"Should've Asked Her Faster" is a debut song written by Bob DiPiero, Al Anderson and Joe Klimek, and recorded by American country music artist Ty England.

It was released in May 1995 as the lead single from the eponymous Ty England album.

"Should've Asked Her Faster" debuted at number 69 on the U.S.

Billboard Hot Country Singles & Tracks for the week of June 10, 1995.

England re-recorded the song on his 1999 album Highways & Dance Halls as Tyler England, featuring Steve Wariner on lead guitar.