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    29 Cute Dresses That Are Comfy Enough To Wear Every Day

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    1. A plaid shirt dress that won't restrict your legs as you're strutting down the street.

    Promising review: "I truly enjoy the fit and the versatility of the garment. I have worn it to work with a black cami underneath. Looks classy and sassy. Then I have worn it a bit dressed up with jewelry and a belt. Wow! I have received many compliments from family, co-workers, and total strangers. I love the slanted pockets. Large enough to adequately carry car keys or phone without them falling out." —Jenifer Green

    Get it from Amazon for $19.88+ (available in sizes S–XXL and eight colors).

    2. A soft and stretchy maxi dress (with POCKETS!!!) you can dress up or down for basically any occasion.

    Promising review: "My sister-in-law introduced me to this dress and told me it's a must-have — she wasn’t lying! It’s so soft, it feels like pajamas, it has pockets, it’s so easy to dress up or down! So far I’ve worn it around town for errands, to a charity gala, holiday parties, and dinner. It’s so versatile! I add a necklace or a blue jean jacket and BOOM! Ready to go!" —Meredith

    Get it from Amazon for $17.99+ (available in sizes XS–XXL and 11 colors; also check out the sleeveless version and striped version).

    3. A simple T-shirt dress to wear on days when putting on pants seems like too much work.,

    Promising review: "This is a great dress! It is long enough that you wouldn't need to wear leggings with it if you didn't want to. The fabric is thick enough, so not too see-through, which is great! If it is any indication of how well I liked it, I bought another one in a different color after receiving this one! It washed up perfectly, too! Looks like a new go-to dress with flip-flops, etc. One more note — the neckline and sleeves are nice, too. The neck fits a little closer so it isn't too wide, nice dress!" —TLSmile

    Get it from Amazon for $12.99+ (available in sizes S–XL and 12 colors).

    4. An easy breezy button-up sundress that'll become the most photogenic piece of clothing in your closet.


    Promising review: "I love this dress! It's lightweight and so comfortable. The buttons don't actually unbutton. It is all sewn together, but I like that so there are no awkward holes. Highly recommended." —Amazon Customer

    Get it from Amazon for $21.99 (available in sizes S–XXL and 30 colors).

    5. A faux-wrap dress so you can enjoy the look of a wrap dress without having to deal with the actual wrapping part.

    Promising review: "WOW! I thought this might be a risky purchase, not knowing exactly the quality, size, texture, stitching and all the things you worry about when you order from a small picture. I really went out on a limb and got one in red and one in black. I WAS AMAZED! These dresses exceed any expectation I had and are two of the most comfortable, well fitting, go-to dresses I own. I LOVE THEM! Quality is A+, color is perfect, and they aren't just beautiful, but they are very soft and fun to wear, and feel great. They can be changed up with a jacket, belt, or even a long-sleeved turtleneck. The length was just as shown. Not too short or too long. I wish I had a criticism so my review would be more credible, but I just have nothing negative to say. I feel sure you will LOVE these dresses, especially for the price!" —Maria-Elisavetia Micajah

    Get it from Amazon for $12.99+ (available in sizes S–XXL and 29 patterns).

    6. A crushed velvet number you'll want to wear from now until the holiday season (and beyond).

    Forever 21

    Promising review: "This dress is amazing. It had that slightly oversized look it advertises, and the velvet is SO high quality! The dress is so versatile, I can pair it with sneakers and a jean jacket, or I could wear thigh-high boots with some cool shades!!!" —Evangeline P.

    Get it from Forever 21 for $17.90 (available in sizes 0X–3X and two colors).

    7. A floral maxi number guaranteed to put you in a good mood, because it's so comfy and colorful.


    Promising review: "I could not be more in love with this dress! I bought it a size bigger to go over a leg brace from knee surgery, but it is pretty true to size! The colors are vibrant, I’m getting so many compliments, but above all, it is so comfortable during my recovery and return to work! I would recommend this dress to anyone! LOVE it!" —Amazon Customer

    Get it from Amazon for $15.99+ (available in sizes S–XXL and 21 colors).

    8. A long-sleeve T-shirt dress that'll easily transition for cooler weather — simply add a jacket, scarf, and boots.

    Promising review: "It is sooo comfortable (very soft material), but looks stylish. I wear it in the summer and in the winter (with leggings). I also love the asymmetry and the length is great." —Jennifer

    Get it from Amazon for $9.99+ (available in sizes XS–XXL and 12 colors).

