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1. A flowy ankle-length skirt that won't get in the way of your movements, so go ahead and do a leap of joy (you know, because this skirt is so awesome). Did I mention it has pockets?!
2. Baggy cotton overalls perfect for staying home and cultivating your artist recluse image. Heck, you might actually take up painting.
3. A sleeveless romper so 95-degree days seem a little less terrible. I mean, you'll still be melting but at least you'll look stylish.
4. A simple T-shirt dress to wear on days when putting on pants seems like too much work.
5. A stretchy skater skirt that's literally begging to become part of your summer uniform. Honestly, you can tuck any top into this and *bam* instant outfit.
6. A twist-front waffle tank top for looking put-together on days you can't be bothered to try. You'll probably waffle on about this top until all your friends buy it, too.
7. A knit pullover so soft, you'll be tempted to write a letter requesting a duvet cover to be made out of the same material.
8. Linen-blend shorts as a chic and breathable alternative to your denim pair because it's shorts season and there's no such thing as too many pairs!
9. 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.
10. A ribbed midi skirt with an elastic waist for a trendy (and comfy) way to style up your old T-shirts.
11. A stretchy faux-wrap dress so you can enjoy the look of a wrap dress without having to deal with the actual wrapping part.
12. A polka dot jumpsuit to be your throw-on-and-go outfit for the rest of summer — 0% effort, 100% cute.
13. A pair of billowy wide-leg trousers that'll make you wonder why you've been living in skinny jeans all these years. It's not too late to switch over!!!
14. A pink smock dress for days you feel like wearing a sack — but you'll still look as cute as a button.
15. A lightweight camo print sweatshirt you won't be able to hide your enthusiasm for, because it'll complete your chic airport lewk.
16. A jersey A-line number to make getting dressed on Monday mornings so much easier. You should probably just buy two so you don't suffer from withdrawal on laundry day.
17. Stretchy pull-on jeans (with no annoying zippers or buttons to deal with) that'll make you say, "Wow, why aren't all jeans like this?!"
18. A boho wrap dress — it's the colorful and breezy summer piece you've been dreaming of. Because it's a wrap dress, you can tighten or loosen it depending on your comfort level!
19. An airy collared shirt so you'll not only look cool but also feel cool.
20. A jersey handkerchief dress to wipe your tears of joy on because it just hangs so beautifully. *Sniff*
21. A pair of buttery soft jogger pants that'll make you say, "Bury me in these because I'm never taking them off!!" (But probably do take them off once in a while to get washed.)
22. A versatile maxi dress (with pockets) for spending a day at the beach or having brunch in the city — all you have to do is change up the accessories. You could even add a belt and wear it work!
23. Kick flare pants you'll be tempted to take a nap in because they actually feel like loungewear. Very good-looking loungewear.
24. A reversible T-shirt to pack for your summer vacation because it's essentially two tops in one and super easy to wear.
25. 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!
26. A pair of black leggings not just for working out — they're ideal for long flights where your legs are cramped and the cabin temperature is practically sub-zero.
27. A minimalist jumpsuit with a cut-out design so your back can breathe. It's literally ~minty cool~.
28. A tie-front surplice T-shirt dress that'll come in handy for fancy-ish events where you need to look fabulous but also feel comfortable (since you'll be there for hours).
29. A lightweight tank top you should buy in multiple colors because it's not only a great layering piece but also pretty enough to wear on its own.
You, trying on your comfy new clothes:
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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