The second season of Will & Grace premiered on September 21, 1999, and concluded on May 23, 2000.

Note: the episodes on the Season 2 DVD are not in the same order as the broadcast dates shown below.

Will invites Jack's mother to Thanksgiving dinner as a surprise, only to discover that Mrs. McFarland doesn't know her son is gay; instead, Jack has claimed that he and Grace used to date.

Will and Grace encourage Jack to tell the truth, while Karen is more upset by the fact that he chose Grace to be his imaginary girlfriend instead of her.

When Jack finally works up the courage to confess, his mother reveals a secret of her own.