Who's the Boss? (1984)

S4E18 Three Teens and a Tony

Jesse is unable to join Sam for their planned outing due to work commitments and encourages her to spend time with Mason, who is temporarily staying with them after being evicted from his place. The night turns out to be enjoyable for Sam, but she seals it with a kiss that changes everything. When Jesse discovers this betrayal, it leads to the unraveling of his relationship with Sam, leaving both of them to confront the consequences of their choices.