Wed. Feb 21st, 2024
11 First-Date Outfits Tested by Single Women


My first-date track record is hit-or-miss, but I chalk that up to chemistry and not what I wear (thank you very much). When I’m picking out what to wear on a first date, I’m a creature of habit. Having spent a few years navigating dates with strangers, I’ve made a habit of deliberately dressing “normal,” which for me usually entails jeans with a T-shirt or dressy top and a pair of comfortable shoes. Despite what that description may lead you to believe, that’s not to say I don’t put in the effort. As a distinctively low-key person, I’ve realized that I want a first impression to be an honest representation of who I am.

Still, since dating is a process that’s a bit of a closed feedback loop (it’s rare and frankly weird to get a review afterward), I was curious to know how other women dress for a first date. So I decided to ask single friends on social media about their date-night dressing habits. I hope that crowdsourcing other people’s tricks for a first date will make things that much easier for you the next time it’s your turn. Read on to learn more.



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