In the 1990s, no clothing line symbolized "self-expression" like Betsey Johnson. What singer famously wore a Betsey Johnson dress in her music video for "Stay (I Missed You)"?

Answer Lisa Loeb

While Lisa Loeb had only a couple of hits, and wasn't on the scene long, that iconic short dress designed by Betsey Johnson was certainly memorable. As Lisa revealed in an interview years later, the dress wasn't actually black; it just looked that way because of the video's dim lighting.

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