I think there's nothing wrong with the fact that The Hobbit is a masculine book. For me it's very simple to follow, men's world is always simpler: they fight and if they don't fight, they prefer to eat or rest.
We encounter a lot of
prideful characters, because men have a thing for
pride: the dwarves (standing for little people nowadays) have a problem with their height so they are always a bit rigid and edgy or grumpy. They want to be brilliant, great. Their masculinity has to be shown somehow, someway. Of course, not all the dwarves are the same, but their leader, Thorin, represents these statements.
Smaug (standing for rich and famous) is very proud of himself because he has a lot of gems underneath his huge carcass and this makes him a winner for the fact that he earned this with his own force and he isn't going to give up on what he has. (like the politicians nowadays, they'd rather die, than give their money away)
As for cute, little Bilbo, all that I can say is he needs his teacher/father/tutor (whatever in this categories) to become a real man, but real means to have guts, to be brave. I feel that Gandalf is trying to give his son a lesson: with great power comes great responsability. All you have to do is gain that power and learn what it is and use it for the good of other, in this case, men. And he really does a pretty good job, also being lucky, or he is really good at what he does. So Bilbo stays at the other side of manhood: not a boy not yet a man.