[Answer] Why couldn’t the bicycle stand up by itself?

Step 1 : Introduction to the question "Why couldn’t the bicycle stand up by itself?"

...This joke is another example of a play on words, this time using the homographs "too/two" and “tired” to make the joke. The bicycle was "too tired” (as in sleepy) to stand up by itself, but the bicycle is also literally “two tired” (it has two wheels).

[Answer] What is black, white, and red all over?

Step 1 : Introduction to the question "What is black, white, and red all over?"

...The pun in this joke, of course, is the word red. “Red” and “read” are homophones, which are words that sound alike but are spelled differently and have different meanings. In this case, the joke teller actually means the word “read” because a newspaper is read, but the trick to the question is that the color red is used instead, which sometimes garners an incorrect response.

[Answer] Why did the scarecrow win an award?

Step 1 : Introduction to the question "Why did the scarecrow win an award?"

...This joke makes light of the literal job of a scarecrow: to be out(side) standing in a field of crops. In this case, a small space makes all the difference in the word “outstanding.” Outstanding is an adjective that means exceptionally good, but “out standing” means to literally be standing up somewhere outside, as scarecrows do. Both definitions work together to provide the punchline to this corny joke.

[Answer] Can February march?

Step 1 : Introduction to the question "Can February march?"

...This joke uses the names of the months in order (February, March, April, May) to give a clever answer. February is a month, so it cannot march ("march" as in the verb, not the month). April not only comes next in order but is a common name for a person, signaling that April (the person) "may" (or in other words, "might") march.

[Answer] When is a door no longer a door?

Step 1 : Introduction to the question "When is a door no longer a door?"

...If a door is a jar, it’s no longer a door! The joke is a play on words using the word “ajar,” which means slightly open. When someone says to “leave the door ajar” it means to leave it open.

[Answer] In what language did Geoffrey Chaucer write “The Canterbury Tales”?

Step 1 : Introduction to the question "In what language did Geoffrey Chaucer write “The Canterbury Tales”?"

...Around 1392, Chaucer wrote “The Canterbury Tales” in Middle English, which was the language spoken in England from around 1100 to 1500. Middle English was made up of five major dialects, and Chaucer used the London dialect in his composition. Now a dead language, Middle English ultimately evolved into the standard English we use today.

[Answer] Where did the Gaelic language originate?

Step 1 : Introduction to the question "Where did the Gaelic language originate?"

..."Gaelic" actually refers to a group of languages, most notably Irish Gaelic and Scottish Gaelic, which are still spoken today. (Irish Gaelic, also known as Irish or Erse, is one of Ireland's national languages.) Both languages, as well as Manx Gaelic, originated with the Gaels, who came from Ireland and eventually spread to Scotland and other parts of Europe.