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There’s something weirdly embarrassing about wearing red to dinner on Valentine’s Day. Maybe it’s the way the holiday outfit feels so perfect (borderline costume-y) even though dressing in a theme is part of the fun. This year, I’m leaning towards a look that feels as subtle as Cupid’s bow: intentional, romantic, and on point without trying too hard. Need inspiration? Read on for new ways to make Valentine’s Day outfits that still feel like you, and take our style quiz to find your perfect fit. No matter where your plans may take you this year, I guarantee you’ll find your dress in no time.
Tips for Creating Effortless Valentine’s Day Outfits
- Structural Strengths: Instead of relying on pink and red, choose romantic or subtle fabrics that are attractive. Silk, sheen, cashmere, and leather feel naturally romantic and subtly attractive—no hearts or obvious colors needed.
- Suggested Resources: Let the accessories do the talking. A pop-of-pink purse, heart-shaped huggies, or red lips add purpose to any look, without going overboard.
- If Pink Isn’t Your Color, Skip: Valentine’s Day is simply an invitation to celebrate the people you love—no costume required. A neutral outfit paired with a handwritten love note sends a message clearly, and can be heard a lot.
Valentine’s Day Dress Style Quiz
Inspired by the nostalgia of vintage magazine quizzes, take our Valentine’s Day Dress Style Quiz to find your perfect style match.
1. This year, I’m using Valentine’s Day…
A) I have my partner
B) It’s a new person
c) And my best friends
d) Solo, on purpose!
2. My ideal Valentine’s Day looks like…
A) Dressing up for romantic bookings
B) Staying at home and trying a new recipe
c) Dating PJs with Chocolate + How to Lose a Guy in 10 Days
d) Getting martinis and fries at a trendy restaurant
3. To me, Valentine’s Day feels…
A) Dainty and romantic, like lace, silk, and satin
B) It’s lightweight and affordable, like denim, wool, and cotton
c) It’s warm and fuzzy, like cashmere and soft fabrics
d) Sexy and feminine, like skin, texture, and shine
4. The color palette I gravitate towards…
A) Red, green, black
B) Denim blues and soft pinks
c) Cream, taupe, soft neutrals
d) Bright pops or high contrast
Your Results and Your Best Valentine’s Day Outfits
Especially Oka: The Romantic Date Night
This look is confident, purposeful, and subtly sexy. Focus on romantic motifs—silk, lace, and subtle sparkles—to create a mood that feels elevated without devolving into cliché. Think long term, not costume.
Especially for B: Home Day Night
Comfort comes first, but not at the expense of style. Denim, soft knits, and casual fabrics take you from cooking a new recipe to ballroom dancing—and yes, a second helping of dessert.
Especially C: The Galentine’s Day Movie Night
The mood of the night is soft, from what you’re wearing to what’s playing on the screen. Cashmere, ribbed knits, and seasonal pajamas set the tone for an evening on the couch—complete with popcorn, shared blankets, and a few tears of joy you can’t help but cry.
Especially D’s: The Girls’ Night Out
This is where texture makes a statement. Leather, textures, and unexpected finishes bring energy and confidence—perfect for a night that calls for something fun, expressive, and memorable.
Answer Mix: Any Date
It’s balanced and passive, letting the details shine. This look combines softness and structure, relying on texture over trend. It’s perfect for daytime programs that feel purposeful but low-pressure.