High five, you’ve found someone who’s down to date. Before you make plans, make sure you have a date outfit. If you’re wondering about how you should dress to impress on a casual date, you’ve swiped to the right place. Macy’s Men’s Casual Style Guide is revealing the 6 essential pieces you need to keep them coming back for more. You’ll also discover how to heat up your date look with the latest trends and accessories. No matter your style, the key to nailing your casual date outfit is to make an effort—so let’s say thank you, next to sweats. Whether you’re into smart casual, preppy, hipster or streetwear brands, Macy’s has loveable looks for the perfect date.

Smart Casual Date Outfits: The 6 Essentials

How do you dress to wine and dine a date? We’re unveiling the 6 standards you need for your smart casual wardrobe—you’re welcome! Check out new arrivals from Michael Kors, Dockers, Weatherproof Vintage, Tasso Elba (Created for Macy’s), Calvin Klein and more.

1. The Leather Jacket. Ignite their senses with the intoxicating scent and smooth feel of a leather jacket. From motos to bombers, rev up your outfit in a leather jacket.
2. Shawl-Collar Cardigans. On a casual date, keep it cozy and classy in a shawl-collar cardigan. Dress it up with a collared shirt or down with a T-shirt—either way you can’t go wrong.
3. The Button-Down Shirt. Get your date’s attention in a crisp white shirt. For maximum impact, ensure your button-up shirts are tailored to perfection.
4. Solid Slim-Fit T-Shirts. Should you sport a T-shirt, stay with solids in neutral tones including black, white or gray for a smart casual look.
5. Dark Wash Jeans. From dinner to dancing, look sharp in dark wash denim. It lends an elevated feel to your casual date outfit.
6. Chelsea Boots. Pair up your denim with Chelsea boots for a look that means business. We’re loving suede Chelsea boots for a suave finish.

The 6 Essentials For Preppy Date Outfits:

Whether you’re going to visit the fall foliage or an apple orchard, we’ve gathered the 6 pieces you need for your preppy date style. Dock at Macy’s for your favorite brands including Polo Ralph Lauren, Lacoste, Brooks Brothers and Tommy Hilfiger.

1. The Bomber Varsity Jacket. Looking to score a cool layer? Sport a varsity bomber jacket in lieu of a blazer to your casual date.
2. Crewneck Sweaters. Ground your look with a fleet of crewneck sweaters in luxe fabrics and textures. We recommend cable-knit or cashmere sweaters in neutral tones, like gray, olive, navy or maroon.
3. Plaid Shirts. Subtle plaid shirts are signatures of preppy style. Gingham and windowpane plaid shirts are perfect for pairing with your crewneck sweaters and chinos.
4. Solid Shirts. We love a preppy pastel palette, so button up your favorite pale pink, yellow or blue Oxford shirts. These shirts layer swimmingly with crewneck sweaters.
5. Chinos. Going on a dinner date? We recommend partnering your shirt with navy chinos for a dapper ensemble. Save your beige chinos for daytime activities.
6. Boat Shoes. Tie your preppy outfit together with boat shoes from Sperry. Brown and navy styles will be ideal matches for your casual date outfit.

The Hipster & Casual Date Outfits

Taking your date to see their favorite band or that new documentary that everyone is buzzing about? Score the coolest looks from Levi’s^®, INC (Created for Macy’s), Hybrid, Lucky Brand, American Rag (Created for Macy’s) and more. We’re unlocking the 6 items you need in your closet for your hipster date style:

1. The Patterned Blazer. Leave the suiting blazers to the preppies, break out a patterned blazer for trend-forward style on date night.
2. Oversized Sweaters. Warm up to oversized sweaters and cardigans for your date style playlist. They’ll mix perfectly with your go-to shirts and jeans.
3. Bold Button-Down Shirts. We know subtle is not your specialty. Play with patterns to make a stylish statement. Layer a floral or plaid shirt underneath your favorite blazer.
4. Graphic T-Shirts. For a more chill vibe, rock a graphic T-shirt with a leather jacket and jeans. Your date will heart a rebel with a stylish cause.
5. Skinny Jeans. To set the right mood on date night, flaunt dark wash jeans or black jeans for men. Remember to showcase your hipster spirit by cuffing your jeans.
6. Sneakers. What about your shoes? Lace up your Chuck Taylors or slip into your Vans to complete this ultimate hipster look.

Streetwear: Goes On Casual Dates

A killer date outfit begins with fresh gear. Lock up the latest looks from top brands including Nike, G-Star RAW, Champion, Levi’s^®, adidas and more! Your ticket to smooth style jumps off with these 6 streetwear picks:

1. The Bomber Jacket. Layer up with a bomber jacket covered in a vibrant print and insignia. We’re feeling camo, colorblocked and logo bombers for your streetwear style.
2. Logo Hoodies. Flaunt your baller status with a logo hoodie underneath your bomber jacket. Fully embrace this look by broadcasting daring colors and oversized logos.
3. T-Shirts. Give a shout out to your favorite brand with a T-shirt emblazoned with logos. Team up your T-shirt with your bomber jacket.
4. Joggers. Kickstart your streetwear outfit with joggers showcasing moto styling. These joggers make a fashionable impression that’s suitable for date night.
5. Distressed Jeans. Feeling blue? Link up your streetwear hoodie or T-shirt with ripped jeans—nothing is hotter.
6. Sneakers. Pair up a winning casual date outfit with your freshest pair of kicks from Nike, Puma or adidas.

Trend Watch

Once you have all your basics, adding trending style to your casual date lineup is easy. We suggest a track jacket, patterned blazer or slim jeans. These pieces will work for any fashion type—it’s all about how you style them.

Finish The Look

Need more direction about how to complete your casual date outfit? Regardless of your fashion preferences, any man will look dateable in a leather jacket, dress sneakers or loafers—so lock them up!

Copy by Monifa Smart

As featured in Macy’s Men’s Casual Style Guide

Images from macys.com