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Home Entertainment

21 Office-Friendly Dresses to Wear in Summer and Fall — From Just $17

by DigestWire member
August 4, 2025
in Entertainment
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21 Office-Friendly Dresses to Wear in Summer and Fall — From Just $17
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Summer may be ending, but in-office days aren’t! If you’re looking for an August wardrobe refresh that’ll carry you until fall, all you need are a few staple dresses.

A balance of comfort, class and versatility is a must. Lightweight fabrics, neutral colors, subtle prints and tailored fits are a few elements of the perfect office-ready dress. But if you’d rather skip the guesswork, you’re in the right place. We rounded up the comfiest, most expensive-looking dresses that give CEO energy without even trying. Even better, they’re stylish enough to wear after hours, so you can wear them to the office and happy hour after.

21 Office-Friendly Dresses to Wear from Summer to Fall — From $17

1. Our Favorite: A mood-boosting print, short puff sleeves and breezy chiffon materials are just a few highlights of this timeless midi.

2. Crushing Numbers: Yes, we said ‘crushing.’ You’ll do your best work in this secretly slimming pencil dress that doesn’t squish or squeeze.

3. Skin-Soft and Stretchy: Don’t be surprised if you want reach for this flutter-sleeve midi every day of the week.

4. Flattering Find: This relaxed, silhouette-enhancing dress is minimal, polished and effortlessly chic.

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5. Bold Beauty: Patterns are a hit or miss at the office, but this one is appropriate enough. We also like the tiered skirt and puff-sleeve details that give it an elevated twist.

6. Discounted Number: Shoppers snag this solid-color midi constantly, but it’s flying off the shelves now that it’s nearly half off.

7. Casual Friday: ‘Casual’ means something different in every office, so opt for this fail-proof dress with pockets and front buttons.

8. Drapey Maxi: Pair this sleeveless maxi with a blazer and flats for an easy everyday outfit.

9. Office Envy: Unleash your fashionista side in this short-sleeve T-shirt dress that has a delicate printed skirt and tummy-hiding tie.

10. Wedding-Friendly: Score this pleated long-sleeve maxi for office days, weddings and everything in between. It’s the all-in-one dress you’ve been seeking.

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11. Super Elegant: Giving a presentation? Seeing clients? This slimming long-sleeve dress will make you the most stylish person in the room.

12. Model-Tall: A smocked bodice, cinched waist and mid-length hem work together to make you look taller and leaner.

13. Loose and Luxe: Pockets are just one thing we adore about this effortless short-sleeve dress. The other? Its ultra-stretchy material.

14. Bodycon Fit: The right bodycon dress cinches and smoothes without highlighting trouble areas. This royal-looking wonder is one to consider.

15. Fancy Queen: Breathable chiffon materials makes wearing this square-neck midi feel like you’re wearing nothing at all. Elbow-length sleeves add a playful twist.

16. Solid-Color Stunner: Turn heads while you make calls in this sophisticated flutter-sleeve maxi that’s enhanced with a Swiss dot pattern.

17. Wardrobe Staple: Look no further for a comfy dress you’ll wear to brunch, the grocery store and client dinners.

18. Old-Fashioned: We’re obsessed with the vintage style of this printed V-neck dress that makes any shape appear hourglass.

19. Over 17K Fans: With 24 swoon-worthy patterns, shoppers order multiple options of this classy long-sleeve dress.

20. Affordable Must-Have: This designer-looking knee-length dress should be much pricier than it is, but we’re not complaining.

21. Pretty in Pink: Pink is optional, but not really. We love the the bloat-concealing waist and trendy cap-sleeve design.

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