I love the name! I actually named my dog Preston Meyers after the character in the 90s movie Can't Hardly Wait who is not preppy or pretentious at all so I guess that's why I don't get the feel for the name. I like to play him the song "Magic" by B.O.B and Rivers Cuomo from Weezer because it talks about presto magic and reminds of the movie Pitch Perfect haha. I think that is a cute nickname for a little boy as well.
Re: Preston
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It does have a very preppy/pretentious vibe for me.. I'm not a fan