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Not sure what you meant for this game, but here's my lame attempt to be funny. Fine, don't laugh.

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This is my son, Hampton.
You say: Is that a family name?
You think: Ham?
They do: Frowning. "No, it's for Hampton Inn, where he was conceived!"

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These are my twins, Randy and Mandy.
You say: Aw, how cute.. rhyming names.
You think: Randy, oh my.
They say: Of course! I'd never be able to tell them apart if I gave them the same name.

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This is my daughter, Hilda.
You say: Hildegarde? Lovely.
You think: Brunhilda; Broom Hilda the cartoon witch.
They say: No, just Hilda. We thought she would be safer if no one ever thought she was young or attractive!

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This is my son, Rex.
You say: Rex, interesting; is that short for something?
You think: Drippy guys rexing on roller skates in the seventies.
They say: No, it's after my first doggie.

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This is my daughter, Gertrude.
You say: Trudie?
You think: Whoa, dated.
They say: No, Gertie. You don't really think I'd call my daughter Trudie! That's hideous!

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This is my son, Winston.
You say: Oh, like Winston Churchill?
You think: Like Winston the town, or Winston cigarettes..
They say: Who's that? It's for the cigarettes.