|Señora Alessandra Chang is the ex-wife of Ben Chang. They originally met at a Salsa club and were happy for many years until they hit a rough patch when Ben started to focus more on his job and less on their marriage. They briefly separated, reconciled and ultimately got divorced when she learned Ben had slept with Shirley. She appears in two episodes: the Season One episode "Environmental Science" and the Season Four episode "Advanced Documentary Filmmaking". She is portrayed by actress Andrea de Oliveira.|
|In the study group's first year at Greendale, Ben Chang was their Spanish teacher. At one point, he was making the class workload unbearable with too many exams and assignments given. It was a twenty page essay that had the study group send Jeff to convince Chang to ease up. In Chang's office, Jeff met with Chang and correctly deduced his wife, Alessandra, had recently left him and was the reason behind his current attitude. Jeff pointed out that Chang wore the same shirt twice in one week, taught the class that the Spanish word "esposa" meant "liar", and had a picture of him with his wife with a word balloon taped above her saying "enjoy it while it lasts". Chang admitted he was right and opened up to Jeff about how the two met at a Salsa club, where she was attracted to him because of the way he danced. He added that he made her happy and pleasured her greatly.
|Jeff offered to take Chang out for a night on the town to take his mind off his domestic troubles. However, Jeff was the only one to benefit from this as Chang only spared him from writing the essay. After the study group made him feel guilty about this, Jeff contacted Alessandra and arranged a reunion for her and Chang. She met him in the cafeteria where a Green Week dance was being held. Alessandra joined Chang in a dance and the intensity of it rekindled the feelings between them. The two made out on the dance floor and Chang thanked Jeff for reuniting them by calling off the 20 page essay. He also assigned Jeff a one page essay for taking advantage of the emotionally vulnerable ("Environmental Science").
However, things became strained between them once more when Chang lost his job after his false credentials as a Spanish teacher were discovered ("English as a Second Language").
|In the study group's second year at Greendale, Chang became a student hoping to earn a legitimate degree and become a teacher once more ("Anthropology 101"). On Halloween, the Dean provided catering to the Greendale celebrations in the form of rations from an Army Surplus store - however, the rations were in fact an experimental chemical that caused students who ingested it to turn into mindless carriers trying to infect everyone else by biting them. Chang and Shirley tried to escape from the infected by barring themselves inside the restroom. The two shared a moment of understanding and became intimate before being infected themselves.
Afterwards, the incident was forgotten due to Government agents erasing the partygoers memories of the event ("Epidemiology"). The only clue that it happened was through a voice message Chang sent to Troy immediately after the liaison, stating that him and Shirley "totally did it". A few weeks later, Shirley announced she was pregnant and Troy realized Chang could be the father. When this information was made public, Alessandra left Chang for good and kicked him out of the house ("Early 21st Century Romanticism").
|In the study group's fourth year at school, Chang returned to Greendale after the events of Season 3 whereupon he kidnapped the Dean, replaced him with a double ("Course Listing Unavailable"), and took over the campus in a dictatorial role ("Curriculum Unavailable"), nearly blowing up the school ("First Chang Dynasty"). Claiming to have a new form of amnesia ("Changnesia"), he arrives with Dr. Ken Kedan from the Greendale Greater Mental health services. Convinced he isn't faking, the study group tries to help him regain his memories. Jeff is the only one who is skeptical and sets about trying to prove Chang is faking it. After studying hours of documentary footage Abed had filmed with Chang as his subject he discovers that Chang had been repeatedly calling a particular phone number while working at Shirley's Sandwiches. After examining the footage closely he discovers the phone number was that of Alessandra. He invites her to a special presentation Greendale had put together for the MacGuffin group, a charitable foundation looking to provide funding for research into Changnesia, under the guise of it being helpful to Chang's cause. She asks Ben if he remembers her but Chang replies he doesn't. Jeff then tries to make Chang jealous enough to break his act by kissing Alessandra, but Chang still maintains that he doesn't remember her ("Advanced Documentary Filmmaking").
In the study group's fifth year together at Greendale, it is suggested that Alessandra and Chang have started talking to each other again. Chang receives a phone call from her at a benefit show he and the Save Greendale committee had just attended. However, things don't seem to be going well between them as Chang has an argument with her immediately after answering her call. He had continued the exchange in what he thought was an empty room in the theater the event was held at. Upon hanging up on Alessandra, Chang notices he accidentally had the private and very emotional conversation on stage in front of now applauding audience. Flattered by the praise and attention, Chang then decides to perform a monologue for them starting with an anecdote about his mother ("Bondage and Beta Male Sexuality").