    9. A tie-front knit dress for running errands or attending a party. This versatile number can truly do it all!,

    Promising review: "This is my new favorite item in my entire wardrobe! The material is super comfortable and not too thin. I feel like I’m wearing a light sweatshirt but look like I’m rocking a super cute dress! It goes great with tights and booties or leggings and boots. I just ordered it in another color." —PW

    Get it from Amazon for $23.99+ (available in sizes S–XL and 11 colors).

    10. A loose-fitting tunic dress with gorgeous mesh sleeves you can literally throw on and go. There's no wrong way to wear it.,

    Promising review: "I love this dress! It's the perfect summer dress. I threw this on for a day full of errands and the lightweight material and open sleeves kept me cool in this hot LA weather!" —TiaAleseWong

    Get it from Amazon for $26.99+ (available in sizes S–XXL and 11 colors).

    11. A charming polka dot midi dress to round out your fall wardrobe.

    Urban Outfitters

    Promising review: "I wanted something that I could dress up or down, and this was perfect! It’s very comfortable, easy to wash, and works well for a lot of different occasions!" —Jasmineeee159

    Get it from Urban Outfitters for $49 (available in sizes XS–XL and two colors).

    12. A loose-fitting maxi dress that'll feel incredibly airy even in tropical climates.

    Promising review: "I love how lightweight and breezy this is. I walked all over Portugal in this during the month of July. It’s a great summer dress with adjustable straps!" —Always Two Fabulous

    Get it from Amazon for $20.99+ (available in sizes XS–5XL and 29 patterns).

    13. A cold-shoulder shift dress perfect for an impromptu photoshoot in the park.

    Promising review: "Very comfortable. Material is just as expected and flowed beautifully. Long sleeves cover, but the open sides keep you cool in the summer heat. Length was spot on, and a little longer in the back for girls with some booty. Great dress!" —S_Martinko

    Get it from Amazon for $20.89+ (available in sizes S–XL and five colors).

    14. A ruched T-shirt dress that'll look SO good in your vacation photos and will be a treat to wear on long days of sightseeing.,

    Promising review: "So comfortable and easily paired with a sweater for work. It has an extra lining on the back side so your underwear doesn’t show, which I think was a great idea." —Ashley

    Get it from Amazon for $22.99 (available in sizes S–XL and eight colors).

    15. A cozy roll-neck dress so you can stay warm and still look like a snack. Plus, there are pockets!,

    Promising review: "Love, love, love this sweater. Fits great and feels nice and soft. Looks great with leggings, jeans, or boots. The pockets give it a nice chic look." —Chanel

    Get it from Amazon for $28.89+ (available in sizes S–XL and five colors).

    16. A tie-dye T-shirt dress to rescue you when you're running late and don't have an outfit planned out.

    Promising review: "What a great find! I was actually very surprised at how much I liked it in person. Love the ombre dye job. I have other T-shirt dresses that I wear to work during the hot summer months, and they are perfect. I've found that the material does stretch a bit while wearing. Highly recommend!" —MC

    Get it from Amazon for $7.99+ (available in sizes XS–3X and 17 styles).

    17. A super soft tie-front LBD you'll look effortlessly gorgeous in.


    Promising review: "It's suuuuper soft (like a T-shirt). It's so cute and flares out nicely when you do little spins and swishes." —KRISTEND19

    Get it from Torrid for $20.99 (available in sizes 10–30).

    18. A loose-fitting polka dot number with three-quarter sleeves that'll shield your arms from the sun while still allowing your legs to feel airy. It's a win-win!

    Promising review: "Great fit and travels well, doesn't wrinkle. Good for the summer and around the house. You can dress it up with a nice belt as it adds a bit of a shape, very comfortable to wear." —jack sherak

    Get it from Amazon for $19.99+ (available in sizes S–XL and three colors).

    19. A not-so-basic striped T-shirt dress with a cross-back design you'll definitely want to show off.,

    Promising review: "Love this dress! The fit is perfect, pockets aren't bulky or add width to the dress at all. Very nice material, thick — not see through. Stretchy material!" —Jamie Forcier

    Get it from Amazon for $9.99+ (available in sizes S–XXL).

    20. A sophisticated collared dress to please even the most ~knit-picky~ person.


    Promising review: "This dress is very thin but it's extremely comfortable. I read that it's dry-clean only after I'd already put it through the delicate cycle in my washer multiple times. It holds up. The collar isn't stiff but it holds its shape and looks really cute with a cardigan or tights and oxford heels. Also with wide belts. It's just a versatile spring/fall dress." —V

    Get it from ModCloth for $79 (available in sizes XXS–4X).

