spring trend: how to wear dressy joggers

Photo credit: Emma McAlary

One of my favorite trends of the season is the dressy jogger. I have put them in many DC Style Factory client closets over the past several seasons. We have dressed them down for weekend casual, dressed them up for a Friday night out, and even put a Friday business casual spin on them for clients in creative work environments.

The dressy jogger is exactly as it sounds – slouchy trousers inspired by athletic pants. They are banded around the ankles and come in a variety of fabrics from silk to rayon to linen to chambray. So how do you work them so you don’t look like you are headed to the gym or getting ready to become one with your couch for a Mad Men marathon?

Keep these easy tips in mind:

Don’t pair with running shoes. Remember today’s joggers are to be styled – they shouldn’t read “workout.” Even the casual t-shirt/sandals outfit N’jeri is wearing has stylish elements: the bag, the necklace, the fun color and pattern of the shoe.




Look #1: Entire outfit is from The Shoe Hive. Lipstick from Bellacara: Kevyn Aucoin, The Matte Lip Color, Infinite

Do pay attention to fit. Look at fabric, drape and how much volume the joggers have. We are not going for an Ali G look! We want our joggers to feel youthful, but still have polish. For a more grown up look, joggers that have smaller banding or elastic around the ankles work better than ones that have the wider banding around the ankles.

Do incorporate dressier textures with your joggers. Add pattern, texture or shine to dress up your joggers.





Look #2: Shoes from The Shoe Hive, tank and metallic jacket from Coco Blanca. White clutch from The Shoe Hive. Necklace from The Shoe Hive. Lipstick from Bellacara” Kevyn Aucoin,The Matte Lip Color, Infinite

Do wear your joggers for dressier nights out. When I dress my clients for weekends out to dinner, parties, drinks with friends I know I want their look to feel special, but effortless. The dressy jogger – like denim — can be a great way to ground and add a modern, edgier element to a night-out look.





Look #3: All from The Shoe Hive except leather tee from Kiskadee, lipstick from BellacaraL Smashbox, Be Legendary Lipstick, Mandarin

Finally…DO try joggers no matter your age or body type. You may be surprised that you can wear them and that they do add a new element, fun element to your style and wardrobe.

  • The latest from Rosana
Founder, Chief Stylist | DC Style Factory
Rosana has 18 years of fashion and retail experience. Her team has worked on more than 1,500 closets and wardrobes since she launched DC Style Factory 10 years ago. She has been featured by the New York Times, The Washington Post, NPR, Washingtonian Magazine, Northern Virginia Magazine, and more. Her clients include U.S. politicians, lobbyists, authors, lawyers, and corporate executives.

DC Style Factory is a personal shopping and styling service for men and women looking to add polish and individuality to their wardrobes. We believe personal style is for anyone who wants it — regardless of age, size or budget.



  1. […] Northern Virginia Magazine. I was dressed down since I did not have any client appointments. I met my 23-year-old (read: young and hip) assistant at Sak’s Fifth Avenue to scout looks, and when she saw me, her eyes immediately lit […]

  2. […] It’s  such a fun time right now for trousers — you got your skinnies, your wide-leg  trousers… and the slouchy, dressy track pants. The trend started a few years ago and we are still seeing the silhouette this fall. This past spring, I  showcased  three fun ways to wear the  trend. […]

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