An old friend of Sam's, Eddie Gordon, comes to the bar. 'Friend' is probably too strong a word as Sam can't remember who he is. He is indeed not a friend, but someone who bet Sam, while Sam was on a drunken spree a year ago, that Sam would marry Jacqueline Bisset within a year or lose the bar. Eddie has come to collect on his bet, the bet written on a piece of paper signed by Sam. Sam has until the end of the day tomorrow to marry Jacqueline Bisset or perhaps lose the bar. Sam doesn't know what to do, and even he admits that he wouldn't be able to woo Jacqueline Bisset enough in one day to marry him. Carla comes up with a bizarre idea: the bet does not state that Sam has to marry THE Jacqueline Bisset, and supposes that there must be another Jacqueline Bisset somewhere in the U.S.; get her under the Sammy spell, get a quickie wedding and a quickie annulment. The gang comb through telephone books from all over the U.S. looking for a Jacqueline Bisset. They eventually find a young unmarried Jackie Bisset in West Virginia - a simple country girl - and Cliff manages to convince her to come to Boston on the ploy of a radio prize giveaway. Once at the bar, she's told the real reason for her trip. She is reluctant to go through it for obvious reasons, but thinks about it while she and Sam see the sights of Boston, on this her first trip to the city. After all is said and done, she sees that Sam is a nice guy and wants to help, so she agrees. Before the wedding, Eddie comes back to the bar. Sam tells him what's going on. Eddie tries to negotiate a deal, starting at $5,000; he walks out of the bar only with a free olive (with stuffed pimento!). Sam's problem is solved. However there is still the issue of Jackie. Diane feels that Jackie may have fallen under the spell of worldly Sam Malone and may be hurt when she no longer gets to marry him. But Jackie ends up being more sophisticated in the ways of Sam Malone than even Diane.
Filmed in Niles, California, USA.