Give your sweatpants a break and ~dress~ to impress.
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1. A tank dress – pair this beaut with some high tops for a too-cool-for-school lewk that's basically a one-way ticket into The Breakfast Club.
One look at you and Molly Ringwald will be quaking in her perfectly pressed pastels.
Promising review: "I bought a medium in this dress. I’m 5’9 and I’ve been feeling quite uncomfortable in lots of clothes since the pandemic! This dress is really uplifting – I feel so happy, attractive, and comfortable it. My flat mate bought the same one in red, she is much shorter then me, with a different body type, and it looks brill on her too. I love this dress and highly recommend it as an easy 'Ughh, what am I going to wear tonight?' option. It’s a little tighter over the torso then you might imagine (less of a kick), but still comfy and the neckline is flattering." —Annie Bg
Get it from Everlane for $45 (available in four colors and sizes XXS–XL).
2. A bright spaghetti strap dress so cute, you're gonna want to eat it right up. Throw a cardigan over it in the fall or put a T-shirt underneath, because it's far too darling to only wear in the summer sun!
Promising review: "I ordered this dress out of desperation. I just had my fourth kid and I absolutely never have time to shop lately. I'd been wanting a fresh spring dress and this came up when I searched. I’m pretty impressed with it. I like the material – it's very soft. I really love how the buttons aren’t real because then my huge boobs can’t pull them open like most button down shirts do. I’m definitely going to order more prints now that I see how well it fits. I love it!" —Bdv2642
Get it from Amazon for $19.99+ (available in 34 colors and sizes S–XXL).
3. A smart suit dress that'll instantly make you looked poised and proper no matter how bad your posture has become. Shoulders back, people!
Promising review: "There are so many options with this dress. It can be worn alone or over a blouse/shirt. The black has a more purple hue but remains neutral enough and actually adds a little something 'extra' to a basic dress (I would not have liked it if it had been a true purple). This is very comfortable and forgiving. I am about to purchase it in the gray." —NCinNH
Get it from J. Crew Factory for $49 (available in two colors and sizes 00–24).
4. A layered ruffle tunic for a special, spunky someone who wants to be cozy, cute, and comfortable when it starts getting cold.
Promising review: "This is worth every penny! I had my eye on this dress for a while and finally decided to take a chance on it even though it's more money than I usually spend on myself. I wore it with leggings and ankle boots and a thin cami on a breezy 50 degree day of shopping, and I was perfectly comfortable whether outside walking or inside heated shops. The layers of knitted and woven material block the wind but the loose swing of the dress allows for air flow. The pockets are darling and functional, and the ruffled skirt is precious — without being childish. I seriously recommend trying this dress if it appeals to you." —Amazon Customer
Get it from Amazon for $29+ (available in five colors and sizes S–XXL, with pockets).
5. A mini dress you're gonna be tied at the hip to – literally.
Promising review: "This was a great find. It's very comfortable and flattering." —LBOE
Get it from Maurice's for $39 (available in sizes XS–4X).
6. A short sleeve boho number that'll basically beg to be paired with your dad's classic socks n' sandals combo. Show fashion sense what's up!
Promising review: "First I got the yellow-flowered print – it fits perfectly on the shoulders and it's easy to slip on. It feels as if I'm wearing air! Or have become a billowing cloud. The pattern is very pretty, combining yellow, black, and white – unusually remarkable. It's been remarked on favorably every time I wear it. My husband loves it, strangers come up to admire it and most importantly, I love the way it makes me feel and look. I live in a hot summer climate and this dress meets the challenge. I liked it so much I've also gotten the red (I usually look horrid in red, but this one works) and am awaiting the blue. I wouldn't usually go this wild on spending but the cost of each dress is so low I'm stocking up. Added note: it washes well." —Charlotte O. Lowe
Get it from Amazon for $24.99+ (available in 38 colors and sizes XS–3XL, with pockets).
7. A retro plaid dress sure to give your fall wardrobe the Rachel Green glam look you're wanting while simultaneously making all your friends jealous.
Promising review: "I am absolutely in love with this dress. It's perfect for working from home, when you want comfort but you have too many Zoom meetings for loungewear to be appropriate. It's also just so stinkin' cute! Very mod, looove the plaid and the navy and orange combo." —Margitte
Get it from ModCloth for $59 (available in sizes S–4X).
