Sizes listed in this post are in women's sizing.
1. A maxi dress with short sleeves and POCKETS that allow plenty of room for you to stretch out and relax while catching up on your favorite YouTube videos.

2. A striped beauty (yes, it comes in solid colors too) for those who prefer maximum comfort. Looks like we’re on the same wavelength!

3. A tie-dye maxi dress you'll wear while lounging, then flaunt it as you grab your fresh picks from the farmers market.


4. A strapless boho look that might just solve your "What should I wear?" dilemma until it’s time to break out the puffer coat in a few months.


5. A stunning tiered creation that’ll make it look like you splurged on it. But we both know that’s not true. Let’s keep that between us, shall we?

6. A cheerful midi swing dress with a variety of patterns, making it perfect for a date night with your partner or perhaps the cast of RHNY. (*That’s my idea of a date night.)


7. An open-back dress I highly recommend for belting out tunes from Mamma Mia as you enjoy a sun-soaked escape while lounging on your couch.


8. A cold-shoulder beauty that lets you express your love for fun prints, even if the only cold shoulder you’re giving is to that sink full of dirty dishes.


9. A maxi dress that would look AMAZING by the beach (like in this photo) but will also keep you looking fabulous for all your adventures away from the water.

10. A romper disguised as a maxi dress to keep you covered against gentle breezes that may turn into strong gusts, and also to accommodate all those awkward positions you get into while lounging.


11. A floral maxi with a slit that offers plenty of freedom to move, letting you settle into that couch that's now perfectly molded to your shape.

12. A cowl-back floral number that has just the right amount of flair to seamlessly take you from a relaxed moment to meeting friends for a fun night of dancing.

Find it on Nasty Gal for $38.25 (sizes 12–20 available).
13. A colorful print of your choice — with 34 options to pick from! — plus a peekaboo keyhole at the bust for that extra touch of allure.


14. A vintage-inspired sundress that'll turn picking your outfit for the day into a fun and effortless choice, like a perfect picnic.

Available at Petal & Pup for $69.95 (offered in sizes 0–12 and three color choices).
15. A stunning midi dress I wore on a recent weekend trip. I had such a blast in it that I completely forgot to snap a picture. Let’s just say, it’s the BEST.


16. A trapeze dress that’s perfect for almost any event. Say goodbye to those leggings and let your legs enjoy some freedom!


17. A dramatic slit if you’re after a dress that makes a statement. (Totally with you on that.)

ME MI MART is a fashion boutique based in London.
Purchase it from ME MI MART on Etsy for $33.18 (available in sizes S–L).
18. A cottagecore dress that will have you feeling like you're gliding through life as though you're a fairy godmother in disguise.

Simple Chics Boutique is a shop based in Columbia, South Carolina, offering beautiful clothing, accessories, and home decor.
Find it on Simple Chics Boutique on Etsy for $39 (available in sizes S–XL and five colors).
19. A chiffon beauty with a fluttering hemline, perfect for dancing—whether you're at a party or just trying out the latest TikTok moves. (You’ve got this!)


20. A printed style that’s perfect for those who want coverage for their arms without sacrificing flair or elegance.

21. A strappy, laid-back dress ideal for showcasing the local greenery. Your fiddle-leaf fig will never look more fabulous!


22. A captivating beauty that could easily make you feel like the star of a romance novel. And honestly, who wouldn't want that?

Get it from Urban Outfitters for $69 (available in sizes XS–L and also in yellow).
23. A ~dramatic~ belted gown you'll twirl around in as you make your exit from any conversation.


24. An attention-grabbing African-print dress that might just inspire some glamorous plans so you can show it off to the world. Or, at least that's what *I* would recommend.

Bestfit Couture is an Etsy shop based in Salem, Oregon, offering a range of African-inspired clothing and Ankara designs.
Available for purchase at Bestfit Couture on Etsy for $200+ (sizes 00-22).
25. A *pocketed* maxi that’s as easy to wear as it is comfortable, even if your plans are simply to roll around with the puppy. (Count me in!)


26. A comfy midi dress with an elastic waistband that shapes you just right, without feeling the least bit constrictive.

27. A bodycon dress with pockets that’s perfect for covering up any scrapes from that hiking adventure your partner convinced you to go on. (Please tell me I'm not the only one who gets roped into these outdoor activities!)


28. An apron-style dress that makes layering (or skipping it!) effortlessly simple.

D&L Awesome Living is an Etsy shop based in Vancouver, Canada, offering a variety of cute accessories and cozy apron dresses.
Find it at D&L Awesome Living on Etsy for $38.16 (available in one size).
29. A wrap dress that lets you flaunt a lot of leg while indulging in your current binge-watching of period dramas with charming suitors.


30. A short gingham dress with multiple tiers, perfect for spinning around and letting the air flow through...great for those moments when you feel like shimmying to the beat.

31. A *reliable* pick you'll cherish for cozy days spent indoors with some (delicious) AC and for that picturesque snow photoshoot you've been envisioning.


32. A halter neck sundress with a flowing maxi silhouette and an array of patterns, perfect for making a grand entrance — even if it's just a quick trip to the store for TP.


33. A striped cap sleeve midi — it's possibly the comfiest alternative to wearing a nightgown while running errands outdoors.

34. A tie-strap beauty in a length that grazes the ankle, perfect for those times when you just have to crouch down and play with a puppy. This dress has you covered for such moments.

35. A breezy midi dress that keeps you looking effortlessly relaxed, even if you might be feeling the exact opposite!


36. A pair of maternity dresses that don't have to be reserved for maternity wear. Personally, I’ll be rocking it while I wait for my steak nachos to arrive.

Get them from Boohoo for $25 (available in sizes 4–12 and three different color combinations).
37. A tie-dye dress with spaghetti straps and a breezy silhouette, offering a much easier and cleaner alternative than your last tie-dye project that left you with dyed hands for a week.

