In season 5 Tina and Louise experience more direct conflict than before in episodes such as “Speakeasy Rider,” where the two face off in gokarting, “The Millie-churian Candidate,” where Louise takes over Tina’s role as Jimmy Jr.’s student body president campaign manager, and “Adventures in Chinchilla-sitting,” where Tina is forced to chase Louise’s class pet, Princess Little Piddles, all over town. In “Tina Tailor Soldier Spy,” Louise goes on to insert herself into Tina’s Thundergirls mission, making things worse. The two reconcile when Tina gives Louise a friendship bracelet and Louise promises she will “wear it forever, back off.” despite claiming to “not be a jewelry person.” The two also share a friendly competition over who can make the best Christmas gift for Bob in “Father of the Bob.” Despite the tumult, the two are just as close as they have always been.
Tina continues to pine after Jimmy Jr. in “Work Hard or Die Trying, Girl,” taking the role of Katherine Parker to his Jack Trainer in Courtney Wheeler’s Working Girl Musical to try and get closer to the dancer. Although she begins the season’s Valentine’s Day episode “Can’t Buy Me Math” with plans to win Jimmy Jr. over, her plan backfires and she falls instead for Darryl. Though the relationship is usually portrayed as mostly in Tina’s head, Jimmy Jr.’s tendency to get jealous can be seen when Tina begins to date the coolest boy- er, box- in school, Jeff in “Tina and the Real Ghost.”
In the story Tina wrote for Gayle in “The Gayle Tales”, called “Lady Chatterteeth’s Lover” stars Gayle as a shy seamstress in the Georgian era, and ends with her marrying Scott Bakula in a double wedding with Tina and Jimmy Junior.
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