Cute Girlfriend Outfits: What to Wear on Dates In Every Season

This post will show you cute girlfriend outfit ideas for every season, plus tips for what clothing to buy for your girlfriend.

Attention all girlfriends: are you in need of some fresh date outfit ideas? No matter the season, I’ve got you covered with these cute girlfriend outfits that will be perfect for your next date night.

These girlfriend outfit ideas will have you looking cute, stylish, and appropriate for every season — with a few seasonless date outfits to try, too.

And if you’re looking for a cute outfit to buy your girlfriend, scroll to the bottom of this post for our top tips on picking the perfect look.

Be sure to save this post for the next time you need date night outfit inspo!

Related reading: 20 Gorgeous & Stunning Fall Date Outfits

Cute Girlfriend Outfit Idea for Winter

Getting dressed for dates during the wintertime can feel like a task… because oversized sweaters and puffer coats don’t exactly scream “sexy.” (They are perfect for cozy and/or outdoor winter dates, though!) But if you’re headed out to dinner or drinks in the winter and want to look polished, cut-out knitwear and faux leather pants are the move.

A pair of vegan leather high-rise straight-leg pants look ultra sleek and will keep you warmer than a dress or skirt would; they also look dressier compared to jeans and pair well with heeled ankle booties (the flared block heel on these booties are super on-trend).

Go for a close-fitting knit bodysuit or top with a cut-out detail for a flirty touch. This taupe ribbed knit long-sleeve bodysuit features a front cut-out that shows a hint of skin, but its long sleeves, knit material, and mock neck make it practical for wintertime wear. (See more bodysuit outfit ideas here!)

Complete the ensemble with some twisted gold hoop earrings and a leopard print rhinestone mini bag which brings the outfit’s color palette together. As for outerwear, a long, structured coat or a fuzzy teddy coat would work best with this look.

Cute Girlfriend Outfit Idea for Fall

In the fall, mild weather gives you much more flexibility when it comes to getting dressed for a date night out, which means you can have a lot of fun putting outfits together.

Embrace fall tones with this mostly-monochromatic brown look, featuring a chocolate brown-colored crocodile faux leather mini skirt and brown sweater bodysuit. The skirt features a high-waisted silhouette and flirty side slit, while the ribbed knit bodysuit features a flattering sweetheart neckline and corset-style stitching to emphasize your curves.

Wearing black and brown together looks super chic, so opt for some black knee-high heeled boots. (These have a contrasting brown-colored heel, which ties into the outfit’s color palette.)

Accessorize this stylish ensemble with gold jewelry like a snake chain necklace and crescent-shaped hoop earrings.

Cute Girlfriend Outfit Idea for Spring

Not only is this look great for a springtime date night, but it’s honestly one of my go-to outfit combinations for going out (with a significant other or friends) in almost any season. You just can’t go wrong with wearing straight-leg jeans, a cute top, a moto jacket, and some ankle boots!

Start with a pair of straight-leg jeans with a high-rise waist in a light wash, and style them with any cute top, blouse, or bodysuit of your choice. For this outfit, I went with a trendy white strapless corset top with a flattering rounded hemline and boning details, but you’ll be able to re-wear the outfit combo by simply swapping out the top for a different one in your closet many times over.

Add a stylish necklace, like this silver chain link necklace, and a pair of black ankle boots with a square or pointed toe, which feel modern and look extra sleek. These glossy crocodile-embossed booties with a square toe and chunky block heel are surprisingly versatile and will add instant trend appeal to your outfit(s).

Throw on a black faux leather moto jacket or an oversized blazer to pull the ensemble together for a cool-girl vibe.

Cute Girlfriend Outfit Idea for Summer

Summertime means mini dresses (and skirts), bright colors, and playful prints, so why not incorporate them all into your date outfit?

You’ll be able to beat the heat while also looking cute and girly by wearing a floral print mini dress — I adore the colorful floral print on this satiny dress, along with its open lace-up tie back, which gives it a major “wow” factor.

Since the floral print features a green hue, try wearing some matching green square-toe sandals to add another pop of color to the outfit; these sandals feel super summery and their mule-style design is trendy.

For the final touches, wear a gold layered initial necklace and carry a neutral-colored shoulder bag with a metal chain shoulder strap.

Classic Dinner Date Outfit

Headed on a classy dinner date? You can’t go wrong with this fail-safe date night look that works in multiple seasons.

Every girlfriend needs an LBD in her closet, and a body-hugging black midi dress with an off-the-shoulder design and an asymmetrical strap detail is as chic as it gets. It’s an elevated basic that you’ll be able to wear for many different occasions, including date nights (of course).

