It's odd because the men I know who are "too nice" are highly gifted and also come from families with a lot of boys. I don't know if that is cooincidence or not. I wonder if it is some combination of very high empathy levels and self-protective "pack" behavior. It's better to not upset the alpha-male, better to not ask for help, better to roll over and laugh than fight back. And being very empathic, they over-respond to the hierarchical situation. How's that for unsubstantiated pop-sociology?!
DH is much like this, actually, and I benefit from it all the time--he is very accomadating. But sometimes it takes its toll on him emotionally. Based just on him, I would say that it wouldn't hurt to help teach him how to accept favors (not just give give give) all the time, learn to trust other people, and practice saying no to unreasonable requests.