But why should upper-middle class pay a greater percentage of their earnings toward roads than the lower-middle class?
Marginal income. A lower-middle-class family might have to spend, say, 85% of their post-tax income on basic necessities, whereas an upper-middle-class family might be able to meet those same needs on 60% of their income. Wealthier people have more cash left over after their basic needs are met. That's why we have progressive marginal tax rates.
Do rich people wear out roads faster?
Yes, they do. They take public transit less, and they drive more and bigger cars.
Do the cops spend more or less of their budget year dealing with rich or poor people?
Rich people have a greater expectation of service from the cops than poor people do.
Obama, et al, really do think your money belongs to them first. To be doled out as they see fit.
The only difference between Obama and Bush is that Obama thinks the rich should pay taxes.