Sneakers Not To Wear On First Date

5 Sneakers Not to Wear on a First Date

Date: February 08 2019

By: Cesca Benson


Congratulations! You’ve navigated the chaos that is modern-day dating, and have successfully locked in a date. You’ve chosen the location, worked out a time, and given your friends a code word in case they need to call with a fake emergency so you can bail.

Now it’s time for the nitty gritty: what to wear. Clothes-wise, you’re on your own — that’s not our domain — but we can give you some pointers on footwear.

Consider this your guide on what not to wear…

Don’t Bring Your Beaters

So, you’ve got a date, which assumingly means you’ve made a modicum of effort to get to that point. Whether you’ve pulled out your A-grade Tinder banter, or gone old school and asked someone out IRL, you should probably show up looking like you care (at least a little bit). Here’s a piece of advice: don’t wear your grimy, seen-better-days beaters. You don’t have to go full sneaker nerd and flex your Red Octobers, but you might want to give your chosen pair a wipe down and a once over.

Image via Anarosa

Image via Anarosa

Don’t Come Runway-Ready

High fashion houses have dipped their toes into sneakers in recent years (whether or not that’s a good thing is a debate for a different day), pushing the boundaries of good taste and leaving many shaking their heads in utter confusion. Don’t get us wrong, we love a Gucci Flashtrek as much as the next person, but until you’ve established your date’s feelings on the glue-drenched Margiela Fusion, it’s wise to make a safer choice on the first rendezvous.


These need no further explanation, but just in case, here it is: There’s no co-sign legit enough to warrant wearing Crocs on a first date (or ever).

Keep your TNs for the Second Date

You want to come into a date as open as possible, but some cards are best kept close until you’ve gotten to know the person sitting across from you. A bit of mystery is a good thing. A TN says a lot about you, without you even uttering a word, so unless you’re ready to deal with potential consequences of the Plus’s cultural connotations, go with an Air Max 1.

Image via Stadium Goods

Image via Stadium Goods

Keep Your Grails at Home

We all try and present our best selves when we hit the dating scene. You know, our funniest, most attentive and laid-back version. But you won’t be able to do that if you’re constantly worried about someone stepping on, or spilling something on, your Grails. Your date might mistake your hyper-vigilance for being precious and high maintenance, and the looks you give anyone walking within a metre of your Undefeated Jordan 4s may be misconstrued as overly aggressive to someone that doesn’t appreciate their rarity.

Or, don’t listen to us, nobody knows you better than you, and you should feel comfortable on your first date. You can disregard everything we’ve said. Except the Crocs thing. Never wear Crocs.

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