|Troy and Britta bonded in their first year at Greendale after they discovered they were both taking dancing classes and keeping it a secret from the rest of the study group. It was hinted for a while that Troy had a crush on Britta but she remained oblivious to it much like Troy was to Annie's crush on him during the study group's freshmen year. In the episode "Competitive Wine Tasting", Britta kisses Troy after he uses her attraction to men with pain to woo her, by making up a story about his uncle sticking a finger in his “plop plop.” There is some tension after Troy comes clean about not being molested, and Britta claims it was a mistake. She didn't fully reciprocate his feelings until their third year at school after realizing how deep his affection for her was. Troy is portrayed by Donald Glover and Britta is portrayed by Gillian Jacobs. Both characters first appeared on the show in the pilot episode.|
|“||You did get weirdly specific when you were describing Annie's body.||”|
|“||More specific then the stuff you told me about Britta?||”|
Troy and Britta had very little interaction throughout their first year as his budding relationship with Abed and her flirtatious relationship with Jeff took up much of their time at school. An attraction was briefly shown when Britta was caught by Troy trying to sneak peeks at him while wearing a tight fitting unitard. Troy would later help her out when she froze onstage during her recital due to her realization that Jeff and Slater wasn't just a casual fling. Troy and Britta improvised a sensual dance together which saved her recital. Later, Jeff would hint that Troy had a thing for Britta when he was accused by Troy of being attracted to Annie.
- "Study Break"(Webisode): Troy admits he would sleep with Britta if she got a haircut
- "Interpretive Dance": Troy and Britta discover they are both secretly taking dancing classes at school.
- "Romantic Expressionism": Jeff deflects Troy's criticism over Jeff's ogling of Annie by mentioning Troy's attraction to Britta.
- "Basic Genealogy": Britta gets spanked by Troy's grandmother after accidentally insulting her.
|“||Maybe someday you’ll fall for someone who’s healthy. Someone who, aside from his irrational fear of automatic toilets, is normal. Someone like me.||”|
The sophomore year at Greendale sees Troy's crush on Britta becoming more apparent. The two share a few small moments including a kiss however it's later revealed that Britta had been having casual hook-ups with Jeff throughout the year.
|“||This is a lock of my hair.||”|
Troy and Britta become closer towards the end of their third year at Greendale as she realizes his attraction to her and her own feelings for him. At the end of the year, Troy resolves his issues with the Greendale Air Conditioning Repair School, helps him move back into his apartment.
Troy and Britta are in a relationship in the study group's senior year at Greendale. Jeff notes teasingly that Troy and Britta's relationship is slowly progressing. Later, Troy and Britta get into a fight while trying to observe Troy and Abed's wish making ritual at the school's fountain. Although they tried their best to keep it a secret from Abed, he eventually tells them that he knew they had been having sleeping together in the apartment. Later, Troy and Britta attend the Inspector Spacetime convention together along with Abed, Annie and Jeff. While there, Britta warns Troy about Toby Weeks correctly guessing he was trying to steal his best friend away. Towards the end of the school year, Troy and Britta are reminded by Shirley and Annie that it's their one year anniversary. On their suggestion, they decide to go to Señor Kevin's. A "body switch' between Troy and Abed occurs that puts a damper on those plans with Abed taking Troy's place on the date. Troy nearly has his best friend do what he had been too afraid of doing himself. A speech from Jeff convinces him to be honest with Britta and he goes to Señor Kevin's to break up with her. Troy admits he hasn't matured enough yet to be in an adult relationship. He adds that while he was never comfortable being her boyfriend he knows with certainty that he can handle being just her friend a lot better. In response, Britta fights back her tears and silently agrees. Later in the study room, Britta pulls Troy aside after the group leaves and the two share an extended hug. In "The Darkest Timeline", Evil Troy and Evil Abed interview Troy and Britta from "Timeline Five". They are with their son "Chewbacca" which Troy told Britta means "He who hunts bounties".
Initially Jeff and Britta were pushed as the primary romantic pairing for the show with Troy and Annie meant to be the secondary one. Development of both pairings were stalled, however, due to a number of reasons. For one thing, Troy's friendship with Abed started to become more central to his character than the possible romance with Annie. On top of that, Annie herself was discovered to have good chemistry with Jeff. In the Community: The Complete First Season DVD commentaries, the creator of the show, Dan Harmon, also wanted to further develop Britta's character past her simply being Jeff's conscience. Eventually the Troy and Abed and Jeff and Annie pairings became more popular then the official ones which were originally envisioned. In various interviews (, ), Harmon related his decision to make it so that all romantic entanglements could be a possibility on the show and eventually started putting in fanservice for shippers of certain pairings. Troy and Britta were given such a moment in the Season One episode "Interpretive Dance". The possible attraction was hinted at more in Season Two in episodes like "Basic Rocket Science" and "Mixology Certification" and further developed in Season Three. In the Community: The Complete Season Three DVD commentaries, Harmon credits writer Megan Ganz with convincing him to explore the Troy and Britta pairing further.
Troy and Britta share a few similarities to the Jeff and Annie pairing: both have significant age differences, both are opposite in personalities, and both were pairings that were not originally planned. The main difference is that, for the most part, Britta has been more unguarded in her feelings towards Troy particularly in comparison to Jeff's mostly ambiguous admissions to Annie regarding his feelings for her. In Season Four, Troy and Britta will be in an official relationship and Abed having to deal with his anxieties of losing his best friend to someone else, a plot point hinted at in "Virtual Systems Analysis".