6 Chic Valentine's Day Outfit Ideas, Complete With Smudge-Proof Lipsticks and Romantic Perfumes

Brooke Frischer

5 February 2024 at 8:00 am·3-min read

Though a glamorous dress or silky pajamas can help define the trajectory of your Valentine's Day, there are two crucial elements of any outfit that arguably hold more power than any article of clothing: your perfume and your lipstick.

Whether you're the type to celebrate the holiday with a group of friends, spend a cozy night in or go for a romantic night out on the town with your partner, it's always fun to embrace a cute theme.

That's why we've helped you prepare with six outfits fit for a variety of Valentine's Day activities — complete with captivating fragrances sure to command attention and, of course, smudge- (and kiss-) proof lipsticks. Get some Valentine's Day style and beauty inspiration, below.

Girls' Night Out

<p>Photos: Courtesy of brands</p> — Photos: Courtesy of brands

There's nothing quite as special as celebrating friendship — especially when it means dressing up to the nines for a girl's night out (GNO, as Miley Cyrus would call it). Whether your go-to spot is an underground dive bar or a swanky cocktail lounge, this ruby red number plus a bold, flair-filled fragrance is sure to steal the spotlight in any room.

<p>J'Amemme Andromeda Red Mini Dress, €950, <a href="https://jamemme.com/products/andromeda-red-mini-dress?_pos=2&_fid=91832358d&_ss=c" rel="nofollow noopener" target="_blank" data-ylk="slk:available here;elm:context_link;itc:0;sec:content-canvas" class="link ">available here</a> (sizes XS-L)</p> — J'Amemme Andromeda Red Mini Dress, €950, available here (sizes XS-L)

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Valentine's Day Brunch

Love comes in many forms: quality time, words of affirmations or a stack of pancakes with scrambled eggs on the side. A Valentine's Day brunch is the perfect opportunity to dress casual while still asserting yourself as a fashion authority. A simple bodysuit, classic leather jacket, statement skirt plus a low-key perfume and transfer-proof lip oil are sure to solidify you as the coolest person at the table.

<p>Molly Goddard Milla Two-Tone Grosgrain-Trimmed Shirred Taffeta Midi Skirt, <s>$620</s>, $248, <a href="https://rstyle.me/+1LfVhZt4WFXWSM4TxKO5dw" rel="nofollow noopener" target="_blank" data-ylk="slk:available here;elm:context_link;itc:0;sec:content-canvas" class="link ">available here</a> (sizes US 2-14)</p> — Molly Goddard Milla Two-Tone Grosgrain-Trimmed Shirred Taffeta Midi Skirt, ~~$620~~, $248, available here (sizes US 2-14)

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Conversations Over Coffee

Perhaps you love the holiday's aesthetic but would rather opt for a simpler kind of Valentine's Day date. For a classic coffee shop meet-up, take a just-as-classic button-up, denim and ballet flats outfit to the next level with bright-red hues and just-subtle-enough rhinestoned hearts and shoes. Most importantly, make sure you pick a lipstick that won't smudge all over the top of your coffee cup.

<p>Staud Ophelia Cotton-Blend Top, $325, <a href="https://rstyle.me/+FM5bCieLqc0YsLCqUQLBkg" rel="nofollow noopener" target="_blank" data-ylk="slk:available here;elm:context_link;itc:0;sec:content-canvas" class="link ">available here</a> (sizes XS-XL)</p> — Staud Ophelia Cotton-Blend Top, $325, available here (sizes XS-XL)

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Movie Night in

For the ultimate cozy affair — alone or otherwise — you'll want comfy pajamas, snuggly slippers and soft blanket. An oversized satin scrunchie and a muted, moisturizing lippie adds to an ideal lounging experience.

<p>Lake Pajamas Lottie Shorts Set, $128, <a href="https://rstyle.me/+5bEjZiVByz2JBBeHspr3Pw" rel="nofollow noopener" target="_blank" data-ylk="slk:available here;elm:context_link;itc:0;sec:content-canvas" class="link ">available here</a> (sizes XXS-XXL)</p> — Lake Pajamas Lottie Shorts Set, $128, available here (sizes XXS-XXL)

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Falling at the Ice Skating Rink

<p>Photo: Courtesy of brands</p> — Photo: Courtesy of brands

Everyone knows that the most cinematic dates take place at ice skating rinks. What's more romantic than watching your partner slip and fall right in front of you almost a dozen times? Whether you're a pro or an amateur, one thing is for sure: Dressing for warmth is essential. Make sure you pack your loveliest sweater, a cute coat and the thickest socks possible to keep your feet toasty throughout the date. Top off the outfit with a vanilla scent to bring that sense of movie magic to life.

<p>Pleasing The Kissing Swan Knit, $260, <a href="https://pleasing.com/products/the-kissing-swan-knit?pr_prod_strat=jac&pr_rec_id=c40e82857&pr_rec_pid=8306613354726&pr_ref_pid=8306609455334&pr_seq=uniform" rel="nofollow noopener" target="_blank" data-ylk="slk:available here;elm:context_link;itc:0;sec:content-canvas" class="link ">available here</a> (sizes XS-4XL)</p> — Pleasing The Kissing Swan Knit, $260, available here (sizes XS-4XL)

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Dinner and a Show

Nailing down an outfit that's suited for both a fancy dinner and a two-hour show can be tough. Pretend your caped blazer is a blanket draped over your shoulders in the theater, and wear a fitted skirt with adjustable lacing (in case you want to loosen up for the comfiest viewing experience). And of course, nothing says "main character" quite like a bold red lip.

<p>Tyler McGillivary Rose Top, $250, <a href="https://www.tylermcgillivary.com/collections/clothing/products/flower-top-preorder-3?variant=44054368190760" rel="nofollow noopener" target="_blank" data-ylk="slk:available here;elm:context_link;itc:0;sec:content-canvas" class="link ">available here</a> (sizes XS-4XL)</p> — Tyler McGillivary Rose Top, $250, available here (sizes XS-4XL)