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When Simon and the gang were lead to believe that Clary and Jace were siblings, Simon finally attempted to form a romantic relationship with Clary.By this time, Simon constantly felt sick and soon came to the conclusion that he might be changing into a vampire.Days after the Frays disappeared, Simon went to Luke, who claimed that they were staying with a sick relative upstate.Simon, however, knew that they had no relatives and decided to investigate.Simon soon learned of Clary's growing affection for Jace.After a heated argument with her, Simon finally told her how he felt and left before she could respond.After the Seelie Queen made Clary and Jace kiss, Simon, subconsciously and full of anger, went to the Hotel Dumort and was bitten and nearly killed by vampires clan, but was saved by their then leader, Raphael.He took what was left of Simon to the Institute and passed to Clary, Jace, and Isabelle the option to either let Simon die or have him resurrected as a vampire.
The next morning, after Clary and Jace met with the Silent Brothers, the gang met for breakfast at Taki's, including Simon who had shown up at the Institute.After drinking a blue drink, while with Isabelle, Simon turned into a rat and was taken by a vampire, thinking he was one of theirs.Jace and Clary broke into the vampire's lair, Hotel Dumort, to save Simon.The guy you knew who was a hero, who did great things. To help him regain these memories, Simon Ascended and became a Shadowhunter himself. Simon Lovelace, born Simon Lewis, is Clary Fairchild's best friend.
One night, at the Pandemonium Club, things turned for the worse when Clary claimed to see people he couldn't; one of them being particularly interested in Clary.