SparkNotes Blog

What Are You Supposed to Wear On A Date, Even? Style by Ruby Has the Answer!

Our style guru Ruby is back again to answer your burning fashion questions! This week she tackles the tricky world of date-wear. Get ready to take some notes!

Dear Ruby,

I have no idea what people wear on dates. I guess the problem is that no one is ever like, “Can I take you on a date?” It’s more group things that maybe have confusing flirty undertones, or let’s meet at this place where we’re both going to be. So I never want to look like I’m trying too hard, but obviously I want to look super cute! Do you have any go-to “date” outfits for when you want to look a little fancier than school but not like you’re expecting some kind of megafancy date night?



Dear Dateingish,

For “dates” it can be a bit tricky. Overall, don’t stress yourself out. I’m no “love” expert, but I do know no matter what, dress like you! If you’re going somewhere more casual, like the movies, try going in something you wear every day. Jeans, t-shirt, and sneakers kind of look.

If it is a dinner-date kind of thing, I totally understand where you are coming from. The trick is to not go too casual, but don’t dress like you’re going to the Tonys. I would recommend you dress in a nice top that is not too casual but not over the top, with either leggings or nice jeans.

Personally, I love dresses. I like to wear dresses every chance I get, so “dates” are always the perfect opportunity!

No matter what, dress like yourself. Don’t try to dress any way you wouldn’t dress because if your date doesn’t like you for you, they’re not even worth it!



Ask Ruby your own style question at!