Amazon Fashion Finds | May

Happy Friday, friends, and cheers to the weekend! Do you have fun plans? We’re headed to Yosemite next weekend, so I’m prepping for that… who knows, maybe I’ll even pack sooner than the night before! #probablynot And considering the heat wave that’s decided to come early, we’ll either be hovering in the air-conditioning or floating in the pool.

Today Iโ€™ve got your favorite monthly series, my Amazon Fashion Finds! And this one is so good, I’ve been excited all week to share! I had so much fun finding fresh, affordable styles for the seasonโ€ฆ in fact, I found so many I had to edit myself!

I started these Fashion Finds over six years ago, and they quickly became reader faves. Finding the good stuff takes some intense digging, but I love the challenge of discovering such gems!

Sizing info: Iโ€™m 5โ€™4โ€ณ 125-ish pounds, and usually wear an XS and 26 jeans. My fit tips and sizing recommendations are included with each description.

Dresses //

Dresses are really where Amazon shines in the Summer months, and I have a closet full of their stylish and affordable finds to prove it! A designer look-a-like, this maxi dress is definitely going in my suitcase for our anniversary trip later this summer!

I’m crazy for the floral print and colors, and the silhouette has just the right touch of sass. The front cut-outs can be cinched to show more or less skin, and the smocking across the back gives it a comfy fit. The straps are adjustable, too, so I’m able to make it work with no bra. The woven fabric is cool and soft, and it’s fully lined.

Fit Tip: I’m wearing a size Small dress.

Keyhole Floral Maxi Dress (Floral Colorful)
Toe Strap Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

What this dress lacks in quality, it more than makes up for in style. I’m crazy for the brown gingham and ruching on the top. It’s an inexpensive poly, but fully lined. It has a side-zip, but no smocking, so it takes a little shifting to get it aligned. It would be so cute with a cardigan around your shoulders, and even a jean jacket in Fall.

Fit Tip: I’m wearing a size Small dress.

Gingham Strapless Dress (Light Brown)
Brown Slide Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

I shared this Tuckernuck-inspired dress with long sleeves a few months ago, and it was an instant best-seller… so we’re thrilled to see it now available in short sleeves! The toile print is so well done, and I love the feminine details like ruffled neckline, puff sleeves, and drop waist. It even has pockets!

Fit Tip: I’m wearing a size Small dress.

Floral Drop Waist Dress (Blue)
Clear Espadrille Wedges | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

Does this dress look familiar? It should, I now own it in four prints! Yep, it’s just that good! It’s a super-soft jersey knit, with an incredibly flattering neckline and easy shape… plus pockets! It’s perfect for vacation and packs really well.

Fit Tip: I’m wearing a size Small dress.

Squiggle Halter Dress (White Green)
Strappy Sandals | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

Another yes for me… this dress had me at stripes! The smocked top is so comfy and easy, and the full skirt makes for a flattering silhouette. It’s a crisp poly-blend, so there’s no wrinkling, and it even has pockets! The stretchy straps are adjustable, and can easily be tucked for a strapless style, too.

Fit Tip: I’m wearing a size Small dress.

Smocked Spaghetti Strap Dress (897 Black)
Black Slide Sandals | Black Clutch | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

The cutest print for Summer (Greece, anyone?!), this midi dress is an easy yes! Made of a poly-knit, it’s super soft and comfy, with a subtle cut-out and flattering ruching at the chest. The adjustable straps are a little wider, making it comfy and supportive, and the skirt has a side slit.

Fit Tip: I’m wearing a size Small dress.

Tropical Maxi Dress (Blue Floral)
Strappy Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

The quality on this dress surprised me first, and then the flattering fit! A mid-weight sweater knit, the ribbing has just enough stretch for a flattering fit, but sturdy enough to offer smoothing and support. Of course I love it with my favorite striped cardi, too!

Fit Tip: I’m wearing a size Small dress and XS cardigan.

Pleated Midi Dress (White)
Striped Cardigan (XS) | Raffia Wedges | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

Always a sucker for shirt dresses, this striped cutie is an absolute closet staple! Made of a quality cotton, it feels great on, and the classic shape is so flattering. It buttons all the way down the front, and has a feminine sleeve. The tie belt is removable, but so cute worn tied in the front or back.

Fit Tip: I’m wearing a size Small dress.

Tiered Tie Waist Shirtdress (Green)
Brown Slide Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

This neckline isn’t usually one I gravitate towards, so I was surprised by how much I loved it! Super flattering, with full sleeves and the smallest cut-out for sass. It’s soft and flowy, and bra-friendly!

