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What to Wear on Valentine’s Day: Cute Date Outfits for Any Occasion

Do super soft, comfortable, but also super cute outfits bring you joy? They do for us, every day, all the time. We get it. At South Parade, we never sacrifice cute for comfort’s sake. The two are fused into every cashmere sweater, every pima tee, and all of our luxe basics perfect for completing your perfect low key but chic look.

Wondering what to wear that’s both comfortable and cute for your next date with your S.O. or girlfriends? Not one of those girls who goes head over heels for little black dresses? Here are some of our favorite ideas for what to wear on Valentine’s Day, in addition to cute date outfit ideas for any day of the week.

Cute Movie Date Outfit Ideas

Cozy up with our Charlie “Let’s Get Cozy” hoodie, and throw on your favorite designer denim and sneakers. Consider finding a nearby theatre that offers wine and food to enhance your movie date-night experience, treat yourself to the most indulgent treats at concessions, or indulge in the latest binge-worthy Netflix to share a cozy movie night with your favorite person.

Dance the Night Away or Chill at the Bar

Sometimes finding what to wear on Valentine’s Day is as easy as finding the right skirt to pair with your favorite cozy sweater. We love combining the luxurious texture of our cashmere sweaters with a sassy midi skirt or tucked into our favorite skinnies. Order your next round of drinks in comfort and style. Or, for a more playful idea for what to wear on Valentine’s Day, rock it out front row and center in distressed denim and our Oh La La tee with over-the-knee boots at a late night concert in the arms of your love.

Easy Breezy Dinner Date

Hold hands with your love and stay warm in the evening in our collection of cashmere Sophie sweaters. An especially cute idea is the “Love” sweater in beige, paired with your favorite skirt, leggings and booties. Flirty without excess, this cute date outfit idea is sure to make you feel and look amazing. Toast your love over a glass of wine, great food, and laughter.

Wine & Dine with the Girls

It’s no secret that your girlfriends are your chosen family, that your sis-from-another-miss is your real S.O., and/or your best friend. Feel cute in your date outfit regardless of who you’re with. Celebrate your unique friendship with your squad by wining and dining with them either at home or at your favorite restaurant. Get the message across that Friday is Wine Day. Pamper yourselves at the spa without having to dress up at all, go to your favorite wine bar, or do any of the above date ideas but with your group of girls that have your back, always, while sporting our Love Yourself tee, leather jacket, and favorite dark wash denim with combat boots.

Stylish + Cute Date Outfit Ideas

Regardless what you decide to wear on your dates with your significant other, with your BFFs, or with yourself, there’s always something comfortable to look stylish without fuss at South Parade. Complete your wardrobe with effortless pima cotton tees that layer with everything you own, or make a night in at home extra special by snuggling up with your fur kid in style.

Don your dancing shoes, your slippers, your ballet flats or your favorite sneakers; you choose your own date adventure! What to wear on Valentine’s Day shouldn’t be a tough decision. We look forward to being part of your journey toward elevated, casual, cool outfits for any occasion.


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