She wouldn't be one of the burnouts drugging themselves into oblivion.
Noted, but I don't think Quinn and Tommy were needling up with Vitamin B12 shots a few episodes back. I'm not sure why DPC chose to do that. It would make more sense if Quinn were not only hesitant to sell harder drugs, but to use them as well...given what happened to her mother.
I disagree. Why can't Bella and the MC's date serve double duty? Just because it lets DPC combine assets with Jill's story doesn't automatically mean it's a bad idea. It's not like the Hangout with Bella in Episode 7 was ruined just because it grew out of the doubles tennis match with Jill. What Bella and the MC discuss while watching Jill, and what they do after Jill leaves, is what matters.
I don't really understand what Bella and MC are supposed to be doing there. If they aren't actively ruining the date, then what is the point? Either way, what a shitty first restaurant dinner date with Bella that will be. The clothes shopping and tennis match made sense because Bella worked to covertly sabotage the dates. Bella and MC sitting in the same restaurant is supposed to achieve what? It will only detract from their own "date" because they will have to constantly observe Tybalt and Jill from across the room instead of focusing on each other. If Tybalt can see them, he could rub it in MC's face that he is the one who is dining with Jill (perhaps by returning the wink MC previously gave him at the prep mansion). I know Tybalt is attracted to Bella, but Jill is his #1 waifu target, so he won't care that much if he sees MC and Bella together. If DPC's plan is to have Bella do something silly like walk by and spill a drink on Tybalt or slip some ipecac in his food then

..rather juvenile.
The previous two date debacles were relatively amusing, but it's getting a little overdone at this point and out of character for CHICK Bella. If Jill is so feckless that she can't make it through one blackmail Tybalt dinner on her own without falling into his arms, then she doesn't deserve to be "saved" from him. To tell you the truth, I don't have much desire to watch it all play out from ringside. I'd rather go somewhere else with Bella and just let Jill woman-up on her own.
Summary: Bella and MC are supposed to be sabotaging Tybalt's date, but all they are really doing is sabotaging their own.