Cocktails With Girlfriends

Really — if I have to convince you that you don’t need a significant other to celebrate Valentine’s Day, then you’re totally cheating on your first true love: You. Pull on a pair of white jeans that makes your tush look like a million bucks, like 7 For All Mankind’s crystal-detailed Dojos, add a little color up top — try a shoulder-baring tank with a flattering cut and built-in jewelry from Prairie New York, grab your best girls, and toast yourself with a Kir Royale for looking absolutely amazing.

Back to Your First-Date Spot

So sweet, so romantic, so deserving of an adorable little dress that reveals just enough skin to remind him of everything he was dying to find out the first time he took you here—something like Susana Monaco’s delicately gathered empire-waist dress or Diane Von Furstenberg’s graphic tank. Then slip on a pair of the sexiest stilettos you can find (I have a crush on these from Marc Jacobs) and play footsie under the table in a very un-first-date way; save dessert for when you get home.

Dinner at His Place

For when he’s cooking up his signature chicken parmigiana with a little extra love, Fighting Eel’s slip-on (and, frankly, slip-off) red jersey dress is equal parts sexy and comfy. A cute pair of flats with a flourish sweeten the deal, and Aubade’s keyhole-backed knickers make for a perfect after-dinner treat.

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