Yesterday I played the demo of the new game Dispatch and it is all beautifully written, but at some point, while presenting the team in-game, there was a casual funny line, pronounced by a voice off-screen, so without graphical support and I just burst out laughing (I was alone at home, so not pressed by social influence of any kind).
When I stopped, I realized how uncommon this has become lately. As a kid, I found LucasArts games extremely funny and I laughed more than occasionally, but this aspect of video game entertainment has been dying out.
When was the last time you actually laughed out loud while playing a game for something that was actually designed as funny (no Fortnite or CoD shenanigans stories please)?


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The South Park games got a few laughs out of me.
Borderlands games have a few good gags sprinkled throughout.
These are the only ones I can think of as well.