I think the point here is that the Office Space reference is a joke about rape, which maybe was somewhat acceptable in 1999, but is not cool today.
And even then, it was only acceptable in 1999 because it was a joke about male-male homosexual rape (I doubt it would have been considered funny even back then if it was a joke about a man raping a woman), so on top of being a rape joke, it has some homophobic qualities to it.
(I do remember watching Office Space back in 1999 and finding that line hilarious, but that teenage version of me also thought saying "that's so gay" was a perfectly fine way to be negative about something. Times change, and people grow up and realize that some of the things they thought were funny were actually singling out marginalized groups in shitty ways.)
I think also your use of the phrase didn't really add anything to what you said. Certainly people in the in-group who both know that Office Space reference, and still think it's funny will get it and chuckle, but everyone else will just think it's a weird and/or offensive way to describe it. And leaving it out entirely doesn't water down what you said. If you still feel like you need to emphasize that it's gonna be a maximum-security prison rather than Club Fed, you can just say "maximum-security federal prison", and everyone will understand.
And even then, it was only acceptable in 1999 because it was a joke about male-male homosexual rape (I doubt it would have been considered funny even back then if it was a joke about a man raping a woman), so on top of being a rape joke, it has some homophobic qualities to it.
(I do remember watching Office Space back in 1999 and finding that line hilarious, but that teenage version of me also thought saying "that's so gay" was a perfectly fine way to be negative about something. Times change, and people grow up and realize that some of the things they thought were funny were actually singling out marginalized groups in shitty ways.)
I think also your use of the phrase didn't really add anything to what you said. Certainly people in the in-group who both know that Office Space reference, and still think it's funny will get it and chuckle, but everyone else will just think it's a weird and/or offensive way to describe it. And leaving it out entirely doesn't water down what you said. If you still feel like you need to emphasize that it's gonna be a maximum-security prison rather than Club Fed, you can just say "maximum-security federal prison", and everyone will understand.