I'm 59 Years Old, and I Consistently Wear These 5 Outfits With Sweatshirts

While everyone's version of the "perfect outfit" various based on personal style, the goal for many is to go for a look that's chic and easy. And that's of utmost importance for Janet Gunn. The 59-year-old influencer's feed, @janetgunngratefulgardenia, is filled with A+ outfit ideas that feature elevated pieces that are easy to style. So naturally, we routinely turn to her for inspiration. On that note, age clearly has nothing to do with what your sartorial choices should be, but her more experienced fashion point of view is always intriguing as well.
With all that in mind, we wanted to tap Gunn to share the specific looks she's been wearing on repeat with one of her current easy staples. Yep, we're talking about sweatshirts here. While many of the outfits coming your way showcase how Gunn dresses up her sweatshirts, all could be mixed and matched with other pieces like jeans and sneakers to create top-notch looks. Keep scrolling for more, including inspired shopping picks.
On Janet Gunn: KATLA sweatsuit; Valentino boots and bag
"A matching sweatsuit is not only comfortable, but it makes getting dressed super easy. This stylish set in all black takes on an effortlessly chic look when worn with a matching boot and bag in the same color. Want to dress it down? Throw on a cozy pair of Uggs or your favorite sneaker."—Gunn
On Janet Gunn: Zara sweatshirt; Raquel Allegra pants; Stuart Weitzman boots; Chanel bag
"I love styling an oversize sweatshirt with a flowy pair of silk pants and a heel. The look elevates this classic piece."
On Janet Gunn: Alo hoodie; Anine Bing blazer; Zara pants; Peri.A bag; Iro boots
"One of my favorite ways to wear a classic hooded sweatshirt is to pair it with an oversize blazer in a monochromatic palette. This look marries a laid-back, L.A. cool vibe with an upscale NYC street style silhouette, keeping me cozy and chic."
On Janet Gunn: August McGregor sweatshirt; Rag & Bone jeans; Big Yacht belt; Hermès scarf; Gu_de bag; Jérôme Dreyfuss boots
"Who says a sweatshirt is just for lounging? Throw on a pair of skinny jeans and add a couple of eye-popping accessories like an accent scarf and a colorful belt, and suddenly you've got a fashion-forward look that can go anywhere."
On Janet Gunn: KATLA sweatshirt; Mango skirt; Gu_de bag
"I love elevating a graphic hoodie by pairing it with a faux-leather skirt and a heeled bootie. This sweatshirt is by KATLA, a sustainable brand with core values of respect for people, animals, and the environment. An ethos after my own heart!"
This post was originally published at an earlier date and has since been updated.
Next: Season After Season, This Outfit Combo Stays on Top—10 Fresh Ways to Try It

Bobby Schuessler is a fashion editor with over a decade of editorial experience covering shopping, style, and beauty. He's spent 10 years at Who What Wear, currently leading the market team to deliver highly covetable and convertible content. He creates data-driven shopping guides featuring top retailers like Nordstrom, Shopbop, and Net-a-Porter and is at the forefront of Who What Wear's shopping tentpole strategies, including Amazon Prime Day. He also works on branded content initiatives and appears on camera in video and shopping livestream franchises.
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