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I cheated and skipped straight to the answers, but Edgar kind of makes sense, since all the Edgars I've personally met have been Hispanic, I just hadn't thought about it before.
Recently, my husband took our daughter to the playground on the weekend, where she saw one of her preschool classmates. When they got home, he admitted he hadn't quite caught the name, but he thought it was Jennifer. I said I'd be willing to bet it was really Juniper. A quick check of the cubby nametags at pickup time the next week confirmed my hunch...
I also live near Boston... I used to be somewhat tempted by the names Chelsea, Lynn, and Beverly, (and I'd joke about then having a fourth named Swampscott) after my work commute right after college... Given the traditional local rhyme, I'd be particularly surprised to meet any young Lynn's around here. (Lynn, Lynn, city of sin...)
I can't be the only person who sees "Wesson" and thinks of the oil...
OK, googled and realized people are probably naming boys after the guns... It'll always be an oil to me...
The diminutive suffix is still around. My daughter has a once-common one-syllable name, and goes by [name]ie pretty much everywhere. She also has a very traditional name for a middle name, which also has several traditional nicknames, so she has plenty of room to play around with her name just using her birth certificate, assuming she doesn't feel tied to spelling.
Cicero makes me think of the Cellblock Tango from Chicago...
When I was younger, Hazel was definitely an old lady name, and Sadie and Mabel weren't even names I thought of real living people having...
That said, I was born in the 70s, so I know several Heathers my age, and I found it funny on a high school trip to Germany that they thought Heather was a weird name. Now, though, I don't think I know anyone named Heather under 30, so it's probably close to being "weird" here, too... (Hm, so in another 50 years, will Heather be a hip, vintage name?)
(That said, I've met exactly two other people under 18 who share a name with my daughter, and know of two others, and we almost never meet anyone under 50 with her name, so I don't mind if it sounds weird on a kid or baby...)
Ohio State football's Braxton Miller.
Maybe I'm dating myself, but when I hear the name Dieter, I still think "Now is zee time on Sprockets ven vee dahnce."
Anyone remember the name of the kid from "The Indian in the Cupboard"? That seems like it should be on the list, too... (I forgot the name for 20 years until I met someone by the name in real life...)
What about Iolanthe?