#9: Skateboarding in Style
It’s not every day you see a man in a full suit skateboarding down the sidewalk! This black-and-white photo shows a dapper man skateboarding through Central Park in the 1960s. As you can see, he has quite an audience. Skateboarding was originally popularized in Southern California, but it wasn’t commonplace in the ‘60s when this photo was taken.
This man was a trendsetter who wasn’t afraid to “sidewalk surf” in style. He’s even wearing stiff leather dress shoes and a hat! Skateboarding wouldn’t become all the rage until the 1970s, but we have a feeling this guy turned a lot of people on to the idea of hopping on one of these new-fangled skateboards. After all, he looks pretty cool, even after all these years.