i just want to say that during tntl: trivial pursuit, shayne being able to use different types of humor depeding on who he is paired with is a testament on how funny he really is (and how much he knows his friends)
for example, with damien his humor relied on words that sound funny/words that are slightly wrong and sentences that rhyme because that makes damien laugh, also inside jokes and jokes with long pauses and with the right timing to get him.
with spencer/the chosen the humor was a lot more dry or deadpan, he used video game references (mostly because he was playing a character but my point still stands bc spencer is literally the chosen), some pop culture references and his humor was a little edgier like spencer's.
and with courtney he used a LOT of physical humor, silly sounds because obviously that aligns with her sense of humor, inside jokes and unexpected answers that would catch them off guard to make courtney laugh..... he's insane.
the next trivial pursuit i want with shayne is one with amanda, my guess is he would use a lot of characters to get her to break.. also maybe shayne and angela or shayne and ian, i think those would be fun :)