    21. A jersey trapeze dress that'll make getting dressed on Monday mornings a total breeze.


    Promising review: "It's so soft and drapey and I'm probably going to buy five more in different colors. I was worried about my upper arms fitting, but the sleeves on this were plenty stretchy. I'm chiming in on the chorus of reviewers to say: BUY IT OMG. For the price? WORTH IT." —Mary R

    Get it from Amazon for $21.99+ (available in sizes XL–3X and 36 colors).

    22. A maxi dress with a side slit for an effortlessly cute look that's ~tie-dye~ for.,

    Promising review: "Love this dress. It's exactly what I was looking for. Maxi with sleeves and pockets. It is a little long but works well with a little heel. I also added a belt to give more shape. Super cute, soft, and comfortable!" —melissa

    Get it from Amazon for $26.99+ (available in sizes XS–XL and 19 colors).

    23. A flowy T-shirt dress (with pockets) so you can look extremely cute with no effort whatsoever. It comes in a million different colors and patterns, BTW.


    Promising review: "I have received so many compliments wearing this dress. I am a teacher, so I like clothes that are comfortable and easy to match up. This dress fits so well. It doesn't hug you and the length is as shown in the picture. I have washed it and hung up to dry, so I'm not sure what the dryer would do to it. I plan to purchase another in the spring." —Cassie Hudson

    Get it from Amazon for $10+ (available in sizes S–3X and 47 colors).

    24. A pleated midi dress that's ~mint~ to be in your collection.


    Get it from Asos for $60 (available in sizes 12–28).

    25. A tie-front surplice number that's definitely ~knot~ your average T-shirt dress.

    Promising review: "LOVE. It is extremely comfortable. The style is simple yet easy to accessorize. I might even throw a pair of leggings on when I don't want the sexiness of the slit. Basically, I want to buy this dress in every color!" —Valerie Cintula

    Get it from Amazon for $9.99+ (available in sizes S–XL and six colors).

    26. A floral wrap maxi dress so you can look gorgeous and feel comfortable at a six-hour wedding.

    Promising review: "I bought this dress for an outdoor wedding and was really impressed! It was very flattering (especially dressed up with some turquoise earrings) and also extremely comfortable for a hot summer day!" —Stevi Hemingway

    Get it from Amazon for $38.99+ (available in sizes XS–3XL).

    27. An easy breezy off-the-shoulder sundress you're ~shirr~ to wear on repeat.,

    Promising review: "Super cute and comfortable! Chest is a super stretchy scrunch material so it can fit all bust types. Not supportive, so you may need to pair with strapless bra depending on bust size. Can dress it down and look adorable with cowboy boots or sandals or dress it up and wear heels. Perfect summer dress, lightweight material that breathes." —Nicole M

    Get it from Amazon for $20.99+ (available in sizes 0–14 and five colors).

    28. A basic T-shirt dress — a fail-safe option for when everything else in your closet seems "bleh."


    Promising review: "I love this dress, perfect for summer and even plan on dressing it up with a cardigan this fall! Going to buy the pink one as well. True to size and very comfortable." —Cheyenne

    Get it from Amazon for $18.50 (available in sizes XS–XXL and 12 colors).

    29. An oversized pullover dress that's just a longer version of your fave sweatshirt.

    Promising review: "Welcome to comfort city. If you're looking for a form-fitting little black dress, this is not for you. If you're looking to wear what I believe clouds made into clothing would feel like... well then, you have arrived my friend. It's a nice sweatshirt material made for Goldilocks, not too thin and not too thick. Perfect for the gal who takes her bra off as soon as she gets home. This is also nice to run errands or road trip in. Just add some leggings, cute boots, and a jazzy scarf, and it will look like you kind of tried for the day whilst feeling like you're wearing PJs." —Amazon Customer

    Get it from Amazon for $17.99+ (available in sizes S–3X, 14 colors, and two necklines).

    How you'll feel in your new dress:


    Reviews here have been edited for length and/or clarity.

    Want more? Check out our favorite online clothing stores for all your shopping needs, perfect places to shop for clothes if you’re in your 30s, plus the best places to order custom t-shirts online and the best clothing stores for petite sizes. Still not satisfied? Check out all of our clothing content for even more.

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