"Twee" is a word that I only have negative connotations for; it's a word I've only seen online, usually in a British context. I've thought about it like Firecracker has - too much of a good thing. Too young, too girly, too silly. Trying too hard.
My style is my own. It shares with the retro girls, and the vintage girls, and the rockabilly girls, and even somewhat with the lolitas. But it's not any one of those, so it doesn't get the "free pass" of being a truly alternative dresser.
I admit I'm afraid of being called "twee." Because of those negative connotations. I've always been a "pretty," colorful, full-skirted, defaulting-to-matchy dresser in a world that values jeans and black and gray. Maybe it says a lot about my self-confidence that a casual, unsmiling glance from a contemporary (or younger) woman makes me imagine all sorts of judgmental commentary of myself. But these moments are few and far between. I do get an awful lot of compliments. (I was even called "the fifties girl!" the second time I came to my new choir rehearsal, though I have no idea what I was wearing the first time that looked that way. )
There are things I eschew for myself. Some are natural, or changing, preference, and some are through discovery of something that works better. I don't tend toward true head-to-foot pastels; I prefer more saturated colors. I've never cared for classic twee designs like polka dots or cherries or bows. (I do sometimes wear a bow in my hair, but it's inspired by Rose-Marie and not Minnie Mouse.) I don't dislike ruffles, but I'm very picky about the placement. Round-toe shoes are good if I'm doing early 1940s, but only as heels or wedges, not flats. I feel elegant in pointy toe flats, but dowdy in an early-1950s-teenager way in round toe flats.
Twee and pretty are comparative. Some of the "twee" I've seen described here sounds not at all like twee to me! . Which makes me fearful - how over the top twee am I really? Am I fooling myself by trying to find what I thought was a "pretty" medium?
I'd be in good company on YLF as a twee dresser, but I'm not sure I really qualify.
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