Actor Justin Long returns to the Ask Me Another stage! Known for the "Get a Mac" ads, Long talks about hosting his new podcast Life Is Short, and interviewing his 103-year-old grandmother. Then, he plays a game of "Shorter or Longer?" Later, comedian Marina Franklin tells the story of how she bombed her first big break, and then tests her knowledge of themed restaurants.

Grammy-nominated singer-songwriter Luke James chats about working with Beyoncé and Prince, acting on the series The Chi, and sings-along to some classic steamy slow jams. Plus, an audio quiz where contestants must identify famous robots in pop culture. Bleep-bloop!

Actor Kal Penn and comedian Dan Soder drop by Ask Me Another's first-ever Tournament of Champions, where we bring back four previous winning contestants to find who will be the big big winner. Penn talks about representing New York City's diversity in his comedy series Sunnyside. Then, he enters the ring to play a wrestling quiz against Soder, who stars in a new HBO special.

Singer-songwriter and activist Paula Cole shares how jazz inspired her to find her own Grammy-winning sound, and plays games that show off her anatomical and ornithological knowledge. Then, contestants play an audio quiz that reminds them why they should always turn off their cell phones before a show.

At the Aztec Theatre in San Antonio, Texas, Americana singer-songwriter Robert Earl Keen describes how his early days spent in Houston barrooms led to a career in music, how he first met his longtime friend, Lyle Lovett, and why his daughter had to talk him into doing his own podcast. Then he demonstrates one of his superpowers: knowing every U.S. president's birthday. Plus, things get cheesy when contestants play a really gouda music parody game.

Latino punk veteran Alejandro Escovedo talks about growing up in a big musical family, his year living in the Chelsea Hotel, and his latest album, The Crossing. Then, his love of surfing and French cinema is tested in a gnarly game of This, That, or the Other. Plus, contestants channel their inner fifth grader in a game where every answer can be spelled upside-down on an LCD calculator.