Great Big Boy is an album by American guitarist Leo Kottke, released in 1991.

Complementing the often-oblique song lyrics is a strange short story included in the liner notes.

Margo Timmins' vocals were recorded by Peter Moore at MDI Productions, Toronto, Canada.

He guested on Joshua Judges Ruth (1992) and I Love Everybody (1994) for Lyle Lovett, Troubadour (1992) by Larry Long, Other Voices, Other Rooms by Nanci Griffith, Traffic From Paradise by Rickie Lee Jones (both 1993) and Out of the Valley (1994) by John Gorka.

Writing for Allmusic, music critic Chip Renner wrote of the album "Kottke sings on this record to good effect.