Frasier asks Sam for some advice about his more intimate relationship with Diane and Cliff hides out from a vengeful fellow postal employee.

Carla asks Sam to tell her teenage son about the joys of bachelorhood and to discourage his urge to get married.

The guys at the bar feel sorry for Carla because nobody has responded to her newspaper singles ad. So they start sending her romantic responses from a fictional airline pilot.

Sam has to convince Woody to help Cheers win a bowling match with Gary's Old Towne Tavern at a rival bar.

Norm gets some dirt on his main competitor for a promotion but hesitates to use it.

We finally found out who Sam's telephone proposal at the end of the last episode was to - Diane! But Diane fears that Sam is meerely on the rebound after breaking up with Janet, so asks him to repeat the proposal in a more romantic occasion, but when he does (on a boat), she refuses, causing Sam to make her walk the plank. Later Diane says she does want to get married, but Sam has now retracted the proposal.

Diane badgers a noted British marriage counselor into seeing her and Sam for a pre-nuptial session, then refuses to heed his advice.

Norm gets to know Rebecca better when he paints her office as a way of paying off his bar tab.

Carla throws a jealous fit when she suspects that Eddie is fooling around with someone from the ice show.

Don Sentry walks into the bar and into Rebecca's life. He's the repairman called in to fix the bar tap. Although Don is not Rebecca's usual type, Frasier talks her into taking a chance when she states that someone like a Don is what she should be going after. Quickly, she falls head over heals, but Sam thinks she's settling for second best. He wants Rebecca to be his fall-back if in a couple of years he has not found "Mrs. Malone". Rebecca shoots back that he is an aging Lothario way past his prime. Frasier suggests to Sam, who is hurt by Rebecca's comments, that perhaps there is some truth to Rebecca's assertion about him and that he would benefit by group therapy for sexual compulsives. Sam does go to the meeting, and after a rough start, he does admit that perhaps he is no longer happy with his life.