"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 popular music, music genre originating in the southern regions of the United States, both the American South and American southwest, the Southwest. First produced in the 1920s, country music is p ...

artist

George Strait George Harvey Strait Sr. (born May 18, 1952) is an American country music singer, songwriter, actor, and music producer. Strait has sold over 120 million records worldwide, making him one of the best-selling music artists of all time. He holds ...

. 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 Kenneth Arnold Chesney (born March 26, 1968) is an American country singer. With 30 million albums sold worldwide, he released his debut, '' In My Wildest Dreams'', in 1994, and has since released 19 follow-ups. His albums spawned 27 singles tha ...

has recorded a version of this song. It was only available as a B-side for his " Never Wanted Nothing More" 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 advertis ...

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 along with digital sales and streaming. ...

chart and number 5 on the Canadian ''

RPM Revolutions per minute (abbreviated rpm, RPM, rev/min, r/min, or r⋅min−1) is a unit of rotational speed (or rotational frequency) for rotating machines. One revolution per minute is equivalent to hertz. Standards ISO 80000-3:2019 def ...

'' 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