20 Comfy Outfit Ideas To Wear On A Date

Focus on having a good time—not on that food baby.
PHOTO: (1) Instagram/elissejosonn, (2) Instagram/juliabarretto, (3) Instagram/iamsofiaandres

It's 2019, we dress for ourselves and nobody else—not even for our boyfriends. Which is why we prioritize comfort without sacrificing style when it comes to choosing our outfits for dates. To get you started, take a look at these celeb OOTDs for inspo.

  1. Long-sleeved basic top + animal print belt + denim mini skirt + white sneakers

    Keep everything simple and basic with a hint of sexiness by putting on a pastel long-sleeved top and a denim mini skirt.

  2. Blouse + skinny jeans + tiny bag + loafers

    A breezy blouse paired with your fave skinny jeans is an 11/10 choice for a comfy date outfit.

  3. White tee + printed maxi skirt + sneakers

    Dress up a plain white t-shirt with a printed maxi skirt. Bonus points if it has a slit!

  4. Ruffled top + pink pants + ballet flats

    Think romantic, but make it comfy!

  5. Drop-shoulder top with bell sleeves + black belt + denim jeans

    A top with a unique silhouette can dress up your jeans OOTD.

  6. Wrap dress + sandals

    A laid-back and pretty choice for a simple Saturday date.

  7. White tee + denim skirt + cute sneakers

    Turn your basic outfit Valentine's-ready.

  8. Sweater dress + black crossbody bag + white sneakers

    A sweater dress is the best one-and-done outfit choice in cold weather.

  9. White tank + bold-colored track pants + chunky sneakers + belt bag

    Well, well, well. this outfit looks so comfy, we want to wear it every day.

  10. Knitted off-the-shoulder top + denim shorts

    Mix cozy and sexy with a bright-colored off-the-shoulder knit top and denim shorts.

  11. Velvet slip dress + white jacket

    Contrast textures and colors for an interesting twist.

  12. Blouse + pleated skirt + booties

    An A-line pleated skirt won't make you body-conscious because of its universally flattering shape.

  13. Dark denim jacket + white tank + sunglasses + jean skirt

    Do a denim-on-denim look with a dark jean jacket and skirt.

  14. Midi-dress + block heel sandals

    This breezy dress will let you stay fresh all day and allow you to eat a lot on the date itself, LOL!

  15. Denim jacket + black crop top + black high-waist trousers + sneakers

    This cozy yet sexy OOTD will keep you warm during movie dates with your beau. 

  16. Sleeveless top + trousers + block-heeled sandals

    Dress in your favorite color from top to bottom and finish off with a bright lip!

  17. Floral sundress + spectacles + floral crossbody bag

    Be a total doll by wearing a floral-themed ootd.

  18. Crop top + tailored shorts + long-sleeved button-down blouse

    They say crop tops make you self-conscious especially on brunch/dinner dates, but layering with a breezy button-down can offset hyper-aware thoughts! 

  19. Abstract-printed dress +colorful chunky sneakers

    Be creative by matching your dress and shoes' hues. Also, a pair of chunky sneaks can balance off your extra femme frock.

  20. Little black dress + block heeled sandals

    An LBD is a classic choice. If you're not into heeled sandals, choose a pair with thick straps and block heels to give your tootsies and legs enough support throughout the date.

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