The right Valentine's Day outfit depends on the date. A coffee date, a cozy night in, a group hang, and a fancy dinner each call for something different. Here are Valentine's Day outfit ideas for every kind of date, from casual to dressy, with picks that come in sizes S to 3XL.

The dressed-up dinner: a red midi

For a reservation somewhere nice, a sleek red midi dress is the classic Valentine's choice for a reason. Keep the accessories minimal and let the color do the talking: strappy heels, a small bag, and one delicate necklace.

Red midi dress for a Valentine's Day dinner
Shop the Slinky Red Midi Dress

The night out: a pink halter mini

Going for drinks, dancing, or a show? A pink ruched mini feels flirty and fun without being a cliché. Wear it with sheer tights and heeled boots to stay warm in February.

Pink halter ruched mini dress
Shop the Night Talks Pink Halter Mini Dress

The daytime date: a floral midi

For brunch, a museum, or a coffee date, a pink floral midi is soft and romantic. Layer a denim jacket or cardigan over it and finish with loafers or ankle boots.

Pink floral midi dress
Shop the Pink Lily Floral Midi Dress

The casual date: red jeans + a fitted top

Not a dress person? Red skinny jeans are the low-key way to wear the color. Pair them with a black corset top or a fitted bodysuit and a leather-look jacket.

Red stretch skinny jeans
Shop the High Super Stretch Red Skinny Jeans

Black corset top
Shop the Taking Chances Corset Top

The cozy night in: a soft jumpsuit

Cooking dinner at home or a movie night? A soft brushed jumpsuit in pink looks cute and feels like loungewear.

Pink brushed mock-neck jumpsuit
Shop the Brushed AirEssentials Pink Mock Jumpsuit

Plus-size Valentine's pick

A ruched midi is one of the most flattering silhouettes for curves: the gathering skims the body and defines the waist. This one comes in sizes made for plus figures.

Plus size pink ruched midi dress
Shop the Cherish Every Moment Plus Size Ruched Midi Dress

Finishing touches: heart jewelry

A heart charm bracelet or pendant adds a subtle Valentine's detail to any outfit, and both make easy gifts.

Heart charm bracelet
Shop the Eternal Love Heart Charm Bracelet

Pearl heart necklace
Shop the Pearl Heart Opal Necklace

Valentine's Day outfits at a glance

Date Outfit Shoes
Fancy dinner Red midi dress Strappy heels
Night out Pink mini, sheer tights Heeled boots
Daytime date Floral midi, denim jacket Loafers or ankle boots
Casual date Red jeans, corset top Pointed boots
Night in Soft jumpsuit Slippers

Valentine's styling tips

  • Not into red or pink? Burgundy, black with one red accessory, or white all read Valentine's.
  • February is cold. Plan a coat that works with your outfit, not just over it.
  • Do a sit test for minis and fitted dresses before dinner.

Shop more in Cocktail Dresses and Jumpsuits & Rompers. Celebrating with your friends instead? See our Galentine's Day Outfit Ideas.

— EpicPlacess