Freestyle skateboarding (or freestyle) is one of the oldest styles of skateboarding and was intermittently popular from the 1960s until the early 1990s, when the final, large-scale professional freestyle skateboarding competition was held.
The emphasis in freestyle is technical flat ground skateboarding. Often a freestyler will need little more than a board and a smooth, flat surface. Music and choreography have always been an essential part of the professional freestyle routine.
1950s and 1960s
Freestyle in the 1950s was created by members of the surfing culture who sought an alternative during times when conditions were not conducive to surfing—surfers would imitate their water-based maneuvers on skateboards when ocean conditions were poor. In the 1960s, many freestyle tricks were derived from gymnastics and dancing.
1970s and 1980s
The following two decades were defined by a progression towards technical, fluid, and more creative routines. Influential freestyle skateboarders of the 1970s and 1980s included Russ Howell, Rodney Mullen, Joe Humeres and Per Welinder. The style changed significantly in the 1980s, when ollies and ollie-based flip tricks were invented and introduced to the discipline, with Mullen playing a significant role in this process.
In the 21st century, the style has, to an extent, been incorporated into street skateboarding through skateboarders such as Mullen, Kilian Martin, and Darryl Grogan. The mainstream skateboarding media remains focused on street and "vert" (a style of skateboarding that involves skateboarding on a vertical "u"-shaped ramp) styles of skateboarding; however, freestyle has been covered by magazines that focus on other "alternative" skateboarding styles, such as bowl, slalom and longboarding.
In 1995, professional freestyle skateboarder Stefan "Lillis" Åkesson started the International Network for Flatland Freestyle Skateboarding (INFFS) and, with Daniel Gesmer, produced Flatline and the online version Flatline Online. Following the inception of these initiatives, freestyle skateboarders connected and interacted on a global scale in a manner that had not been experienced previously. The World Freestyle Skateboard Association (WFSA) was then founded by Bob Staton, Åkesson, and Gesmer in the year 2000, thereby attracting further interest in freestyle skateboarding.
- Skateboarding Today and Tomorrow by Heather Hasan (The Rosen Publishing Group, 2009)
- Skateboarding by Jackson Teller (Capstone, 2011)
- Freestyle Skateboarding Tricks: Flat Ground, Rails, Transitions by Sean D'arcy, Phillip Marshall (Firefly Books, 2010)
- Stalefish: Skateboard Culture from the Rejects Who Made It by Sean Mortimer (Chronicle Books, 2008)
- World Freestyle Skateboarding association
- Freestylesk8.in.ua - the only one information resource on the territory of former Soviet Union devoted to the development of freestyle skateboarding worldwide