Will, Grace, Jack and Karen attend the wedding of Will's ex-boyfriend, Vince. While Grace tries to keep Will from making a scene, Jack learns that his wedding hookup has many strings attached.

Jack's intimacy issues are challenged by a closeted boyfriend. Will and Grace sell their new line of bedding on TV.

Grace brings Will for support when she goes home to celebrate her deceased mother's birthday. Jack's faith in love is crushed after breaking up with Drew and uncovering a secret in Karen's marriage.

When both of their boyfriends ask to move in, Will and Grace use each other as an excuse to get out of it. A snowstorm traps Karen at the office and Jack in an elevator, where he reunites with old flame Drew and tests his commitment to monogamy.