Madonna doesn't need to understand the culture cause as a part of pop culture herself she played a part in creating the culture we see today... I would prefer Madonna just did Madonna and didn't try to fit in with the culture of today. Madonna already has her Madonnaness, she doesn't need to imitate herself from 20 years ago. She has her career, her name, her legacy and Lady GaGa has just begun.
I do like Lady GaGas fashion but it does come across as TRYING too hard to be unique or artistic. And she seems to be doing alot all at once, so we will see where shes at in 5 years... or so.
Her music isn't anything different to whats out these days. Everyones doing the 80s 'freaky fashion' theme these days. From Kanye to Rihanna to GaGa... We won't see another 80s.