Retro Harley-Davidson pics of freedom to the max

Sometimes it feels like it’s always about cars. But today we wanted to make it all about motorcycles, the ones that breathe trouble and make you look like a rabel.

Founded in 1903 in a small wooden shed in Milwaukee, Wisconsin; Harley-Davidson began as an experiment by William S. Harley and brothers Arthur and Walter Davidson. Through two World Wars, the economic crisis, the rise of biker culture, and the chrome-soaked boom of postwar America, Harley-Davidson motorcycles made a legacy.

These pictures show normal people back in the 20’s and 40’s, the 70’s and 80’s. Fathers, and grandfathers, even mothers drove them and they looked cool while doing it.

Father-Son Moment

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My Pops & his new Harley. Irvine, CA (1989)."

Coolest Dad

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My dad on his Harley-Davidson Knucklehead in Burbank, CA, around 1949."

Gregg's Bike

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"A young Gregg Allman on his Harley-Davidson Hummer in the early 1960s."

Cool Grandpa

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My grandfather, probably in the early 1950s. I think this is a 1949 Harley-Davidson FL Hydra-Glide."

Checking the Bike

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"Harley-Davidson, 1910."

The Showroom

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My great-grandfather was an early Harley-Davidson dealer. This was his showroom, circa the 1910s."

During WWII

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My grandpa in WWII on his service Harley-Davidson while stationed in Australia."

In Argentina

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My dad, circa 1986, with his 1946 Harley-Davidson. Mar del Plata, Argentina."

Uncle's Vibe

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My uncle next to his Harley-Davidson, 1980s."

Wild Mom

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My mum on her Harley-Davidson, 1980."

Granpa's Ride

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My grandfather with his ’53 Harley-Davidson (Buffalo, NY)."

Vintage Ambulance

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"Harley-Davidson motorcycle ambulance, 1920."

Brother-Sister Time

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My grandmother and her brother on his Harley-Davidson. Miami, 1978."

Grandpa Looks Like a Rebel

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My grandfather on his Harley-Davidson, 1952."

Still Going

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My grandpa with one of his many Harley-Davidson motorcycles. Now in his late 80s and still riding."

Little Gift

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"My great-grandfather with the Harley-Davidson he bought after returning from WWI."

Silent Talent

Father-Son Moment, Coolest Dad, Gregg's Bike, Cool Grandpa, Checking the Bike, The Showroom, During WWII, In Argentina, Uncle's Vibe, Wild Mom, Granpa's Ride, Vintage Ambulance, Brother-Sister Time, Grandpa Looks Like a Rebel, Still Going, Little Gift, Silent Talent

"Esther Williams, a silent film actress, standing up on her 1919 Harley-Davidson in the 1920s."