Is Casual Wear Ever Date-Appropriate?

Casual Wear on a Date

When I say casual wear, I mean track pants, sneakers, hoodies, Lululemon leggings, etc. I’m thinking of clothes that aren’t quite gym wear, but aren’t really regular clothes either. They’re those in-between pieces you’d find in the “lounge wear” section of an underwear store.

Are they ever OK to wear on a date? The answer is predominantly a “no”, but there are a few exceptions.

While I’d recommend skipping this sort of gear for any sort of first date, casual wear beats out a dress and heels for any of the following dates:

  • Rock climbing
  • Bungee jumping
  • Hiking
  • Biking
  • Rollerblading
  • Obstacle course competitions
  • Dirt biking

You probably noticed that all of these activities are labour intensive, and could also be called sportsA sporting or fitness activity-based date totally justifies casual wear. A night of salsa dancing? Not so much.

Here are some dates I’d never recommend wearing casual wear on:

  • Dinner
  • Dancing
  • Movie (even though it can be tempting)
  • Amusement park
  • Coffee
  • Drinks
  • Picnic/park
  • Almost anything else

Unless it will put you in physical danger or make the suggested date activity impossible, always reach for a cute dress, skirt, or tailored pair of jeans/trousers over your casual wear. I’m not saying you have to wear heels for an afternoon of boating, but it won’t kill you to put on a sundress and leave the Lulus at home.

As your relationship progresses, it’s okay to dress down a little. With that being said, you never want to appear as if you’re “letting yourself go”. It’s always good to put thought and effort into the way you look.

It shows you think your guy is still worth it, something he’s sure to notice.  Would you want him taking you to dinner in stained workout shorts, the t-shirt he slept in and slip-on Adidas sandals?

What are some other date outfit no-nos you can think of? Tell me in a comment!

Related Posts