Tim should say no. He should cut this off, because it's starting to diverge hard from one night stand territory. It wouldn't be the first time he's done it. Some people get too attached and too clingy and Tim has to put a firm stop to it. Hurt feelings are easier to deal with sooner rather than later. It's more for their benefit than it is for his anyway.

That's what he should do here. Maybe a little more gently than in the past, because Matt deserves at least that. It's right on the tip of his tongue — 'I don't think that's a good idea.'

"If you do, bring me a coffee and we'll call it date number two."

It's a joke. It's sort of a joke. Clearly, he makes terrible decisions when left to his own devices. There's a reason he prefers following orders.