I came across this hilarious video from celeb menswear stylist Ashley Weston, dropping some real talk for men over 30.
Ok, I lied. My wife sent it to me. But as someone in that age bracket, I was all ears—no one wants to be that 40-year-old still dressing like a frat boy.
Ashley came in hot, laying down the fashion commandments.
First off, cargo shorts? They’re for kids, not grown men. Leave those extra pockets on your dad’s jeans! And let’s get real: basketball shorts belong in the gym, not on the streets. No one needs to see your quads unless you’re a pro athlete under 30. In Ashley’s words, avoid anything too baggy, tight, or 90s—yes, that means it’s time to retire the jorts, my friends.
As for jackets, unless you’ve got a Harley parked in the garage, it’s time to hang up the rockstar biker leather. Ashley suggests bomber or trucker jackets for a laid-back, relaxed vibe without trying too hard. I can already see the look on my wife’s face when I show up to date night in a fresh trucker jacket instead of looking like I’m about to audit her taxes.
And let’s not forget the classic faux pas: black socks with sandals. Just don’t. And keep those Velcro sports watches and flip-flops far away from any formal event. As Ashley smirked, transition lenses and flip-flops aren’t dressing up for a wedding, gents.
While her advice had me laughing, Ashley’s got a point—it’s time for us 30-somethings to step up our style game. We don’t have to settle for sloppy or ill-fitting clothes just because we’re not 20 anymore. A few key wardrobe upgrades can make all the difference in presenting our best, most polished selves.
If you’ll excuse me, I need to try on some chino shorts!
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