HomeLifestyleWhat to Wear on a First Date according to Professional Matchmakers

What to Wear on a First Date according to Professional Matchmakers

- Advertisement -spot_img

Photo courtesy of Emily Wells

What to Wear on a First Date according
to Professional Matchmakers

Now that first dates don’t have to be over FaceTime, we turned to two experts—Greta Tufvesson and Nikki Lewis, founders of The Bevy, a boutique matchmaking service—to shed light on what to wear and how the dating scene has changed. “We’ve noticed a shift for the better,” says Lewis. “COVID has made us all reprioritize what really matters in life, and there’s an open-mindedness around the entire sphere of meeting someone.” With that in mind, we pulled together six fun first-date ideas and what to wear for each.

Laid-Back Stroll

Keep things easy with a breezy cotton-linen sundress, sunglasses, and an unfussy crossbody that fits just the basics. “Still do your makeup, but try a natural, less-is-more approach,” Lewis suggests. ILIA’s new tinted serum brightens and protects skin with SPF 40—and it’s so lightweight, you’ll forget you’re wearing it.

  1. Wolf Circus bracelet

    Wolf Circus
    bracelet
    goop, $90

    SHOP NOW

  2. ILIA face serum

    ILIA
    face serum
    goop, $64

    SHOP NOW

  3. G. Label Kemp Striped Skinny-Strap Dress

    G. Label
    Kemp Striped Skinny-Strap Dress
    goop, $595

    SHOP NOW

  4. Loewe bag

    Loewe
    bag
    Net-a-Porter, $550

    SHOP NOW

  5. Ray-Ban sunglasses

    Ray-Ban
    sunglasses
    goop, $203

    SHOP NOW

  6. Veja sneakers

    Veja
    sneakers
    goop, $105

    SHOP NOW

Sporting Event

Bring your A-game with a flattering V-neck bodysuit and a striped roll-neck sweater that works just as well draped over your shoulders as it does cozied over true-blue, vintage-inspired jeans. And though it might sound like the ultimate mom-ism, Tufvesson says to wear comfortable shoes (these stark-white platform sneakers fit the bill).

  1. Wolf Circus bracelet

    Wolf Circus
    bracelet
    goop, $125

    SHOP NOW

  2. Ami Colé highlighter

    Ami Colé
    highlighter
    goop, $22

    SHOP NOW

  3. Maria McManus Bodysuit

    Maria McManus
    Bodysuit
    goop, $550

    SHOP NOW

  4. G. Label Baxter Chunky Striped Sweater

    G. Label
    Baxter Chunky Striped Sweater
    goop, $595

    SHOP NOW

  5. Agolde jeans

    AGOLDE
    jeans
    goop, $198

    SHOP NOW

  6. Chloé bag

    Chloé
    bag
    Chloé, $2,390

    SHOP NOW

  7. Common Projects sneakers

    Common Projects
    sneakers
    Net-a-Porter, $440

    SHOP NOW

Sit-Down Dinner

“Dinner is not a drill—it’s a commitment of time and the ultimate audition, so don’t be afraid to take it up a notch,” says Tufvesson. This plissé satin dress is a pretty option, especially when paired with a red-leather clutch, a delicate cluster of diamonds at the ears, and a sumptuously soft cardigan. Since you’ll be seated, Tufvesson advises going all out on shoes.

  1. Melissa Kaye earrings

    Melissa Kaye
    earrings
    goop, $8,350

    SHOP NOW

  2. Kosas Lipstick

    Kosas
    Lipstick
    goop, $28

    SHOP NOW

  3. Loro Piana cardigan

    Loro Piana
    cardigan
    Net-a-Porter, $1,575

    SHOP NOW

  4. Ulla Johnson dress

    Ulla Johnson
    dress
    goop, $775

    SHOP NOW

  5. Bottega Veneta Clutch

    Bottega Veneta
    Clutch
    Net-a-Porter, $2,100

    SHOP NOW

  6. Bottega Veneta heels

    Bottega Veneta
    heels
    Net-a-Porter, $930

    SHOP NOW

Gallery Crawl

For a museum meet-cute, try a structured cotton-canvas shirtdress and a curated assortment of artful accessories, like a sage-green crossbody, the daintiest paperclip-chain anklet we’ve ever seen, and skinny-strap sandals.

