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Unless otherwise specified, all sizes in this post are listed in women's.
1. A ruffle-sleeved and tiered dress to wear while running errands post-brunch. For a cute and casual look, pair this with your LWS (little white sneakers) and you're ready to take on the day.
2. A long-sleeved wrap dress that is as flowy as humanly possible. Lightweight, stunning and chic, this will have everyone and their mother asking you where you got it.
3. A sweater dress with a waist-tie because comfy > everything else. If you want to feel like you're walking around in a cozy blanket, this is a great option. Plus, if you wanted to, you can wear this unbuttoned as a duster jacket!
4. Or a tunic-style sweater dress that'll feel so cozy, you'll never want to take it off. I love this comfy piece because it's great for days when you don't feel like putting a lot of effort into your look but still want to look good.
5. An oversized turtleneck mini dress that'll be comfortable without being too tight. Throw this on with tights and knee-high boots, and you've got a perfect transitional szn look.
6. A floral print mini dress because you could never have too many ruffle dresses in your collection. The way the bodice is fitted at the waist and then the dress just flows is *chef's kiss*! BTW, the back has super cute button detailing and a mini cutout!
7. A V-neck dress with a tie that screams "BRUNCH!" I mean, you could wear it for about 9,843,913 different occasions as well, especially because it's also super lightweight and soft.
8. A mock neck sweater dress because there is nothing quite as comfy as a sweater in dress form. Also, they are simply perfect for transitional seasons (hence why there is more than one on this list). Plus, isn't it time to switch up your lazy gal look a bit?
9. A wrap dress with pockets because it's what you deserve after all these years of wearing dresses sans pockets. This piece is *sooo* easy to dress up or dress down making it a super versatile investment.
10. A T-shirt dress to keep you comfy yet stylish. I love this one because it has an asymmetrical hem, which adds a little je ne sais quoi to the look. It will look even cooler with your favorite leather blazer or denim jacket.
11. A tiered denim babydoll dress to wear while the weather can't decide what it wants to do. I love this super fun and lightweight piece because you can quite literally (thanks to its layering capabilities) wear it during any season!
12. A Cinderella-inspired dress so you can live your best royal-core life. Just imagine how incredible frolicking about town would be in this bb. Warning: be prepared for the deluge of compliments you'll receive.
13. A mock neck ruffle dress that truly announces: spring is coming! Not only does it have long sleeves, but it's also tiered and patterned. Name a better way, other than this dress, to welcome spring...I'll wait.
14. A flowy-tiered, one-shoulder dress for an effortlessly cool look. Minimal and chic, this would look so fab with those cute flats you just picked up or your favorite sandals.
15. A tiered dress with puff sleeves and a dainty floral print. I know, I know, floral prints in spring aren't innovative, but it's still so cute and undeniably classic. Also, it looks so comfy, it's unreal.
16. A flutter-sleeve dress with a smocked bodice so you'll actually be comfortable at brunch with your frenemy. Bold yet stunning, this piece is great for making them jealous of your incredible taste and smart shopping choices, because they could never. 😉
17. A baseball tee but in dress form because you've never moved past the baseball scene in Twilight. Pair with a cap and sneaks, and you're ready for the game — even if it's just your nephew's Little League.
18. A puff-neck dress with a ruffle hem that's basically merperson-core personified. Wear this to walk the boardwalk since the beach is still too cold but is at least warm enough for a walk.
19. A long-sleeved dress with a giant bow because it's freaking cute and romantic. I love this dress for an up-and-coming occasion, even if that occasion is your existence. Reviewers also love that it's super soft and breathable.
20. A midi dress that has the cutest front-tie waist belt and will seamlessly take you from work to happy hour. Made of super soft materials, you can look chic and be comfy all day and all night long. And, oh yeah, it has pockets!
21. A balloon-sleeve shirt dress because you will honestly live in this all season long. This piece has over 8,000 (?!?!) five-star reviews and guess what? It also has pockets. Yes, it's that dress. 👑
22. A simple dress with a flutter sleeve to rock to your next event, whatever it may be. Uber-stretchy and comfy, this piece might become your new go-to, plus it has a cute decorative bow.
23. A linen dress with a button front that would look so chic paired with a sweater over the shoulder and your favorite high tops. If you're a more minimalistic fashionista, this dress is calling your name (and mine as well, tbh).
24. An off-the-shoulder ruffle dress with a ruched bodice for a romantic look. I know it's a bit cold to wear short dresses but you can easily pair this with cute tights, boots, and a cardigan and be ready to head out the door.
25. A pencil dress that is so comfy it looks and feels like a jumpsuit. BREAKING NEWS: It has pockets. (Are you noticing a theme here?) You're welcome. Simple and easy to wear to work and off-hours, this piece is just so darn cute.
26. A satiny bandana-inspired dress because it is nice to spice up your neutrals. The fun, detailed pattern is the perfect way to welcome spring, even if the temps aren't up to par for you quite yet. And I also can't talk about this dress without admiring the flowy sleeves. 😍
27. A satin dress with a tie waist if you're on the hunt for something elegant. It looks way more expensive than it is, and I love that for you. This dress could work for a night out, but it could also be worn casually, depending on how you style it.
28. A conservative A-line dress for in-between seasons because your wardrobe could probably use it. I love the contrasting lines that this dress has because it's such an interesting detail. If you're in corporate, this might be just the thing to wear to your yearly review.
29. A frilly floral dress to embrace your inner romantic. Since it's a midi dress, it will keep (most of) your legs nice and warm. Plus, the print is so dang cute and the tie around the bust is perfection. It's def a great option for any upcoming life events you're being forced to attend (hello, wedding season).
30. An oversized maxi dress that was made for weekend park days and barbecues. Made out of 100% cotton, this comfy piece will last you a lifetime while its simple design will remain a timeless wardrobe staple.
The reviews for this post have been edited for length and clarity.