Super Woman Diaries #18: Summer 2026 Fashion Trends — What to Try, What to Skip & What You're Already Living

June is officially joy month at Chasing Brighter — and what better way to kick it off than with one of our favorite subjects: fashion. In this Superwoman Diaries episode, Jessica and Kelly break down the summer 2026 fashion trends worth paying attention to, the ones you can skip, and the ones you're probably already wearing without even knowing you're trendy. No pressure, no closet overhaul required. This is a wear-what-brings-you-joy conversation. Free Resource 🎁  Summer 2026 Joy Dressing Trend Cheat Sheet A free one-pager with all of this episode's trends in a fun Try It / Skip It / Already Living It format. Super easy, super shareable. Grab it free at chasingbrighter.com — also available when you sign up for our newsletter! What We Cover in This Episode Jelly sandals & the Y2K comeback — mule styles, Dolce Vita, Cushionaire dupes, and how to actually find a pair that isn't sold out Crocs glow-up — the Crocs Miami strappy sandal, Brooklyn low wedge, and platform styles that survive the ball field and the Clorox wipe test Matching sets & coordinated looks — why a two-piece set is an easy anchor piece for a busy, on-the-go life; spotlight on Z Supply Linen everything — wide-leg pants, linen sets, button-down + shorts combos; plus the honest conversation about wrinkle care and fabric quality Low-effort, high-impact dressing — breezy, multi-purpose pieces that work from the beach to happy hour (and survive a mustard spill) Skirts with personality — bold colors, fun patterns, tiered maxi skirts, leopard print as a neutral, and tips for finding the right skirt silhouette for your body Graphic tees that say something — V-neck cuts for women, how to pair a tee with a skirt and low-profile sneaker or a linen layer Romantic & feminine details — ruffled hems, lace, eyelet fabrics, airy pastels, and tiered maxi skirts (Gabby approved!) Bermuda shorts / dad shorts / boyfriend shorts — longer denim shorts, the DIY cut-your-jeans approach, and what actually flatters different body types Bralettes and the no-wire movement — an honest hot take on who this works for and who needs more structure (spoiler: Jessica is firmly in the underwire camp) Raffia accents & coastal details — belts, earrings, sandals, woven bucket totes, and the Clarvy raffia bag moment Budget-smart fashion strategies — thrifting on apps (ThredUp, The RealReal), Rent the Runway for designer access, Google Shopping deals, tailoring what you own, and quality vs. fast fashion Brands & Resources Mentioned Dolce Vita — tortoiseshell jelly sandals Cushionaire — affordable dupes for Birkenstock and Dolce Vita styles Jelavu (J-E-L-A-V-U) Glimmer Jelly Mule Birkenstock Arizona (white / non-leather) Crocs Miami strappy sandal and Brooklyn low wedge Z Supply — mix-and-match knit and linen sets Michael Stars — ribbed tank dresses and quality staples Cut from the Cloth — denim shorts Democracy Ab Fab — flattering jeans (Nordstrom Rack) Thigh Society — under-skirt shorts without the shapewear feel Clarvy — raffia and quilted bags Rent the Runway — designer clothing rental (link in show notes for a bonus piece) ThredUp & The RealReal — online thrifting platforms Krista K Boutique — local Chicago boutique; Melissa Briskman (returning this fall!) Target Universal Thread ribbed tanks — the ultimate summer uniform staple Connect With Us Follow us on Instagram: @chasingbrighter Website: chasingbrighter.com Newsletter: chasingbrighter.com/newsletter summer 2026 fashion trends, summer fashion for women, what to wear this summer, jelly sandals trend, Y2K fashion comeback, Crocs sandals, matching sets outfit ideas, linen outfits summer, low effort high impact dressing, tiered maxi skirt, graphic tee outfit, Bermuda shorts women, raffia bag summer, summer fashion over 40, thrifting tips, Rent the Runway review, budget fashion tips, how to dress for your body type, summer capsule wardrobe, joy dressing, real over perfect style, Chasing Brighter podcast, Superwoman Diaries