Opinions on the vibe of the outfit, and suggestions on how to change it if needed

Hello guys, I am trying to pull a classic old-school outfit here in these pics. My goal is to look: 1. Gentlemen-like 2. Well dressed 3. Old-school 4. Casual Things I don't want to be part of the vibe: 1. Business man 2. Corporate wagee 3. Teenager/dudebros that wear baggy jeans and baggy shirts everywhere they go 4. "Old-money" Does this fit check all those? If not, is there something i can do without changing the pants and the shirt themselves? I'm going
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11 Replies
Ben ka Pakoda
Ben ka PakodaOP4mo ago
the shoes I'll put on with this fit
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Ben ka Pakoda
Ben ka PakodaOP4mo ago
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artvandelayimporting
Shoes are really bad
Soup
Soup4mo ago
Seconding what art said about the shoes. I think the rest of your outfit looks fine but those shoes will ruin it
Ben ka Pakoda
Ben ka PakodaOP4mo ago
oh damn really lol do u have any shoe recommendations?
artvandelayimporting
Loafers
Ben ka Pakoda
Ben ka PakodaOP4mo ago
okay i have some thank you guys
zeometer
zeometer4mo ago
if the shirt is short enough untucking it would also read as more casual
Ben ka Pakoda
Ben ka PakodaOP4mo ago
untucking loses the vibe i wanna go for i wanna keep the tuck but still look casual
Zachary
Zachary4mo ago
Just to elaborate on this, "dress sneaker" or any combination of a classic leather shoe upper paired with a more sneaker looking sole doesn't really look classic, old-school, or well dressed. It comes off very businessy and corporate. Sticking to a more traditional leather shoe like a loafer would fit the vibe of this fit more.
Zachary
Zachary4mo ago
derek guy (@dieworkwear) on X
i think dress sneakers are supposed to make you look young (hip, cool, not stuffy like The Suits), but nothing makes you look more middle-aged than wearing a wingtip with an athletic sole
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