Do you think it's possible to love away someone's insecurities?

We'd like to think so, but in my experience, no.
They'll always give you some spiel about 'I'm that way because of how i have been treated in the past....' Or words to that effect.
Even if that's true, it illustrates clearly that they shouldn't be in a relationship until they've put that experience away.

No way.

My last boyfriend tried. I can assure you it do not work.

Yes ...love conquers everything

That shit dont work

Nope

Absolutely not.