
6. Lean Back
> Artist: Terror Squad
> Weeks on Top 40: 27
> Entered charts: July 3, 2004
> Left charts: Jan. 15, 2005
Big Punisher and Fat Joe, two already notable Latino rappers from the Bronx, formed the core of this late-1990s/early-2000s group. “Lean Back” reached the top five on Billboard’s Hot 100 list before the album featuring it was released. It topped the Billboard Hot 100 for three weeks.

5. Hey There Delilah
> Artist: Plain White T’s
> Weeks on Top 40: 28
> Entered charts: May 26, 2007
> Left charts: Dec. 1, 2007
Plain White T’s lead singer Tom Higgenson wrote this song about a woman named Delilah DiCrescenzo, whom he was trying to woo (he failed). Last year, according to the Hollywood Reporter, the band began pitching a TV series based on the song.

4. You’re Beautiful
> Artist: James Blunt
> Weeks on Top 40: 29
> Entered charts: Dec. 24, 2005
> Left charts: July 8, 2006
English singer-songwriter James Blunt scored his sole Top 40 hit with this soulful pop ballad. The song did exceptionally well on the charts — it was on the Billboard Hot 100 for 38 weeks — and was nominated for multiple Grammy Awards, including Record of the Year and Song of the Year. But even Blunt, as he told Hello! Magazine in 2014, found the overplaying of the track “annoying.”

3. Everything You Want
> Artist: Vertical Horizon
> Weeks on Top 40: 34
> Entered charts: Feb. 19, 2000
> Left charts: Oct. 7, 2000
Released nearly a decade after the band’s formation, Vertical Horizon’s “Everything You Want” was a huge success for the alternative rock band from Washington, D.C. In addition to spending 34 weeks in the Top 40, the song was Billboard’s Most Played Single of 2000.

2. Macarena (Bayside Boys Mix)
> Artist: Los Del Rio
> Weeks on Top 40: 37
> Entered charts: May 18, 1996
> Left charts: Jan. 25, 1997
Anyone alive during the mid-1990s will remember the inescapable fad that was the “Macarena.” Complete with its signature dance, the song was played everywhere — from sporting events to the 1996 Democratic National Convention.