Episode: 169 | Aired: September 21, 1989
Rebecca is troubled by a recurring dream in which she willingly submits to Sam's smooth moves. Eventually she gives him a kiss and promises to give him a chance. However, their embrace is interrupted by recent Forbes cover boy Robin Colcord.
Episode: 170 | Aired: September 28, 1989
When Robin Colcord, longtime object of Rebecca's fantasies, reveals she is the sole reason for his visit to Cheers, Rebecca forgets her promise to give Sam a chance and goes to California on a date with Robin.
Episode: 171 | Aired: October 12, 1989
Sam decides to buy and renovate a bar. Robin Colcord relishes the idea himself, talks Sam out of the purchase, and makes a huge profit for himself.
Episode: 172 | Aired: October 19, 1989
Cliff's postal-worker girlfriend Margaret returns from Canada and asks him to marry her. Cliff is struck blind and hysterical due to fear of commitment and Margaret returns to Canada.
Episode: 173 | Aired: October 26, 1989
Sam sells his Corvette to further his goal of buying back Cheers. Meanwhile, Norm hires a crew to help him in his booming painting business.
Episode: 180 | Aired: October 26, 1989
When Woody asks for some time off, the Cheers gang learns of his dedicated efforts to help those who are less fortunate. Meanwhile, Sam is determined to buy back Cheers and convinces Robin to allow him to sail his boat in the upcoming Boston Harbor regatta for a shot at the $10,000 in prize money.
Episode: 174 | Aired: November 02, 1989
During an elaborate celebration for the 100th anniversary of Cheers, Lilith goes into labor.
Episode: 175 | Aired: November 09, 1989
Carla gets word that Eddie was killed in a freak accident with a Zamboni. At the funeral, Carla goes from grief to anger when she discovers Eddie was a bigamist.
Episode: 176 | Aired: November 16, 1989
Rebecca coordinates a retirement party. Frasier kidnaps his son to 'save' him from his bris.
Episode: 177 | Aired: November 23, 1989
The guys at Cheers challenge each other to a beard-growing contest. Kelly finds Woody practicing a love scene with a cast mate.
Episode: 178 | Aired: November 30, 1989
Norm tries to teach Woody the principles of economics and inflation with a game of Monopoly. Rebecca plans an intimate evening with Robin at her apartment. However, Sam shows up instead and sets off a security system that locks them in for the night.
Episode: 179 | Aired: December 07, 1989
Robin Colcord has a desk delivered to Rebecca as a gift and hints at the possibility of a ring hidden somewhere. After Norm's business slows, he is forced to fire his secretary who then reveals her love for him.
Episode: 181 | Aired: January 04, 1990
Carla panics when she finds out that she's to be audited by the IRS and asks Norm for help. Rebecca's favorite professor sleeps with Sam.
Episode: 182 | Aired: January 18, 1990
Cliff meets his idol, Alex Trebek, when he appears on his favorite show 'Jeopardy'. Sam nears hysteria when he discovers someone has taken his little black book and is calling numbers pretending to be him.
Episode: 183 | Aired: January 25, 1990
After a gala event, with Sam attending as a third wheel, Robin and Rebecca drive off alone. The morning after, Rebecca seems ecstatic--as if she and Robin finally slept together. Yet, later that day, Sam finds Robin with another woman.
Episode: 184 | Aired: February 01, 1990
Rebecca finds Robin in his limo with another woman. She is furious, but decides to stay with him.
Episode: 185 | Aired: February 08, 1990
Cheers receives a mechanical bull. Kelly's mother propositions Woody.
Episode: 186 | Aired: February 15, 1990
Lilith appears on a talk show to promote her first book and Frasier and Sam end up as guests.
Episode: 187 | Aired: February 22, 1990
Rebecca's plans for a romantic day with Robin are ruined when he opts to spend the day in a game of one-upmanship with Sam.
Episode: 188 | Aired: March 08, 1990
Carla is consumed with guilt when she hides the money from her late husband's estate from his other widow. Woody bares all in a production of Hair.
Episode: 189 | Aired: March 15, 1990
Cheer's Indian Tecumseh is missing and they blame their old rivals at Gary's Old Towne Tavern for the loss.
Episode: 190 | Aired: March 29, 1990
Woody is upset when he learns that his beloved Kelly is going to Europe to study for a year. Woody and Kelly become engaged.
Episode: 191 | Aired: April 12, 1990
Carla is convinced that Eddie's ghost disapproves of her dating. She consults a medium.
Episode: 192 | Aired: April 19, 1990
Sam tells Rebecca he's bedded Robin's French girlfriend and raves about her bedroom skills. He tries to convince Rebecca that if he can teach her the woman's techniques she'll win Robin back.
Episode: 193 | Aired: April 26, 1990
Sam, Norm and Woody discover that Robin's computer is illegally receiving classified information regarding Rebecca's corporation. Rebecca plans to turn him in, but when he proposes marriage, she accepts.
Episode: 194 | Aired: May 03, 1990
Sam tells the corporation that owns Cheers that Robin was stealing information from them. In a show of gratitude, they offer to sell Cheers to Sam for $1. Robin flees the country and Rebecca finds herself in Sam's arms. Robin returns to find Sam and Rebecca in bed together.