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Niles attends a benefit hosted by Frasier in the hopes of meeting an eligible woman. Martin breaks up with Sherry over an inconsequential offense.
Martin misinterprets Frasier's polite compliment of a painting as genuine sincerity, prompting him to buy it for his son and leading to more misunderstanding.
Frasier and Niles are ecstatic when their father becomes good friends with reclusive author T.H. Houghton. When Frasier and Niles discover he has a new manuscript sitting in his brief case, trouble ensues.
Niles asks Frasier whether he believes Niles and Maris are meant to be together. Frasier, touched that Niles thinks enough of him to ask him such an important question, ponders it for days, trying hard to give the question the thought it requires.
Frederick comes for a visit, and his interests turn out to be a challenge for Frasier. Frederick's interest in Daphne proves irksome to Niles.
Frasier and Niles remember an incident in their prep school days where a fellow classmate was punished for their mischief. Ridden with guilt, they set out to find him and make amends.