1999 · 25 episodes
September 20, 1999 · 22m
Against Carrie's wishes, Doug buys a motorcycle which causes them to have a huge fight; Meanwhile, Arthur gets a job at a pretzel store.
September 27, 1999 · 22m
Doug feels left out after Carrie becomes friends with a new neighbor.
October 4, 1999 · 22m
Doug, while goofing off at work, accidentally ends up with a staple wound to the scrotum.
October 11, 1999 · 22m
Deacon & Kelly ask Doug & Carrie to be the godparents of their baby; Arthur runs into trouble at the pretzel store when he is put in charge.
October 18, 1999 · 21m
Carrie leaves the garage door open and Doug's big screen TV is stolen.
October 25, 1999 · 22m
Arthur's inclusion at an outing to a Mets game creates problems for Doug.
November 1, 1999 · 22m
Doug and Carrie, along with Deacon and Kelly, go on a weekend trip. While there, they find out that Deacon and Kelly have a very active sex life.
November 8, 1999 · 22m
Doug and Carrie invite Ray and Debra Barone over for dinner.
November 15, 1999 · 22m
A waitress flirts with Doug which causes him to start acting strange.
November 22, 1999 · 22m
In an attempt to get away from Carrie's friends for Thanksgiving, Doug invites Spence over.
November 29, 1999 · 22m
Due to financial trouble, Doug's bowling team must win the next game. Doug must help Carrie to improve her bowling ability or kick her off the team.
December 13, 1999 · 22m
Carrie wants to invest Doug's Christmas bonus; Arthur competes with the neighbors about who has the largest yard decoration.
January 10, 2000 · 22m
Carrie convinces Doug to be the best man at his cousin's wedding.
January 17, 2000 · 21m
Doug has his old football teammates over; Meanwhile, Spence tries to get his revenge on the football players for what they did to him in high school.
January 24, 2000 · 20m
Arthur is moved upstairs to Carrie's office once the weather gets cold, but have problems when the weather warms up and Arthur thinks his move was permanent.
February 7, 2000 · 21m
When Carrie is caught cheating at a board game twice, they trace her cheating problem back to when she was a child.
February 14, 2000 · 22m
Doug and Carrie recall the first time they met.
February 21, 2000 · 22m
Doug and Carrie make new friends, and by a scheduling mix-up the new friends, and Deacon and Kelly end are invited to the same dinner party. And in the end, they have no friends.
February 28, 2000 · 22m
Doug must keep up with Arthur while Carrie organizes his 75th birthday surprise party. When Doug loses Arthur, Carrie must find him.
March 6, 2000 · 22m
Doug loses a lot of money when he and Deacon go to Atlantic City to gamble.
April 17, 2000 · 21m
Doug becomes a Big Brother. Which leads him to running a 10K race to support heart disease; Carrie accidentally tells another Doug she loves him.
May 1, 2000 · 21m
Doug gets pulled into a water filter scheme thanks to his neighbors.
May 8, 2000 · 22m
Carrie forbids Doug to eat at his favorite Italian restaurant.
May 15, 2000 · 22m
Doug shows his romantic side as Carrie thinks he has lost it; Arthur serves on a jury.
May 22, 2000 · 22m
Doug and Carrie face problems when they try to decide where to go on vacation.