Air date: 11/30/99
Mary is horrified when she learns that Dick has been pocketing all the tip money she has left at restaurants, but Dick is baffled by the concept of tipping, and attempts to re-invent it by placing a stack of one dollar bills on the table and informing the waitress that when she pleases him, the pile will grow, and when not, it will shrink. Mary, however, informs him that this idea is demeaning. Meanwhile, Sally goes on the pill after Tommy informs her that she could become pregnant by having sex with Don, but begins to experience erratic mood swings and food cravings.
Air date: 12/14/99
At a charity auction for the Rutherford Boys Home, Dick wants everybody to applaud him and so starts a bidding war with Studwick for a painting and ends up paying seventeen hundred dollars for it. Meanwhile, Don complains when Sally's snoring keeps him up all night, so she decides to try and stay awake all night so that he can sleep, but ends up keeping him awake anyway. Back at home, Harry and Tommy have been given the job of devising a new mission statement, and so try to work out what their purpose is on Earth.
The Loud Solomon Family: A Dickumentary
Air date: 1/11/00
Mary reveals to Dick that she has been observing his family for a number of years and that she would like to make a documentary about them, in order to show how the 'typical American family' has changed. Unfortunately, Mary's film soon begins to create tension among the family and accusations that Dick is an abusive father, Tommy is a bed-wetter and Sally is secretly a lesbian start flying around, so Harry decides to become an alcoholic so as not to be left out.
Gwen, Larry, Dick & Mary
Air date: 1/25/00
Mary is tired of spending all of her time with Dick's family and so suggests that the pair befriend another couple - her tennis partner Gwen and her husband Larry. Dick is apprehensive but quickly warms to the pair; however, they soon start brushing he and Mary off, so Dick finds them at the tennis club, where they tell him that it's because they find Mary to be tedious and self-absorbed. Meanwhile, Sally, Harry and Tommy are forced to use the Laundromat when their washing machine breaks down, and immediately fall in love with the place, even setting up a Laundromat court, in which Sally, imitating several of the phrases and mannerisms of Judge Judy, settles squabbles over people's washing.
Dick Puts the 'ID' in Cupid
Air date: 2/8/00
Valentines Day is approaching and Tommy hopes to get a hotel room and lose his virginity to Alissa, however, he is nervous when he discovers that she is sexually experienced and so loses his virginity to Mary's niece Tiffany first. Meanwhile, Dick discovers that Mary is seeing a therapist and, paranoid, he starts seeing her too, in order to find out what Mary has been saying about him. Paranoia fills Sally also, when Don gives her a gift which he teasingly says is from her 'secret admirer', and she mistakenly believes she has a stalker.
The Big Giant Head Returns
Air date: 2/22/00
Vicki Dubcek returns with her baby Eric Travis, telling of how she has cleaned up her act and become a proper mother. Unfortunately, however, the Big Giant Head decides to return to Earth and claim his son, but upon seeing Vicki with Eric, he falls in love with her and asks Dick to transform her hatred of him into love. Meanwhile, Harry admits that he is still in love with Vicki, but Dick tells him that he cannot have her because the Big Giant Head will punish him; whilst Tommy attempts to help Sally beat her addiction – shoes.