20 Cute Girlfriend Outfits to Wear Any Season

cute girlfriend outfits

Image courtesy of Mara Hoffman

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So you’re about to meet up with your significant other and you’re not sure what to wear. We’re here to help you with some cute girlfriend outfits that you can wear during the day or at night, whether it’s warm or cold.

Daytime Outfits

1. Denim and a White Top
This is a look that will never go out of style; a classic pair of jeans with a cute white top. You can wear this on a warm day as is or top it with a blazer when it’s a little colder outside. With a relaxed fit, the jeans are super flattering on all body types and the white top will have a permanent place in your wardrobe.

Citizens of Humanity Annina Jeans
Susana Monaco Crop Top

Floral Set Something Navy

2. Floral Set
A casual yet cute outfit to wear on your next rendezvous. Match the blooming outdoors with this blue and white floral set. The top has a smocked waistband and elastic cuffs to flatter your midriff and arms while the flowy pants are perfect for walking around.

Something Navy Embroidered Long Sleeve Top
Something Navy Embroidered Wide Leg Pants

Black Jumpsuit Everyone

3. Black Jumpsuit
You can never go wrong with a black jumpsuit and this one by Everlane looks good all year whether you’re wearing it with boots in the winter or sandals in the summer. The classic mandarin collar and comfy silhouette accentuate your figure in all the right places. On top of being cute, this jumpsuit is also certified organic so you feel good about wearing it.

Everlane The Fatigue Short-Sleeve Jumpsuit

Abercrombie Strappy Flirty Mini Dress

4. Flirty Sundress
Everyone loves a sundress and this yellow number is an instant mood-lifter. It’s flowy, strappy and looks especially good on bronzed and brown skin tones. A must for a daytime date in the sun, a favorite for cute girlfriend outfits.

Abercrombie Strappy Flirty Mini Dress

Mara Hoffman Lolita Dress

5. Print Maxi Dress
This dress is a little longer but no less sexy. Designer Mara Hoffman always gets it right when it comes to summer clothing and this dress with a fun print and sexy neckline will be in heavy rotation in the warmer months.

Mara Hoffman Lolita Dress

Evening Outfits

6. Black and White Maxi Dress
This dress is the perfect blend of elegant and cool, ideal to wear to a nice dinner. It has on-trend cutouts but a nod to the 1960s with the contrasting white material.

Staud Dolce Cutout Jersey Maxi Dress

Ronny Kobo Jerrie Knit Dress

7. Peakaboo Dress
This orange number is va va voom sexy with an array of asymmetrical tiny cutouts that accentuate your silhouette. A fantastic night on the town outfit in the summer.

Ronny Kobo Jerrie Knit Dress

Sika Anya Top

8. Going Out Top
All things Y2K are back and with it, the going-out top has made a triumphant return in the cute girlfriend outfits department. This colorful number is by Black-owned brand SIKA and the ruffles create a beautiful decolletage. Pair it with low-slung jeans in true turn of the millennium style for an evening out with friends.

Sika Anya Top
RE/DONE 90s Crop Low Slung Jeans

9. Golden Set
We love a matching set, and this golden number is flowy and chic made with lightweight slinky weave. Reveal your midriff in the best way with this top and skirt perfect to accentuate melanated skin.

Andrea Iyamah Behati Cropped Top
Andrea Iyamah Behati Skirt

10. Blue Set
This blue set will have you standing out from the crowd in style. The ribbed jersey top and pants are comfy yet stylish and the color is a head-turner.

Simon Miller Orbit Top
Simon Miller Saturn Pants

Spring/Summer Girlfriend Outfits

11. Crinkle Creamsicle
This flattering crinkle material is signature Hunza G and the perfect summer daytime outfit. You’ll love wearing this sunny dress on a warm day.

Hunza G Polly halterneck crinkle-knit dress

Johanna Ortiz Arabian Fable Maxi Dress

12. Linen Maxi Dress
This boho maxi dress from Colombian designer Johanna Ortiz has a beautiful paisley print and breezy cutouts ideal for summer.

Johanna Ortiz Arabian Fable Maxi Dress

13. Crochet Beach Set
Going on vacation? Don’t forget to pack this cute set which looks great over a white or beige bikini. Crochet is the essential summer fabric and this set will get lots of airtime during your trip.

Camila Coelho Offshore Crop
Camila Coelho Offshore Midi Skirt

Amanda Uprichard Champagne Jumpsuit

14. White Jumpsuit
Nothing says summer like an all-white outfit and this jumpsuit is one you can wear for multiple occasions, whether it’s sightseeing, outdoor dining or dancing up a storm. The piece is called Champagne Jumpsuit, so you know it’s ready for festive occasions.

Amanda Uprichard Champagne Jumpsuit

Louisa Ballou Aura Print

15. Psychedelic Cover Up
This is not your basic beach coverup, with her psychedelic Aura pattern emerging designer Louisa Ballou has created a standout piece. Wear it over a bathing suit during the day or over a slip at night.

Louisa Ballou Helios Aura-print Mesh Mini Dress

Fall/Winter Girlfriend Outfits

16. Summer to Fall Maxi Dress
This dress is perfect for those sunny days in September and October when you can start feeling the chill in the evening. The colors pop and the dress can be worn with tights and boots as it gets colder.

Diane Von Furstenberg Abigail Silk Jersey Maxi Wrap Dress

17. Matching Marled Set
What’s better than being comfy and looking put together at the same time? This Le Ore matching set manages to do both, it has the makings of a loungewear set but with its fine ribbed knit and collar cardigan, it’s a little dressier than your average sweat set.

Le Ore Rimini Flared-Cuff Ribbed Cardigan
Le Ore Rimini recycled-jersey flared-leg track pants

18. Cashmere Maxi Dress
This dress is a classic go-to piece for a cold day where you want to be wrapped in the finest cashmere to be warm. This Extreme Cashmere’s beige No. 209 Attraction dress has a lightly cinched to flatter your shape while feeling extra cozy.

Extreme Cashmere’s beige No. 209 Attraction dress

Mother Denim Jumpsuit

19. Denim Jumpsuit
Jumpsuits aren’t just for summer! This denim number by MOTHER works perfect for the colder seasons and is a piece you can wear for years. You can dress it up or down depending on your mood, always a good choice when it comes to cute girlfriend outfits.

Mother Denim The Big Time Jumpsuit

Bottega Veneta Parka
20. Luxury Parka
This purple parka is an absolute splurge but comes in the perfect fall jewel tone and is something you will wear forever. Imagine looking forward to rainy weather? You will with this piece.

Bottega Veneta Resinated Metal Twill Parka


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