Here are outfits that you can wear on various occasions. These items are in between stylish and comfortable that you can wear them to work, casual hangouts, dates and so on. The prices are accurate and items in stock as of time of publication.
1. A charming swing dress you can wear to work, casual hangouts, dates, formal events, in a box, with a fox, with a mouse, in a house, etc.
See BuzzFeed’s full write-up on this swing dress.
Promising review: “I love this dress! It’s so comfortable and has two pockets. I bought it for work in an office environment and get compliments all the time. Definitely good quality material.” —Svas1
Get it from Amazon for $16.99+ (available in sizes S-3XL and in 27 styles).
2. A floral wrap dress with such bold colors, it’ll distract your coworkers from the fact that you’re half asleep in your chair.
Eloquii
Get it from Eloquii for $64.95 (available in three colors).
3. A leopard print blouse that’ll be better to be spotted in than, say, bunny slippers.
Get it from Amazon for $17.99+ (available in sizes XS–L and six styles).
4. A pair of tie-waist pants because buttons and zippers are a big NO from me, especially on a Monday coming back from sweatpants-Sunday.
Get them from Amazon for $16.70+ (available in sizes 0–10 and 13 colors).
5. A flowy, long-sleeve dress that’s only sliiightly more structured than a nightgown but just as comfy.
Promising review: “I want to order all the colors of this dress!!! I don’t usually wear dresses, but this one is everything!!! Very comfortable and soft! Love to wear them with boots or my converse! No scarf, or with a scarf, it’s perfect! I love it!!” —Angela Alston
Get it from Amazon for $9.99+ (available in 19 styles, and sizes XS–2XL).
6. And for warmer weather, a darling shift with cut-out sleeves.
Amazon, amazon.com
Promising review: “I am so excited! I ordered this dress at a whim, but this dress is perfection! This dress is SO comfortable! The length is PERFECTION for my height. The dress is more of a cottony feel than I expected, but that makes it even more comfortable. The pockets hit just right. I am so so happy with my purchase. I will absolutely order again.” —Alecia
Get it from Amazon for $15.99+ (available in sizes 14W-26W, 22 styles, in short and long sleeves).
7. A cozy flannel dress you’ll be plaid to have.
Amazon
Promising review: “Very impressed with this dress! I could’ve fit a size small, but love how the medium fits a little loose, comfy, and cute! The length is perfect, (not hoochie), to pair with some knee- or thigh-high boots. The fabric is great quality as well — it does not look cheap. Love when my online orders are a success! Woot, woot!” —Angelina
Get it from Amazon for $26.99 (available in eight colors, and sizes S–2XL).
8. A snuggly pullover sweater you can slip deeper into when you wanna catch some ZZZs during a meeting undetected.
Amazon, amazon.com
Promising review: “You should buy this sweater. I get so many compliments, it’s super comfortable, and incredibly cute!!” —BritB
Get it from Amazon for $29.99 (available in one size (claims to fit sizes 0–10) and three colors).
9. A sleeveless, gathered frock to remind you that you don’t need to put any effort into looking really good.
Amazon
Promising review: “Very loose, lightweight, and comfortable. Can wear as is or dress it up quite easily. I wore it to an event, which was held in sweltering heat, and felt comfortable.” —Brainyviolet
Get it from Amazon for $24 (available in sizes 1X–7X and three colors).
10. A loose-fitting blouse with a circular embellishment for a bit of fancy flair.
Amazon, amazon.com
Promising review: “Larger than expected…looked very professional, felt comfortable. Very sheer, just needs an undershirt.” —amelior8likha
Get it from Amazon for $17.84+ (available in eight colors and two sleeve styles).
11. A striped bodycon that hugs your body as nicely as you hug your teddy bear at bedtime. Speaking of bedtime, when is that????
Promising review: “I usually don’t leave reviews on Amazon but I love this dress so I had to add my thoughts. The dress is soft and stretchy. It looks just like the picture, which means it is super flattering. In addition to being flattering, it is very comfortable. It feels like you are wearing sweatpants but you look professional and put together.” —all226
Get it from Amazon for $21.99+ (available in sizes S–XXL and 21 colors).
12. A jumpsuit to make it look like you’re a put-together fashionista, even if you just threw it on last minute.
amazon.com, Sarah Pfeffer / Via geeksofdoom.com
Promising review: “Oh my goodness. FINALLY a jumpsuit that fits me! The length is just right. I could probably get away with wearing flats without the bottoms dragging on the ground, but I tend to wear heels anyway. Despite not having a belt, this jumpsuit really defines my waist. It hugs the rest of my curves just right, and the legs flare out at the perfect point. The material is comfortable and the whole thing looks a heck of a lot more expensive than it is. I highly, highly recommend this jumpsuit!” —E.J.
Get it from Amazon for $26.99+ (available in sizes XS–XL and five colors).
13. A scallop sweatshirt you can wear with a pencil skirt and BAM — you convincingly pulled off a sweatshirt at work.
Get it from Amazon for $11.19+ (available in sizes XS–XL and nine colors).
