By A Mystery Man Writer
John Lennon skateboarding in 1965 : r/beatles
Sally Field as Gidget (1966) : r/OldSchoolCool
The Good Guys – Sidewalk Surfing ! (1964, Mono, Vinyl) - Discogs
Piccadilly Circus, London (1965) : r/OldSchoolCool
19 year old Dave Roth (1973) lead singer of a band formed by two immigrant Dutch brothers called: Mammoth. : r/OldSchoolCool
Sidewalk Surfer – Skate and Annoy
38 Years of Sidewalk Surfing (imgur OP mvcornelius) 1976 and now : r/ OldSchoolCool
The Beach Boys at Capitol Studios in 1962 recording their debut Surfin' Safari album : r/OldSchoolCool
The Good Guys – Sidewalk Surfing ! (1964, Mono, Vinyl) - Discogs
Vintage 1960's Nash Sidewalk Surfboard Skateboard Orange
Some 31 year old Brad Pitt rinding a bike in México, 1994 : r/OldSchoolCool
Paul McCartney, the epitomy of cool. 1960's., r/OldSchoolCool, Old School Cool
Surf culture in the 50s : r/OldSchoolCool
Classic! ~ 1960's Era / Zipees / Sidewalk Surfboard / Wooden