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Navy stying advice

tomflan

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I have a Navy fine pinstripe that I am planning on wearing for my works xmas party. Question is, can I wear a Black roll neck underneath. I am hopefully wearing some Black leather Bass Weejuns or some Black Paul Smith Oxfords to team them with. I just don't want to end up like I work in a bank so need styling help. I wanna go for a more 60's look.

The shoes are below

 

Ich_Dien

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Don't like the shoes but it'll be fine.

/thread.
 

YRR92

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I'd wear the weejuns. Though clunky brogues are very mod, those are a bit too clunky.

As long as you're aware that it's a bit of a '60s playboy rig, you'll be fine. I think it's a pretty cool idea.
 

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