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Cyber Monday is officially here to cap off an eventful Black Friday weekend. And now that I’ve covered the shopping holiday for several years, I can say this with confidence: Whether you’re shopping for gifts or just for yourself, fashion deals can be hit or miss during the post-Thanksgiving buying crush. It’s so tempting to view every discount as a Very Good Deal, but not all coupon codes are created equal. I should know — as the writer tasked with helming many of the Strategist’s fashion stories (including writing about the best button-downs, high-waisted jeans, and shapewear), I’m quite discerning when it comes to what’s marked down during Cyber Weekend (and beyond).
At most retailers, especially larger ones, anything less than 20 percent isn’t really worth your time. (Though whenever possible, we consider pricing history and trends and assess the latest deals accordingly.) For discounts of 30 percent and higher, or when a deal is rare or you really love something, don’t dillydally.
For this list of the best Cyber Monday fashion deals, I focused on showcasing retailers we’ve written about before and expert-recommended items that have the Strategist seal of approval, like Ottessa Moshfegh’s favorite pajamas and the ever-popular Levi’s we’ve named the “Goldilocks of jeans.” Personally, I’ll probably do most of my shopping at Olympia Gayot’s J.Crew; I’ve already purchased this crystal-collared crewneck but plan to keep browsing the site in my downtime.
If you’ll be shopping in other product categories like toys or under-$100 gifts, be sure to check out our full guide to the best Cyber Monday sales (there are more than 200 deals on that list) and sign up for our newsletter for even more deals coverage.
The beloved maker of striped tees is having its first-ever Black-Friday-slash- Cyber-Monday sale, with select styles majorly marked down.
now 27% off
This rugby is made from deadstock for a slightly trippy effect.