First dates can be kind of a big deal. Whether or not you believe in love at first sight, first impressions count. Contrary to many women I know, I actually like first dates. I’m comfortable making conversation, I love getting free drinks, and if it all goes south, then I walk away with a good story to tell—and I like having good stories to tell even more than I like first dates. I also enjoy getting dressed for a first date, but my thought process might surprise you: what I decide to wear on a first date says less about me and more about what I think about you.
Black Dress with a Statement Necklace
While I like this outfit, it’s an easy fall-back option, which means I wasn’t inspired to come up with anything original. If you made the date last minute and I didn’t have time to scour my closet for a new idea, I’m probably already annoyed with you and you’ll have to work extra hard to win me over. If we’ve had this planned for more than a day, then I felt like you weren’t worth the effort of originality, and you’ll have to work extra hard to win me over. Either way, good luck!
A Fake Tattoo
I’m going to give you an excuse that I have to go in like an hour because I already made plans with other people. I’m not concerned about what you’ll think of me for having a fake tattoo (because yes, I will admit that it’s fake—this will be obvious if it’s a flash tattoo, not so much if it’s from Tattoo Junkee).
Earrings That Aren’t Pearl Studs
I like you enough to actually put in the effort to change my earrings, which I rarely do. Congratulations.
There are very few circumstances in which this would happen. Crop tops are a staple in my wardrobe, but I don’t usually think my stomach needs to make an appearance the first time we go out. So if it does, I likely think you’re a hipster/musician/surfer dude who appreciates a bare midriff. Or I had too many mimosas with my friends at brunch before meeting you for happy hour.
While it’s another staple in my style profile, the bold lip means I’m not planning on staying out with you for more than two drinks. I reapply lipstick after two drinks, but I’m not going to be high maintenance and reapply lipstick on a first date. So I’ll leave instead. This is not necessarily a bad thing; I might want to leave before things get awkward and/or drunk so that we can have a second date.
In general, I am not a pants person, so if I make the decision to wear pants on a first date, then for some reason or another you have me out of my comfort zone. Is this date at a weird location? Are we doing a weird activity? Do I think your legs might be skinnier than mine? Uncomfortable.
Anything That Could Actually Be Considered A Hairstyle
I am terrible at doing my hair. So I just don’t. My “hairstyle” is my naturally wavy/curly hair in a middle part—maybe one side pinned behind my ear if I’m having an exceptionally bad hair day. Anything more than that means someone else did it for me. If I had someone else do my hair, I am definitely trying to impress you. Enjoy.
Game over. Do not pass Go, do not collect a second date.
Of course, these are not hard and fast outfit rules. I also change my ensemble depending on what neighborhood we’ll be in, what day of the week it is, and of course, the weather. My fashion is as fluid as the clothes I own (that are actually clean) will allow. But if I’m wearing flats, move on.
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