The Office (2005) (2005)

S5E4 Crime Aid

In "Crime Aid," Michael and Holly take their relationship to the next level by having sex for the first time. Following a burglary at the office, Michael organizes a fund-raiser to help recover the losses. Meanwhile, Dwight seeks solace in Phyllis as he grapples with the news of Andy and Angela's wedding plans. Additionally, Jim unexpectedly encounters Pam's former fiancé, Roy, adding another layer of tension to the dynamics at the office.