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The dumbest Dee name I know of is a woman named Dindee. Rhymes with Cindy. I used to work with her. She'd be probably late fifties now. She was slightly hard of hearing and I always assumed that Dindee was her childhood mispronunciation of Cindy, or Sandy, or something, or was a babyish holdover nickname for something entirely unrelated.
Turns out Dindee was her actual name. Her parents were something like Donald and Dorothy, and her big sister was Doris, and they wanted the next baby to have a d name too. Even the dog was named Duke. So they came up with Dindee.

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All the nice d names they could have chosen? Diana, Dawn, Debbie, Denise, Dana, Darlene, Deanna, even Doreen? And they made one up that sounds like a hearing-impaired kid's mistake.

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"It's one thing to be open-minded and quite another to be so open-minded your brains fall out."--Dear Abby
"Let other people push you around, and you deserve whatever bad things happen after that."--Lauren Bacall