Episode: 049 | Aired: September 28, 1998
After Frank has one accident too many, Debra decides that the kids cant ride with him anymore, which makes Raymond realize that his dad is getting older. Not only did Frank back into Roberts patrol car, but further investigation reveals that his drivers license is expired! Uncomfortable with the fact the hes not a safe driver anymore, Debra decides she doesnt want the kids in his car. But the most uncomfortable part for Ray is thinking about the fact that his parents are really getting older -- and unsafe driving is only the beginning of the journey.
Episode: 050 | Aired: October 05, 1998
Feeling overwhelmed with her responsibilities, Debra decides to get a babysitter. But when Lisa the babysitter becomes the smash hit at Space Station Barone with her alien-catching games and endless energy, Debra develops into a jealous mother. To become the kids favorite again, Debra replaces the babysitter with Grandma; disaster ensues when Marie sprains her ankle and Ray uncovers Debras secret plot. But by that time, Lisa has been stolen by the Parker family and Bill Parker kicks Ray out of the car pool when he tries to woo her back.
Episode: 052 | Aired: October 19, 1998
When Debras mother comes to visit the family for a week, Debra finds herself shocked to discover that she wishes her mom were more like Marie. Debras highly anticipated week of quality time with mom Lois quickly turns into a big disappointment when her mother seems more interested in the Renoir exhibit and her crossword puzzles than in Debra, Ray and the children. When her frustration with Lois disinterest reaches a boiling point, Debra makes the mistake of blurting out that she wishes her mother were more like Marie. Then she has the unfortunate double trouble of making amends with her mom -- and dealing not only with Maries glee, but with her claim that she deserves credit for teaching Debra parenting skills.
Episode: 056 | Aired: November 16, 1998
Raymond is in a bad mood. Forced to wait home all day for the delivery guy to bring Debras new curtains, he cant go out and play golf and laments to his brother that marriage is like a prison. So when Amy breaks up with Robert after he says he cannot commit right now, everyone blames Raymond for ruining his brothers life.
Episode: 058 | Aired: December 07, 1998
Everywhere Ray looks, beautiful, sexy women are coming out of the woodwork to stop by and say hi to new tenant Robert. Its the best-looking welcome wagon Ray has ever seen. Unbeknownst to Debra, who believes him when he tells her that the brotherly visits are an attempt to cheer up a lonely, homesick Robert, Ray is having the time of his life pretending to live the carefree life of a bachelor-- that is, until Debra shows up unexpectedly.
Episode: 061 | Aired: January 18, 1998
When Marie discovers that Ray held an unchaperoned wild party at their home some 20 years ago, she is hurt and disappointed that her beloved Ray lied to her. Unable to forgive or forget, Marie can no longer put Ray on a pedestal. Hes been bumped for big brother Robert -- and its killing Ray.
Episode: 062 | Aired: February 01, 1999
Roberts entire demeanor changes when he starts clubbing with his patrol partner Judy and her friends. When he starts using expressions such as This is so whack and Im down with it and showing up in mustard-colored suits, Ray and the rest of the family find it hard to believe the extent to which Robert will go to fit in with his new friends.
Episode: 063 | Aired: February 08, 1999
Frank is elected Man of the Year down at the Lodge and a reluctant Ray and Robert are enlisted to prepare his tribute. When they show up to interview Franks friends for the testimonial video, theyre more than a little shocked by the intense passion behind the guys comments about their father -- but its nothing compared to the outrageous reaction when Frank views the tribute for himself.
Episode: 064 | Aired: February 15, 1999
Just as Frank and Marie are about to embark on a high seas vacation, Frank hurts his knee and Ray, not wanting to disappoint his mother, agrees to accompany her on the Caribbean cruise. Its endless hours of shuffleboard and bingo and an extremely cramped cabin for two that can barely fit one. Could things get any worse for Ray? Marie, meanwhile, is having the time of her life soaking every ounce of fun in the sun. And back home, Robert is just about out of patience as caretaker for the injured Frank.
Episode: 065 | Aired: February 22, 1999
When Debra and the kids go away for the weekend, Ray is forced to confront the real reason he doesnt want to stay home alone. What should have been a couple of days of bachelor living and freedom from responsibility for Ray instead turns into a harrowing experience -- one that can be traced all the way back to his childhood. Rather than enjoying the rare peace and solitude at his own home, Ray actually chooses to head across the street and spend time with Marie.
Episode: 067 | Aired: March 15, 1999
When Ray confides to Debra that her constant need to cuddle and be on top of him when they're sleeping is causing him too many sleepless nights, Debra is more than happy to comply with his request to give him his space in bed. Now, Ray is learning the hard way that you have to be careful what you wish for!
Episode: 070 | Aired: May 03, 1999
When Ray babysits for the kids at the park and Debra sees how sweet and helpful he is toward the other mothers, she demands to know why she doesn't receive the same treatment. Ray, on the other hand, wants to know why Debra is always so critical of him. The solution -- an experiment in trying to be more considerate and appreciative of each other. Meanwhile, Ray arrives at the waiting room of Dr. John Becker to pick up his friend Doug, who was hit by a foul ball at a Mets game that Ray covered for Newsday.
Episode: 071 | Aired: May 10, 1999
After Ray urges Debra to go swing dancing with Robert (letting himself off the hook), he cant believe how infatuated the two become with their new hobby -- and its starting to tick him off. Meanwhile, Ray sees a side of Marie that he never fully expected.