If you think of the specialty oranges like cuties and halos, they are loaded with sugar, that's why they taste so good.
Apples and bananas still won't help you lose weight. Tomatoes have much less sugar and could actually be helpful to be less hungry without many calories.
There is no easy way out, you can't just eat a bunch of sugar loaded fruit and think the fiber will totally protect you or that because it is "fruit" it's healthy.