Sierra,
Wow, this is quite a question! Lots of questions actually... (grin)
When you wonder why your parents never got your citizenship, I am guessing that at least one of them is Jamaican. If so, citizenship through Descent (blood relationship with a Jamaican citizen) would be by far the easiest route. You just need to have birth certificates from the parent(s) and then it is relatively smooth sailing.
Once you get your descent citizenship, then your husband can apply for a spouse waver without applying for citizenship.
