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Home Entertainment

19 Transitional Summer-to-Fall Outfits to Get Out of Your Fashion Rut

by DigestWire member
August 4, 2025
in Entertainment
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19 Transitional Summer-to-Fall Outfits to Get Out of Your Fashion Rut
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Have you spent the past few weeks taking Zoom meetings in dressy blouses . . . while secretly wearing sweatpants on the bottom? You’re not alone. After a summer of nonstop fun, many of Us are returning to the office as the kids head back school. If you need a wardrobe refresh, you’ve come to the right place. We found stylish summer-to-fall work outfits that make you look fabulous and feel confident.

We kicked off a search at Amazon and found undeniable chic pieces that are sure revive a fashion rut. Think transitional blouses, butter-soft trousers and versatile dresses. Even better? Since no work look is complete without accessories, we found stylish bags to store your day-to-day essentials, too.

19 Summer-to-Fall Work Outfits to Get Out of Your Fashion Rut

Work Blouses

1. Our Favorite: Airy and decently stretchy, this breathable blouse features flowy flutter sleeves and an office-approved button-up neckline.

2. Lacey Details: Want to jazz up ordinary shirts? The lacey short sleeves this elevated top look cute and provide a summertime cooling factor.

3. Dazzling Accents: Shimmering stripes add a lively touch to this short-sleeve button-up.

17 Best Back-to-School Apple Deals on Amazon — Prices Start at Just $13

4. Building Block: From cardigans and slip skirts to wide-leg trousers and blazers, you’ll be able to build so many stylish outfits around this cap-sleeve top.

5. Flattering Fit: Hate underarm jiggle? You’ll feel ultra-confident in this three-quarter-sleeve blouse that flatters the area.

6. Breezy Babe: Don’t worry about icy offices leaving you with chill bumps. This breezy tunic is double-lined for extra coverage.

Work Trousers and Skirts

7. Maximum Comfort: Wearing uncomfortable trousers can feel like a job of its own. Thankfully, these Lee Ultra-Lux Comfort with Flex Motion Trousers offer all-day comfort with flexible fabric and a non-binding waistband.

8. Smooth as Silk: This satiny midi skirt comes in handy. It’s a transitional wardrobe staple that you can style with airy summer tops and chunky fall sweaters.

9. After Hours: These stretchy work trousers are so comfy, you’ll find yourself wearing them even when you’re off the clock.

10. Midi Moment: Need a work-appropriate skirt? Style this high-waisted pencil pick with your favorite blouses for an undeniably chic look.

11. Amazon Bestseller: Want to know which style Amazon shoppers keep buying? Look no further than these wide-leg pants. Along with a stretchy elastic detail along the back, the bestseller has polished pleats.

17 Polished Summer Work Blouses That Double as Going Out Tops — From $13

Work Dresses

12. Slimming Details: Get shapewear-level sculpting when you style this short-sleeve midi dress. It features tummy-concealing ruching and smoothing bodycon-inspired fabric.

13. Tied Up: A waist-cinching belt adds a flattering touch to this billowy wrap-style midi dress.

14. Color-Block: We love the color-block design on this short-sleeve midi dress. While it’s definitely a dress, it gives put-together tee and skirt vibes.

15. Comfy Knit: The butter-soft fabric on this ribbed knit dress feels so comfortable, you’ll think you were wrapped in a cozy blanket.

Work Bags

16. Royal Pick: Kate Middleton is a fan of a brand-named style of bag that looks just like $26 tote bag.

17. Stylish Find: Prepare to deliver influencer-level style, courtesy of this faux leather hobo bag. It’s big enough to fit everyday items and work essentials like a laptop and water bottle.

18. Classic Find: Let everyone you know you mean business in this foldable tote bag.

19. Last but Not Least: The pebbled faux leather fabric on this fabulous tote makes it look like something you’d snag from a high-fashion brand. Thankfully, you can snag this look for less than $40.

15 Comfy, Polished Trousers You’ll Want to Wear Long After You Clock Out

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