9. A poof sleeve sweater dress, because it's October and you can officially stock up on sweaters! Ignore the fact that it's still toasty outside...just turn on the AC.
Promising review: "This dress is super soft and just the right length to wear both at work and for a night out. The fabric is heavy enough to keep you warm and the stitch is tight enough so you don't have to worry about showing the goods. The simple detail of the puff sleeve is so cute!" —LAnderson
Get it from Target for $29.99 (available in two colors and sizes XS–XXL).
10. A boho beaut that's gonna look perfectly cider-doughnut-chic in every farmers' market photo you take this fall.
With. A. Mask.
Promising review: "I love this dress! I’m 5’3 and 163 pounds. I wear a 36D bra. I love the material. It's very soft. It's not thick, but not see-through thin. I ordered another one and I think I’m going to purchase a third. I am very pleased with my purchase!!! I rate it at five stars across the board!" —Joyce
Get it from Amazon for $23.99+ (available in 43 colors and sizes XS–XXL).
11. A super cute shirtdress with a brush stroke Dalmatian pattern you'll want on 101 percent of the time.
Promising review: "I love this dress. It fits perfectly and is very flattering. The pattern is great and it just looks wonderful on. It is a bit sheer but a simple slip underneath and it was fine. Love it!" —Kelly
Get it from ModCloth for $79 (available in sizes S–L and 4XL).
12. A denim utility dress for folks who werk it while they work.
Promising review: "The quality is superb and the belt is the perfect touch. I'm in love with it." —Clwc C.
Get it from Eloquii for $129.95 (available in sizes 14–28, with pockets).
13. A twirly party dress with adjustable straps sure to make you look fantastic while frolicking, dancing, or standing over a subway grate.
Promising review: "Y'ALL. I do not have enough good things to say about this dress. This is the second one I've bought in a different color and it does nothing but impress. It is knee length so there's no accidental flashing, it has adjustable straps that cross in the back for a great fit, and it HAS POCKETS. It can be dressed up or down, I wore it to a wedding as well as to an afternoon of winery hopping. It's THAT versatile!" —Alex fo Falex
Get it from Amazon for $14.15+ (available in 28 colors and sizes XS–XXL, with pockets)
14. A velvet number – this new wardrobe romance just might be the crush you end up with forever and ever.
Promising review: "This dress is so pretty! I love the corduroy-esque velvet and the color is magnificent. I am 5'8, ~150 lbs., 38C, and I ordered a L but I will be exchanging for a M; I think it will look better on me if it's tighter. I am just in between the sizes, but I definitely could wear it as it is." —Briley
Get it from ModCloth for $69 (available in sizes XS–4X).
15. A ruffled sleeve baby doll dress you're gonna love in the summer and completely ~fall~ for once the weather is chilly and you can add a leather jacket.
16. An eye-catching mini that'll pack a mighty punch.
Promising review: "I was hesitant to get this but I'm so glad I did! It's gorgeous once you put it on!! Fits like a glove! I can't wait to wear this out" —Abigail B.
Get it from Forever 21 for $25 (available in sizes S–L).
17. A flannel shirt dress so you can make all your lumberjack dreams come true after a ~log~ hard day behind a desk.
Promising review: "This dress fits every occasion! I love the fact you can either dress it up with a belt or dress it down and let it hang loose. The fabric is very thick and durable, it's definitely not cheaply made, so it's worth the price you're paying! It's true to size and it doesn't shrink in the wash. I am very satisfied with my purchase." —Hilary Lynn
Get it from Amazon for $26.99+ (available in 11 colors and sizes S–XXL, with pockets).
18. A drop-waist dress with precious pleats in a pretty pink, for occasions when your preppiest side prevails.
Promising review: "This is super cute! I ordered a medium. For reference I am 150 pounds and 5'4" and it fit loose enough. I probably could have gotten away with a size small but I like the extra room. I love the color and style." –Carla E.
Get it from Forever 21 for $22 (available in two colors and sizes S–L).
19. A bold bodycon so you can show off your best angles (i.e. all of them) all the time.
20. A tie-back midi that'll take you back in time, Laura Ingalls Wilder style.
Promising review: "This dress is so beautiful and so comfortable. I normally wear size medium for shirts and sweaters, but I’m glad I ordered large since I have wide shoulders. I love love love the timeless design, color, quality, and everything about this dress. The color of the dress was true to the pictures." —Samika
Get it from Madewell for $238 (available in sizes S–XL).
