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24 Episodes 1999 - 2000
Episode 1
Mon, Sep 20, 199923 mins
After a PTA meeting Debra makes a comment about a mother who had a "boob job", to which Ray responds enthusiastically, upsetting Debra. When Ray returns home from a trip, an enhanced Debra surprises him. Robert, Marie and Frank are also shocked. After getting Ray to admit that he likes Debra better this way, she reveals that she just stuffed a pair of socks in her bra to trick him.

Episode 2
Mon, Sep 27, 199922 mins
To fix his own dinner, Ray tries to open a tin of tuna with a new can opener Debra has bought. He spills tuna water and blames the can opener. This incident is shared by Debra and Ray with Robert and Marie respectively, but their viewpoints are radically different.

Episode 3
Mon, Oct 4, 199930 mins
After an accidental tip-off from Ray which allows him to win a bet, Frank hangs out a lot with Ray to get more insider information. The sudden generosity and affection creates a lot of suspicion. When the truth comes out, Ray is disappointed and sets up Frank to teach him a lesson.

Episode 4
Mon, Oct 11, 199923 mins
Marie sees Debra reading a book to help her talk to Ally about sex. Marie then reveals that her and Frank's sex life has been almost dead for the past 20 years. Debra is shocked and tries to spice up her own sex life. When the guys talk about it, Frank mentions that his sex life is very healthy. Finally Debra and Ray confront Marie and Frank and realize that Marie was lying.

Episode 5
Mon, Oct 18, 199922 mins
Upon drafting their wills, Ray and Debra must decide who would make the best guardians for their children. They choose Bernie and Linda, which offends the family. During dinner, when Debra and Ray try to ask Bernie and Linda, the family interrupts and makes them uncomfortable. Bernie and Linda refuse the offer because of their crazy family and Debra and Ray are forced to choose Marie and Frank.

Episode 6
Mon, Oct 25, 199930 mins
It's a good indication that something is up when Debra's sister, Jennifer, shows up for a visit with rosary beads and prayer cards as gifts for the kids. Unable to share the real reason why she is so upset with Jennifer's decision to become a nun, Debra reacts by accusing her sister of going through yet another phase and not being truly worthy of the calling to the religious life.

Episode 7
Mon, Nov 8, 199923 mins
When Ray Barone (Ray Romano) hires his overwhelmingly annoying cousin Gerard (played by Fred Stoller) to assist him, and Debra (Patricia Heaton) points out how alike the two men are, Ray is mortified. When Ray confronts his family to refute Debra's findings, he realizes that he's just made a bad situation worse.

Episode 8
Mon, Nov 15, 199923 mins
Ray is bewildered, but not altogether displeased when Debra starts initiating sex on a more than regular basis and is even willing to give up his golf game to satiate Debra's desires. But, never able to leave well enough alone, Ray looks for a reason behind her sudden burst of energy and gets a crushing blow to his ego.

Episode 9
Mon, Nov 22, 199922 mins
Inspired by how well the Barones got along at Thanksgiving dinner, Debra is intent on finding a way to improve her relationship with Marie. When Debra spends the whole day cooking with Marie, it's the perfect opportunity to test out her new "shrug it off and let the criticisms roll off your back" attitude that she feels will win Marie over. Meanwhile, Ray gets roped into having Frank and Robert accompany him to a car show, where he has his own method of getting along with his family.

Episode 10
Mon, Nov 29, 199923 mins
While discussing the possibility of having to hold Michael back for another year of pre-school, Ray is shocked to discover that he too was left back when he was that age. Once Ray learns of his scholastic past, he is convinced that of all the traits a parent could pass on to a child, his legacy is to pass his stupidity on to Michael. Meanwhile, Frank heads over to the school to sweet talk the kindergarten teacher into letting Michael advance with the other kids.

Episode 11
Mon, Dec 13, 199923 mins
Ray Barone is thrilled when he hits upon the perfect gift - a family photo that his mom and dad can treasure forever. But, when the day arrives to take the picture, Ray tries in vain to keep the peace when Debra and Marie have very conflicting opinions about the meaning of "family" in family photo.

