James is a Canadian photographer who is staying at the US temporarily. He has a witty, dry sense of humor. Although he initially appears to have a warm personality, it is later revealed that he is cruel and manipulative.
Relationship with Will
James meets Will in the episode Von Trapped at a screening for Memoirs of a Geisha (which Will mistook for a The Sound of Music sing-along). The two hit it off, but don't see each other again until a chance encounter in Los Angeles. They fall for each other, so Grace agrees to marry James to prevent him getting deported and let him pursue a relationship with Will.
Grace and James successfully marry in The Definition of Marriage. During the wedding ceremony, James serenades Will with the Steve Wonder song As, although he later admits he was high on one of Karen's drugs and does not recall the event or even know the lyrics to the song.
In the subsequent episode Grace Expectations Will discovers that James acted cruelly towards a disabled nurse and abandoned his handicapped boyfriend, and their relationship sours and as a result the marriage is quickly annulled.
- James mentions having a history of "serious alcoholism" in his family.
- Before Taye Diggs' appearance as James, he was mentioned by Jack during the season 7 episode From Queer to Eternity.