• Question: What do you get when you divide the circumference of a jack-o’-lantern by its diameter?
  Answer: Pumpkin Pi!
• Question: What did the mathematician say to the overly enthusiastic circle?
  Answer: “You’re going a little too ?-crazy!”
• Question: Why did the circle bring a ladder to the party?
  Answer: To reach its ? in the sky!
• Question: How did the circle keep its affairs in order?
  Answer: With a ? chart, of course!
• Question: What did the circumference say to the diameter after an argument?
  Answer: “Let’s just agree to disagree, we’re both essential to ?!”
• Question: Why was the circle always so calm?
  Answer: Because it had infinite ?-ce of mind!
• Question: What did the circle say to the triangle?
  Answer: “You’re so edgy, I can’t even begin to ?-derstand you!”
• Question: How do you measure the girth of a mathematician’s waist?
  Answer: With a pi-tape!
• Question: Why was the circle such a bad dancer?
  Answer: It had two left ?!
• Question: What do you call a circle’s vacation photos?
  Answer: Its ?-cs!
• Question: Why did the circle break up with the rectangle?
  Answer: It just couldn’t handle all the right angles!
• Question: Why did the mathematician become a pastry chef?
  Answer: To make some delicious apple ?!
• Question: What’s a circle’s favorite food?
  Answer: Anything with ?-neapple!
• Question: Why did the circle start a band?
  Answer: Because it had a natural ?-rhythm!
• Question: How does a circle greet its friends?
  Answer: With a warm ?-tt!
• Question: Why did the circle go to therapy?
  Answer: It had too many unresolved ?-ssues!
• Question: How do you solve a problem like ??
  Answer: You don’t, you just embrace its irrationality!
• Question: Why was the circle always so popular?
  Answer: Because it had an infinite number of ?-tentials!
• Question: What’s a circle’s favorite movie?
  Answer: “Life of ?”!
• Question: Why did the circle go to school?
  Answer: To get its degrees in ?!

• Question: What do you call a circle’s favorite mode of transportation?
  Answer: The ?-cycle!
• Question: Why did the circle start a bakery?
  Answer: Because it wanted to sell ?!
• Question: What’s a circle’s favorite type of music?
  Answer: Anything with a ?-ano!
• Question: Why was the circle so confident?
  Answer: Because it knew it had an endless supply of ?-rsonality!
• Question: How do circles stay in touch?
  Answer: Through ?-mail!
• Question: Why did the circle get into politics?
  Answer: It wanted to make sure everyone got their fair ?!
• Question: What do you call a circle’s favorite day of the year?
  Answer: ?-day, of course!
• Question: Why did the circle go to the gym?
  Answer: To work on its ?-thon!
• Question: What’s a circle’s favorite sport?
  Answer: ?-tanque!
• Question: Why was the circle always so organized?
  Answer: Because it had its life completely ?-tographed!
• Question: What did the circle say to its crush?
  Answer: “You’re the missing piece in my ?!”
• Question: Why did the circle refuse to argue with the square?
  Answer: Because it knew the square would never change its ?-nd!
• Question: How did the circle deal with stress?
  Answer: It took deep ?-breaths!
• Question: What’s a circle’s favorite dessert?
  Answer: Key ?!
• Question: Why did the circle become a detective?
  Answer: To solve the mystery of the missing ?!
• Question: What’s a circle’s favorite dance move?
  Answer: The ?-vot!
• Question: Why did the circle get a job as a construction worker?
  Answer: To help build the ?-scraper!
• Question: What’s a circle’s favorite type of movie?
  Answer: Rom-?-com!
• Question: Why did the circle go to art school?
  Answer: To study the beauty of ?!
• Question: What do you call a circle’s autobiography?
  Answer: The ?-graphy of a Perfect Circle!

Another Pi riddles

• Question: Why did the circle apply for a job at the circus?
  Answer: It wanted to be the ?-ringmaster!
• Question: What did the circle say when it won the lottery?
  Answer: “I’m going on a ?-cation!”
• Question: Why did the circle start a comedy club?
  Answer: Because it had a natural talent for ?-stand-up!
• Question: What’s a circle’s favorite holiday?
  Answer: ?-lentine’s Day!
• Question: Why did the circle join the choir?
  Answer: To hit those high ?-tches!
• Question: What’s a circle’s favorite type of book?
  Answer: Myste?-ries!
• Question: Why did the circle become a teacher?
  Answer: To help students understand the beauty of ?!
• Question: What did the circle say when it got a flat tire?
  Answer: “Looks like I’ve hit a ?-tfall!”
• Question: Why did the circle start a gardening club?
  Answer: It wanted to grow its own ?-tatoes!
• Question: What’s a circle’s favorite exercise?
  Answer: ?-lates!
• Question: Why was the circle so good at making friends?
  Answer: It had a ?-g heart!
• Question: What’s a circle’s favorite game?
  Answer: Hide and ?!
• Question: Why did the circle become a weather forecaster?
  Answer: To predict the ?-storms!
• Question: What did the circle say when it met a square?
  Answer: “You’re just a ?-ece of the puzzle!”
• Question: Why did the circle start a fashion line?
  Answer: It had a keen ?-sense!
• Question: What did the circle say to its reflection?
  Answer: “You’re looking perfectly ?-sharp today!”
• Question: Why did the circle become a chef?
  Answer: It wanted to create the perfect ?-ella!
• Question: What’s a circle’s favorite type of car?
  Answer: A ?-rate ship!
• Question: Why did the circle go to therapy?
  Answer: It had too many unresolved ?-tentions!
• Question: What did the circle say to the triangle after a long day?
  Answer: “Let’s go grab some ?-zza!”

