Let Isaac Mizrahi Pick Out Your Next Date Outfit

We got the designer to pick out the perfect outfit for every occasion.

(Source: Isaac Mizrahi; art by Tanya Leigh Washington)

If you're like us, on the evening of a big event you've undoubtedly tried on a series of outfit combinations only to end up flustered and 20 minutes late. (It happens to the best of us.) Never struggle with closet confusion again thanks to these genius pairings from famed designer Isaac Mizrahi.

In honor of our March partnership, #ShowUsYourLips, in which you can Instagram your best pout for a chance to win daily prizes and a grand prize valued at $1,500, we're making sure you have the perfect outfit—every time.

We gave Mizrahi five outfit scenarios and asked him to pick out the perfect look and matching lipstick, of course. From the ball park to a night out, take a look at his top picks to help inspire the ideal outfit your next outing.

And don't forget to Instagram your best pucker, use #ShowUsYourLips and tag both @stylebistro and @isaacmizrahiny to enter to win!

The Scene: Cocktails with the Girls

The Look: Dark wash matchstick jeans, white boyfriend button down shirt, Lamis2 Basic Pointed Pump in Pink Floral and Pink lipstick

Why Mizrahi Says It Works: “This look is casual and chic—perfect for a fun night out with friends. Play up your accessories with a printed heel and pink lipstick!”

Current Elliot The Stiletto Jean, $188, at currentelliot.com; Madewell Oversized Button-Down Shirt, $75, at madewell.com; Isaac Mizrahi Lamis2 Basic Pointed Pump in Pink Floral, $130, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in Hooray! Pink, $24, at isaacmizrahic.com
Current Elliot The Stiletto Jean, $188, at currentelliot.com; Madewell Oversized Button-Down Shirt, $75, at madewell.com; Isaac Mizrahi Lamis2 Basic Pointed Pump in Pink Floral, $130, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in Hooray! Pink, $24, at isaacmizrahic.com
(Source: Current Elliot, Madewell, Isaac Mizrahi)

The Scene: Brunch with the Parents

The Look: Floral sundress, strappy flat sandal, Cat Eye Sunglasses in Pink and Bridgehampton Orange lipstick

Why Mizrahi Says It Works: “You can never go wrong with a sundress and strappy sandals. Have a little fun with pink cat eye sunglasses. I’m also obsessed with bright lips for spring."

Paris Floral Print Pinny Dress, $90, at us.topshop.com; Maiden Lane Amy Flat Strappy Sandal, $69, at gilt.com; Isaac Mizrahi Cat Eye Sunglasses in Pink, $78, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in Bridgehampton Orange, $24, at isaacmizrahi.com
Paris Floral Print Pinny Dress, $90, at us.topshop.com; Maiden Lane Amy Flat Strappy Sandal, $69, at gilt.comIsaac Mizrahi Cat Eye Sunglasses in Pink, $78, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in Bridgehampton Orange, $24, at isaacmizrahi.com
(Source: Gilt, Isaac Mizrahi, Topshop)

The Scene: Date at the Baseball Park

The Look: Striped boatneck tee, boyfriend jeans, sneakers, aviator sunglasses, Alison Crossbody in Butterscotch and Black and Cutie Pink lipstick

Why Mizrahi Says It Work: “I am big baseball fan—go Yankees—so a striped tee is a must. Pair it with jeans and a little sneaker and go with a crossbody bag for an easy way to carry the essentials.”

J.Crew Painter Boatneck Tee in Stripe, $40, at jcrew.com; J BRANDJake Boyfriend Jeans, $220, at net-a-porter.com; Loeffler Randall Rio Runner Sneaker, $295, at loefflerrandall.com; Ray Ban Aviator Classic, $150, at ray-ban.com; Isaac Mizrahi Alison Crossbody in Butterscotch and Black, $108, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in Cutie Pink, $24, at isaacmizrahi.com
J.Crew Painter Boatneck Tee in Stripe, $40, at jcrew.com; J BRAND
Jake Boyfriend Jeans, $220, at net-a-porter.com; Loeffler Randall Rio Runner Sneaker, $295, at loefflerrandall.com; Ray Ban Aviator Classic, $150, at ray-ban.com; Isaac Mizrahi Alison Crossbody in Butterscotch and Black, $108, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in Cutie Pink, $24, at isaacmizrahi.com
(Source: Isaac Mizrahi, Net-a-Porter, Ray Bans, Loeffler Randall)

The Scene: Concert with Friends

The Look: Silk blouse, leather leggings, patent pump, Loretta Wristlet in Gold and New Yorker Red lipstick

Why Mizrahi Says It Works: “This outfit is fun! I love mixing textures and why not go bold with a gorgeous red lip?"

TopShop Leather Look Leggings, $44, at us.topshop.com; Everlane The Silk Tank, $55, at everlane.com; Aldo Kohlmann, $80, at zappos.com; Isaac Mizrahi Loretta Wristlet in Gold, $58, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in New Yorker Red, $24, isaacmizrahi.com
TopShop Leather Look Leggings, $44, at us.topshop.com; Everlane The Silk Tank, $55, at everlane.com; Aldo Kohlmann, $80, at zappos.com; Isaac Mizrahi Loretta Wristlet in Gold, $58, at isaacmizrahi.com; TRUE Isaac Mizrahi Matte Lip Color in New Yorker Red, $24, isaacmizrahi.com
(Source: TopShop, Everlane, Zappos, Isaac Mizrahi, TRUE Isaac Mizrahi)

The Scene: Romantic Dinner

The Look: Classic little black dress, Popular Ankle Strap High-Heel Sandal in Natural and Gold, Gypsy Red lipstick

Why Mizrahi Says It Works: “I love a heeled sandal for a special night. It instantly dresses up a simple dress. A plum red lip is the perfect finishing touch.”

Reiss Tokyo, $170, at reiss.com; Isaac Mizrahi Popular Ankle Strap High-Heel Sandal in Natural and Gold, $130, at isaacmizrahi.com; TRUE Isaac Mizrahi Pure Lip Color in Gypsy Red, $24, at isaacmizrahi.com
Reiss Tokyo, $170, at reiss.com; Isaac Mizrahi Popular Ankle Strap High-Heel Sandal in Natural and Gold, $130, at isaacmizrahi.com; TRUE Isaac Mizrahi Pure Lip Color in Gypsy Red, $24, at isaacmizrahi.com
(Source: Isaac Mizrahi, Reiss)

Don't forget to Instagram your best pucker, use #ShowUsYourLips and tag both @stylebistro and @isaacmizrahiny to enter to win!

Former Senior Associate Beauty Editor at StyleBistro. Follow me on Twitter and Instagram: @CaitlinSMiller Follow me: Google
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