Let's break it down: The Joke: "Why did the golfer wear two pairs of pants? ... In case he got a hole in one!" Explanation: This joke is funny because of a pun. Let's look at the key phrase: "hole in one." Meaning 1 (Golf Vocabulary): In golf, a "hole in one" (also called an "ace") is when a golfer hits the ball directly into the hole from the tee (the starting point) with just one shot an it's a very rare and exciting achievement for a golfer! Meaning 2 (Literal, about pants): A hole in one" can also literally mean a tear or rip (a hole) in one of your pairs of pants. If you get a hole in your pants, it means they are damaged, and you might need another pair to wear. Why the Joke is Funny? The humor comes from the unexpected switch between these two meanings: The phrase "two pairs of pants" immediately brings to mind the practical reason for wearing extra clothes: to have a spare if the first one gets damaged (a tear, a rip, a hole) So, your mind might quickly jump to the idea of a literal "hole in one" pair of pants. The Punchline ("... In case he got a hole in one!"): This is where the clever twist happens! The phrase "hole in one" is delivered, and it sounds exactly like what you were thinking (a hole in one pair of pants). However, the context of "golfer" forces you to suddenly consider the other meaning of "hole in one"(the specific golf achievement) The humor then comes from the sudden realization that the joke is playing on both meanings at the same time (literal clothing tear and the golf term).