First Date Outfits

Katydid's First Date Outfits collection is packed with flirty dresses, confidence-boosting sets, and effortlessly cute pieces that do all the talking before you even say hello. Whether it’s coffee, cocktails, or a “let’s just see where this goes” kind of night, these styles are made to make you feel unforgettable.

Katydid

Cream Jacquard Ladies Short Set

$ 60.00

Katydid

Tan Coquette Bow Sweater Top

$ 58.00

Katydid

Whimsical Roses Floral Maxi Dress

$ 80.00

Katydid

Cream Woven Bucket Tote Bag

$ 65.00

Katydid

Italian Summer Linen Two-Piece Pant Set (Yellow)

$ 89.00

Katydid

Sweet Oranges Mini Dress for Women

$ 68.00

Katydid

Zesty Lemons Cute Summer Maxi Dress

$ 80.00

Katydid

Whimsical Roses Women's Short Set

$ 65.00

Katydid

Short Sleeve Bow Sweater Top (White)

$ 58.00

Katydid

Lobsters Summer Mini Dress

$ 68.00

Katydid

Italian Summer (Light Blue) Linen Maxi Dress

$ 89.00

Katydid

Light Blue Neoprene Bucket Bag

$ 65.00

Katydid

Light Pink Ruffle Top Two-Piece Set

$ 60.00

Katydid

Sweet Oranges Cute Two Piece Set

$ 65.00

Katydid

Light Pink Woven Crossbody Bucket Bag

$ 65.00

Katydid

Yellow Italian Summer Linen Maxi Dress

$ 89.00

Katydid

Bow Top (Light Pink)

$ 58.00

Katydid

Black Ruffle Top Two Piece Clothing Set for Women

$ 60.00
SALE

Katydid

Pink Slouchy Lightweight Knit Sweater

$ 24.00
$ 68.00

Katydid

Wine Woven Crossbody Bucket Bag

$ 65.00

Katydid

Forest Green Woven Crossbody Bucket Bag

$ 65.00

Katydid

Black Woven Bucket Handbag

$ 65.00
SALE

Katydid

Bow Knit Cardigan Women's Sweaters

$ 24.00
$ 72.00

Katydid

Fuchsia Crossbody Bucket Bag

$ 65.00

Katydid

Navy Bucket Bag Crossbody

$ 65.00

Katydid

Camel Woven Mini Bucket Bag

$ 65.00

First Date Outfits for Every Plan

Not all first dates look the same, and your outfit shouldn’t either. Whether it’s coffee at noon, rooftop drinks at sunset, or a last-minute dinner reservation, Katydid's flirty first date outfits are designed to match the vibe. Think easy dresses that move with you, matching sets that feel put-together without trying too hard, and elevated basics that let your personality shine. Cute, confident, and just a little unforgettable, these are the pieces that make getting ready half the fun.

First Date Outfits You’ll Want to Wear Again

The best first date outfits are the ones that don’t sit in your closet after one night. These styles are made to go beyond the “butterflies moment” and into brunch plans, girls’ nights, and everything in between. From flattering silhouettes to versatile colors and easy layering pieces, each look is designed to be re-styled again and again. Because when you find something that makes you feel that good, you’ll definitely want a second wear… and maybe a second date too.

Frequently Asked Questions

How do I choose an outfit that matches the date location?

Think of your date spot as the vibe director of your outfit. Coffee shop? Go for “cute but effortless,” like a soft knit top, great jeans, and accessories that whisper I woke up like this (even if you absolutely did not). Dinner date? Elevate it a little with a dress that moves when you walk or a chic blouse with tailored pants says “I’m classy, but I also know how to have fun.” Outdoor activity? Babe, prioritize comfort but make it cute. Think matching athleisure sets, breathable fabrics, and sneakers. When in doubt, stalk the location’s Instagram. 

How dressed up should I be for a first date?

A good rule: if you feel confident, comfortable, and like the best version of yourself, you’re dressed perfectly. And honestly? It’s always better to be slightly overdressed than underdressed. Showing up polished says you care! 

How do I choose an outfit that flatters my body type?

Forget the old-school “rules.” The real secret is wearing pieces that highlight what you love most about your body.

Love your waist? Cinch it with a cute belt over a dress.

Obsessed with your legs? Mini skirts, baby.

Want that snatched look? Structured fabrics and high-rise anything are your best friends.

Prefer a softer silhouette? Flowy tops and dresses create that dreamy, romantic vibe.

Try things on, move around, sit, stand, twirl, and if you feel gorgeous from every angle, that’s your outfit. Confidence is the most flattering thing you can wear, and it never goes out of style.

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