A look back at the Rocky star’s knockout style from the ‘70s to today.
Getty1976
The thick creme turtleneck, the unexpected leather trench—what’s not to love?
Getty1978
Sly made silky bomber jackets look cool before Gosling made it big in Drive. The modern look of the bomber paired with a cool graphic tee and western belt still feels fresh for today.
Getty1978
Print mixing isn’t easy, but Stallone wins this match.
Getty1979
Before BDE, there was BSE: Big Stallone Energy. Every guy could use this no-pants-don’t-care attitude when grabbing their morning paper before taking on the day like a champ.
Getty1979
Sly dresses up a pair of jeans like no other.
Getty1979
A three-piece suit, folks. The action star cleans up nicely with precise tailoring.
Getty1980
The wear-and-tear on Stallone’s hat adds some cool factor to his unique style. Many will try, but few can pull off a hat like this.
Getty1980
Show us someone who can pull off a gigantic fur coat like this, we’ll wait.
Getty
Getty
Getty1982
One of Stallone’s most iconic fits that cemented his style-icon status. Do try this one at home, kids.
Getty1983
The Rambo actor takes on the varsity look with a one-two punch of style.
Getty1983
Now, this is how you dress like a total boss.
Getty1984
Somehow the man can go out to eat at one of LA’s trendiest restaurants in two layers of jackets and still look damn cool.
Getty1984
Never afraid to show some skin, Stallone knows showing off some muscle—even in a formal suit—is never a bad thing.
Getty1985
Are you man enough to rock the banana hammock? Stallone shows some serious confidence while showing off his ripped muscles. Hey, if you worked hard on your sculpted physique, why not show it off?
Getty1986
The not-so-mellow yellow color of this jacket is the perfect pop of color for cool style.
Getty1986
Accessorizing your suit with an elegant brooch might be a standard style move for the A-List today, but Stallone stood out in ’86 rocking some lapel jewelry before it was cool.
Getty1986
Rugby shirts made a comeback a few years ago and by looking at this outfit, it’s easy to see why.
Getty1986
Pinstripes have never looked cooler—try to change our minds.
Getty1986
It’s about the smallest details, like the subtle graphics on his tee and a braided-detail of his leather belt, that make this all-white look a total knockout.
Getty1987
Yes, Stallone can even make a standard black tuxedo look badass.
Getty1987
What can we say, the man has a great eye for suiting fabric. This look is seriously money.
Getty
Getty1987
This one is all about the giant shield sunnies and innovative sneakers. We’ll forgive the super-tight T-shirt.
Getty1988
Opt for a printed blazer to beef up an all-black outfit.
Getty1988
Even when Stallone wore suiting, small embroidered details made him standout in any crowd.
Getty1988
A classic moto and perfectly fitting jeans get a punch of style power with a bright colored tee.
Getty1988
Can you guess the year on this one? It’s another unique detail that we come to expect from Stallone’s wardrobe.
Getty1988
Seriously, even Stallone’s casual wardrobe essentials had interesting design details, like this mixed materials trench coat.
Getty1988
Pro tip: Add some flair to your suiting with a silky shirt. This trend is back in style.
Getty1989
This quintessential New York layering look is perfection.
Getty
Getty1989
The western belt! The aviators! The mock-neck sweater! This is hands-down one of his best flexes.
Getty1990
Okay, we spoke to soon—THIS is one of Stallone’s top style flexes. He wins just for rocking this Versace belt alone, but the overall effect is just too damn cool for words.
Getty1990
In New York or Los Angeles, we could easily see this look being donned by the coolest tastemakers in town.
Getty1990
Luxury fashion labels like Saint Laurent have been showcasing western skinny belts and cool, relaxed printed shirts for the past few seasons. Stallone was simply ahead of his time.
Getty1990
Is it us or could you just see Momoa sporting this look next awards season, too?
Getty1991
Everyday style made effortlessly cool with a utilitarian shirt, timeless sunglasses, blue jeans, and white sneakers.
Getty2003
After ‘90s minimalism became the dominating style trend of the times, Stallone stored away his wild accessories and pops of color for good. Sure, his dad style isn’t as exciting as his ‘70s and ‘80s looks, but Stallone still knows the importance of showcasing your gains and keeping your look tailored.

