17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (2024)


Sexy, sweet and ready to celebrate

17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (1)

By Abby Hepworth

Published Jan 24, 2024

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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (2)

Abby Hepworth for PureWow

The biggest date night of the year is nearly upon us, so whether you’re planning a romantic dinner for you and your bae, a cozy night in with popcorn and a movie or a bar crawl downtown with your friends, you might want to start thinking about what you might want to wear to celebrate. These 17 Valentine’s Day outfit ideas are all cute, comfy and not at all cheesy (OK, one or two might be a little cheesy, but always in the best way possible) so you can feel festive and fun. So, without further ado, all the shopping inspo you need ahead of February 14.

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The Best Valentine’s Day Outfit Ideas at a Glance


17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (3)

Best for a Dinner Date

Reformation Florentina Knit Top

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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (4)

Best Necklace

Jenny Bird Puffy Heart Chain

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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (5)

Best Floral Dress

Hill House Home Matilda Dress

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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (6)

Best Sweater Dress

Line & Dot Alta Sweater Dress

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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (7)

Best for Cozy Movie Night

Naadam Wool-Cashmere Fringe Cardigan

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42 Cheap Date Ideas (Because Love Don’t Cost a Thing)

Best for a Dinner Date

1. Reformation Florentina Knit Top


Comfy meets sexy with this stretchy, off-the-shoulder top that can be dressed up or down to fit whatever you have planned to celebrate. The fold at the top is fixed on the shoulders, so you don’t have to worry about futzing with it all night long, and there are three chic colors to choose from (black, cream and the deep red pictured above).


  • Size Range: XS to XL
  • Material: 88 percent Tencel lyocell, 12 percent spandex

Best Necklace

2. Jenny Bird Puffy Heart Chain

Jenny Bird

If you’d rather add just a small festive touch to your V-Day outfit, you’d be hard pressed to find something better than this chic heart-shaped necklace. It is available in two lengths, 16 or 18 inches, and you can opt for either gold or silver. And while the heart charm is spot on for V-Day, the paperclip link chain and simplicity of the design give it an elevated vibe, rather than feeling kitschy.


  • Size Range: 16 or 18 inches
  • Material: 14k gold-dipped brass

Best Floral Dress

3. Hill House Home Matilda Dress

Hill House Home

This best-selling midi is reportedly supremely comfortable, bra-friendly and comes in a range of gorgeous prints (plus a few solid hues). But it’s this black floral that really stood out to us as winner. Despite the colorful blooms, the dark background makes the patten feel appropriate for winter, and the small pops of red are a chic nod to V-day without being as literal as miniature hearts.


  • Size Range: XXS to XXL
  • Material: 100 percent recycled polyester

Best Sweater Dress

4. Line & Dot Alta Sweater Dress

Line & Dot

Ah, the sweater dress. A beloved closet staple that combines all the comfort of a super-soft knit with the sex-appeal of a bodycon dress. This Line & Dot midi has the added features of a high leg slit and a one-shoulder neckline, making it feel even more appropriate for date night. Some reviewers found the bottom fit small, so if you have wider hips or prefer a slightly looser fit you may want to go up one from your usual size.


  • Size Range: XS to L
  • Material: cotton blend

Best for Cozy Movie Night

5. Naadam Wool-Cashmere Fringe Cardigan


If your big V-Day plans involve cozying up on the couch with your boo and some popcorn, you’re going to want to add this topper to your wishlist. It’s made of a super-soft wool-cashmere blend which, when combined with the elongated silhouette, feels every bit as luxurious as your favorite throw blanket. The buttons down the front secure it in place, and the fringe and high neckline both add a fashionable touch so you don’t feel quite as lowkey as you might in a classic sweatshirt.


  • Size Range: XS to XL
  • Material: 90 percent wool, 10 percent cashmere

Best T-Shirt

6. Kule Modern Love You T-Shirt


Simple, cute and to the point, this T-shirt can be worn any time, but is especially festive for February 14th. Kule’s T-shirts have something of a cult following, including PureWow’s own fashion editor Abby Hepworth. “They just have the perfect cut and the perfect weight,” she claims. “Plus, they last so long which is how I help justify the high cost.”


  • Size Range: XS to XXL
  • Material: 100 percent organic cotton

Best Hair Accessory

7. Jennifer Behr Supernova Bobby Pin Set

Jennifer Behr

This 12-piece bobby pin set can be worn countless different ways to zhuzh up your hair do. Even better than that, they have the Taylor Swift seal of approval—the singer was spotted wearing these exact pins while ringing in the New Year with boyfriend Travis Kelce. Add to that the fact that hair accessories are trending big for 2024 and you’ve got yourself a total no brainer.


