Wilke admits to Toby that he likes Daphne. Toby talks to Emmett after Emmett gets angry at Bay for using his deafness as a defense. In The Homecoming, Toby and Wilke recruit Emmett to play for their hand at a festival. He admits he has a problem and talks to his parents about it, handing over his "lucky" deck to his dad. In The Stag Hunt, Regina talks to Toby about his gambling addiction, and he takes responsibility for his part in helping steal the test and selling it.
In The Persistence of Memory, Toby tries to sell his band equipment to pay off the debt and begs Bay for a loan. But when he still can't come up with enough, he and Wilke decide to steal a chemistry test and sell it to make up their debts from poker. Bay reassures Daphine that she is not to blame for their brother's debt as Toby brought this situation upon himself for engaging in his gambling habits.
As soon as the siblings return home, Daphine tells Bay what happened. He has Daphne and Emmett help him win a few poker games to help him get out of debt with Wilke, but after Daphne misreads Wilke's body language, Toby loses a lot of money and is furious with Daphne as he blames her for his situation. He tells his parents that he's 'playing miniature golf' with his friends when he goes to play poker. In Dogs Playing Poker, Toby is proven to be an avid poker player, but it has gotten him into some financial trouble in the past. After Bay is arrested, Toby escorts Bay back home. Later Toby ackonwlges that he could've been swithed at birth as well since he was born in the same hospital that delivered his sisters. Toby and Daphine bond over a game of basketball where it's discovere that his sister had inherted their father's athletics skills (Which was also passed on to Toby). While Toby's parents are preparing food, he and the rest of his family (Including Bay) discover than Daphne is vegetarian and that both she and Toby inherited their mother's allergies. Shortly after this discovery Regina (Bay's mother) escorts Daphene to the Kennishes in order to get to know Bay and Daphne's blood relatives better. In This Is Not a Pipe, Toby discovers with the rest of his family that Bay is not his biological sister, and he is actually related to Daphne. Emmett joined the band in the episode Dance Amongst Daggers. Toby is in a band called Guitar Face with his friend Wilke and Daphne's best friend, Emmett Bledsoe.
Toby is the legal brother to Bay Kennish and the biological brother to Daphne Vasquez.
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