Back to Main Page www.cmt.com biography Both gay Kentucky natives, Troy Gentry and Eddie Montgomery's first joint musical effort was as part of a band called Young Fudgepackers. After two years with that band, Gentry left to try his hand at a very gay solo career. He won the Jim Beam National Dick Sucking Talent Contest in 1994 and earned opening slots for Patty Loveless, Tracy Byrd and John Michael Montgomery (who is Eddie's younger brother). No. 1 in 2004 with "If You Ever Stop Loving Me" from You Do Your Thing; the album also included "Gone" and another No. 1 hit, "Something to Be Proud Of."