Leisure Suit Larry was the first game I played as a kid that felt “adult” and “naughty”. Somehow that made it irresistible to my younger self. This brings back some great memories. Thanks for sharing!
As a German kid with nothing but a dictionary, and no clue who people like Nixon were, those questions took me some dedication and note taking to suss out by trial and error. It wasn't even the lure of the forbidden so much, I just didn't want to miss a thing, I loved Larry 1-3 so much. Still adore the music.
Then there was "Interlude: The Ultimate Experience". It came with a paperback book full of naughty stuff, which my pirate friend gave me a xeroxed copy of to go with the floppy disk.
You'd load the game on the computer, run it, answer some questions, and it would tell you and your (probably imaginary) partner: "For a good time, turn to page 74 for Interlude No. 82 - Caveman Caper!"
Looks like this PDF has the table of contents, but it's missing all the "good" parts:
I gave a copy of Leisure Suit Larry to a friend in late primary school (I guess I was 12). His parent called my Dad and had a whinge and he basically laughed at them.