My players and I all love to roleplay so we’re fine with this sort of thing. That said; generally I encourage a little roleplay up front, then we see the roll. Then depending on whoever thinks of the funniest outcome first, the player either adds something to reflect the roll’s outcome, or I find some reason why whatever they said up front did/didn’t work. Either way, it’s great fun for all of us!
On the rare occasion I run for a different/new table though? Nope, not unless I see the players showing initiative by roleplaying without my prompting, I’ll assume we’re here to play it straight.
Does getting laid off because a vulture company scooped up the place I was working, harvested the minimum wage workers, and fired everyone with a salary once they were done scraping our institutional knowledge out count?