10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (2024)

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Love it or hate it, Valentine’s Day is coming—and if you haven’t already seen chocolate hearts and cheesy cards in every shop, buckle up. We all know in our heart of hearts that Valentine’s Day is a Hallmark holiday but listen: It’s the middle of February, winter is still raging it’s ugly head, Christmas is a distant hangover, and frankly, we need something to celebrate.

Even if you historically loathe the day of love, why not embrace it this year, no matter where you currently are in your love life. Whether you’re very single and ready to mingle or preparing to celebrate what seems like your 97th Valentine’s Day with the same partner, spice it up with what you wear! Below are a few Valentine’s Day outfit ideas suggestions depending on your current relationship status or date plans.

The First Valentine’s

The first Valentine’s day is always special: a bit of nerves, a bit of excitement or a bit of total shock if one member of the couple is completely unaware that they made plans on “the holiday.” I personally think it’s crucial not to go over the top here. Let’s hold on the red-heart tights and “I Love You” sweater and save that for the second Valentine’s Day (if you make it that far). I’d take a subtle yet festive approach and wear excellent-fitting jeans, a top with a pop of red or pink, and some fun accessories and dainty lingerie (for your own confidence boost, natch). This formula works for dinner in a chic restaurant, an at-home meal, or something off-piste like…bowling. (Note to self, if you are going bowling, choose your socks wisely, preferably ones without hearts on them…)

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (1)

Sleeper

knitted cardigan

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Slvrlake

Grace high-rise wide-leg jeans

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Dôen

Idalia bra

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (4)

The Row

Cybil leather mules

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (5)

Valentino Garavani

Scoobie gold-tone earrings

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (6)

Nanushka

washed satin clutch

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (7)

Usisi Sister

Lena textured lace-up top

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (8)

Zara

TRF high rise wide leg jeans

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (9)

Reformation

mini rosetta shoulder bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (10)

Toteme

Mid Heel suede Chelsea boots

The Getaway

If you’re getting away from your daily life/habits/routine for Valentine’s Day then it’s also the time to dress away from your daily life. If you’re normally a jeans and top kinda gal but headed to the beach, try a charming dress or playsuit. If you’re planning a weekend trip to a nearby town or staycation in your own city where you tend to wear dresses to work, then go for a casual but polished combo with a knit and cool, corduroy trousers. The memo here is that whatever is normally “off limits” in your day to day—now is the time to embrace the opposite. Besides, traveling allows us to try on various versions of ourselves and what better way to do that than with your outfit?

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Missoni

Mare striped halterneck playsuit

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (14)

Zara

twisted cuff bracelet

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (15)

Hunza G

Maya cutout seersucker swimsuit

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (16)

Johanna Ortiz

A Certain Mystique pareo

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (17)

Rouje

Sebastien basket bag

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (18)

A.Emery

Jalen sandals

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (19)

&Daughter

Bansha Fair Isle cardigan

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (20)

Citizens of Humanity

Paloma cotton-blend corduroy wide-leg pants

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (21)

textured-leather belt

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (22)

M.Gemi

The Felize suede loafers

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (23)

Jil Sander

Tangle small leather cross-body bag

The Partner of Many Years

You know the saying—“You can’t teach an old dog new tricks but you can get an old dog new lingerie”? Ok, maybe that’s not the exact wording but it’s something along those lines, which I do think applies here. If your beloved partner has zero expectation for you to open the bedroom door in something beribboned and crotchless, a delicate cami set with a sweet lace trim is just the ticket. If it’s just you dining à deux on the couch and watching Netflix in your pajamas, upgrade that set to a silky pair to spice things up ever so slightly.

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La Perla

Maison embroidered camisole

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La Perla

Maison embroidered shorts

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Fleur du Mal

Rose and Vine embroidered lace balconette bra

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Fleur du Mal

Rose and Vine embroidered tulle briefs

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Eres

Angelo shirt

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (30)

Eres

Charme trousers

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (31)

Maison Margiela

feather mules

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Summer Fridays

Lip Butter balm

The Single and Ready to Mingle

Whether you’re single and ready to mingle or single-and-happy-alone-thank-you-very-much, Valentine’s Day can be a day to celebrate yourself. If you’re on the hunt for a partner, the best way to attract someone is with confidence so wear whatever makes you the most comfortable and your confidence will radiate—be it your favorite LBD, a perfectly worn-in leather jacket, thigh-high boots…whatever it is, you do you.

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Jacquemus

off-the-shoulder mini dress

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Anthropologie

two-tone hoop heart drop earrings

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Zara

fringed metallic bucket bag

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Paris Texas

leather over-the-knee boots

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Des Phemmes

sequined mini dress

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Floral 3 drop earrings

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Benedetta Bruzziches

Your Best Friend La Grande shoulder bag

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Studio Amelia

Emily leather wrap sandals

The Galentine’s Day

If Valentine’s Day is all about celebrating love then let’s not forget some of the most important loving relationships in our lives: our friends. “Galentine’s” is really just another word for what is, in fact, a girl’s night out—as if we needed any excuse to get dressed to the nines with our friends (be it in pajamas to wear to bed or pajamas to wear out). For these Valentine’s Day outfit ideas, think something with feathers, something with satin, or big bows that you might normally stay away from—this is your night to shine!