14. A big ole’ plaid circle skirt for retro charm and a built-in blanket.
Promising review: “I get compliments on this all the time! The color is gorgeous and the pockets are large and functional. I pair this with a sweater and belt, and it’s so comfortable to wear. It’s also a very comfortable length to wear with knitted stockings or knee-highs.” —MommaBell77
Get it from Amazon for $15.99+ (available in sizes S-XL and in five styles).
15. A maxi offering plenty of comfort and coverage, while still being a great spring option.
Amazon
Promising review: “I LOVE THIS DRESS! I started out with just two, and now I own every color. It’s comfortable, and fits just right in all the right places. Looks good with any shoe you pair it with. I cannot rave about it enough. I am over the moon about my purchase.” —Kylie
Get it from Amazon for $24.99+ (available in five colors, and sizes S–2XL).
16. A wrap top with an outline of lace for T-shirt comfort without the T-shirt look.
Asos
Get it from Asos for $32 (available in sizes 0–14 and plus sizes 12–28).
17. A gigantic striped dress for anyone looking to just wear a big ole’ bag to work.
L.F. Markey
Get it from L.F. Markey for $120.
18. A bright pink ruffle dress to dazzle ’em even if you’re feeling a little dazed.
Avenue
Get it from Avenue for $60 (available in sizes 14–24).
19. A ruffly polka dot frock flowy enough to keep you comfortable, as long as you can find some equally comfy tights.
Amazon
Promising review: “I absolutely love this dress, it fits perfectly and it’s so adorable. The first day I wore it I got so many compliments, and it was so comfortable. It’s nice to wear as a dress, or even as a long shirt with leggings. The color is really cute too, and even though it has quarter-length sleeves, it wasn’t hot at all. I definitely recommend it, and will probably buy more in different colors!” —Jasmine Ball
Get it from Amazon for $21.99+ (available in three colors, and sizes S–XL).
20. A tank shift dress with as much or as little shape as you want. Add a belt for some structure or let it loose on days you need to just go with the flow(y dress).
Promising review: “Great for tall girls! This dress is so comfortable and flowy, but still really flattering! It could also easily be used as a tunic. The one thing is that the arm holes are a little low, but a tank underneath fixes that issue easily.” —Amazon Customer
Get it from Amazon for $14.99+ (available in 14 styles, and sizes S–2XL).
21. A wrap jumpsuit for looking fancy and still having the comfort of a onesie.
Bando
Get it from Ban.do for $88 (available in sizes XS–3XL and two colors).
22. A wrap dress for summer Fridays when you just wanna get out of work and into bed.
Promising review: “My whole review could be summed up by this: 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 on a limb and got one in red and one in black. When I got them, I was nervous even opening them, as to what they would be like. 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 perfect, and they aren’t just beautiful, but they are very soft and fun to wear, and feel great. 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 23 patterns and colors).
23. A tie-waist top with flutter sleeves for days when your eyes are just fluttering to stay open.
Eloquii
Get it from Eloquii for $39.95 (available in sizes 14–28 and four colors).
24. A high-collar blouse in a light chiffon material, because being hot and stuffy at work will only worsen your 4 pm sleepies.
Amazon, amazon.com
Promising review: “I like everything about this top! It was the perfect pop of color and the most comfortable fit. True to size!” —GW
Get it from Amazon for $16.99+ (available in sizes XS–L and five patterns).
25. A long-as-heck sweatshirt dress for offices that are casual, but not quite casual enough for your well-worn hoodie.
Free People
Get it from Free People for $60 (available in sizes XS–XL and 10 colors).
26. A long-sleeve top with pockets so your hands can get cozy too.
Amazon
Promising review: “The fit was perfect: it’s light, comfortable, and best of all, has pockets!! I love this and will order it in all of the colors.” —Karen Newland
Get it from Amazon for $19.99+ (available in sizes 1X-5X and two colors).
27. A blouse with loose, mesh panels that’s ~clearly~ the comfortable work staple you’ve been looking for.
Promising review: “The shirt is a little tight around my hips but that makes it perfect to tuck into work clothes. I love the baggy sleeves. So comfortable and unique.” —Brittany
Get it from Amazon for $13.99+ (available in sizes S–XXL and 13 colors and patterns).
28. A faux-layered top for people who simply cannot be bothered with real shirts bunching up under sweaters.
Amazon, amazon.com
Promising review: “Fits great and is very comfortable. The sleeves are longer but look so cute folded up. This is great for workplaces that are colder or to wear in the fall/spring because it’s a warmer top. Very cute and I would buy again in another color.” —Amy Arias
Get it from Amazon for $15.99 (available in sizes XS–XL and three colors).
29. A cutie pie of a dress that is also, thank goodness, very comfortable looking!
ModCloth
Promising review: “It’s a very comfortable and stylish dress! The fit is slightly large but not enough to go down another size.” —alex
Get it from ModCloth for $89 (available in sizes XXS–4XL).
30. And a Dear Drew (Drew Barrymore’s brand!) top that kind of looks like a pajama shirt but is totally a blouse so you really can wear pajamas outside. Rejoice!
Amazon
Get it from Amazon for $78.