Stumbled upon this hit from the Jazz Age, where a clingy girl wonders why her crush doesn't make a move on her, even after sending him such forward signals:
"He's So Unusual" by Helen Kane, 1929
In tone it's not so different from this hit from the New Wave Age:
"Johnny Are You Queer" by Josie Cotton, 1982
One of the biggest changes that people undergo when violence rates start rising is to desire more social interaction and attachment. So even people with low self-esteem will still want to reach out and touch someone; they'll just come off as needy.
But I miss clingy-needy girls, now that I've seen the alternatives. When people no longer desire social contact, the high self-esteem ones become dismissive and avoidant, like Fergie and other attention whores, while the low self-esteem ones become fearful and avoidant, or mousy, kind of like Norah Jones. They both don't trust others, and wouldn't feel comfortable letting their guard down to get close to someone. That really comes across in their singing, which has a very limited range of pitch and never gets very high.
That songbird type of inflection that says "hey, notice my voice and come over to talk to me" only comes from those who desire contact, whether they have lower self-esteem like the needy ones or higher self-esteem, who show a "secure" attachment style, like how Belinda Carlisle sounded.