| Best Looking in Drag - Jason Wyrick Kickballs of Fury |
| Best crazy person: Sarah Pollock, Kicking it Old School |
| Most Misunderstood David Tillinghast |
| Best Spontaneous Dog Acrobatics in the Dugout- River (Off Constantly) |
| Most likely to play third base, shortstop and first base all at the same time in a single play and get everybody out before heading back to the office - Blue Loupe, Alcoholkicks |
| Diane and Charlie should tie for the drunkest! |
| THE BEST DRINKING IN THE OUTFIELD WHILE PLAYING WITH STYLE AWARD= GREG RICHARD I'D KICK THAT |
| Sexiest Men Alive- Swamp Donkeys as Kevin for Halloween |
| "Best Cheerleader" Kevin Schneider, Shake N Bake |
| most likely to trip everyone - eric "boo" Ducote |
| "Most Likely to be the Next Ducote on Emily's checklist"- Dana Ducote |
| Best snacks at kickball games - Cecilia Leumas and Vanessa Tobias |
| Most likely to steal players from another team: Koubi |
| Most likely to run in a ball from the ourfield - Brent Linsley - Orange Jews |
| Best Fan: Jessica Czubakowski, "OBF" |
| Best Kickball Dog: Black Dog |
| Best comeback from a gruesome injury: Bob Ellis |
| Scariest team to play againt in costume--Kickin It Old School |
| Scariest Halloween costumes: Kickin's it old school. "Can't sleep, clowns will eat me" |
| Best Team Uniform Idea: Kyle Metz (Off Constantly) |
| "Most Dramatic Infielder: Sara Pollock" |
| The team with the best 4-legged fans- Off Constantly |
| The Barry Bonds 'whatever it takes to win' award - Travis Ducote |
| The Nick Meyers most likely to never win a playoff game no matter how good the regular season was award. Tie: Travis Ducote and Nick Meyers |
| Most likely to take balls (all types) to the Face Award, Emily Sanders |
| Most likely to play Kickball with Eskimos - Kristen Versaw & Anders Gerhart |
| Best at putting up with cocky serious players on their own team: Tracy, Kicking it Old School |
| Most Likely to Drink Kool-Aid Directly from the Team Cooler- Samson (Off Constantly) |
| Most likely to organize an entire tournament just to hook up with a redneck- YOU KNOW WHO |
| BEST SMOKING A CIG WHILE PLAYING WITH STYLE AWARD LANDON HUGHS I'D KICK THAT |
| Most like to get a butt cramp while running to first- Sheila Schembre, Swamp Donkeys |
| most likely to look like Travis and Scott - Emily Sanders and Lauren O'Neill |
| "Most Likely to End Up Taking Care of Business (TCB)- Lauren O'Neill |
| Best coach/manager: ME. This award should be added for next season. |
| Most likley to giggle uncontrollably while running the bases - lauren ONeil - Drunk Skunks |
| Playoff MVP: Danton Alexius, Kickin' It Old School (How the hell could he not get nominated for biggest leg?) |
| Best player to show-up some of the time: Austin Humphreys |
| Best unintended break dance move used to score a run-Robyn Geddes, The Regulators |
| Biggest Rivalry: Off Constantly vs. Off Brendan Fraser |
| "Playoff MVP: Danton Alexius, Kickin' It Old School" |
| Most Likely to Play Kickball with Eskimos - Kristen Versaw & Anders Gerhart |
| The "Boo tripped Me" most likely to make up a scenario to explain total lack of coordination award. Emily Sanders |
| Most likely to pop up award, Nick Myers |
| Best at hiding poop in their pants: Parker Marschall, Kicking it old school |
| Best Cookies- Cecilia Leumas (Off Constantly) |
| SWEATIEST BALLS AWARD= GREG RICHARD I'D KICK THAT |
| Best Painter in the Room- Lauren O'Neill, Drunk Skunks |
| most likely to be cannonized a saint for having accidentally been born into The Ducote family - Dana Ducote |
| Greatest Hallowen Costume Ever- Emily Sanders and Lauren O'Neill as Travis Ducote and Scott Murry |
| Most likley to seriously injure someone by throwing the ball at them - Jake Hendrix - Shake and Bake |
| But Umperee: Kevin Alford, Swamp Donks |
| Scott, there's a glitch in the matrix!!!! |
| The Most likely to sit in a bar for two hours talking about kickball to then only go into a parking lot to have an argument about kickball for an additional two hours award. Travis Ducote and Scott Murray: Commisioners Extraordinaire |
| Best Scott Impersonation: Lauren O'Neil |
| Best Travis Impersonation: Emily "state park" Sanders |
| Best Kevin Impersonation: The Swamp Donkeys |
| MOST LIKELY TO BE NAMED BRENNAN: Jacqueline Mendoza Blanchard |