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
Coming Back Soon™
the shoes I'll put on with this fit
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artvandelayimporting
Shoes are really bad
Soup
Soup3mo ago
Seconding what art said about the shoes. I think the rest of your outfit looks fine but those shoes will ruin it
Coming Back Soon™
oh damn really lol do u have any shoe recommendations?
artvandelayimporting
Loafers
Coming Back Soon™
okay i have some thank you guys
zeometer
zeometer3mo ago
if the shirt is short enough untucking it would also read as more casual
Coming Back Soon™
untucking loses the vibe i wanna go for i wanna keep the tuck but still look casual
Zachary
Zachary3mo 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
Zachary3mo 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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