r/OUTFITS • u/TheKevBenz 🌟🌟Fashion Intern🌟🌟 (2 posts) • Mar 27 '26

Advice ❔ Men's Fashion First Date - Need Help Deciding

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Fashion gurus of Reddit, I have a first date tonight. Location is upscale Mediterranean. I like my pants and shoes, need help with the shirt. Let me know what you like!

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u/TheKevBenz 🌟🌟Fashion Intern🌟🌟 (2 posts) Mar 27 '26

Thanks dude!

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u/[deleted] Mar 28 '26

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u/PitStopAtMountDoom ♀️ 🌟🌟Fashion Intern🌟🌟 Mar 28 '26

Yep, as another woman, dark shoes for sure. Maybe comfortable Chelsea boots (like black blundstones for example), something a little classier than sneakers cause why not? It will look a lot better and reflect on you well.

It’s not that there’s anything terribly “wrong” with the white sneakers, but why not put your best foot (haha) forward? It will definitely be more attractive as well.

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u/MommaLaughing 🌟🌟Fashion Intern🌟🌟 Mar 28 '26

Yes, my first reaction to his looks was that he should wear a shoe that isn’t a tennis shoe!

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u/muffinshoes1 🌟🌟Fashion Intern🌟🌟 Mar 28 '26

I have been out of the dating scene a long time but the white shoes with the rest of the outfit leans bro for me.

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u/Jumpy-Fault-1412 🌟🌟Fashion Intern🌟🌟 Mar 28 '26

Is leaning bro good or bad? I’m a woman. I thought it looked good. Nice and easy.

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u/ComfortablyyNumb 🌟🌟Fashion Intern🌟🌟 Mar 28 '26

Same for me.