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- May 1st May Day Jokes: Did you hear Ted Danson AKA Sam “May Day” Malone is the spokesperson for May Day?
- May 3rd: Kentucky Derby Jokes The Kentucky Derby is very romantic. The horse hugs the rail, the jockey puts his arms around the horse, and you kiss your money goodbye.
- May 4th: May the 4th Be With You What a great week! May is the best month! May 3d is the Kentucky Derby. May the Fourth is Star Wars Day…. Cinco De Mayo and Revenge of the Sixth! All in the 1st week!
- May 5th: Cinco De Mayo Jokes I was trying to think of a bad joke for Cinco De Mayo…. But all of mine are 5/5.
- May 5th: Revenge of the Fifth: How long has Anakin Skywalker been evil?… Since the Sith Grade.
- May 10th Mother’s Day Jokes: What did the digital clock say to its mother?… “Look, Ma! No hands!”
- May 15th Endangered Species Day: All joking aside, what should you do when you see an endangered animal eating an endangered plant?
- May 15th Chocolate Chip Day: My grandmother bakes chocolate chip cookies the fastest… It literally takes her nana-seconds.
- May 17th Preakness Stakes Jokes: In honor of the Preakness Stakes: Horse Racing is very romantic. The horse hugs the rail, the jockey puts his arms around the horse, and you kiss your money goodbye.
- Massachusetts Jokes: What is the Pope’s state in America?… “Mass”achusetts.
- Pope Jokes: What is the Pope’s favorite college in America?… “Mass” Maritime.
- 2025 Preakness Stakes Jokes: Who is a an English teacher’s favorite race horse of all time?… Journalism.
- Lacrosse Jokes: Why did the defensive lacrosse player cross the playground?… To get to the other slide.
- May 26th Indy 500 Jokes: What don’t Indianapolis 500 drivers eat before a big race?… In case they get indy-gestion.
- May 26th Memorial Day Jokes: A nursery school teacher took the opportunity to tell her class about Memorial Day Weekend. “We live in a great country. We should be happy that we are all free.” A little boy came walking up to her. He stood with his hands on his hips & said. . . .“I’m not free. I’m 4.”
- Knock knock?…Who is there?…Boo… Boo Who?… Don’t cry! We have the best May jokes.