Super-Cute Date Outfits to Try

A solo artist and part of the hip-hop trio Kool Kats Klub, the Brooklyn rapper’s known for her breathy vocals and chilled-out beats.
 
I live in Doc Martens. "I prefer the low-tops to the boots. They’re more feminine—sometimes I’ll wear little socks with them."
 
My surprising new staple: "A pencil skirt! I didn’t realize how comfortable they could be, and comfort is my priority."
 
Friendship bracelets are so versatile. "You can always keep them on, and they look cute with everything!"
 
I never leave the house without: "Something sparkly."

On her chatty, informative site, cultofpretty​.com, the blogger and product developer writes about the best beauty finds you’ve never heard of.

Go-To Look: "I consistently mix textures and patterns. I love how this rainbow sparkly top plays with the floral skirt."

Why to wear classic heels: "The tamer your heels, the wilder your clothes can be!"

I overdress for casual dates. "When else am I going to wear all of my special, sexy evening pieces?"
 
I love to pile it on! "This outfit wouldn’t have worked as well if I weren’t wearing this many necklaces. Sometimes you just have to take an idea to the next level."

The Napa Valley native runs a fashionable rosé brand, Lorenza Rosé (“It pairs well with everything!” she says), and models for brands like Madewell and Free People.
 
I’m not a girly girl: “I typically wear a black leather jacket, black jeans, T-shirt and boots.”
 
Carry a conversation piece. “Everyone comments when I carry a bag in a fun shape or color. I love clothes with a sense of humor.”
 
I make it personal. “I collect charms when I travel and put them on thin gold necklaces that I layer.”
 
A plain tee can be sexy. “This one has a stylish cut, and under this blazer, it has a rock-and-roll vibe.”

The first plus-size model to represent Ralph Lauren, this Aussie is revolutionizing the world of high fashion.
 
Nothing baggy, please! “On a date, I go for a showstopping dress that will accent my figure.”
 
I’m not a heels girl: “But my boyfriend likes them, so I’ll put them on for a night out.”
 
The trick to making leopard look chic: “Wear it with minimal eye makeup, a bold red lip and a simple, flowing hairstyle.”

It seems fitting that this 27-year-old designs exquisitely tailored, elegant clothes; her grandfather dressed Grace Kelly.
 
Stripes are my first love. “They’ve been a constant in my wardrobe since I was a kid. My friends tease me about it.”
 
I’m a recent boyfriend-jean convert. “Unlike skinnies, boyfriend jeans are the thinking girl’s version of sexy. They don’t reveal too much.”
 
How to look feminine in boyfriend jeans: “Define your shape. This lacy peplum top nips in my waist and shows some skin.”
 
Treat color as an accessory! “I wear a lot of neutrals and add in brights through my makeup, jewelry, bag and shoes.”

On The Good Wife, the Emmy-winning actress plays investigator Kalinda Sharma, known for her toughness and intelligent sex appeal.
 
I’m a chameleon. “My style’s very experimental. I believe you never know until you try something on.”
 
My power accessory: “A cuff bracelet. Just wearing one makes me feel strong.”
 
I’m crazy about bright bags. “There’s something naughty about this pink one! I love it.”
 
I feel sexy in: “Structured silhouettes. They’re very flattering for my body shape.”