Season 2 of the hit mockumentary opens with the hardly coveted Dundie Awards, the annual ceremony honoring Scranton employees in such esteemed categories as Hottest in the Office and Whitest Tennis Shoes. In a typical move, regional manager Michael Scott (Steve Carell) emcees the show and picks the winners-but doesn't pick up the tab. In other Michael developments, he spies on staffers' emails, mistakes an IT guy for a terrorist, burns his foot while cooking bacon bedside, and becomes a reluctant homeowner. He does manage to find some success in the dating department. He goes out with his likable real-estate agent Carol (played by Carell's wife Nancy Walls) and hooks up with his recently divorced no-nonsense boss Jan Levinson (Melora Hardin). The latter affair starts as a one-night stand but leads to a slightly warped (and somewhat imagined in Michael's eyes) love triangle between the three. In other office romances, Dwight Schrute (Rainn Wilson) and Angela Martin (Angela Kinsey) start a top-secret love affair, Kelly Kapoor (Mindy Kaling) crushes on Ryan Howard (B.J. Novak), and Jim Halpert (John Krasinski) continues dating Katy (Amy Adams), the 'hot girl' he met in the Season 1 finale. But it's Pam Beesly (Jenna Fischer) whom he not-so-secretly pines for, even though she's engaged (for three years and counting) to insensitive warehouse worker Roy (David Denman). Much to Jim's dismay, Roy finds a moment of drunken clarity on Michael's ill-fated booze cruise and finally sets a date for his and Pam's wedding. Pam's thrilled at first, but then she starts thinking beyond the reception desk when a Women in the Workplace seminar inspires her to attend art school. Jim wholeheartedly encourages the idea, which is quickly shot down by Roy, planting seeds of doubt in Pam's mind about whether Roy is really the right guy for her.