  • Material: rhodium-plated brass with Swarovski crystals

Best Non-Denim Pants

8. Abercrombie & Fitch Faux-Leather ‘90s Straight Pants

Abercrombie & Fitch

Rather than slip into your old faithful blue jeans, why not switch things up this holiday with something a bit fancier? These cult-favorite A&F faux-leather pants are every bit as comfy as your beloved jeans, but feel much more luxe, even when paired with a simple T-shirt. They also come in two different cuts, Classic and Curve, to ensure your pants fit your waist and hips, rather than having to compromised between the two.


  • Size Range: US 23 to 37, also Extra Short, Short and Long
  • Material: 90 percent polyester, 10 percent elastane

Best Lace Blouse

9. Bardot Georgia Lace Top


Lace is such an inherently romantic fabric, especially in creamy white. We adore the delicate fringe along the collar of this long-sleeve blouse, and the elongated cuffs lend a vintage vibe that’s too fabulous to pass up. You can pair this beauty with some high-waist jeans and slingbacks for a more modern feel, or try a midi or mini skirt and ballet flats for something with more of a nostalgic vibe.


  • Size Range: US 2 to 12
  • Material: 60 percent polyamide, 33 percent cotton, 7 percent nylon

Best Statement Coat

10. Avec Les Filles Donegal Tweed Coat

Avec Les Filles

Just because its winter doesn’t mean you can’t still take a romantic stroll with your beau—so long as you have the proper outerwear. This textured tweed coat is sure to stand out among a sea of black peacoats, and doesn’t feel too on the nose, meaning you can sport this beauty all the way through to the end of the season (and every winter after that). The front closes with a series of oversize buttons, and there is also a removable matching belt you can knot to cinch in your waist or leave off for a boxier fit.


  • Size Range: XXS to XXL
  • Material: 64 percent polyester, 36 percent wool

Best Statement Shoe

11. Lovers and Friends Flores Heels

Lovers and Friends

These adorable, mismatched heels fit right in with the current rosette trend, and their pink-and-red design feels spot on for Valentine’s Day. The heel is 3.5 inches and the wrap-around ankle strap can be tied however you like—up the leg for a dramatic statement, in a big loopy bow, tightly round the ankle. We suggest pairing them with an LBD to truly allow them to steal the spotlight.


  • Size Range: US 5.5 to 10

Best for Drinks with the Girls

12. Abercrombie & Fitch Rosette Ruffle Top and Skirt

Abercrombie & Fitch

The rosette, the ruffles, the ‘90s silhouette—this fun duo is giving us major Carrie Bradshaw vibes, in all the best ways. The material has a decent amount of stretch to hug your curves without restricting your movement, and the skirt is actually a skort, complete with shorts lining underneath to prevent any accidental flashing. Wear them together for maximum impact, or pair them with more casual basics for a more low-key vibe.


  • Size Range: XXS to XL
  • Material: 96 percent polyester, 4 percent elastane

No matter how you plan to honor Valentine’s Day, a cashmere sweater is surely one of the most comfortable ways to do it. Tuck this cozy V-neck into some high-waist jeans for bowling with bae, or layer it over a slip skirt for cocktails out on the town. According to reviewers, it runs true to size, but if you prefer more of an oversize look, you may want to go up one from your usual.


  • Size Range: XS to XL
  • Material: 100 percent Mongolian cashmere

Most Versatile Skirt

14. J.Crew Gwyneth Slip Skirt


This best-selling skirt is a phenomenal wardrobe staple, and comes in just about any color a gal could hope for. The silky material feels oh-so posh and the slip silhouette is a cheeky nod to lingerie (perfect for a day celebrating love) without overtly feeling like you pulled it from your top drawer. Reviewers say it runs true to size and that the length is flattering on a wide range of heights. Dress it up with a slinky cami top and slingbacks, or down with a cozy cardigan and heeled ankle boots.


  • Size Range: XXS to 3X
  • Material: 100 percent polyester

Best Date Night Bag

15. Loeffler Randall Evelyn Ruffle Baguette Bag

Loeffler Randall

A great date night handbag feels festive and fun without being too over the top (save the feathered clutches and sequin pouches for weddings and cocktail parties). Which is why we’re so enamored with this sleek ‘90s baguette bag by Loeffler Randall. The shape is a total classic, but the addition of a ruffled handle and draped ribbon ends on the sides makes it feel special enough for a special dinner date.


  • Colors: black or white
  • Material: 72 percent viscose, 28 percent silk

Best Slip

16. Intimately Suddenly Fine Maxi Slip

Free People

This sexy slip is definitely intended to be worn as lingerie and the skirt is fairly sheer, but a handful of reviewers note embracing the overtly sexy vibes and styling this maxi for a night out on the town. It reportedly runs true to size, and there’s a little bit of stretch in the material for extra comfort. There are also a ton of chic color combos for you to peruse, so you’re guaranteed to find one to fit your style.


