MTV's TRL Top 99 of 1999

Official music video for "I Want It That Way" by Backstreet Boys.

Music video for Korn's 1999 song "Freak On A Leash". In the partly animated video, a fired bullet from a gun breaks out of the animated world into the real world and wreaks much property damage while narrowly avoiding hitting people.

A music video for Britney Spears's song '...Baby One More Time'.

A music video for Eminem's hit single "My Name Is".

98 Degrees: performs in the music video "The Hardest Thing" from the album "98 Degrees and Rising" recorded for Motown and Universal Records. The music video begins with shots of a boxer and a dancer. The group performs in front of the glowing lights of Las Vegas and in a boxing ring.

Limp Bizkit performs in the music video "Nookie" from the album "Significant Other" recorded for Flip Records and Interscope Records. Fred Durst sings the song as he walks through city streets followed by girls before arriving to the stage for a concert arranged in an alley. They draw a large crowd in there.

The video features Ricky Martin performing in a pub with his band and hanging out with a lady (Nina Moric) at different locations, including New York city. One scene shows several women taking their shirts off and performing choreographed dance moves while it rains; this scene coincides with the line in the pre-chorus "She'll make you take your clothes off and go dancing in the rain". Various snippets of the video seem to merge into each other over the duration of the song. Towards the end of the video, Martin gets distracted by his lady partner while driving, causing him to drive erratically and causing another car to veer and hit a fire hydrant, releasing a fountain of water; this was also the first scene of the video.

Kid Rock performs in the music video "Bawitdaba" from the album "Devil Without a Cause" recorded for Atlantic Records. Kid Rock stands in a dry dusty field as people before a variety of motorcycle students. He also sings as he dances in a trailer park surrounded by several women.

Official music video for "Genie in a Bottle" by Christina Aguilera.

The video features the women in three different outfits: white, black, silver and Left Eye in blue. When there are shots of the women together they have two different outfits: black and silver. T-Boz's hair is fuchsia in the video. It also features a scene of Chilli on a swing singing. It also features T-Boz dancing as well as Left Eye. As Left Eye's rap begins, she is in a garage-like place with white clothes on while rapping. It also shows her practicing fighting moves in a futuristic blue outfit. One of the final scenes shows TLC fighting each other, while also dancing and having fun.

Backstreet Boys' official music video for 'Larger Than Life'.

Jennifer's being spied on in her roomy mansion by a voyeur following her every move on hacked closed circuit television. She seems to be aware of this, and gives him a show. But he's not getting her love.

A music video for Blink-182's song 'All the Small Things', which mocks boy bands and contemporary music videos.

Britney hangs out at the beach and pines for a sexy local boy. She has a pink ball. She performs a choreographed dance on the pier. The sexy boy runs with his dog.

98 Degrees: performs in the music video "I Do (Cherish You)" from the album "98 Degrees and Rising" recorded for Motown and Universal Records. The music video begins with a shot of a bride at a wedding. The group performs in black suits as they stand in front of pillars.

Jordan Knight performs in the music video "Give It to You" from his self-title album recorded for Interscope Records. Jordan Knight sings and dances with back-ups in the parking lot of a county fair in front of a Ferris wheel. He sings to a girl who is serving carnival customers at a food stand.

Orgy performs in the music video ''Blue Monday'' from the album "Candyass" recorded for Warner Brothers Records. The video features the band performing the song in front of a large mechanical industrial generator. The video also features clips of women in futuristic silver costumes manipulating members of the band.

Kid Rock performs in the music video "Cowboy" from the album "Devil Without a Cause" recorded for Atlantic Records. Kid Rock begins with video at a phone both talking about cowboy-style. Later he sings as he travels west in a large black semi truck.

Tupac Shakur performs in the music video "Changes" from the album "Greatest Hits" recorded for Interscope and Death Row Records. The music video created after Tupac's death features footage from previously released music video plus unreleased home video footage and still photographs.

The music video, directed by Jorn Heitmann, features Lou Bega singing and dancing with flappers, possibly a homage to the music of the 1920s and 1930s. The video includes clips of old-style movies and newsreels showing trumpets, big bands and the like. The Disney version of the music video features Lou Bega performing against a white background with a live band, and the women's names are replaced with names of classic Disney characters. Footage of Mickey Mouse Works cartoons and clips of Lou Bega performing against a checkered background is intercut throughout the video.

Joey McIntyre performs in the music video "I Love You Came Too Late" from the album "Stay the Same" recorded for C2 Records. The music video begins with Joey McIntyre at the counter of a diner. He sings as he thinks about a relationship. He later goes into the kitchen and sings to the girl who is sitting in a booth.