"Guess who I saw at the mall last week?"
"Guess where I got these sunglasses?"
"Guess what I named my goldfish?"
DUDE! I DON'T CARE! JUST TELL ME THE ANSWER TO THIS BORING QUESTION AND LET ME GO BACK TO MY FRIENDS ALREADY! Making me toss out more than two reasonable guesses about this bullshit is the most terrible thing that's ever happened to me (at this party tonight.)
He'll give me stupid clues that aren't helpful, which just frustrates me even more. And, he won't pick up on my disinterest. I'll shrug my shoulders and turn my palms up. I'll fidget and look around the room. I'm out of guesses, I'll say, exasperated. But, he won't accept it. He'll instruct me to keep guessing, even after I plead with him to just fucking tell me where he bought his jeans already.
By the way, the answer is never exciting, certainly not a worthy pay-off to his over-the-top buildup. This guessing game is like the Spiderman III of conversation, just the fucking worst from start to finish.