"It Ain't Cool to Be Crazy About You" is a song written by

Dean Dillon Dean Dillon (born Larry Dean Flynn; March 26, 1955) is an American country musician and songwriter. Between 1982 and 1993, he recorded six studio albums on various labels, and charted several singles on the '' Billboard'' country charts. Since 1 ...

and Royce Porter, and recorded by American

country music Country (also called country and western) is a genre of popular music that originated in the Southern and Southwestern United States in the early 1920s. It primarily derives from blues, church music such as Southern gospel and spirituals, ...

artist

George Strait George Harvey Strait Sr. (born May 18, 1952) is an American country music singer, songwriter, actor, and music producer. Strait is considered one of the most influential and popular recording artists of all time. In the 1980s, he was credited for ...

. It was released in August 1986 as the second and final single from his album '' #7''. "It Ain't Cool to Be Crazy About You" was his 9th #1 single.

Content

The narrator is a man who laid it all out on the line for the girl of his dreams. He got burned and made into a fool when she left him. Even when his friends tried to tell him he couldn’t listen.

Critical reception

Leeann Ward of Country Universe gave the song an A grade, saying that "hearing the first strains of the simple piano intro makes it almost impossible to get the tune out of your head once it’s there." She goes on to say that Strait’s "delivery of a mix of sadness and regret, with a hint of frustration, turns this song into something substantive with a relatable scenario."CountryUniverse.net
Song review

Cover version

Kenny Chesney has recorded a version of this song. It was only available as a B-side for his "

Never Wanted Nothing More "Never Wanted Nothing More" is a song written by Ronnie Bowman and Chris Stapleton and recorded by American country music artist Kenny Chesney Kenneth Arnold Chesney (born March 26, 1968) is an American country music singer, songwriter, and g ...

" in 2007.

Charts

"It Ain't Cool" reached number 1 on the ''

Billboard A billboard (also called a hoarding in the UK and many other parts of the world) is a large outdoor advertising structure (a billing board), typically found in high-traffic areas such as alongside busy roads. Billboards present large advertise ...

Hot Country Songs Hot Country Songs is a chart published weekly by ''Billboard'' magazine in the United States. This 50-position chart lists the most popular country music songs, calculated weekly by collecting airplay data from Nielsen BDS along with digital sal ...

chart and number 5 on the Canadian ''

RPM Revolutions per minute (abbreviated rpm, RPM, rev/min, r/min, or with the notation min−1) is a unit of rotational speed or rotational frequency for rotating machines. Standards ISO 80000-3:2019 defines a unit of rotation as the dimensionl ...

'' Country Tracks chart.

Weekly charts

Year-end charts

References

1986 singles George Strait songs Songs written by Dean Dillon Song recordings produced by Jimmy Bowen MCA Records singles 1986 songs Songs written by Royce Porter {{1986-country-song-stub