  1. Laura Lombardi anklet

    Laura Lombardi
    anklet
    Farfetch, $80

    SHOP NOW

  2. Kosas lip oil

    Kosas
    lip oil
    goop, $22

    SHOP NOW

  3. Westman Atelier highlighter

    Westman Atelier
    highlighter
    goop, $75

    SHOP NOW

  4. G. Label Pappen Puff-Sleeve Minidress

    G. Label
    Pappen Puff-Sleeve Minidress
    goop, $595

    SHOP NOW

  5. DeMellier Crossbody

    DeMellier
    Crossbody
    goop, $465

    SHOP NOW

  6. Jil Sander sandals

    Jil Sander
    sandals
    SSENSE, $570

    SHOP NOW

Cocktail Hour

Dressing for a drinks date is all about balance, according to Tufvesson: “If you’re wearing a leggy skirt, try something less revealing on top. If you’re wearing jeans, pair them with a dressier blouse.” So yes, you can opt for that sexy zebra-print slip dress, but take a pared-back approach to accessories with sleek earrings, a swipe of inky mascara, and a simple bag.

  1. Laura Lombardi earrings

    Laura Lombardi
    earrings
    goop, $128

    SHOP NOW

  2. Ami Colé mascara

    Ami Colé
    mascara
    goop, $19

    SHOP NOW

  3. Balmyard Beauty lip + cheek tint

    Balmyard Beauty
    lip + cheek tint
    goop, $32

    SHOP NOW

  4. Tove dress

    TOVE
    dress
    goop, $810

    SHOP NOW

  5. DeMellier bag

    DeMellier
    bag
    goop, $425

    SHOP NOW

  6. Femme heels

    Femme
    heels
    Femme, $189

    SHOP NOW

Group Get-Together

Meeting at a mutual friends’ place for roast chicken and red wine requires a foolproof outfit. Like jeans that nip in at the waist and widen through the leg (for comfortable sitting, standing, etc.), a close-fitting cardigan that spotlights your dainty gold chain, and sandals that easily slip off in case your host runs a no-shoes household.

  1. G. Label deven link necklace

    G. Label
    deven link necklace
    goop, $2,500

    SHOP NOW

  2. G. Label Fiene Yellow Gold and Pavé Ear Cuff

    G. Label
    Fiene Yellow Gold and Pavé Ear Cuff
    goop, $650

    SHOP NOW

  3. Ami Colé lip oil

    Ami Colé
    lip oil
    goop, $20

    SHOP NOW

  4. Gabriela Hearst cardigan

    Gabriela Hearst
    cardigan
    Matchesfashion, $891

    SHOP NOW

  5. AGOLDE jeans

    AGOLDE
    jeans
    goop, $188

    SHOP NOW

  6. The Row purse

    The Row
    purse
    Nordstrom, $990

    SHOP NOW

  7. Emme Parsons sandals

    Emme Parsons
    sandals
    goop, $395

    SHOP NOW

We hope you enjoy the products recommended here. Our goal is to suggest only things we love and think you might, as well. We also like transparency, so, full disclosure: We may collect a share of sales or other compensation if you purchase through the external links on this page.

Related Reading

Two Professional Matchmakers Tell Us Their Secrets

Date Night Done Right

- Advertisement -spot_img
- Advertisement -spot_img
Stay Connected
16,985FansLike
2,458FollowersFollow
61,453SubscribersSubscribe
Must Read
- Advertisement -spot_img
Related News
- Advertisement -spot_img

LEAVE A REPLY

Please enter your comment!
Please enter your name here