He's upper east side old money but also a bad boy teen. He'd hang with Erwin Creed, who would send him cases of rare Creed scents at Christmas. At the same time, he knows what the younger ladies like. I wouldn't put it past him that he'd wear A&F Fierce if he knew he could pull some twins or triplets with it.
Le Labo Musk
Creed Millesime Imperial
This writer thinks Chuck would wear Gendarme, which makes sense. Tom Cruise, Bill Clinton, Hugh Grant all wear it (come to think of it, so do I)