Toby Cavanaugh (Keegan Allen) is Jenna's stepbrother. Ali had planned getting rid of Toby with a firework to the treehouse, but he and Jenna were having sexual relations at the time, so it ended up blinding Jenna; he knows the girls were behind it, but took the blame when Ali threatened to reveal that he was having sexual relations with Jenna. He is interested in Emily and attempts to get closer to her, saving her from near-rape by her boyfriend Ben. When Toby transfers into Emily's chemistry class so he can be close to her, her friends come to think of him as a "creepy stalker." At the time of homecoming, Emily gets a text from her friends saying Toby was Ali's murderer. She runs away, injuring herself and Toby. Toby drives her to the hospital, leaving immediately afterwards. The police find his wrecked motorcycle. In the August 10, 2010 summer finale episode "Keep Your Friends Close", Toby is unfairly arrested for Alison's murder. Toby is currently released on bail and wears an ankle bracelet to prevent him from running away before his trial.

[Trebuie sa fiti înscris şi conectat pentru a vedea această imagine]

E un pic ireal personajul acesta. În viața reală nici o persoană n-ar fi atât de blândă dacă i s-ar întâmpla atâtea lucruri.Dar el el atins de iubire,prietenie și alte sentimente mărețe...dar totuși imi place mult. Ar fi plăcut să existe tipul acesta de persoană în viața reală!