After Jessica's dad books her to sing, Nick and Jessica are forced to celebrate their first anniversary in Atlantic City; after the trip is interrupted by Oktoberfest they head off for a romantic night in New York.
Jessica takes a trip to New York for an interview at radio station Z100 and to Dallas to perform at her old high school. Jessica plans a surprise filled party for Nick's 30th birthday.
Jessica goes shopping, among the many things she buys is $1400 sheets. Nick buys two arcade games and rents a fork lift to get them in the house. The house becomes a haven for crows. Nick and Jessica relax at the house and watch a DVD.
Nick & Jessica do a sketch for VH1 Big in 2003; Jessica has problems memorizing the complex dialogue. Nick is in the Detroit American Thanksgiving Parade. Nick & Jessica spend Thanksgiving with family at the Simpson House in Waco, TX.
Nick & Jessica have a hectic December with 18 different shows to perform; Nick & Jessica make plans to record a duet.
Nick & Jessica spend the Christmas holidays with family in Cincinnati and Dallas.
Jessica promotes her new perfume line called ""Dessert;"" rumors of Jessica being pregnant circulate.
Jessica has to sing the National Anthem at the Sugar Bowl but her hairdresser cannot make it; Nick and Jessica discuss what kind of dog to get.
Nick, Jessica, Drew, and Lea go skiing; Nick has problems skiing.
Jessica plans an elaborate Valentine's Day for her and Nick.
Jessica's best friend and personal assistant moves in; Nick and Jessica perform at the Houston Livestock Show.
Nick gets frustrated with Jessica and her friend; the couple goes out for a romantic dinner.
Nick & Jessica must deal with aggressive paparazzi and fans; Nick & Jessica rent a house in Palm Springs with her family for Easter.
Nick & Drew go deep-sea fishing; Jessica performs at a USO show in Dallas, TX; Jessica & CaCee get Lasik eye surgery.
Nick & Jessica visit friends in Arizona and take turns babysitting their friends newborn baby; Nick contemplates becoming a Big Brother.
Nick and Jessica attend the Kentucky Derby.
When Jessica has a closed set photo shoot, Nick and her dad, Joe, bond by going ATVing, golfing, and deep sea fishing.
Nick & Drew are in Fiji to take part in the Kelly Slater Surf Invitational; Jessica is in New Orleans to shoot the video for her song 'Angel.'
While Jessica is on tour Nick decides to grass in the open lot next to the house.