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Humor & Life Quote by Phyllis Diller

"A bachelor is a guy who never made the same mistake once"

About this Quote

Phyllis Diller turns the bachelor into a walking punchline about male avoidance, then sneaks in a jab at the whole romance-industrial script. The line works because it flips the sentimental expectation: we’re trained to hear “bachelor” as freedom, sophistication, maybe a little loneliness. Diller reframes it as optimization. Marriage becomes “the same mistake,” not a sacred commitment but an error you repeat daily until death (or divorce) do you part. The laugh lands in the cynicism, but the mechanism is almost domestic: take a culturally protected institution and reduce it to the logic of a bad purchase.

The subtext is gendered and era-specific. Diller came up in mid-century America, when women comics were expected to be “safe” while still biting. Her signature persona often performed as the harried, not-quite-perfect wife, using self-deprecation as cover to aim higher. Here she trades that mask for a wink: men get to dodge accountability and be congratulated for it, while women are cast as the consequence of their “mistake.” It’s a gag with an edge because it exposes the asymmetry without preaching.

There’s also an implicit critique of repetition itself. The joke isn’t just that marriage is hard; it’s that society calls the repeating of a choice “maturity” when it might just be inertia. Diller’s brilliance is making that dark thought sound like a one-liner you can toss off at a cocktail party, then feel slightly guilty for enjoying.

Quote Details

TopicWitty One-Liners
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Citation Formats

APA Style (7th ed.)
Diller, Phyllis. (2026, January 15). A bachelor is a guy who never made the same mistake once. FixQuotes. https://fixquotes.com/quotes/a-bachelor-is-a-guy-who-never-made-the-same-1219/

Chicago Style
Diller, Phyllis. "A bachelor is a guy who never made the same mistake once." FixQuotes. January 15, 2026. https://fixquotes.com/quotes/a-bachelor-is-a-guy-who-never-made-the-same-1219/.

MLA Style (9th ed.)
"A bachelor is a guy who never made the same mistake once." FixQuotes, 15 Jan. 2026, https://fixquotes.com/quotes/a-bachelor-is-a-guy-who-never-made-the-same-1219/. Accessed 13 Feb. 2026.

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About the Author

Phyllis Diller

Phyllis Diller (born July 17, 1917) is a Comedian from USA.

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