Back by Midnight

Back By Midnight is a 2005 comedy film starring Rodney Dangerfield, Phil LaMarr, Harland Williams, Randy Quaid, Gilbert Gottfried, and Kirstie Alley. The film was completed in 2002. It also features cameo appearances by Dangerfields reallife friends, Ron Jeremy and Michael Bolton, as well as Louie Anderson.

The plan meets many surprises however, complicating Jakes plan, including excitable store clerk Lance Kevin West and a sadistic security guard Gilbert Gottfried with his vicious guard dog named Princess.As Jake distracts Smitty, the four bungling prisoners break into the store, distract the stores guard dog Princess with the prisons guard dog whom they had fed viagra to earlier that night, and make off with their stolen gym equipment, but on the way back to the prison one of their truck tires goes flat. As Ears and JerkOff look for a tire jack in a farm house, NextWeek and MileAway try to fasttalk their way past Sheriff Jack Hubbard Harland Williams, who it turns out is an old school chum of MileAway. JerkOff finds love with the farmers sheep, alerting farmer Baxter Blake Clark, who comes out with a shotgun, sending JerkOff and Ears running away with no tire jack. As Sheriff Jack Hubbard and MileAway reminisce, NextWeek changes the truck tire with the tire jack Sheriff Hubbard loaned them. After picking up Ears and JerkOff from the side of the road, the four convicts head back to the prison. ........

Source: Wikipedia