In Season Five, the character of Wesley's father appears for the first time, in the episode "Lineage". Arriving at Wolfram & Hart, supposedly to try and convince Wesley to join the new Watcher's Council, Roger Wyndam-Pryce is soon revealed to have sinister intentions when he attempts to steal Angel's free will. When his father threatens to kill Fred, Wesley shoots and kills him without an moment's hesitation, and continues to fire his gun until the clip is empty. Although it turned out that the being he had killed wasn't his real father, but a convincing cyborg copy, Wesley is still understandably traumatised. Wesley finally gets together with Fred at the end of the episode "Smile Time", only to lose her shortly after, when her body is occupied by the spirit of an Old One known as Illyria. Upon finding out that Gunn was indirectly responsible for what happened to Fred, Wesley stabs him in retaliation, and later kills Knox for his part in Illyria's ascension. A broken man, Wesley turns to alcohol to ease his pain and tries to help Illyria understand the world, a move that furthers Wesley's suffering but, at the same time, he sees as the only way to keep some part of Fred close to him.t how fighting for human lives was what made them better than the likes of Illyria. When Angel proposes to attack the Circle of the Black Thorn, the secret arm of the Senior Partners, Wesley agrees to challenge a demon sorcerer named Cyvus Vail, and is mortally wounded in battle. He spends his final minutes of life with Illyria at his side, finally agreeing to let the demon take the form of Fred to allow Wesley, in some way, to say goodbye to the woman he loved (cf. "Not Fade Away").