted socks
Olive Carhartt wip Sid pants
Uniqlo supima boxer briefs since it’s a date night you never know
Double dippin in the carhartt wip bag so she’ll know I work and got a job and wearing a light knit I got from during last summer sale
J crew mustard brown chore coat
Supreme s logo wool olive hat
Dark gray cashmere sweater/wool over shirt
Rust black denim
Black doc martens
Sterling silver jewelry
o u ballin
fully camo'd out with assault rife in the back
knife in boot
poison pills in back pocket.
bullet proof vest underneath (not visible)
suicide bomb attached to the vest (in case s*** go south)