First Date Outfits Guys Love 🥰 Tips for What to Wear on a First Date 👗

First Date Outfits Guys Love

Going on a first date can be so exciting, but it can also be nerve-wracking trying to figure out what to wear. Choosing the right first date outfit is important to make a good first impression and show off your style and personality while also helping you feel confident and comfortable.

When deciding what to wear on a first date, consider choosing a cute outfit that flatters your figure and brings out your best assets. Opt for flattering silhouettes, colors and styles you love to emanate confidence. Accessorize with bold jewelry, shoes and a trendy bag to showcase your unique style.

Avoid anything too revealing or overly sexy - it's best to keep it classy for the first date. Steer clear of overly casual looks like sweats, saggy jeans or hoodies. Wear comfortable shoes you can walk in - ditch the shoes that pinch after an hour.

Date Night Outfits That Guys Love

When deciding what to wear on a first date, it’s helpful to consider where you’re going and what the vibe will be. A cute date night outfit for a casual coffee or drink date may differ from a trendy first date outfit for dinner at an upscale restaurant. Here are some first date outfit ideas guys will love for different date spots:

Casual First Date Outfits

If you’re doing something casual like meeting for coffee, going to a farmer’s market, mini golfing or checking out a local band, you’ll want your date outfit to match the vibe. Some options for a casual first date that will impress but still keep it low-key:

• Jeans (distressed or dark wash) with a casual blouse or flowy tank top
• A sweater dress paired with booties or sneakers
• Denim shorts with a graphic tee and denim or leather jacket
• Leggings with an oversized cardigan and tank top
• Sundress with sandals or flats

Flirty accessories like statement earrings, layered necklaces and a crossbody purse can add polish to a casual look.

Semi-Formal First Date Outfits

If your first date is drinks at a nice lounge or dinner at a mid-range restaurant, you’ll want to elevate your look a bit. Some first date outfit ideas for a semi-formal date:

• Little black dress with heels
• Dark jeans with a silky camisole or blouse and heels
• Faux leather leggings with a drapey blouse and booties
• Sequined skirt with a tucked-in black tank top
• Jumpsuit with strappy heels

Bold lipstick, a cocktail ring and/or sparkly earrings can complement these semi-formal date night outfits.

Formal First Date Outfit Ideas

If your first date is at a luxury restaurant or upscale venue, opt for more formal attire. Think cocktail party chic. Some first date outfits guys will love for a formal date:

• Cocktail dress (midi length works well)
• Two-piece set with cropped blouse and midi skirt
• Jumpsuit with blazer
• Dressy separates like cigarette pants with a silky camisole and blazer
• Formal maxi dress with dressy jewelry

Finish the look with an evening clutch, strappy heels and bold makeup with a red lip.

Choose an Outfit That Makes You Feel Confident

While considering what impresses your date is important, don’t forget to pick an outfit you feel amazing in too. Wearing something that flatters your figure and brings out your best assets will help boost your confidence. Choose date night outfits in colors, silhouettes and styles you love.

When deciding what to wear on a first date, go with an outfit that makes you feel like the best version of yourself. If you feel confident and comfortable, it will shine through on your date.

Ideal First Date Outfits

Here are some perfect first date outfit ideas guys will love:

• Little black dress with bold red lips and heels
• Dark skinny jeans with a silky camisole and blazer
• Faux leather leggings with an oversized sweater and booties
• Printed midi skirt with crop top and denim jacket
• Velvet mini dress with metallic heels for holiday dates

First Date Outfits to Avoid

While personal style is subjective, there are a few first date outfits you may want to avoid:

• Anything too revealing or overly sexy - best to keep it classy for date #1.
• Fussy outfits like anything too tight, too uncomfortable or too complicated.
• Anything that shows too much cleavage or skin - you want some mystery.
• All black - might come off dreary if not styled right.
• Overly casual looks like sweats, hoodies, jeans with holes or stains, baggy t-shirts, sneakers, etc.
• Anything that doesn't fit right - ill-fitting clothes never look good.
• An outfit totally out of character for you - dress like the best version of yourself.

The exception is if you discuss dressing ultra casually or in costume with your date ahead of time. Otherwise, save the uber casual looks for date #2 or #3 once you know your date better.

Outfit Ideas Guys Love for Different First Date Venues

If your first date is at an upscale restaurant, choose formal attire like a little black dress or sequined skirt suit. For a casual coffee date, dark jeans with a blouse and booties is a safe bet. If you’re beachside, opt for a cute swimsuit with denim shorts.

No matter the locale, wear an outfit that makes you feel your best. When you look and feel confident, it will shine through on your date. Accessorize with statement earrings, strappy heels, or a trendy bag to add polish.

Beach Date Outfit

If your first date is at the beach, choose an outfit that's cute but functional. Aim for casual pieces that work for the sand and surf but still flatter your figure. Some first date beach outfit ideas:

• Swimsuit with denim cutoff shorts or skirt cover-up
• Printed maxi dress that works as a swimsuit cover-up
• Swingy midi dress you can wear in and out of the water
• Dark denim jeans cuffed with a casual top or blouse
• Printed caftan or kimono you can wear over your suit

Bring sandals that are easy to slip on and off and accessories that can get wet like sunglasses, hats, and statement earrings.