  • Size Range: XS to XL
  • Material: 100 percent nylon

Best for a Special Event

17. Hutch Luxe Sequin Gown


If you’ve got something fancy planned, why not try this sequin midi on for size? It has a gorgeous, subtle floral print, a sexy slit on the side and a flattering ruched bodice with dainty spaghetti straps. Unfortunately, the straps are not adjustable, but according to reviews, Hutch appears to run true to size. P.S. Be sure to break this beauty out again come spring and summer as a gorgeous wedding guest dress option.


  • Size Range: US 0 to 14
  • Material: sequin chiffon


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17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (25)

Abby Hepworth


Abby Hepworth is an RRCA-certified running coach who has worked in fashion for over 10 years. Want to know what shoes are in this season? She's got you. Need recommendations on...

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Why You Should Trust Us

PureWow's editors and writers have spent more than a decade shopping online, digging through sales and putting our home goods, beauty finds, wellness picks and more through the wringer—all to help you determine which are actually worth your hard-earned cash. From our PureWow100 series (where we rank items on a 100-point scale) to our painstakingly curated lists of fashion, beauty, cooking, home and family picks, you can trust that our recommendations have been thoroughly vetted for function, aesthetics and innovation. Whether you're looking for travel-size hair dryers you can take on-the-go or women’s walking shoes that won’t hurt your feet, we’ve got you covered.

As an expert and enthusiast, I don't have personal experiences or preferences, but I can provide you with information related to the concepts used in this article. Let's dive into the different concepts mentioned in the article:

Valentine's Day Outfit Ideas

The article discusses 17 Valentine's Day outfit ideas for various occasions, such as a dinner date, cozy movie night, drinks with friends, and special events. It provides specific product recommendations for each outfit idea.

Fashion Brands and Products

The article mentions several fashion brands and their products, including:

  • Reformation: The Florentina Knit Top
  • Jenny Bird: The Puffy Heart Chain necklace
  • Hill House Home: The Matilda Dress
  • Line & Dot: The Alta Sweater Dress
  • Naadam: The Wool-Cashmere Fringe Cardigan
  • Kule: The Modern Love You T-Shirt
  • Jennifer Behr: The Supernova Bobby Pin Set
  • Abercrombie & Fitch: The Faux-Leather '90s Straight Pants, Rosette Ruffle Top and Skirt
  • Bardot: The Georgia Lace Top
  • Avec Les Filles: The Donegal Tweed Coat
  • Lovers and Friends: The Flores Heels
  • Quince: The Mongolian Cashmere V-Neck Sweater
  • J.Crew: The Gwyneth Slip Skirt
  • Loeffler Randall: The Evelyn Ruffle Baguette Bag
  • Free People: The Suddenly Fine Maxi Slip
  • Hutch: The Luxe Sequin Gown

The article provides descriptions, prices, and details about each product, including size range, materials, and where to buy them.

Styling Tips and Trends

The article also includes styling tips and mentions current fashion trends, such as:

  • Off-the-shoulder tops
  • Heart-shaped necklace as a festive touch
  • Floral dresses with dark backgrounds for a winter-appropriate look
  • Sweater dresses with high leg slits and one-shoulder necklines
  • Wool-cashmere blend cardigans for a cozy movie night
  • Cult-favorite T-shirts with perfect cuts and weights
  • Hair accessories, such as bobby pins, trending in 2024
  • Faux-leather pants as a fancier alternative to jeans
  • Lace blouses for a romantic vibe
  • Statement coats in textured tweed
  • Mismatched heels with rosette design
  • ‘90s silhouettes, ruffles, and rosette details for drinks with friends
  • Cashmere sweaters for comfort on Valentine's Day
  • Slip skirts in various colors for versatility
  • Classic handbags with special details, like ruffled handles
  • Sexy slips that can also be styled for a night out
  • Sequin gowns for special events

Expertise and Trustworthiness

The article mentions that PureWow's editors and writers have spent over a decade shopping online, digging through sales, and testing products in various categories. They aim to provide recommendations that have been thoroughly vetted for function, aesthetics, and innovation. While I cannot vouch for the specific expertise or experiences of the individuals behind the article, it is common for editors and writers in the fashion industry to have knowledge and experience in their respective fields.

Please note that the information provided here is based on the concepts mentioned in the article, and I don't have access to the full content of the article itself.

17 Valentine’s Day Outfit Ideas That Are Cute, Comfy and Not at All Cheesy (2024)
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