considering the army

Hello ! So I've been thinking about joining the army or air force for awhile now I haven't talked to my mom or boyfriend about this yet. But I have a lot of questions first ! I know I should ask a recruiter but I wanted to ask you guys first. So to start off with I'm 19 & I currently work as a CNA at a well Know hospital in FL. But I have my own place with my boyfriend 3/2 we pay $900 and I also have a car payment of $329 2014 Toyota & we have no kids. But I have trouble going to school because I have to pay for my classes and their not cheap( registered nurse). Also I want to do more, travel, and challenge myself. So I wanna join so they can help me through college and I'm up for a challenge. My question is who the hell will pay for my bills while in training and basic camp ? How does that all work? My boyfriend is a dental assistant and he makes the same as me just 25 cent less but my job allows me to pick up extra shifts his doesnt. I just don't know what to do right now! Should I save up then go or just go while I really want to. Also me and my boyfriend been together for a longggg time and before I decided to go I wanted to ask him for marriage! How do you guys think about the women asking for the guy in marriage?