Ask a Stylist: What to Wear for Every Kind of Valentine's Date

For me, planning out a date look in advance creates a higher feeling of anticipation and excitement for the actual event. I’m obsessed with clothes and shoes, so that might be why, but I have a feeling others feel the same way. Constructing looks in my head is my favourite way to pass the time. With Valentine’s Day fast approaching, I asked fashion stylist Jess Pecoraro, to dream up five looks for every type of date.
Keep scrolling to see the outfits she’s put together for V-Day.
"The best opportunity to take your '70s-inspired jumpsuit and strappy stilettos out for a ride. Men rarely appreciate a good jumpsuit, but the ladies will. Wear with a fresh face, a pop lip and textured hair."
Related: What Guys Want You to Wear on a Summer Dinner Date
"Keep things simple and easy. Wrap dresses are no-fuss and easy to wear. You’ll feel comfortable and feminine. Add some flat sandals so you can head off for a sunshine stroll after lunch."
"This calls for your sexiest LBD and stilettos (because, why not?). Team with your highest stilettos, slick hair and a berry-red lip."
Related: How to Use Valentine's Day as an Opportunity to Give Him a Makeover
"Just because you’ve ordered food delivered to your door, doesn’t mean you shouldn’t look chic when it arrives. A relaxed off-the-shoulder top and comfy shorts are elevated by a fresh face and lip, and a cheek tint."
"Comfort is key when sitting in a movie theatre. Opt for what you’re comfortable in (a shirt and jeans with a bit of stretch is usually pretty safe), and elevate with Gucci slides and a smokey eye."
How do you plan on spending Valentine's Day? Let us know in the comments below!
Opening image: Imaxtree
Read more stories about Valentine's Day and follow us on Facebook, Instagram, Pinterest and Twitter.
-
Aritzia Is a Fashion-Person Paradise—These 25 Standouts Are Now On Major Sale
The basics alone are worth checking out.
-
Flat Mary Janes Are Cute, But If You Want to Look More Sophisticated, Wear These Instead
As seen on Anne Hathaway in Manhattan.
-
Bermuda Shorts, Bloomers, and Cutoffs, Begone—Expert Dressers Only Care About These Elegant Shorts
*The* shorts of the summer.
-
I'm Manifesting Chic Summer Outfits—25 Affordable and Stylish Walmart Deals That Fit the Bill
Just about everything is under $25.
-
Everyone in Los Angeles Knows This Shoe Trend Makes Denim Shorts Look Way Cooler
Denim shorts never looked so good.
-
I'm 5'2" and Hate Baggy Jeans on Me—28 Pants, Skirts, and Shorts I'd Wear Instead
Petite women, listen up.
-
I'm a Gen Z Shopping Editor—These Are the Coolest Pieces on Reformation, Revolve, and Shopbop RN
They're giving NYC It girl.
-
Sorry, Flats—These Anti-Trend Heels Are Every French Woman's Quiet Go-To for a Night Out in Paris
A classic choice.