I have to admit, I’ve been meaning to write for some time, but I’ve been lacking inspiration. I really should have just looked in front of my face. With the new revival coming up and a coworker beginning her first viewing of the series, both of which spurred my own rewatch, I have had Gilmore Girls on the brain lately.
Now I know Gilmore Girls may not be terribly familiar to this audience, but here’s what you need to know for now. Jess is the Best.
Jess, played by Milo Ventimiglia, is the quintessential intellectual bad boy; he’s got a troubled past, doesn’t like small talk, and is more likely to sass than not, but he also gets his life together in a big way. He’s the best bad boy around.
While Jess is immediately recognizable as the resident rebel with his James Dean glare, black leather jacket, and carefully coifed hair…the rest of his wardrobe is pretty…normal.
There’s a lot of dark colors, ribbed sweaters, and so, so many layers. But even a yellow/gold coat can work for a bad boy with the right amount of snark and disregard. But he plays up his assets. The neutral colors don’t pull focus away from his face. Pushed up sleeves, tight-ish sweaters, and bulky watches draw attention to his arms.
His hair changes length through out the series, but always remains artfully disheveled. When it’s short, he uses product. When it’s long, he keeps it out of his face.
And while his jeans might be a little loose by modern trends, and some of his shirts scream mid-2000s, a lot of it is quality basics.
Mimic Jess with hoodies under leather jackets, or maybe even different types of sweaters. Trade the classic mid-2000s look of a long-sleeved shirt under a short-sleeved shirt for a black or white v-neck.
Jess Mariano’s wardrobe matured as he did, and I can’t wait to see where his life and wardrobe have gone in the past eight years.
To nail the literary part of this intellectual bad boy’s look, keep an eye out for a literary gents post that I am desperately trying to complete.
As always, please send requests for things you’d like to see!