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I think if this name had never been very popular that it would be beautiful and would probably even be a favorite of mine. As it is, I would never, ever, ever even consider it. I was born in 1976, and there was a whole gaggle of Heathers around my age. (Ever seen the movie Heathers?)
I think because of its popularity at that time I do associate it with a certain bimboesque cheapness. And it's NOT the nature of the name or even the people I knew who had that name. I think whenever a certain girl's name becomes really popular in one generation, and there are suddenly a bunch of teenage girls with that name it just causes it to seem that way, e.g. Britney, etc.
Someday those will be quaint, old-lady names, and then people will start using them again, LOL.