When Frasier learns that Alan was the one who advised Freddy to drop out of college, their decades-old friendship is jeopardized. Meanwhile, Eve and David grapple with an imported jamon Iberico.

Love is in the air - or so Frasier thinks! Determined to "give Cupid a win" on Valentine's Day, Frasier inadvertently becomes involved with both sides of a troubled relationship.

When Roz takes Eve and Olivia out for a girls' night, Frasier, Alan and Freddy are upset that they have to watch Eve's baby instead of meeting women. However, their evening changes when they realize that a baby just might be the perfect icebreaker.

When Frasier discovers that Freddy has been seeing a therapist, he tracks her down in an attempt to find out what the matter is.

Frasier's agent Bebe Glazer visits, leading Frasier to wonder how he can have more in common with her daughter than with his own son.

When Frasier sees that Eve is ready to date again, he enlists Roz's help to plan a romantic weekend for her and Freddy at a Cape Cod beach house.

Frasier tracks down a reclusive author at his tailgate party. Meanwhile, Olivia deals with two fake boyfriends in an attempt to impress her sister.

When Frasier returns to Seattle for a KACL anniversary special, he reconnects with a former caller whose life went off the rails.

When Olivia hosts a surprise cuddle mystery party, Frasier tries everything he can to get himself and his date out of the evening's festivities.

As Christmas approaches, Frasier enlists the entire gang to help Alan reunite with his estranged daughter and meet his new grandchild.