Welcome to my dream wardrobe. Earlier this year, I made the executive decision that 2023 was going to be the year that I stop making impulsive purchases and actually save up for the worthwhile wardrobe investments that will outlast trends and outsmart seasons. It’s definitely easier said than done, but this year, I’ve set out to make my closet stronger and much longer lasting. I’m starting to feel sick of constantly having to purge my closet just to stay up to date for the season, and now I’m more interested than ever before in building a wardrobe that’s timeless and trend-agnostic and, most importantly, feels like me.

I know I’m not the only one feeling this way, either. We’re reaching a point in fashion where many of us are experiencing trend fatigue, and while I personally don’t foresee trends ever ceasing to exist, I think the answer to this exhaustion is twofold: narrowing in on a personal style that isn’t so easily swayed by fleeting trends and being a pickier shopper—a much pickier shopper.

With this “fewer but better” mindset, here are 29 of the best investment buys for winter 2023 so far. They’re cool, they’re classic, and they’re made to last.

Anna LaPlaca

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