We kind of like this idea in the abstract. The juvie flashback in Episode 17 hinted that there a history of sexual tension between Toby and Ali, and it would certainly add a crazy twist to the story. But is it really plausible? We don't think so, and here's why.
1. The timeline. The timeline doesn't seem to work. It appears Ali wrote about visiting Toby in juvie during the same conversation where she was discussing the "beach hottie." It seems like he was locked up when she was getting knocked up, and we're guessing they don't allow underage congegal visits in juvie. Unless Ali and Toby hooked up right before he was shipped off, things just don't add up.
2. Ali's fear. Ali seemed genuinely afraid of the "beach hottie," which doesn't mesh with the way she treated Toby (Keegan Allen) in the juvie flashback. (On the other hand, maybe she felt more confident after he was behind bars?)
3. "Bet you wish you'd kissed me when you had the chance." The juvie flashback implied that there was some sort of sexual tension between Toby and Ali — but also that they never followed through with it.
What do you think? Is this theory possible? Let us know your thoughts in the comments below.