A drink honestly sounds like the best thing that Tim's heard all day. He could use so many drinks, he really kind of wants to just get a bottle of whiskey and lay face-down on the floor somewhere and drink until he passes out and wakes up back where he's supposed to be. Getting absolutely shitfaced has never solved any of his problems before, and probably won't now, but it's worth a shot, right?
And then there's that last part, where Tim's like 99% sure that Jack just offered to buy him a prostitute. Like, 'can I offer you a nice hooker in these trying times?' Which is... what the fuck, Jack?
"What? No! I mean, yeah, I'll have a drink, but no, I don't want to get a prostitute."
He definitely doesn't want to get a prostitute with Jack. That would be weird and Jack has made comments in the past that make Tim deeply uncomfortable with and he's not entirely sure that Jack wouldn't want to like... watch. Or something.
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And then there's that last part, where Tim's like 99% sure that Jack just offered to buy him a prostitute. Like, 'can I offer you a nice hooker in these trying times?' Which is... what the fuck, Jack?
"What? No! I mean, yeah, I'll have a drink, but no, I don't want to get a prostitute."
He definitely doesn't want to get a prostitute with Jack. That would be weird and Jack has made comments in the past that make Tim deeply uncomfortable with and he's not entirely sure that Jack wouldn't want to like... watch. Or something.