You’ll be able to style this slinky, stretch-knit dress with boots and heels alike, though these black square-toe mules with sculptural heels are incredibly trendy right now.

Dress it up even more with a pair of silver crystal drop earrings and a matching silver rhinestone-embellished mini handbag, both of which will add some sparkle to your look and are sure to make you dazzle.

More Cute Girlfriend Outfits to Buy

Try these easy outfit combinations the next time you’re headed to date night with your significant other — you’ll be able to recreate these looks with ease, while looking like a million bucks.

Significant others, if you know your girlfriend’s size, these are great options to purchase for her. (Just first read our tips on buying outfits for your girlfriend in the section below.)

A Mini Skirt & Bodysuit

Make a sexy statement in a vegan leather mini skirt with a flirty side slit, paired with a printed V-neck bodysuit. This look works with ankle booties, knee-high boots, or over-the-knee boots. A bold red lip adds to the look, as well!

A Romper (or Jumpsuit)

A feminine romper (or jumpsuit) can save you the hassle of putting a look together when you’re headed on a date — it’s a one-and-done! The key is to opt for a romper with a dressy look that you could wear with heels, like this smocked, flowy option.

A Bodysuit with Jeans & Heels

Keep it simple with jeans, a bodysuit, and heels; it’s a date outfit that works in nearly every season and the perfect look to fall back on if you’re out of outfit ideas.

A slim-fitting bodysuit will accentuate your physique, and some heels will elevate your denim to make it appear dressier. I’d recommend opting for straight, flared, or wide-leg jeans to balance out the bodysuit’s close fit.

You can also jazz this outfit up with eye-catching accessories like cute jewelry and a trendy handbag.

A Satin Maxi Skirt & Oversized Blazer

A slip-inspired satin maxi (or midi) skirt is always a good idea for date night. Try styling it with an oversized blazer for a fashion-forward look, paired with either a crop top or blouse underneath.

While this ensemble looks fabulous with heels, flat sandals and sneakers could also work for a more casual feel.

A Bodycon Dress

I can’t think of an item more date-appropriate than a bodycon dress — these body-hugging dresses will accentuate your silhouette and can be dressed up or down.

In the fall and winter, opt for a knit bodycon dress like this midi-length option, and in the spring and summer, opt for bodycons made with lighter fabrics. The length is up to you: mini, midi, and maxi bodycon dresses are equally as cute.

Tips On Buying Clothing For Your Girlfriend (As a Gift)

On the flip side, if you’re looking to shop for your girlfriend but don’t know where to start, have no fear – I’ve got you!

While shopping for clothing for another person may not be the easiest thing in the world, it is a super sweet gesture that will surely be appreciated. I mean, who wouldn’t love receiving a brand-new outfit?!

Here are some tips to keep in mind when shopping for clothing for your girlfriend:

• Find out where she likes to shop. If you go to the mall together, take note of the stores she likes to shop in, or pay attention to any brands she may have mentioned during your conversations. If you want to really do your due diligence, check to see if she follows any brands or stores on social media, which may give you further clues as to where she likes to shop.
• Get an idea of her sizing. This can be tricky — so if you’re able to, it’s probably best to just ask her. But if you’re trying to keep the gift a surprise, you could either sneak a peek at any clothing she may have laying around, or attempt to bring up clothing sizes casually in conversation. You could also consider asking her BFF if you’re unable to figure it out yourself.
• Keep your gifting goal in mind. Are you looking to gift her something that is “her style,” or do you want to gift her something that’s not her typical style, but that she’d be into trying out? Maybe she’s a girly girl who wants to get into streetwear — in this case, she may appreciate a cool hoodie or sneakers from a streetwear brand. Do be respectful of her personal style, though, and don’t try to change her style if she is not open or looking to change.
• When in doubt, play it (kind of) safe. If you want to avoid your gift not fitting correctly and needing to be returned or exchanged (or not worn at all), try to opt for clothing that has a better chance of fitting her. For example, hoodies or t-shirts tend to fit a wider range of sizes/body types, as opposed to pants. Leggings (that have stretch) and sweatpants are the exceptions, though!

If you keep these tips in mind, your girlfriend will probably be thrilled that you were thinking of her and so appreciative that you went shopping to get her a new outfit.

P.S. — just don’t forget to tell her she looks pretty in it!

What do you think of our cute girlfriend outfits?

Would you wear these girlfriend outfits? Which date look is your favorite? Leave a comment and let us know!