Fit Tip: I’m wearing a size Small dress.

Floral Sweetheart Midi Dress (Print Grass Green)
Espadrille Wedges | Compass Toggle NecklaceTennis Bracelet

This maxi is going straight in my suitcase! It’s so perfect for day or night, with the sassy neckline (you could also criss-cross it in front for more coverage), in the softest jersey knit. Pair it with flip flops for the pool, wear it to explore during the day, and add accessories for a night look. Super versatile, and so chic!

Fit Tip: I’m wearing a size XS dress.

Scoopneck Maxi Dress (Black)
Clear Strappy Sandals | Crochet Hobo Bag | Compass Toggle Necklace | Similar Bracelets | Teardrop Earrings

Have any summer weddings or parties?! This is your dress! It has the easiest, flattering shape that conceals a tummy and hips, with lovely pleats and tier details. It’s lightweight, fully lined, and comes in gorgeous colors.

Fit Tip: I’m wearing a size Small dress.

Pleated One-Shoulder Mini Dress (Lightblue)
Clear Block Heels | Similar Clutch | Compass Toggle Necklace | Similar Bracelets | Teardrop Earrings

Another dress that’s likely coming with me on our Summer trip… this t-shirt dress is a textured knit that doesn’t cling or show through. I love the muscle sleeve, and it even has pockets!

Fit Tip: I’m wearing a size Small dress.

Muscle Tee Dress (Khaki Stripe)
Similar Sandals | Compass Toggle NecklaceTennis Bracelet

The fit and style of this maxi is one of my faves (I already own it in another print!). It’s so soft and lightweight, with a coolness I love for warmer months. The straps are adjustable, and it comes in tons of prints… this new one is darling!

Fit Tip: I’m wearing a size Small dress.

Tiered Spaghetti Strap Maxi Dress (Print Floral Butterfly)
Cork Slide Sandals (TTS) | Jean Jacket (Jeanie, Small) | Headband | Layered Initial Necklace | Similar Bangles | Small Hoop Earrings

This popover dress is made of the softest cotton gauze, you’ll want to wear it on repeat! I love the pleated placket for added style, and the sleeves have a princess cuff you can wear long, or give them an easy cuff. Wear it with sandals or sneakers, and even over your swimsuit.

Fit Tip: I’m wearing a size Small dress.

Pleated Shirtdress (Purple & Beige)
Left: Woven Leather Tote Bag | Color Tile Bracelets // Right: Similar Sandals | Similar Bangles

Sets //

Sets are so fun for Summer, and with the mix-and-match styling, they’re super versatile, too! This eyelet set is absolutely adorable, and so chic! I love all the colors and had the hardest time choosing just one! The fully-lined top zips up the side and runs a little big, while the skirt has an easy pull-on style with elastic across the back. It’s lined to the knee, and just so much fun! I love Amazon for great statement styles like this that aren’t a big investment!

Fit Tip: I’m wearing a size Small set.

Eyelet Skirt Set (Blue)
Toe Strap Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

You’ve seen this gauze set before, it’s one of my faves. So much so, I grabbed it in this new light blue for Summer. It’s oversized and so lightweight and soft! I wear the shirt as a swim cover, and the shorts with a tank… and of course together as a cute little set.

Fit Tip: I’m wearing a size Small set.

Gauzy Button Down Set (Sky Blue)
Brown Slide Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

This set didnโ€™t look like much out of the bag, but was surprisingly chic once I got it on! Made of a soft, flowy material, the skirt is a pull-on style with elastic on the back and flat front. The top has a relaxed, boxy shape and drop shoulders. It comes in a range of colors, too.

Fit Tip: I’m wearing a size Small set.

Maxi Skirt Set (Green)
Toe Strap Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

Tops & Tees //

If this looks familiar, that’s because I’ve been wearing a variation of this top and maxi skirt combo all season! A closet staple for me, this sweater knit top is a go-to for me with everything from skirts to trousers. It’s a quality fabric with lots of stretch and a flattering twist front. I live in maxi skirts in Summer, and this pull-on find is so lightweight and airy.

And how cute is this raffia clutch? It’s a fun Amazon find, too!

Fit Tip: I’m wearing a size Small top and skirt.

Strapless Top (Black)
Tiered Maxi Skirt (White, Small) | Striped Cardigan (XS) | Black Raffia Clutch | Black Slide Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

I also love this top with trousers! The quality is so good, with a flattering twisted front that adds shape. It’s a stretchy ribbed material that holds its shape, and is perfect for tucking into high-waisted pants and skirts.