Casual Dinner Date Outfit

For a casual coffee date, farmer's market outing or museum visit, consider these outfit ideas:

• Jeans with a flowy tank or cropped sweater
• A flirty sundress with sandals or flats
• Leggings with an oversized cardigan and booties
• Denim shorts with a graphic tee and sneakers

Add accessories like a crossbody bag, statement earrings and layered necklaces.

Drinks Date Outfit

Cocktails call for date night attire with a flirty vibe. Go for chic separates or a cocktail-ready dress in lush fabrics like velvet, lace or satin. Some first date outfits guys will love for cocktail dates:

• Silky camisole tucked into a satin midi skirt
• Faux leather pants with a drapey silky blouse
• Metallic or lace cocktail dress with strappy heels
• Jumpsuit with blazer and heels

A touch of shimmer eyeshadow, bold lashes and a red or nude lip tie the sultry cocktail date outfit together.

Upscale Dinner Date Outfit

If your first date is at a luxury restaurant, opt for more formal attire with designer details that still shows off your personal style. Some first date outfit ideas for upscale dining:

• Beaded cocktail dress
• Cropped blazer with cigarette pants and strappy heels
• Metallic skirt suit with bold jewelry
• LBD with tuxedo-style blazer and statement earrings

An elegant updo, smoky eye, red lip and designer purse polish this formal date night look.

More Tips for Choosing the Perfect First Date Outfit

Pick Versatile Pieces That Transition Well

Choose first date outfits with versatile tops, bottoms and layers you can dress up or down. A silky camisole works for a casual jeans look or cocktails with a satin skirt. A faux leather moto jacket instantly elevates any date night outfit. This allows you to transition your look seamlessly for unexpected date changes or venues.

Wear Comfortable Shoes

While heels elevate any date night outfit, only wear them if you can walk comfortably in them for hours. Otherwise, choose chic flats, wedges, booties or block heels you can truly walk and move freely in. You don't want sore feet to distract from your date.

Accessorize Intentionally

Jewelry, handbags and other accessories are great ways to personalize any first date outfit. Statement earrings, a trendy bag and layered necklaces showcase your unique style.

Check the Weather

Be sure to check the weather and dress accordingly so you're comfortable. Bring layers, wraps or coats as needed so you're not shivering or overheating during your date.

Consider the Activity

If your date involves activities beyond just eating/drinking, make sure you choose an outfit that works with them. For example, if you're going dancing opt for shoes you can move in. If you're going on a walking date, wear comfortable flats or wedges.

Top 9 First Date Outfits Guys Love

1. Dark Skinny Jeans with Heels and Blouse

For an easy go-to first date outfit, pair dark skinny jeans with a silky camisole or wrap blouse, blazer and heels. This versatile outfit works for a casual drink date or more formal dinner spot.

2. Little Black Dress

Nothing feels more effortless and chic than the classic LBD paired with heels, bold lips andstatement earrings. It's the perfect first date outfit to impress.

3. Leather Leggings and Drapey Blouse

Leather leggings tucked into boots instantly pull together a sexy date night outfit. Pair with a drapey blouse and faux fur coat for a luxe look he'll love.

4. Denim Skirt and Booties

A dark denim button-down skirt styled with a bodysuit, booties and crossbody bag makes for a casual-chic first date outfit. Add a moto jacket to transition the look for night.

5. Midi Dress and Jean Jacket

A flowy midi dress with casual denim jacket creates a feminine-meets-edgy look ideal for a laidback first date. Finish with booties.

6. Jumpsuit and Heels

A strappy jumpsuit paired with bold heels and jewelry emanates confidence and sex appeal for an unforgettable first date outfit.

7. Leather Pants and Silky Camisole

Leather pants are a sexy alternative to jeans or leggings for date night. Balance the edge with a silky camisole, heels and glam makeup.

8. Faux Leather Skirt and Sweater

A faux leather skirt with an oversized sweater, tights and booties makes for a chic casual first date look. Add a beanie and scarf in colder temps.

9. Velvet Mini Dress

Nothing says holiday party vibes like a velvet mini dress. Pair with metallic heels and bold lips for a festive first date outfit.

Key Takeaways

• Choose first date outfits that flatter your figure and make you feel confident. Avoid anything too revealing.
• Dress for the date activity and venue - a cocktail dress for upscale dining or sundress for day dates.
• Add polish with accessories like bold jewelry, trendy bags and statement shoes.
• Pick versatile pieces you can dress up or down for unexpected date changes.
• Wear comfortable shoes and check the weather/activity to ensure your outfit works.

The most important thing is to choose a first date outfit you feel great wearing. When you look and feel your best, your confidence and personality will shine. So rock your favorite date night looks and focus on having fun getting to know each other

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