Men in Scoring Position (1999)

"In the game of life, it hurts more to lose than it feels good to win."

Longtime buddies Mitch and Danny are working-class guys in their 30s that life has slapped around ever since their glory days as high school jocks. Sick of the cycle of idle talk, half-baked plans and fears about the future, both guys finally decide to realize their dreams and find the perfect catalyst in Lucy, a mysterious new woman passing through town.