Okay hear me out on this one, i dont necessarily ship this.. Romantically, i see it as a neglected girl and a mentally neglected guy just trying to understand both sides,
Nina likes Jeff but after multiple let downs she slowly began to regret all she did for him and started to think maybe its her looks or personality and that sue canonly changed everything about herself to please him, while on the only hand, there's Toby, whos just there trying to get used to the way his life turned out and also thinks the same way on himself personally. He's nicer to Nina but he's usually understanding to most people unless he straight up doesn't like you. She's clingy to him but in a friendly comfort way, neither of them would see the other in a romantic perspective in my opinion? I see it could maybe turn into something more but im not as much as a multi shipper outside of my few comfort ships.
half joke anyways hi guys headcanon that toby can't peel oranges or like do anything that requires using his nails because he bites them all the time, MEANWHILE nina is the complete opposite she takes much care of her appearance and does daily spa days with jane and sally so her nails are long enough so she peels tobys oranges and helps him like...with whatever else!!