"It Ain't Cool to Be Crazy About You" is a song written by Dean Dillon and Royce Porter, and recorded by American country music artist George Strait. 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.
The narrator is a man who believed that his relationship was special but now at the end of it he now realized he was played as a fool. He recognizes his errors and how he shouldn't of gave her his heart and that he wished he listened to his friends. Throughout the song he emphasizes on how much it hurt to be crazy in love with her and he shouldn't of been so reckless with his heart.
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 itâÂÂs there." She goes on to say that StraitâÂÂs "delivery of a mix of sadness and regret, with a hint of frustration, turns this song into something substantive with a relatable scenario."
Kenny Chesney has recorded a version of this song. It was only available as a B-side for his "Never Wanted Nothing More" in 2007.
"It Ain't Cool" reached number 1 on the Billboard Hot Country Songs chart and number 5 on the Canadian RPM Country Tracks chart.