okay...
as for attitude on life, i can't help you. for one thing, people vary widely. there's no typical. i can't define a typical member of my homeschool gorup, let alone a cowboy.
finally, most interesting characters are not "typical".
to answer your first question, i would first ask what you mean by sensitive. do you mean the character, or the book's emotional content. deciding the character's sensitivity is different, but for the book i would say not to worry. if the whole book is just the characters state of mind, that's bad but (a) if you try to write something that's not what you want to write, you will fail, and (b) guy insensitivity is mainly a social issue. people have no need to seem tough to a book character, so i think most guys have no problem with emotional books. i certainly don't.
if there's no emotion, why do we care?