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Unless otherwise specified, all sizes in this post are listed in women's.
1. A balloon-sleeve shirt dress because you will honestly live in this all season long. This piece has over 8,000 (?!?!) 5-star ratings and guess what? It also has pockets. Yes, it's that dress. 👑
2. A tunic top that'll keep you comfortable but not warm or too cold. Pair with your favorite pair of leggings or tights and just like that you're ready to take on the day.
3. A washable silk skirt, (yes you read that right) because midi skirts are the perfect transition piece. A really cool fun fact about this piece is that it's hypo-allergenic, and it can help maintain your body temp even if it's way colder than you thought it would be.
4. 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. Plus, since it's a sweater dress, it will keep you nice and warm.
5. A pair of high-waisted trousers with wide legs and an elastic waistband to keep you looking stylish and comfortable. Flowy, medium in weight AKA perfect for transition season, catch us wearing every single color of these.
6. 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 making it a great piece for when you're unsure of the temps. BTW if it too cold, add your favorite pair of fleece-lined tights under!
7. A bodysuit because name a better base item to get this transition szn I'll wait. It's super soft, and it's such a versatile layering piece for just about any fit.
8. A corduroy long-sleeve button-down jacket and pants set for those people who are always looking for a cozy yet cohesive outfit. Throw a simple turtleneck underneath, and you'll have an iconic winter to spring fit.
9. 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.
10. 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 for in between seasons.
11. A belted jumpsuit because there is nothing easier to wear, period. Jumpsuits are an entire look in one, so there is so much to love about them. Just add shoes, and you're ready to go on your HGW.
12. A mock neck ruffle dress that truly announces there are warmer days ahead! Not only does it have long sleeves (so your arms don't freeze,) but it's also tiered and patterned.
13. A cute cardigan because it makes you look and feel warm and fuzzy. There's nothing that says cozy chic transition weather quite like a cardigan.
14. A tiered dress with puff sleeves and a dainty floral print. I know, I know, floral prints as we transition seasons aren't innovative, but it's still so cute and undeniably classic. Also, it looks so comfy; it's unreal.
15. A sweater vest that you'll get a lot more use out of it than you think. Not only are they an extra layer to keep you cozy, but they also easily elevate any outfit. Try styling a colorful vest over an all-black outfit, and you'll see it makes all the difference!
16. A simple dress with a flutter sleeve to rock to wherever this almost spring day takes you. Uber-stretchy and comfy, this piece might become your new go-to, plus it has a cute decorative bow.
17. A pencil dress that is so comfy it looks and feels like a jumpsuit. What could be better for in-between weather? BREAKING NEWS: It has pockets. You're welcome. Simple and easy to wear to work and off-hours, this piece is just so darn cute.
18. An oversized denim jacket because it's time to replace the one you've had since high school. Designed for a relaxed fit, these 100% cotton jackets can and will be what you live in when it's too cold for no jacket but too warm for your winter coat.
19. A pair of pants with a bow belt that'll add a personal touch to any outfit. Not only is there bow-detailing at the waist, but the bottom is tightened at the ankle just like a jogger, so it's extra comfy. Pair with your favorite tee and you're ready to take on the day.
20. A flowy maxi dress with flowers so you can welcome spring. I know it's not super exciting but the length and the off-the-shoulder style would be awesome for days when you're unsure what to wear.
21. 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.
22. A pair of lightweight pants that feel as comfy as leggings. These cozy bottoms would be great paired with a lightweight sweater for a casual day out. Personally, I wear pants like this out and about all the time, so I think they're a great staple piece.
23. A lightweight crewneck sweater because you can never have too many basics. Maybe you're not quite ready to put away your impressive sweater collection, but most are too heavy for you; this lightweight bb is here to save the day.
24. A cute and simple square neck top that'll jazz up any cozy transition outfit. Pair with some comfy jeans, and bam, you'll look super put together. And if you're not a jeans person (because same), try pairing this with a skirt but don't forget your fleece-lined tights!
25. A wide-legged and long-sleeve jumpsuit great for situations where you have no clue what to wear but you sure as heck don't want to wear jeans *shudders*. Ideal for rewatching your fave Netflix series, but dressy enough to wear out and about with friends.
26. A wide-legged pair of trousers that is a little bit fun. Sometimes you just want to step out of your comfort zone, and this is a great way to do that. If you are a bit intimidated by the print, try styling with a white or black tee.
27. A faux leather blazer because these are the perfect layer for transition season. Leather blazers are great because they add a bit of polish to any look. (Last year, my leather blazer was the most worn piece in my collection, and I've already started wearing it this year.)
28. 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.
The reviews for this post have been edited for length and clarity.