Fit Tip: I’m wearing a size Small top.

Strapless Top (Apricot & Hot Pink)
Wide Leg Pants (Small, Beige Short) | Similar Sandals | Similar Belt | Headband | Layered Initial Necklace | Similar Bangles | Small Hoop Earrings // Right: Slide Sandals (TTS) | Leather Woven Tote Bag

Graphic tees are so fun and easy for summer, and here are a few of my Amazon faves.

Top Row: Sunshine and Tacos Tee | Happy Camper Tee | Here Comes The Sun Tee (P3-grey)
Bottom Row: Tacos and Cervezas Tee (Heather Green) | Another Sun Tee (Green) | You Are My Sunshine Tee (Green)

Swim & Cover-Ups //

A classic swimsuit, this one-piece is beyond comfortable and so flattering! The legs are just a bit higher for an elongated leg, but still provide full coverage across the bum. It has a built-in shelf bra and tummy-concealing ruching along the sides. It might be the only suit you need this summer!

And always a sucker for sarongs, I love the print and colors of this cotton wrap, but the size only allows for wearing it folded or on the diagonal.

Fit Tip: I’m wearing a size 6 swimsuit.

Black Swimsuit (Black) | Sarong
Strappy Sandals | Puffy Heart Toggle Necklace | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

I’ve seen these swim sets floating around for ages, but considering the price, I assumed they were too-good-to-be-true… but I finally caved and ordered for myself. And friends, they’re darling! The material isn’t on-par with a J.Crew or Nordstrom swimsuit, but they’ll definitely survive a few seasons.

The floral two-piece has firm cups for lots of chest support, and the bottoms have the cutest ruffle trim, but are definitely cheeky. The green one-piece feels a little textured, but has decent support and full-coverage across the bum. Both include the darling sarongs, too!

Fit Tip: I’m wearing a size Medium blue suit (but could have done a Small) and size Small green suit.

Ruffle Bikini + Sarong (Blue Floral 3pcs) | Ruffle Sleeve Swimsuit + Sarong (Green Print 2pcs)
Clear Strappy Sandals | Straw Hat | Similar Bracelets | Teardrop Earrings

I’m crazy for this crochet cover-up! It’s a loose fit, with smocked waist and perfect coverage.

Fit Tip: Itโ€™s one size fits all.

Drop Waist Cover-Up (Hollow Out Green & Hollow Out White)
LeftBraided Slide Sandals (Apricot, TTS) | Straw Hat | Leather Woven Tote Bag // RightStraw Tote Bag | Removable Tassel

Athleticwear //

For my tennis and pickleball girls… or just those that love the style, this athletic dress is so stinking cute! I love the contrasting trim (available in other colors, too), with a built-in bra and separate shorts.

Fit Tip: I’m wearing a size Small dress.

Trimmed Tennis Dress (A_white)
Allbirds Sneakers (code CASSIE10) | Love Bracelet | Chain Bracelet | Tennis Bracelet | CZ Stud Earrings

This two piece set has the cutest ruffle detail and cropped top. The skirt has built-in shorts, but the tank would need a sports bra for coverage and support.

Fit Tip: Iโ€™m wearing a size Small set.

Sleeveless Tennis Skirt Set (#2 Lavender)
ultraboost SneakersTennis Bracelet | Teardrop Earrings

So many fun finds this month, right? I honestly love everything I shared!!ย As for your recent faves, these are your top five Amazon Fashion Finds lately…

Embroidered Midi Skirt | Full Outfit on LTK & Amazon

Body Contour | LTK & Amazon

Crochet Lounge Set | Full Outfit on LTK & Amazon

Eyelet Puff Sleeve Blouse | Full Outfit on LTK & Amazon

Embroidered Maxi Dress | Full Outfit on LTK & Amazon

Be sure to check out my Instagram Stories HERE, Iโ€™ll be sharing a full video try-on session this weekend! And in case you missed it, I shared the cutest new Anthro arrivals HERE, affordable spring decor HERE, and your favorite monthly styles HERE. Happy Friday, lovebugs!

PS โ€“ Find my Sugarplum Amazon Shop HERE, with my top picks in a range of categories.

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Leave a Comment

2 Comments

  1. Leah wrote:

    My husband and I are heading west this summer and plan to spend a day at Yosemite! I can’t wait to hear all about your trip ๐Ÿ™‚

    Posted 5.16.25 Reply
    • Cassie wrote:

      You’re going to have a blast!! xo, C

      Posted 6.4.25 Reply