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Lake

Lottie shorts set

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Olivia Von Halle

Audrey floral-print eye mask

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Chanel

Le Vernis longwear nail color

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Tata Harper

hydrating hyaluronic acid floral mask

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Sleeper

Black Tie pajamas

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Loeffler Randall

Violet bow-embellished shoulder bag

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Loulou Studio

Sulue slingback pumps

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Westman Atelier

the Spring Edit

10 Comfortable (and Cute!) Valentine’s Day Outfit Ideas to Copy (2024)

FAQs

What is a good outfit for Valentine's Day? ›

Red and pink make up the unofficial color palette of Valentine's Day for a reason, so if you're into a more traditional ensemble, Stein says let these romantic shades do the talking. “Try combining the colors, perhaps a red tulle midi skirt and a fuchsia sweater with coordinating fuchsia pumps,” she recommends.

What to wear on Valentine's Day 2024? ›

Valentine's Day Outfit Idea: Oversized Blazer + Dress

The officewear trend isn't going anywhere anytime soon, so embrace it this Valentine's Day by pairing an oversized blazer with your go-to date-night dress. Bonus points if it's red, like the one pictured here.

What color to wear for Valentine's Day? ›

Pink and Red are the most commonly worn colours on Valentine's Day. These also happen to be one of the best colour combinations for a statement outfit. Red signifies love and pink means gentleness.

How to look hot on Valentine's Day? ›

Try a classic, fancier look with a long crimson gown, or have fun with a low-key hot pink sweater and jeans.
  1. Craft a monochromatic outfit, like head-to-toe blush tones, for an on-trend Valentine's Day look. ...
  2. Shake things up by going monochromatic but with different shades of the same color.

Which colour dress should be wear by lovers on Feb 14? ›

Red – I'm in Love

According to the Valentine's Day Dress Code, the person wearing the colour red is in love, and it is two-sided. Feel free to rock the red colour if you are committed to a relationship and are happy in it. You can wear a red dress and couple it with red accessories to look gorgeous.

Can I wear white on Valentine's Day? ›

White is a color that symbolizes purity and is a sweet, romantic color that embodies eternal love. Reserved more for couples, wearing white on Valentine's Day can represent those in love.

Should I wear red or white on Valentine's Day? ›

Red means love, symbolic of the heart, and the red rose was the favorite flower of Venus, the Roman goddess of love. Red and white, make pink. Red is usually reserved for romantic, intimate relationships and pink can be for close friends or family members on Valentine's Day.

Can I wear jeans on Valentine's Day? ›

I'd take a subtle yet festive approach and wear excellent-fitting jeans, a top with a pop of red or pink, and some fun accessories and dainty lingerie (for your own confidence boost, natch). This formula works for dinner in a chic restaurant, an at-home meal, or something off-piste like… bowling.

What is the color for Valentine's Day in 2024? ›

In the Valentine color palette, pink, purple, and red converge to create an enchanting symphony of love and romance.

Can you wear pink on Valentine's Day? ›

Pop into any flower shop or even a festive hotel or restaurant and there's no arguing that red, white, and pink are the official colors of Valentine's Day. As a holiday centered around love and romance, it's no surprise that these bold colors with their rich pasts are associated with the celebration.

Is it okay to wear black on Valentine's Day? ›

Wearing all black to someone may communicate that your mourning the loss of another. Well, they're kind of right. You are actually mourning the loss of having no love life.

Can I wear blue on Valentine's Day? ›

BLUE. According to the Valentine's Day dress code, blue symbolizes that you are open to love. I like to connect it to the color water.

How can I look cute to hot? ›

For that uou need to take care of certain things:
  1. Wear clothes of your size, say no to baggy clothes.
  2. Select your footwear according to dresses. ...
  3. Take care of your skin and nails.
  4. Do your hair. ...
  5. Use red lipsticks occasionally. ...
  6. Know your body type and dress accordingly.
  7. Buy a good handbag.
  8. No jewellery!
Jan 24, 2019

How to look cute when it's hot? ›

How to Look Great in a Heat Wave
  1. Wear loose flow-y clothing. Fashion has our back. ...
  2. Choose natural fabrics that breathe. ...
  3. Streamline beauty products. ...
  4. Foil sweat in black, prints and comfy underwear. ...
  5. Weatherproof your hair. ...
  6. Choose shoes that let feet breathe.
Jul 27, 2023

How can I look hot but casual? ›

You can wear things that drape for a casual look combined with something tight to add a bit of sex appeal, or you can show off your legs with a sexy skirt while wearing a more modest top. Combine a short bottom, such as a mini shirt, with a turtleneck or long sleeved top.

What is the dress code for Valentine dinner? ›

This will vary, depending on the extent you want to dress up. For him, wear a dark suit or a button down with trousers, and a sports coat. For her, a formal pants outfit, or a chic black dress with an evening wrap or an envelope clutch bag. Use your finer jewelry, bold makeup, and show some skin.

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