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Winston
Winston: Old and pretentious or underused and sweet?
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I love Winston! I actually don't mind some pretention or upper class feeling to a name as long as it isn't too stuffy. I like Winston because I associate it with Winston Churchill. The nn's Win and Winnie are cute.Winston isn't quite a top favorite but I do love it. I am uncertain if it makes my Top 50 but it might. It definitely is somewhere in the Top 100. I only have four favorite Top 20 names that I associate with loved historical figures. I love Malcolm because of Malcolm X, Quincy because of John Quincy Adams, Frida because of Frida Kahlo, and Dorothea because of Dorothea Lange.
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This message was edited 3/17/2017, 4:28 AM

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Love itIt's my nephews name. At first I thought yuck, but i've warmed up to it and I adore it now. I would use it myself if it wasn't for him!
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It's more on the old/pretentious side. Not as bad as some.
Winston is slightly tarnished by an association with the book 1984 and a cigarette brand. It's not sweet. But seems a bit less awkward than most -ton names, thanks to W. Churchill.
Mostly it seems trendily just another surnamey, placey -ton surname. Not really pretentious - Windsor would be pretentious - but maybe pretending to be pretentious. Preston, Easton, Weston, Kingston, Payton, Colton, Braxton, Ashton, Leighton ... so of *course* Winston too. Whether it's used a lot or a little, it still gives the trendy impression to me.
Overall I think it's fine, but I don't like it.
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strangely ...I read a sad news article yesterday where a young woman was found dying in her home, and she was able to ask the paramedics/police "Where's Winston?" before she died. Winston turned out to be her baby son who was found safe with his father, who is charged with killing the mother.Terrible story, but I mention it because if somebody just asked me "Where's Winston?" and I didn't know who Winston was, I would be likely to think he was a dog or cat.It just seems that comical and pompous. (The cat from Pet Sematary was named Winston Churchill.)
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Thats where I saw the name, interestingly enough! And it caught my attention because I don't hear many babies named Winston.
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it's my impression ...From various trivia things I've read, that it was once a very popular name in Jamaica, and a lot of reggae musicians and DJ's non-stage names were Winston or Neville.
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