What to Wear on Valentine’s Day

Not to get too Hallmark on you, but I kind of love Valentine’s Day. Unlike when I was younger, my enjoyment of this weird invented holiday no longer depends entirely on my partnered-vs.-non-partnered status at the time (although that is a factor) – mostly I just view Feb. 14th as an opportunity to celebrate the very notion of love. And what better way to do that than by dressing like a walking embodiment of romance?

As you can see from the collage of my past Valentine’s outfits above, there are some common themes in my overall philosophy for Valentine’s Day dressing… While you are (obviously) not in the least obligated to follow any of these directives, here are my core commandments for assembling a Valentine’s outfit, whether your plan is an over-the-top candlelit dinner with your sweetheart, a raucous “Galentine’s” celebration with some friends, or a solo hangout at home watching rom-coms!

Pink and red are key. The way I see it, this is literally the only day of the year when pink and red don’t look overly cutesy together. (Or rather, they do, but that’s the point.) Comb your wardrobe for anything pink or red and figure out how you can pair various items. You can go as subtle or as bright as you like – though of course, I favor a loud and proud aesthetic!

Go wild with hearts. This, again, is the only day of the year when you can wear as many heart-themed items as you want and people will think it’s… slightly less weird than they might otherwise. 😂💖 Tarina Tarantino does the best heart-shaped jewelry (unless you have Tiffany’s money, but honestly, I’ll take a flashy giant rhinestoned heart over a small understated silver one any day), and typing “heart” into the search bar of any clothing or accessories website will bring up a lot of cute stuff. Also great: anything floral-print or polka-dotted.

Choose romantic fabrics. What does this mean? Well, that’s up to you. I think some fabrics are traditionally coded as delicately feminine and thus romantic, like tulle, chiffon, and lace. But sensual fabrics like velvet, silk, and satin carry their own romanticism as well. Anything swishy and/or soft to the touch is a good pick. (And hey, if you’re a kinkster comme moi, maybe leather and latex are the most romantic materials you can think of!)

Dress to match your partnerif you have one and you’re both into that! What would normally seem ridiculous can just seem sweet on Valentine’s. Dressing in sync can be a visual manifestation of your luuuv.

Hide something fun underneath. Even if you’re not much for high-end hosiery and luxury lingerie (and I don’t blame you – that stuff’s expensive and high-maintenance, though it is beautiful), you could still delight your partner (or yourself) with some Valentine-y undergarments of some kind. MeUndies makes adorable matching heart-print underwear sets every year that are definitely worth a look!

Wear what your partner thinks you look hot in. This one is fully, 100% optional, because 1) you might not even have a partner, 2) you might not trust or prefer their aesthetic tastes over your own, and 3) you might not even know what they like you in, especially if it’s a new-ish relationship. But say your sweetie has told you they love you in striped stockings, or a well-fitting suit, or peeptoe heels, or with your hair slicked back – there’s no better occasion to wow your love with your choice of ensemble.

Go all out with your makeup, if you wear makeup (or if you don’t regularly wear it but want to on Valentine’s!). I like a classic smoky eye and red lip – that’s what feels the most romantic to me – but if you’ve got shimmery pink eyeshadow, or big fluttery false lashes, or iridescent pink lipstick, or stick-on hearts and cosmetic glue, by all means, use ’em! Be sure to consider longwear formulations if you’ll be out late and/or you plan on doing some kissin’.

Keep the weather in mind, because – while I do want you to look and feel excellent – in many places, it is snowy and/or freezing in February! Maybe you don’t want to be skidding around in your sky-high suede heels, or shivering sullenly in your translucent tights. If you must be impractical (and I get it), at least throw on a warm scarf and great coat when you go out, and maybe switch from boots to pretty shoes when you get where you’re going. Fashion is fun, but it’s not worth getting frostbite or a broken ankle for!

Wear what you feel sexy and gorgeous in. You can ignore every other rule here if you want, but this one is vital! Whether you’re making heart-eyes at your sweetie across a restaurant table, giggling with friends over a tipsy game of Spin the Bottle, or lounging solo at a cocktail bar with your favorite romance novel, you’re gonna wanna feel like a babe – whatever that means to you personally. Think about the times when you’ve felt your hottest/prettiest/handsomest and try to incorporate some elements from those past looks into your present one.

What do you plan on wearing for Valentine’s Day?