Toby is Jenna Marshall's older stepbrother. Toby used to spy on Alison and her friends in through his tree house window. One time, Alison and her friends tried to get back at him but ended up blinding his stepsister Jenna Marshall. The girls refer to the incident as "The Jenna Thing". Toby ended up taking the blame because Alison sees him doing something to Jenna. Later he becomes being Emily's lab partner. Spencer, Hannah and Aria are worried that he will hurt her when he takes her to prom and later comments on Alison, saying "I'm glad that bitch is dead". He unknowingly leads Emily to think that he killed Alison. Emily locks herself in her kitchen. When Toby comes to give her her purse she tells him "I know what you did to her, and I don't want you to hurt me!" Toby, thinking that she knows what he did to Jenna, runs away into the woods. The next morning a man finds his body in the woods withe a suicide letter. The police decide that he commited suicide.
He is played by Keegan Allen.