Episode 12
Mon, Jan 10, 200023 mins
When Robert and Amy break up, she turns to Debra. She then raises the question, is Robert gay? Debra then tells Ray what Amy said. Ray obsesses about it. He then later tells his parents who also wonder about it. And when Robert shows up and they tell him they love him no matter what, he says it's not true. And when he goes home and Ray goes to see him, they wonder.

Episode 13
Mon, Jan 17, 200022 mins
Ray and Debra have differing points of view on how best to handle the situation when they learn that Ally has been bullying another child on the school bus. Ray thinks Ally's pushiness and "don't take any crap from anyone" attitude comes from Debra. Meanwhile, Debra thinks if she doesn't instill that independence in Ally, she'll end up being a wuss-just like her dad.

Episode 14
Mon, Jan 31, 200022 mins
Everyone gets on Ray's case because he doesn't go to Sunday Mass. When Ray starts feeling guilty about the good example Frank is setting by attending church, he commits to becoming a regular parishioner. But, when Ray shows up at the church, he quickly realizes what it is that draws Frank to this house of worship week after week-and it isn't the sermon.

Episode 15
Mon, Feb 7, 200023 mins
Ray feels tremendous guilt when he cancels plans with Robert, who then gets hurt in the line of duty, when he should have been hanging out with his brother. At first, it's all laughs and snide remarks from Ray when he finds out the cause of Robert's job-related injury, but after some prodding from Debra, Ray decides to show Robert just how much he really cares for him.

Episode 16
Mon, Feb 14, 200030 mins
As Debra and Ray celebrate their 10th anniversary, she discovers that he taped over their wedding video years before with the '91 SuperBowl. Realizing how much he has upset Debra with his careless actions, Ray is willing to go to any lengths to atone-little realizing that it will mean renewing wedding vows in front of family and friends with all the trimmings.

Episode 17
Mon, Feb 21, 200023 mins
Ray Barone (played by Ray Romano) thinks he's being the perfect father by taking an interest in daughter Ally's "Hackidu" hobby and advising her on a card swap. But when he inadvertently gives away her favorite card, he has to pay for his mistake - although he just didn't realize quite how much.

Episode 18
Mon, Feb 28, 200023 mins
Ray Barone can't believe it when he samples Debra's braciole. Even though her past attempts at cooking seemed to have ruined his taste buds, he finds this simply delicious. But, when Marie gets wind of Debra's cooking prowess, and sees the effect that the braciole has on Ray, Robert, and Frank, it's war.

Episode 19
Mon, Mar 20, 200023 mins
Ray and Debra Barone devise a plan to try and push Frank and Marie into making some new friends, thus leaving the older couple with less time to bother them. It seems like the perfect plan, but unfortunately the situation is complicated by the reaction Frank and Marie's new friends have towards Ray.

Episode 20
Mon, Apr 17, 200023 mins
When Debra realizes that all her time is spent with the kids, Ray and his family, she implores Ray to take the kids out more often so that she can have more time to herself. Of course, this makes Marie think that something must be wrong in their marriage, despite Ray's assurances. However, when Ray spies on Debra to see what she actually does with her "alone time," he is not so sure all is okay.

Episode 21
Mon, May 1, 200022 mins
Still recuperating from his recent run-in with a bull, a cantankerous Robert is driving everyone crazy with his mean-spirited and nasty behavior. When Robert is told by his doctor that he will need two more weeks of convalescing at his parents' home before he can return to living on his own, everyone figures that's the reason for his foul attitude. But Debra gets to the heart of the matter when, playing amateur psychiatrist, she uncovers the real reason behind Robert's cruel conduct.

Episode 22
Mon, May 8, 200023 mins
When Ray witnesses Debra's hypersensitive mood and generally annoyed reaction to everything he says and does, he checks the calendar and realizes it's going to be a long couple of days ahead. In his desire to get a "quick fix" for Debra's womanly problems-thus making his life a heck of a lot easier-he turns a bad situation worse by suggesting that a simple pill will help with his wife's insufferable mood swings.

Episode 23
Mon, May 15, 200022 mins
Robert is back on the force and back with Amy. But something is still wrong.

Episode 24
Mon, May 22, 200023 mins
Flashback to when Robert got divorced.
