Annie plans a traditional Christmas at home with her dad, but but she find out the he had sold the old family house, in which she grew up in, she must finally face the facts of life and try to let go of the past. Annie fears that Christmas won't be as magical if she's not in her family home, so to make the holiday seem more traditional, Annie's dad buys her the biggest tree he can find without considering the true size of her apartment. Annie finds out that her dad has changed some of his old ways. He takes a train that's 3 hours earlier than his usual time. Insteed of his ""Bommer"" suite, that he has worned for years, he has bought a more fancy suit to wear to the China Grill, the most extravagant restaurant in town. Annie's brother went skiing for the holiday. Elliot and his wife Gail, on advice from their marriage counselor, stay away from his parents this Christmas.

When Annie confesses to Peter Calder that she doesn't want to see him anymore because he hunts doves, Peter promises to forgo the sport if Annie agrees to date him again. Annie's relationship is going great until Roger knocks Peter out during a sparing match and Peter tries to prove his masculinity by challenging Roger to another round. Meanwhile, Didi finds the ultimate job as a cosmetics salesperson and Elliot discovers that therapy is a great thing after he and wife go to a marriage counselor.

We don't have an overview of this episode, please check back later.

When Roger narrowly escapes death after his mattress catches fire, Annie takes him shopping for a new one; but, when the two have a close encounter on a mattress in the department store. Roger interprets the incident as a sign from God. Convinced that God spared his life so he could start a relationship with Annie, Roger tells Annie that fate has brought them together. When Annie rejects him, he disappears and Annie, Didi and Elliot spend all night looking for him. Charlotte Rae, who played a house-mother to series star Nancy McKeon's character, ""Jo"" on ""The Facts of Life"" (1979-88), makes a cameo appearance as Helen, a bitter woman who applies for a job with Annie because her husband of 26 years recently left her for a blonde hygienist.

When Didi's ex-husband shows up at her rent raising party, Annie, who didn't know he existed, feels betrayed by Didi and considers ending their friendship. Also at the party, Elliot, who is feeling rejected by his career-oriented wife, flirts with another woman, and Roger complains that he is being smothered by his lastest conquest, a woman he met only hours before.

Roger proposes to Annie after he learns that his 93 year old Italian grandmother, Nona Carlucci, is about to pass away and her last wish is to see him married. Annie reluctantly agrees to let Roger videotape a pretend wedding, but when roger sees Annie in a wedding dress, he realizes he is not ready for commitment and leaves Annie at the altar. Annie buys an antique armoire and Elliot buys an old ""C.H.I.P.s"" lunch box to relive his childhood, from the antique salesman.

Annie has a bad cold, so what she really needs is rest, but what she gets is locked out of her apartment, as well as a request to check on a neighbor whose friends fear may be dead. Annie's flu forces her to try to spend a quiet day at home alone, but her apartment turns into Grand Central Terminal when each of her friends has a crisis and comes to her for advice. Annie's day is anything but restful when Elliot asks her to critique his latest short story, Roger finds a mole on his neck and thinks he is dying, and Didi has an emotional breakdown when Jim cancels a date.

Annie gets cold feet after she sees the webbed ones belonging to a doctor she's dating; and later finds that she wasn't the only one concerned about appearances. Meanwhile, Elliot has dreams about murdering Roger.

When Didi realizes that her irresponsible boy-friend isn't going to show up for her birthday, Annie O'Donnell uses a $100 off coupon and a virgin visa card with a $400 limit that she was saving for her honeymoon to treat Didi to a glamorous night at the Plaza Hotel. While the two girls attempt to live like queens on a serf budget, Roger and Elliot do some male bonding and discover that when it comes to women, they don't have anything in common.

When the gang comes to Annie's rescue after she finds a mouse in her apartment, they all end up playing a late night game of truth or dare. During the game, Annie accepts a challenge to ask a man out on a date, rather than identify the person about whom she had a sexual dream. When Annie fails miserably at the dating game, the rest of the group grapples with other dares: Elliot overcomes his shyness by walking through a bar in his brief, briefs. Roger overcomes his homophobia by getting a senual massage from another man, and Didi faces her fear of death by attending a stranger's funeral.

Annie O'Donnell plays a single career woman living in New York City and searching for Mr. Right. In the season opener, Annie has a date with a homicide detective. It's a Saturday night, Annie meets him on the subway in car #3. She has said in the past that she'd never date a guy from the subway, or does she? Elliot got his wife Gail a gift certificate to the tire store for her birthday. Annie has named some pigeons, Bill and Hillary that she feeds on the window sill at her office. When Annie is getting ready for her date, Didi is giving her advice, like she always does, on what earrings to wear. Elliot and Gail help Didi paint her kitchen. Roger's date is so pleased with him that she gives him flowers.