"Teenage Love Affair" is a song by American R&B and soul singer–songwriter Alicia Keys from her third studio album, As I Am (2007). Written by Keys, Jack Splash, Matthew Kahane, and Harold Lilly, it was released as the album's third single in March 2008.

The song is listed number twenty three on the 100 Best Songs of 2007 published by Rolling Stone magazine.

The track was produced by Keys and Splash and is based around a sample from The Temprees' 1972 song "(Girl) I Love You", written by Josephine Bridges, Carl Hampton, and Tom Nixon. The song ranked at number twenty-three on Rolling Stone's list of the 100 Best Songs of 2007, and was nominated for Song of the Year at the 2008 BET J Virtual Awards. It impacted mainstream urban radio on April 21, 2008. The song was a critical and commercial success in the US entering both the Billboard Hot 100 and Billboard Pop 100 charts and climbing to #3 on the Billboard Hot R&B Songs chart. Keys performed the song on Late Show with David Letterman on April 29, 2008. Swizz Beatz produced a remix of "Teenage Love Affair" featuring LL Cool J, using a sample from Slick Rick's 1988 song "Teenage Love". After failing to pick up sufficient airplay in the UK, the physical single was canceled there and the song charted at number one hundred and ninety-nine.

According to Keys' official website and official fan club, the music video for "Teenage Love Affair", directed by Chris Robinson (with whom she had previously worked with on 2001's "Fallin'" and 2003's "You Don't Know My Name", among others), was filmed at Drew University in Madison, New Jersey. Derek Luke plays Keys' love interest, and Anthony Hamilton, Jackie Long, Albert Daniels, Tristan Wilds, and Tanisha Scott make cameo appearances in the video as well. The video is based on Spike Lee's 1988 film School Daze, starring Laurence Fishburne, Tisha Campbell-Martin, and Kyme, among others. The video premiered across the U.S. on April 23, 2008 on MTV's TRL. That same day, Keys also appeared on BET's 106 & Park to premiere the video. BET placed the video at number forty on Notarized: Top 100 Videos of 2008 while BET J placed it at number fourteen on the Soul Sessions Top 50 of 2008.Giancarlo Esposito, the actor who portrayed Dean Big Brother Almighty in School Daze, makes a cameo appearance in the beginning of the video.

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