"Dilemma" was the third single off of Nelly's album, Nellyville. It was also the first single off of Kelly Rowland's solo album, Simply Deep.

This song was huge in 2002. It won many accolades from Billboard recognition to Grammys. According to Wikipedia:

In the 55th Anniversary of the Hot 100 issue of Billboard magazine, the song was ranked at number 75 on the all-time Hot 100 songs[2] while at the end of 2009 was named the 11th most successful song from 2000 to 2009, on the Billboard Hot 100 Songs of the Decade.[3] The song won a Grammy Award for Best Rap/Sung Collaboration at the 45th Grammy Awards.

The music video was shot on Colonial Street, which is part of Universal Studios. If you look real hard, the houses probably look familiar because that street and houses were used for Desperate Housewives.

Larry Hughes, formerly of the Golden State Warriors plays Kelly's boyfriend and Patti Labelle plays Kelly's mom. Labelle's cameo is a nod to her song, "Love, Need and Want You" being sampled in "Dilemma."

Man, when I hear this song it takes me back to high school, driving around in my friend's red, 1986 Nova with he windows down. Those were the days.

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