10 Drew Carey Jokes

Observational Jokes

Updated on: Jun 21 2025

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Watching Drew Carey on "Whose Line Is It Anyway?" is like witnessing a masterclass in improv. I tried that at a meeting once, but my boss wasn't impressed when I started responding to his ideas with, "Yes, and let's order pizza for everyone!
Drew Carey has this talent for keeping a straight face even when things get chaotic on his show. I tried doing that during a family picnic, but when the barbecue caught fire, my deadpan expression didn't quite convince anyone that I was in control.
You ever notice how Drew Carey effortlessly interacts with the audience? I tried that at a friend's wedding, but when I asked if there were any objections and someone actually raised their hand, it turns out I wasn't as skilled at handling spontaneous moments.
Drew Carey always looks so cool hosting his shows. I tried emulating that once when I hosted a family game night. Unfortunately, instead of a stylish suit, I ended up in my pajamas, and instead of saying "Come on down!" it was more like "Come on, it's bedtime!
Drew Carey's laughter is infectious on "The Drew Carey Show." I tried the same tactic during a tense office meeting, but my attempt at a contagious giggle just made everyone wonder if I had a secret stash of helium.
You ever notice how Drew Carey can smoothly transition from talking about a car to a dining room set on his show? I tried doing that at a restaurant once, but when I started discussing the appetizers and suddenly shifted to the dessert menu, the waiter just looked at me like I was a confused game show host.
Drew Carey is great at hosting shows with big prizes, but imagine if he hosted a small-town talent show. "Congratulations, you can juggle three apples! Here's a lifetime supply of applesauce!
Drew Carey's job involves showcasing prizes, and he makes it seem so exciting. I attempted the same enthusiasm at a garage sale, but people weren't thrilled when I dramatically announced, "And the next item up for bid is... a slightly used toaster!
Drew Carey has a way of making every contestant feel like a winner on "The Price is Right." I tried the same approach at my job, but my boss didn't appreciate it when I handed out participation trophies during the staff meeting.
You know, Drew Carey has a job where he basically gets paid to give away money on "The Price is Right." I tried that once at home, but my family wasn't as excited when I handed out $20 bills and said, "Congratulations, you guessed the cost of dinner right!

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