In the early 1990s, as South Florida was just beginning to feel the swells of its newfound popularity for visitors and residents alike, attempts began to organize a league where new and emerging transplanted players could rekindle their passions for softball in their new surroundings. Under the direction of George Kessinger, Jim Stork, and the late Bob Hagen, the South Florida Softball League (SFSL) would become a reality.
In 1995, seeking to broaden its participation on a national level, the SFSL joined the North American Gay Amateur Athletic Alliance (NAGAAA). Since then, it has been an active member of NAGAAA.
Aside from regulating rules of play, NAGAAA also annually invites the best teams from all of its North American associations to compete in the Gay Softball World Series. Modest at first in its size, the SFSL would swell to 16 open division teams across three competition levels of play within three years. In 1999, a women’s division was added which would soon surpass its open division counterpart in the short years of its existence.
With the new division came a need for restructuring and the creation of its current organization and name, the South Florida Amateur Athletic Association (SFAAA).

Throughout its history, the local organization has been a staple in South Florida as well as on the national gay softball scene. Since 1996, the region has hosted annually the Hurricane Showdown tournament. Held each year during Thanksgiving weekend, participation has climbed to more than 60 teams from all over the continent.

Further adding to its reputation as a dynamic venue for softball enthusiasts, Fort Lauderdale played host in August 2006 to the Gay Softball World Series. More than 150 teams participated.

Two seasons of play, fall and spring, are held each year with the spring season being the NAGAAA World Series qualifying season. SFAAA continues its rich tradition of being a vital part of the gay community in South Florida.