Anonymous the guy's sister is much YOUNGER and reckless than him and his gf. How would she chaperone? That's the joke: she wouldn't chaperone well, so the older brother and his date would not have to worry about their behavior.
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Anonymousthe guy's sister is much YOUNGER and reckless than him and his gf. How would she chaperone?That's the joke: she wouldn't chaperone well, so the older brother and his date would not have to worry about their behavior. You seem to have missed the bigger joke, though: 'Pick a date' is meant by the speaker to mean a calendar date, not a person to go out
AnonymousI understand that "to pick a date" in this case means a time of the date.But I don't get why he said "I pick you"? She's already been his girlfriend for long time.He is making a joke by pretending to misunderstand 'pick a date'.