• Question: Why did the circle become a DJ?
  Answer: It knew how to ?-x the beats!
• Question: What did the circle say to the line segment?
  Answer: “You’re just a ?-ece of the whole picture!”
• Question: Why did the circle start a bakery?
  Answer: It wanted to serve up some ?-pes!
• Question: What’s a circle’s favorite TV show?
  Answer: The Big Bang ?-heory!
• Question: Why did the circle go to space?
  Answer: To find the ?-lar constellation!
• Question: What did the circle say when it won the race?
  Answer: “I’m on a roll, ?-guess!”
• Question: Why did the circle become a detective?
  Answer: It wanted to solve the mystery of ?!
• Question: What’s a circle’s favorite type of puzzle?
  Answer: The ?-crossword!
• Question: Why did the circle start a band?
  Answer: It wanted to rock out with its ?-cock out!
• Question: What did the circle say to the rectangle?
  Answer: “You may have four sides, but I’ve got an infinite number of ?-s!”
• Question: Why did the circle become a firefighter?
  Answer: It wanted to ?-t out fires!
• Question: What’s a circle’s favorite movie genre?
  Answer: ?-romantic comedies!
• Question: Why did the circle become a magician?
  Answer: It loved pulling things out of its ?-t!
• Question: What did the circle say when it was complimented on its shape?
  Answer: “I’m just ?-rfect!”
• Question: Why did the circle become a judge?
  Answer: It believed in fair and equal ?-treatment!
• Question: What’s a circle’s favorite board game?
  Answer: ?-chess!
• Question: Why did the circle start a vineyard?
  Answer: It wanted to make some delicious ?-noir!
• Question: What did the circle say when it met the triangle?
  Answer: “You’ve got some interesting angles, but I’ve got all the ?-tentials!”
• Question: Why did the circle become a lifeguard?
  Answer: It wanted to keep everyone safe in the ?-ool!
• Question: What’s a circle’s favorite mode of transportation?
  Answer: The ?-lane!

Getting over with Pi riddles

• Question: Why did the circle become a chef?
  Answer: It wanted to bake some delicious ?-zzas!
• Question: What did the circle say to the triangle after a long day?
  Answer: “Let’s go grab some ?-zza!”
• Question: Why did the circle start a garden?
  Answer: It wanted to grow some ?-lants!
• Question: What’s a circle’s favorite type of music?
  Answer: ?-ano melodies!
• Question: Why did the circle go to school?
  Answer: To learn about advanced ?-thematics!
• Question: What did the circle say to the square?
  Answer: “You may have four sides, but I’ve got an infinite number of ?-s!”
• Question: Why did the circle become a doctor?
  Answer: It wanted to help patients find their ?-cure!
• Question: What’s a circle’s favorite dessert?
  Answer: ?-ecan pie!
• Question: Why did the circle start a construction company?
  Answer: It wanted to build ?-alaces!
• Question: What did the circle say to its friend on ?-day?
  Answer: “Let’s celebrate with some ?-e!”
• Question: Why did the circle start a carpool?
  Answer: It wanted to ?-ck up its friends!
• Question: What’s a circle’s favorite exercise?
  Answer: ?-lates!
• Question: Why did the circle become a musician?
  Answer: It wanted to compose some ?-anos!
• Question: What did the circle say when it was complimented on its shape?
  Answer: “Thanks, I’ve got that ?-cture-perfect look!”
• Question: Why did the circle become a pilot?
  Answer: It wanted to fly around the world and see all the ?-lots!
• Question: What’s a circle’s favorite type of party?
  Answer: A ?-knic!
• Question: Why did the circle become a painter?
  Answer: It wanted to create beautiful ?-ctures!
• Question: What did the circle say when it got a hole in it?
  Answer: “Don’t worry, I’m still infinitely ?-fect!”
• Question: Why did the circle become a philosopher?
  Answer: It wanted to ponder the mysteries of ?!
• Question: What’s a circle’s favorite place to vacation?
  Answer: The ?-cific islands!