Actually, I think Hinata could win against Ino in a combat. Ino's attacks are just average - as can be seen when she fights Sakura, who basically sucks at combat, and yet they were both at it during quite a while...
Maybe Shizune's breasts can be seen better at the opening video of GO!, where they all appear with kimono...
Oh, and Death Boo Z - the only giant boob reference I can think of is Woody Allen's "10 things you want to know about sex", in which a giant boob terrorizes the country by spewing milk and cream at its enemies.
And maybe its not such a bad idea to measure the guy's strength by their pervertedness. As said, the 3rd was a pervert, Jiraiya is a self-declared pervert, Kakashi is too, Gai is most likely a closet pervert (I mean, lookathim!!!), and Itachi... well, why do you think he wears a coat?
Even more, think of it like this - Naruto vs. Sasuke.
Who has the most potential to grow without bucket-inducing pills?
The one who has the most potential as a future pervert!