"Carlene" is a song co-written and recorded by American country music artist Phil Vassar. It was released in October 1999 as Vassar's debut single, from his self-titled debut album (2000). "Carlene" reached a peak of number 5 on the U.S. Billboard Hot Country Singles & Tracks charts, and number 45 on the U.S. Billboard Hot 100, and it reached number 1 in Canada. Vassar wrote the song with Charlie Black and Rory Michael Bourke.

"Carlene" is a moderate up-tempo backed mainly by piano, played by Vassar. In the lyric, the narrator recalls a girl named Carlene with whom he went to high school. He recalls being an athlete who struggled with his academics, while she was the valedictorian. Now an adult, he visits the school yard, where he meets Carlene again. He tells her that she is "lookin' good". In the second verse, the two go out for a ride together and begin conversing. She reveals that she now has a Ph.D. and is modeling for Vogue, while he is a songwriter who "finally got a couple [songs] out on country radio". The single edit omits one repetition of the chorus at the end.

Collin Raye sings backing vocals on the song.

The music video was directed by Gerry Wenner. It features Vassar singing the song while playing the piano on a rooftop.

Country Standard Time critic George Hauenstein cited "Carlene" as a standout track on Vassar's debut album. He said that although the song did not have a traditionally country music sound, it was a "fun, up-tempo song", and that it was more lyrically substantial than most other songs on country radio at the time. Vince Ripol, reviewing the album for Allmusic, also described "Carlene" favorably, calling it "boisterous" and an "immediate hit", also saying that Vassar's songwriting style recalled Tom T. Hall's story songs.

...
Wikipedia