When the Melkotians beamed Kirk, Chekov, and McCoy down to the recreation of the OK Corral, none of the officers knew how to use the old-style six-guns.
You see, they came from a time when no man had guns before.
Mr. Spock: "What is formula for PI?"
Chekov: "Er... apple or blueberry, sir?"
Then there was the time Janice Rand complained that someone had cut a peephole into her cabin door - Captain Kirk promised to look into it.
The new ensign reported to sickbay for her physical. When stripped, Dr. McCoy nodded approvingly. "You look nice and trim. "Thanks," she answered, I weigh one hundred pounds stripped for gym."
McCoy shook his head. "Jim has all the luck!"
Q: How do you get a one-armed Klingon out of a tree?
A: Wave to him.
Q: Why can't Klingon kids play in sandboxes?
A: Cats keep trying to cover them up.
Q: How did T'Pring's parents react when they learned she was not marrying Spock?
A: They were Stonned.
Q: What are eyeglasses called on Vulcan?
A: Spocktacles
New crewwoman: "Where do I eat?"
Uhura: "You mess with the officers."
New crewwoman: "I figured that, but where do I eat?"