Bentleague Trivia and History

 

Bentleague XI Champions - BSS II

Bentleague Trivia and History

Bentleague Trivia (As of December 2025)

The Bentleague continues to grow, with more stories and memorable moments on the horizon. For those new to the league, this post shares some history and key trivia, helping you understand the background and details behind the Bentleague stories you may have heard—or missed entirely.

How Bentleague Began

Bentleague was established as an alternative to USTA after our PAC 4.0 Local Men’s Team, captained by Bentley, advanced to the USTA Nationals Tournament in Palm Springs, California. The team first won the local event, then triumphed at the State level in Monroe and Sectionals in Asheville, North Carolina, before moving on to Nationals. Upon learning about the USTA rule limiting teams to retaining no more than three players after advancing to Nationals, the group decided to create its own league. Now, after ten years and eleven completed leagues, Bentleague continues to thrive, marking its unique traditions and moments.

A Decade of Questions

As the league prepares for the Christmas/End of the Season/BSS Coronation Party, here are some trivia questions collected over the years. Special thanks to Gordo for initiating the list (rumor has it, he was “high as a kite”), and to all who contributed. Answers will be revealed at the upcoming party on Tuesday, December 23rd.

Bentleague Trivia Questions

1.       Name the only team to go undefeated for an entire year in Bentleague (10-0).

2.       Which last-round draft pick beat Robbie Caston (a mid-round selection) in singles?

3.       Name the only Bentleague player to get “bagel’d” while playing doubles with #1 draft pick Russ Anderson.

4.       Who wears a Velcro belt to hold his tennis ball, so it does not get sweaty?

5.       Name the Bentleague player who missed a net jump and face-planted on the court during a post-match celebration.

6.       Which Bentleague Captain submitted a line-up in violation of league rules at Bentleague X season’s first match?

7.       Which Bentleague player was awarded the first coveted Pink Hat?

8.       Who won the most “Pink Hat” titles?

9.       Which Bentleague player threw a chair off the Lakehouse balcony?

10.  Which active Bentleague player defeated Jeff Borne (the number one draft pick in Bentleague I; it was his only defeat) in a doubles match?

11.  Who was the partner of the player mentioned above?

12.  Who partnered with Jeff Borne in that historic match?

13.  Which Bentleague Captain was winless during his year as captain?

14.  Who is responsible for the quickest on-court default on the final day of play in a championship-deciding match?

15.  Who deposits the most sweat on court?

16.  Who is responsible for the infamous Bentleague XI bag toss?

17.  Where did the tennis bag land?

18.  Who called a “bird let?

19.  Who called a “leaf let”?

20.  Who gifted Grant Matherne his first Bentleague victory?

21.  In which Bentleague was The Commissioner on a championship team?

22.  Which two Bentleague players participated in the controversial “towel gate/line calls” singles match where one player was called a little Bitch?

23.  Which of the Butler Brothers has a hitch in his serve?

24.  Who was the first player to call a foot fault in a Bentleague match?

25.  Who was the second player to call a foot fault in a Bentleague match?

26.  Name the three players who had foot faults called on them.

27.  Which Captain put a player in a line-up while that player was in a foreign country?

28.  Who is the best guitar player and singer in Bentleague?

29.  Who is the worst (opposite of the above)?

30.  What player “replied all” to the Commissioner saying he did not want to be paired with another player during an upcoming doubles tennis match?

31.  What player captained two losing teams in Bentleague?

32.  Which Keith played professional soccer?

33.  Which player is most likely to miss the last round of the season to go hunting (ask Captain Brad)?

34.  Which of the following players has Mike Lane hair envy?

35.  Which player, and why, had the worst Bentleague XI season?

36.  Bentleague XI saw the youth movement make a big impact this past year. Which Young Gun went undefeated in Bentleague XI?

37.  Which Young Gun lost the most matches in Bentleague XI?

38.  Which Young Gun played the most matches in Bentleague XI?

39.  Which Young Gun has an unhealthy, stalker-like obsession with Shane McCarthy?

40.  Who is more likely to catch his toss when serving?

41.  Who is known as the “Idea Man” and created the Cockamamie Scoring System in Bentleague X?

42.  Who are the only two-time winning Captains in Bentleague history?

43.  Who is the best athlete to come out of Bogalusa and is also a Bentleague Charter member?

44.  While leading 5-4 in the first set of a Bentleague Championship match, who double faulted three times in the Bubble at Beau Chen?

45.  Who earned his nickname by bringing “two for the price of one” burritos to his 6pm Bentleague matches?

46.  Who is more likely to recap his matches from previous seasons even if he lost?

47.  Who is affectionately nicknamed “Cheech” and who is “Chong” in Bentleague?

48.  Who missed a 5-footer in golf during the pre-season tennis group golf outing?

49.  Who got into a fight (and won) at The Lakehouse during a Bentleague party?

50.  Who stole the Championship trophy during the End of the Season Party in a previous Bentleague?