90s Black Sitcoms
R&B Groups
Chicago Landmarks
The 99s into the 2000s Lyrics
All About Tierra 🎉
100

This sitcom featured a stylish cousin from Philly moving in with his aunt and uncle in Bel-Air.

What is The Fresh Prince of Bel-Air?

100

This trio sang "Poison" and defined early 90s New Jack Swing.

Who is Bell Biv DeVoe?

100

This West Side landmark, located in the Garfield Park neighborhood, is known for its vast indoor botanical gardens featuring exotic plants and flowers, and is one of the largest greenhouse spaces in the U.S.

What is Garfield Park Conservatory?

100

“I got my mind on my money, and my money on my _____." (also name the Song and Artist)

What is mind?

What is Snoop Dogg?

What is "Gin and Juice"?

100

The first dance competition I ever won with my college team featured a performance inspired by a popular animated movie known for its unconventional fairy tale characters.

What is Shrek?

200

This sitcom followed four professional Black women navigating careers, friendship, and love in Brooklyn.

What is Living Single?

200

This Chicago-born group is known for harmonies rooted in gospel and funk and songs like "Reasons."

Who is Earth, Wind & Fire?

200

This historic West Side neighborhood, once a hub for blues music and Black-owned businesses, is home to the famous Maxwell Street Market.

What is Pilsen?

200

My favorite Broadway musical.

What is Hamilton?

300

The Winslows were the family at the center of this sitcom that gave us Steve Urkel.

What is Family Matters?

300

This R&B group included brothers from Gary, Indiana and later launched solo superstar careers.

Who is The Jackson 5?

300

What was the last color of the infamous westside house (you know what house) before it was remodeled?

What is Sage Green?

300

“It’s been three weeks since you were looking for your _____, the one you let hit it and never called you again, remember when he told you he was about the _____ and you act like you ain’t _____ him, then gave him a little trim.” (Also name Artist)

What is friend, Benjamins and hear? (Doo Wop (That Thing) - Lauryn Hill)

300

My very first pet wasn’t furry or feathery—it moved slowly and lived in a shell. (Hint: Its name is two letters.)

What is DW?

400

This sitcom followed a close-knit group of Black women whose friendships were tested by love, money, and growth over eight seasons.

What is Girlfriends?

400

This female R&B trio, known for their tight harmonies and hits like “Right Here” and “Rain,” helped define 90s R&B and were signed to the same label as Jodeci.

Who is TLC?

400

This long-running parade is the largest Black parade in the country and a Chicago summer tradition.

What is The Bud Billiken Parade?

400

The very first country where my passport was stamped was a city famous for Gaudí’s architecture and tapas. Name the city.

What is Barcelona, Spain?

500

In this 90s sitcom, one character is famously unemployed and often teased by his girlfriend, while his best friend hosts a popular Detroit radio show.

What is Martin?

500

This Boston-based R&B group, originally a quintet, had hits like “Candy Girl” and “Not My Kind of Girl.”

Who is New Edition?

500

This South Side theater opened in 1921 and was known as the “Chitlin’ Circuit’s” premier venue, showcasing legends like B.B. King and Etta James.

What is The Regal Theater?

500

If Uber Eats made a 2025 recap of my orders, the number one type of food I’d have eaten is this seafood favorite I always crave.

What is sushi?

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