You can’t make an in-joke when there is no in-group anymore. Software could be whimsical when computer users were a small number and could be expected to have b

You can’t make an in-joke when there is no in-group anymore. Software could be whimsical when computer users were a small number and could be expected to have been familiarised with a culture where this sort of funny aside could be understood. No away everyone and their parents is using a computer. For most, it’s seen as something unavoidable but slightly baffling. You can’t expect these users to get it if you do something silly. It’s just going to create confusion.