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What'll give me more luck with the ladies?

Outfit A: a black slim fit dress shirt, some ripped skinny jeans and a pair of blue loafers.

Outfit B: a t-shirt with a blue zip up slim Fit hoodie on top, same pair of ripped jeans and a pair of very old and worn Reebok sneakers?

This is important!
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None of that non-sense! A nice, tailored black suit - single-breasted, two buttons, single vent at the back - starched , white, cotton shirt - small collar knotted about with a deep red tie in a Windsor knot; black leather shoes - well-polished but not shiny!
BrokenWhiskeyGlass2 · 22-25, M
@EugenieLaBorgia Don't you think that's a bit too old fashion?
@BrokenWhiskeyGlass2 Not at all! If you wish to attract a woman of quality and good-breeding, you must always be well-presented! All that other stuff is for the bar-room trollop or the dawdler under the red street-light!
BrokenWhiskeyGlass2 · 22-25, M
@EugenieLaBorgia Yeah, but I mean, I doubt most girls my age would appreciate the more classy look. Thanks for the advice nonetheless. 😁
@BrokenWhiskeyGlass2 Well, take care!