Simon Lewis: Clary's childhood best friend who has been in love with her for over 10 years (as her mother relalises before Clary even does) and resents Jace at first, instantly seeing Clary's attraction to him upon the moment he saw her look at him. Clary briefly dates him in City of Ashes which is implied to have only been in an attempt to get over Jace (when she believed him to be her brother), but the two end up breaking up after Simon realizes this and sees that Clary's love will always be for Jace. Despite their failed relationship, they remain best friends throughout the series.