
Black Friday is still over a month away, but that doesn’t mean you have to wait until then to start your holiday shopping (or shopping for yourself) — especially if you’re a retiree on the go.
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And if you’re a stylish retiree, that might mean you’re a habitué of Gap. The store’s classic offerings are at the top of your gift list for friends and family — and, of course, for yourself — this holiday season. GOBankingRates would never stand in the way of true all-American glamour, so we’re here to help with some great pre-Black Friday finds.
Women’s GapFit Sky High Rise Power Flare Leggings: $41
From yoga to spin class to coffee with friends to a pit stop at the grocery store, you put the “go” in “on the go.” You need a pair of comfortable pants that support your active lifestyle without sacrificing style. These supersoft, super-contoured leggings give you freedom of movement while retaining their shape. You can pair them with a sweatshirt or tank top for your workout, then swap in a sweater or T-shirt and jacket for errands or social outings.
Check Out: 5 Best Items To Buy at Old Navy Now for the Second Half of 2025 To Save Big Money
Men’s Relaxed Straight Jeans: $34-$63
If there’s one thing Gap is known for, it’s high-quality, fashionable jeans. These slim-fit jeans get better with every wear — and they’re already off to a strong start, available in a range of colors including classic denim blue, olive, white and even herringbone. They’re offered in both regular and tall sizes.
Kids Puffer Jacket: $64-$86
If you’re a grandparent or have young children in your life, chances are you’re already known as a top-tier gift-giver. Continue that tradition — while keeping the kids safe and warm — with one of these eye-catching puffer jackets. Available in shades with fun names like purple lotus and blue iris, plus a stylish shiny black, these jackets will make your grandkid the schoolyard fashion icon — and you the best grandparent ever (though you already knew that).
Women’s Vegan Suede Loafers: $35-$59.95
Retirees know what they need to enjoy the good life: a strong 401(k), a good cup of coffee and comfortable shoes. But that doesn’t mean giving up your sense of style. These cruelty-free loafers — available in honey brown, dark brown and black — pair beautifully with a dressed-down or business casual look. You’ll feel good wearing them in more ways than one.
Editor’s note: Pricing is accurate as of Oct. 10, 2025. Pricing and availability are subject to change.
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This article originally appeared on GOBankingRates.com: 4 Gap Items Retirees Shouldn’t Wait Until Black Friday To Buy
 
         
       
         
       
       
         
       
         
       
       
         
       
       
       
       
    