Friends, I might have a problem. Give me your thoughts on this one: Is it just me, or is Chris Pine slowly ascending to a plane of hotness that most of us cannot even fathom?
Every time I see a photo of this man, his beard has gotten bushier, his shorts have gotten shorter, and his sartorial sensibilities have grown more outlandish. While most celebrities keep their street style in a fashionable safe zone, Pine likes to leave the gym in rainbow cardigans, PBS tank tops, and woven loafers. Now, he’s given us Poolman—his directorial debut in which he also stars as a man who dresses like he found all of his clothes abandoned on some dock while random couples skinny-dip. Maybe it’s the recovering Floridian-turned-Brooklynite in me, but I swear I’ve never seen an aesthetic so appealing in my life.
If there’s one thing I’ve learned during my thirty-something years on Earth and my decade as an entertainment reporter, it’s that being fashionable has little to do with taste and everything to do with confidence. The line between fashion monster and fashion roadkill is often as simple as how high a person is able to hold their head while they strut.
Pine is a perfect example of this phenomenon. On one hand, yes, he has an undeniably sharp eye for colors and patterns—just look at some of his finest red carpet outfits from the last few years, including that red velvet jacket and pussy-bow blouse combo he wore to the Vanity Fair Oscars party in 2022. On the other, his post-workout ’fits break pretty much all the rules. And yet, no matter what this man wears, including short shorts and hiking boots on the red carpet, I find myself utterly entranced—hypnotized by the confidence, the calves, the sheer courage of it all.
Chris Pine
In Poolman, a bizarre comedy-mystery, Pine basically expands on this aesthetic to craft an entire character—the amateur sleuth Darren Barrenman. Like a chaotic boy room, Darren’s wardrobe feels like a gorgeously cobbled-together mishmash of aesthetics and detritus—a beat-up straw bowler here and a Big Boy tank top there, with a gold kimono thrown on top for good measure. At one point, in what can only be described as a zany fashion chef’s kiss, he shows up at a woman’s door in a white pussy bow blouse, black trousers, a black vest, and a black brimmed hat and greets her with the words, “This is my take on Cary Grant.” No notes!
Annette Bening, Chris Pine, and Danny DeVito
The outfits in this film are completely in keeping with the eccentric dress style that Pine has made his calling card for the past few years. Darren often wanders around in some combination of faded swim trunks, old tank tops, and mismatched fingerless gloves. Sometimes his long, shaggy hair is falling around his face, and sometimes he’s pulled it back into a half bun. His idea of court attire is a tan linen blazer, big black shades, an “I
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