This dress runs small, reviewers recommend ordering a size up for a form fit.
Promising review: "I was SO happy with this dress! I needed the perfect 'corporate appropriate' dress for my work Christmas party. It arrived two hours before my party and I was praying it was the one!! And it was!! It looked like it was meant to be. I definitely recommend this dress! It's very classy, well-made, with quality material." —Ian
Get it from Amazon for $29.99 (available in 17 colors and sizes S–XXL).
22. A tie-waist midi so charming Miss Honey might call and ask if she can borrow it before school.
Promising review: "This dress has just enough structure to look very put together without making it uncomfortable to wear. I’m 5’3” and 140 pounds. I bought a P4 and I would say it runs just a tad big." —Aladin27
Get it from Madewell for $89.99 (originally $138, available in two colors and sizes 00–16, with pockets).
Promising review: "I wore this gorgeous dress for a semi-formal New Years Eve event in Chicago. I couldn’t have asked for a better fit or material. The best part was how it flowed. I brought in 2018 looking and feeling wonderful! This dress got many many compliments! I will be purchasing the black and navy next!" —Williams
Get it from Amazon for $38.99+ (available in six colors and sizes S–3X).
24. A witchy pick that'll add some *much needed* black to your...already entirely black wardrobe.
Promising review: "This dress is so comfortable and cute. It's very flattering around the waist and the sleeves are super cute. I highly recommend!!" —El B.
Get it from Forever 21 for $18 (available in two colors and sizes 0X–3X).
25. A massive sweater dress so you can basically wear a blanket all day long when you wish you never had to leave your bed.
Promising review: "This is a dream. I am so impressed with the level of workmanship, the thickness of the material, and the fit of this sweatshirt dress. I bought this in both blue and red and they fit with just enough room to feel like a nice relaxed sweatshirt. The blue is a royal blue and the red is a wine. I am so excited to be super warm and cozy all the rest of the winter! I LOVE how comfortable and long it is. The bottom hits just below the knee. I am so glad I bought two so I can have one to wear while one is in the wash. I'm going to be living in these." —Erin Parker
Get it from Amazon for $37.99 (available in 10 colors and sizes S–3XL).
26. A square-neck slip in a rich eucalyptus to ~plant~ on your body and never take off.
Promising review: "I LOVE this dress. I've only worn it once and received a ton of compliments. I'm 220 pounds and ordered a large. It fits great all around. It is a bit short but I knew it would be before ordering. The material is thicker than expected, which I love because no one is able to see through it. It's perfect for a day out! I'll definitely be packing it for my next trip!" —MDOT
Get it from Aeropostale for $15.98 (originally $39.95; available in two colors and sizes XS–XXL).
27. An airy V-neck midi you will ~knot~ wanna live without.
Promising review: "So, I'm in love with this dress. It is soo prefect for spring and summer. It is lightweight and breathable, it's flowy and with the smock back, there is always room to adjust to your shape. You can dress this up or down. I will be ordering this dress in red as well. :)" —Colleen
Get it from Amazon for $21.99+ (available in 14 colors and sizes S–XL).
28. A folk-inspired maxi that's sure to have you spellbound all autumn long.
Promising review: "This is perfect! No need to hem. It's beautiful and breezy. It's true to size. I highly recommend it. It's likely to fit most shapes sizes because it’s not form fitting and the tie back allows you to control how snug you want it." —San Francisco, CA
Get it from Free People for $168 (available in two colors and sizes XS–XL).
29. And finally, a boatneck tea dress so popular you should probably get some for all of your friends too.
Looks like I have birthdays covered for the next year. And I know they'll love it because this dress has over 5,000 5-star reviews. And don't forget to grab the petticoat to add to the magic!
Promising review: "This dress is SO comfortable. I bought it to double as a wedding and Easter outfit. I really like this dress. It's light and fun and a great party, church, or wedding guest dress." —thefroo
Get it from Amazon for $23.99+ (available in 43 colors and sizes XS–4XL).
Me, already knowing full well I'll be selecting a dress:
Reviews in this post have been edited for length and clarity.
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October 09, 2020 at 09:06AM
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