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Instagram Roundup May 2025

I have had a lovely start to my June and I hope you have, too! Here are the top 5 looks from Instagram last month.

#1. This beautiful look proves that dressing modestly does not have to be boring. Plus, it was the most loved post in May!

Chicwish Floral Jacquard Puff Sleeve Dress

Lilly Pulitzer Slice of Sunshine Earrings (similar, mine are vintage)

Dream Pairs Platform Espadrille Sandals (similar, mine are old from Charming Charlie)

#2. Trying to wear Spring looks when it’s cold can be tough. I like to incorporate bright colors into my outfits when the weather doesn’t want to cooperate!

Tuckernuck Ivory Cotton Kit Cardigan (similar, mine is vintage)

Gingham Collared Button-Up (similar, mine is old from J.Crew)

Loft Seamed Wide Leg Jeans (similar, mine are old from Loft)

J.Crew Factory Beaded Circle Earrings (similar, mine are old from J.Crew Factory)

Le Tanneur Emilie Bag

Nine West Jannit Pointy Toe Slingback (similar, mine are old from Nine West)

#3. I wore this on a beautifully warm Mother’s Day. I love this fun orange print and you all did as well!

Chicwish Orange Printed Embroidered Dress

Shade & Shore Straw Essential Floppy Hat (similar, mine is old from Target)

Steve Madden Ireneew Wide Heeled Sandal

ClayMade Textured Arch Statement Earrings (similar, mine are old from ClayMade)

#4. This effortlessly casual, neutral look is all from a local shop, Josette Boutique. She doesn’t have a website yet but you can check out her Instagram page here!

#5. This cute date night look is also all from Josette Boutique! If you’re local, you should definitely stop in and check out all of her cute styles.

Which look is your favorite? Leave a comment, I would love to read it! And make sure to sign up for emails, and follow me on Instagram, Pinterest and LTK for all of my latest posts!

~Caitlin~

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