Planet Hollywood Leather bomber Jacket
Rocky brings back his trademark grungy gray sweatshirt, sweatpants and Chuck Taylor Converse sneakers for his training montage. He actually wears TWO sweatshirts layered one on top of the other; his Rocky II sweatsuit is slightly different than what he wore in Rocky. 1976’s Rocky wears a zippered gray hoodie beneath a simple gray sweatshirt with the sleeves cut short and rolled up slightly. In Rocky II, the original hoodie has been replaced with a non-hooded sweatshirt. On the back of his shirt is a written ITALIAN STALLION in black marker.
His trousers are gray drawstring sweatpants with straight legs. In Mickey’s Gym, he’s also seen wearing a simple red headband (yes, Rambo style) which he recycles when playing stickball with the kids in the street outside his house.
While lifting weights and skipping in the gym, he wears a simple sleeveless white undershirt / tank top and black Tuf-wear boxing shorts, as well as his memorable WIN, ROCKY, WIN tshirt with the sleeves cut off.
Black Leather Jacket
Sylvester Stallone brings back the same style 70’s black leather jacket that he wore in the original Rocky. He only wears this black leather jacket until shortly after he marries Adrian; that’s when he buys the classy silk tiger jacket which he wears throughout the rest of the film. The actual black leather jacket worn in Rocky II is part of Sylvester Stallone’s collection of Rocky artifacts sold by Heritage Auctions in December, 2015. Rocky didn’t wear this style jacket again until 1990’s Rocky V which marked its last onscreen appearance.
T-Shirts, Hat & Gloves
Sylvester Stallone wears a series of simple, pocket-less single color tshirts in Rocky II. Black, canary yellow, powder blue and red, for the most part worn beneath his tiger jacket or black leather jacket.
His hat is a wool / felt fedora style and is very dark blue in color, appearing black in most scenes. If this is not the exact same hat he wears in the original film, then the Rocky II fedora is absolutely identical and is quite scuffed and worn looking. He finishes his casual look with black fingerless gloves, which he also wore in Rocky.