The best friends are dressing like cops. And we don’t mean Serpico.
If you happen to be dating Leonardo DiCaprio (which would mean you’re a 7-foot tall Victoria’s Secret model), then you have already accepted several nonnegotiable truths before you meet up for a date: he will probably vape, he will probably arrive on a CitiBike, he will use all of this clothes to hide his face from the paparazzi, he might wear a plastic bag just because, and he will not dress up for the occasion. Which is exactly how Leo turned up yesterday to a hang in Soho with model Alina Baikova, an unidentified blond woman, and founding member of DiCaprio & Co.’s P*ssy Posse, Tobey Maquire—who was dressed identically like DiCaprio.
Both fits consisted of trusted Leo staples: saggy jeans that almost fit, a utilitarian zip-up bomber jacket, sneakers (runners for Maguire, suede slip-ons for Leo), and, naturally, sunglasses (a necessity for incognito A-listers). The whole vibe was very “sporty narc,” which is not exactly the way you want dress for a date/meet up/hang/whatever a casual get together with a stunning model is called. For one, a partner can’t see your face if it’s under a hood (let alone two), shades, and a pulled-down ball cap. Also, having pockets stuffed with all the wrong kinds of bulges (Maguire looks as though he’s got an iPad in his jeans, DiCaprio was smuggling a paper bag-wrapped chicken parm in his jacket pocket) is the kind of distraction you don’t want. Oh yeah, and dressing exactly like your best friend isn’t cute. It’s kind of weird, especially when you’re both over 40.
No guy wants to appear like he’s trying too hard with his clothes on a date. You want a style that looks good but comes off effortless. If the low end of the sartorial effort scale is DiCaprio here and the high end is Jared Leto in head-to-toe Gucci, you want to be somewhere in the middle. And make sure you check on what your buddy’s wearing before leaving the house. On second thought, just tell your pal to stay home.