DrChesspain's Boomer Entertainment Quiz

For all of you needing a break from holiday festivities, here’s a little 20 question quiz to test your skills at knowing useless, Boomer entertainment factoids. Answers will be posted by Black Friday evening.

  1. Who wrote Manic Monday?
    a. Susanna Hoffs
    b. Belinda Carlisle
    c. Prince
    d. Casey Kasem

  2. Who wrote I Will Always Love You?
    a. Barry Manilow
    b. Whitney Houston
    c. Dolly Parton
    d. Barry White

  3. With whom did Johnny Galecki (Christmas Vacation, Roseanne, TBBT) share his first onscreen kiss?
    a. Julliet Lewis
    b. Sara Gilbert
    c. Mayim Bialik
    d. Kaley Cuoco

  4. Leo DiCaprio had a reoccurring role on which late 80s sitcom?
    a. Different Strokes
    b. Family Ties
    c. Full House
    d. Growing Pains

  5. Which band has a song verse referencing The Falklands War?
    a. Vampire Weekend
    b. Death Cab for Cutie
    c. Panic at the Disco
    d. Kaiser Chiefs

  6. Kurt Russell was a child guest-star on what classic 60’s sitcom?
    a. My Three Sons
    b. The Munsters
    c. Bewitched
    d. Gilligan’s Island

  7. Who was considered to be the driving force behind the Travelling Wilburys?
    a. George Harrison
    b. Jeff Lynne
    c. Tom Petty
    d. Bob Dylan

  8. Madonna burst into stardom following her 1984 MTV Music Awards performance of which song?
    a. Borderline
    b. Material Girl
    c. Like a Virgin
    d. Lucky Star

  9. Speaking of Madonna, during the filming of A League of their Own, director Penny Marshall asked which cast member to pal around with Madonna, ostensibly to try to keep Madonna grounded and not become a distraction?
    a. Gina Davis
    b. Rosie O’Donnell
    c. Lori Petty
    d. Tea Leoni

  10. Liam Neeson’s late wife, actress Natasha Richardson, died of what cause at age 46?
    a. Drowning
    b. Aortic dissection
    c. Skiing accident
    d. Overdose

  11. Which actor is the last one remaining on the rail outside the Bellagio at the end of Ocean’s 11?
    a. Brad Pitt
    b. Elliot Gould
    c. Matt Damon
    d. Carl Reiner

  12. Before E.R., George Clooney had a reoccurring role on which sitcom?
    a. Kate & Allie
    b. Roseanne
    c. The Facts of Life
    d. Saved by the Bell

  13. In the movie Spring Break, which actor has the uncredited role of “Crazy Gut Gut,” who bellyflops into a hotel pool?
    a. Jeff Garlin
    b. James Gandolfini
    c. Dan Schneider
    d. Jim Belushi

  14. In the movie Jaws, why is there relatively little screen time with the shark?
    a. The producers couldn’t afford all of the extra personal required by law whenever the mechanical shark was moving in the water.
    b. The shark was frequently broken.
    c. It was a direct homage to Ingmar Bergman
    d. It was decided during editing to include fewer shots of the shark in order to increase the audience’s tension.

  15. Near the end of the run of Two and Half Men, which fictional married couple from a prior sitcom made an appearance?
    a. Tim and Jill Taylor (“Home Improvement”)
    b. Steven and Elyse Keaton (“Family Ties”)
    c. Peggy and Al Bundy (“Married with Children”)
    d. Dharma and Greg (“Dharma and Greg”)

  16. Which all-Black musical is based on The Wizard of Oz?
    a. The Wiz
    b. Ain’t Misbehavin’
    c. Uptown Saturday Night
    d. Dotty Girl

  17. What television show helped 7 year old Mila Kunis learn English?
    a. The Electric Company
    b. Mr. Rogers’ Neighborhood
    c. The Price is Right
    d. Her local six o’clock news

  18. According to Matt Damon, when did he first truly know that Ben Affleck had his back?
    a. When they were children, and Ben jumped on a bigger kid who was about to pound Matt
    b. During their teens, when Ben took an open container charge for Matt, who was on probation
    c. During pre-production of Good Will Hunting, when Ben insisted that Matt take the role of the genius that Ben originally wrote for himself
    d. During the beginning of COVID, when Matt and his family were stuck in Argentina at his in-laws, and Ben handled dozens of issues for Matt here in the States before the Damons could get a flight back.

  19. On the 60s comedy Green Acres, Arnold Ziffel was a pet ___?
    a. beagle
    b. pig
    c. donkey
    d. goose

  20. In a Few Good Man, Demi Moore tells Tom Cruise she was transferred to Internal Affairs after zealously defending a solder accused of:
    a. Breaking and Entering
    b. Drunk and Disorderly
    c. Simple Assault
    d. Shoplifting

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Thank you. It’s probably best not to post anything here, even in spoilers.

Also, since I have no plans today, if anyone wants to send me a message with a copy of their full answer sheet (with the answers bolded), I’ll be happy to score it and either post the score publicly, or just respond in a private message if you want it to remain private.

Yeah, I tried in spoilers but you could still read the answers

My mostly white high school did this as the school play in I think 1999. I wonder how well that would go over if it was done this year.

Think my breakdown would be
6 confident
6 educated guesses
8 uneducated guesses

Probably amounts to an expected 11/20.

I consider myself extra good at this kind of junk but almost all of these stumped me

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Cool

My breakdown I think is
2 confident
3 educated guesses
15 who the fuck knows.

Eyebooger has set the mark at 10/20 as the first scored contestant.

My answers are sent, I think I got 6 that I knew, if enough of my guesses are right I might get to 10.

Sent my guesses. Here’s to running hot on the button-clicking ones.

LFS takes the early lead with 13/20.

Beetlejuice using some of that ape magic: 15/20

11/20 Not bad

Well, I hit my projected expectation right on the nose anyway. Thanks for the game.

Only 3 or 4 I’m sure of, the rest are wild guesses.

In, confident in 9 I think, so if I get less than that, egg on my face.

I’m thinking 13/20. Only a couple were pure guesses. I knew quite a few and I feel I took good educated shots at the others. We shall see…

Wipers is currently tied for top primate at 15/20!

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