6. Booze Cruise (Season 2, Episode 11)
“Engaged ain’t married.”
In the long courtship of Jim and Pam, the Dunder Mifflin Booze Cruise is a major turning point. A terrible idea by Michael to create a team bonding experience on a boat gives Jim a chance to finally confess his true feelings to Pam. But after an awkward beat, Roy announces a wedding date with Pam. Jim, stunned by the turn of events, admits his true feelings about Pam — but to Michael (who tells him not to give up).
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