02:10

When Christina Aguilera, P!nk, Mya, Lil Kim and Missy Elliott had the perfect 2000s collaboration

02:24

When Alanis Morissette wrote and sang the millennial theme song

02:02

When The Ting Tings had the perfect song for those iconic iPod commercials

02:17

When Mariah Carey wrote and sang the biggest Christmas classic in recent history

02:09

When NSYNC sang a 90s Christmas classic

01:45

When Fiona Apple went old school for a Christmas classic

01:57

When Destiny’s Child sang a 2000s Christmas classic

01:59

When Britney Spears sang a Y2K pop Christmas classic

01:41

When Jimmy Ray wasn't just a 90s fever dream

02:12

When Kings of Leon wrote and sang the loneliest, most nostalgic 2000s night anthem

01:54

When Michelle Branch wrote and sang the catchiest hopeless romantic anthem of the 2000s

02:29

When The Killers wrote and performed the most 2000s Millennial Anthem ever

01:45

When Avril Lavigne sang in several different languages

02:27

When Natasha Bedingfield wrote and sang the most inspirational guilty pleasure song of the 2000s

02:29

When Jann Arden wrote and sang the most grateful song of the 90s

02:15

🍻 As Long As We Got Each Other ("Growing Pains Theme) [Holiday Version] - Rod Kim

02:26

When Whitney Houston and Enrique Iglesias sang the most 90s duet in Y2K

01:54

When No Doubt had the best 90s girl power anthem

01:53

When Blues Traveler made fun of you for listening to the song you were listening to

02:23

When Whitney Houston sang the most inspirational 90s duet with her bestie

02:02

When Eric Clapton and Babyface sang a hit duet in the 90s

02:01

When Coolio had the most staple high school dance bop of the 90s

02:30

When Britney Spears sang the most empowering Y2K banger

02:22

When Ashlee Simpson sang the best 2000s pop rock ballad

02:33

When TLC wrote and sang the 90s anthem for loving yourself

02:27

When Hilary Duff had the catchiest break up song of the 2000s

01:59

When Primitive Radio Gods had the best vibe and longest song title in the 90s

01:58

When Kina wrote and sang the pettiest anthem ever back in the 2000s

01:41

When Lucious Jackson had the coolest spy vibes in 90s rock

01:55

When Shakira made her 2000s pop rock debut after 90s rock

02:00

When Gregorian Chant was huge in the 90s (and kinda in the 2000s)

01:59

When Inspector Gadget had a 90s boy band theme song

02:05

When Avril Lavigne got COMPLICATED in the 2000s

01:50

When Michelle Branch wrote and sang a 2000s pop rock masterpiece

01:57

When Natasha Bedingfield wrote a song about writing a song in the 2000s

01:49

When Nickelback wrote a nostalgic 2000s pop rock classic

01:52

When the Pussycat Dolls sang the most 2000s pop ballad

01:41

When Soul Decision was FADED in Y2K

02:00

When O-Town sang the best friend zone anthem of the 2000s

01:57

When Evan and Jaron sang the best Y2K pop rocks song in the 2000s

01:50

When Feist wrote the 2000s iPod anthem

01:58

When the Backstreet Boys made us Larger Than Life in the 90s

01:58

When The Ting Tings didn't tell you their names in the 2000s

02:30

When Augustana went to Boston in the 2000s

02:00

When Savage Garden was sweet like a 90s chicka cherry cola

44:39

Hinder: "Lips of an Angel" is cleverly composed

01:59

When The Killers reinvented 2000s glam rock

01:50

When Britney Spears…did it again

01:57

When Imogen Heap wrote the moodiest 2000s anthem

01:59

When Los Lonely Boys had the best jam pop of the 2000s

01:59

When Nelly Furtado sang the most free-spirited Y2K anthem!

01:57

When Evanescence brought us to life in the early 2000s

01:53

When Ingrid Michaelson let you borrow her sweater

01:47

When Brandy and Monica had the fierest 90s face off duet

01:33

When Lauren Hill and the Fugees made on of parents' songs a millennial anthem

01:59

When The Ting Tings made a mistake into a hit 2000s song!

01:50

When The Chicks sang the best 90s revenge anthem

01:58

When the Backstreet Boys sang the ultimate 90s millennial anthem

01:59

When Everything But the Girl had the chillest 90s hit song

01:50

When Jennifer Lopez became J. Lo