Famous Couples
They were Hollywood's biggest power couple, known as "Brangelina"
Who are Brad Pitt & Angelina Jolie
This Atlanta duo, known for “So Fresh, So Clean,” won Album of the Year at the Grammys for “Speakerboxxx/The Love Below.”
Who is OutKast
This 1999 teen drama made Omar Epps and Sanaa Lathan the couple of the decade.
What is Love & Basketball
This sitcom starred Will Smith as a fictionalized version of himself after moving from Philadelphia to Bel-Air.
What is The Fresh Prince of Bel-Air
This casual streetwear brand, co-founded by Shawn “Jay-Z” Carter, was a must-have for hip-hop fans in the early 2000s.
What is Rocawear
This singer dated Justin Timberlake, and their breakup famously inspired the song "Cry Me a River"
Who is Britney Spears
This producer-rapper duo created the loud “Yeah!” sound tag in the early 2000s.
Who are Lil Jon & The East Side Boyz
In this 2000 cheerleading movie, Gabrielle Union made the Clovers unforgettable.
What is Bring It On?
This BET countdown show, hosted in the early 2000s by AJ & Free, was must-see after school.
What is 106 & Park
This type of footwear, often seen in music videos and basketball courts, became a cultural staple for Black youth in the early 2000s.
What are Air Jordans
This famous NBA player and his longtime singer-actress wife married in 1996 and became reality TV regulars
Who are Magic Johnson and Cookie Johnson
This iconic hip-hop collective, featuring Method Man, Ghostface Killah, and RZA, was still dominating charts in the late ’90s and early 2000s.
Who is the Wu-Tang Clan
This 2002 movie starring Nick Cannon and Zoe Saldana highlighted HBCU life and marching band culture.
What is Drumline
This show followed six friends living in New York City and ran from 1994–2004.
What is Friends
This handheld device, first released in the late 90s, allowed people to play music and was a must-have for teens on the go.
What is a iPod / MP3 player
This hip-hop couple shared the spotlight on “106 & Park” before their long-term relationship ended in the early 2000s.
Who are Bow Wow and Ciara
This hip-hop soul queen gave us the hits “Family Affair” and “Be Without You.”
Who is Mary J. Blige
Denzel Washington won an Oscar for his role as a corrupt cop in this 2001 thriller.
What is Training Day?
Premiering in 1991 and running for 25 years, this daytime talk show became famous for its mix of celebrity interviews, inspirational stories, and discussions on social issues.
What is The Oprah Winfrey Show
Known for her “baby hair” style and silk press, this singer and actress’s hairstyles were widely emulated in the late 90s.
Who is Aaliyah
This is the year Jay-Z and Beyonce got married
What is 2008
In 1969, this Motown artist released a song whose French title means “My Dear Love,” even though he was an American singer-songwriter.
Who is Stevie Wonder.
This 2002 film introduced the world to Bow Wow’s roller-rink crew in Atlanta.
What is Roll Bounce
This 90s sitcom followed a widowed dad raising three daughters with the help of his quirky neighbor and featured the catchphrase, “Did I do that?”
What is Family Matters
This social activity, involving talking to multiple people online, became wildly popular in the early 2000s thanks to AOL and MSN.
What is instant messaging / chat rooms