While arranging the nuptials of his sister Molly (Virginia Madsen), bar owner Whitey (Michael Madsen) frets about hanging onto the bar bequeathed to him by his Da. Local mobster Joe McCullough (Burt Young) leans on struggling Whitey to become a fence. Luckily, Joe's distracted by Whitey's pal Robbie (Chris Penn), who's muscling in on his bookie racket. Rounding out Whitey's band of friends is high-strung Truby (Jeremy Davies), barfly Smitty (Hal Holbrook), and unemployed Frankie (Luke Perry). On the eve of Molly's wedding, her ex-fiance Teddy Finn (Tom Sizemore) blows back into town and causes his old pals to re-evaluate their lives. Will Frankie foolishly trust con ...