The art of looking smokin' hot but entirely casual and coolly understated at the same time isn't easy, but it's definitely doable. Whether you're heading out on Valentine's Day (it's midweek on a Tuesday this year, btw) for a romantic ménage à deux or you're saving it until the weekend, there are outfits that speak the right language without exposing too much skin or looking like they've been subject to a week's long sartorial study.
From a classic miniskirt, jumper, and boots combo to the more updated version of the classic jean ensemble (just exchange your denim for a pair of bodycon stirrup leggings), there are plenty of chic and Valentine's Day ideas. We sourced all of these looks from our favourite street style mavens in order to pinpoint four high-fashion romantic ensembles. Keep scrolling to decide on your after-dark look.
Style Notes: We always go by this simple rule for showing skin—if you're going to get your legs out, cover up on top (not that there's any problem in doing both). That way you won't feel like you're on display.
Style Notes: If you're not keen on just wearing a slip dress, layer it over jeans like Darja Barannik.
Style Notes: There's something so elegant about a suit in a slouchy fit.
Style Notes: Stirrup leggings are the new "going out" trousers.
Want more? Check out the seven trends you need to know about this S/S 17.
This was updated by Elinor Block on February 9, 2017.