This is going to be a little hard to explain, but pretty much in a nutshell, I want to ask this guy if Im being played(not that harsh of a word, though.) or if he actually likes me, without being too straight forward.

But here's a little back story.
We've been talking for awhile, and every morning, whether it's the weekend or the weekdays on school days, he will text me 'Good morning (:" and we would talk until we got to school, then he would text me after we both got home, and we text until either he or I go to bed first, then the same routine happens. He uses a lot of smiley faces in his texts, calls be cutie, babe and baby on a daily basis, whilst I just call him boo. He's a very respectful person, and for him first impressions are the key. He told me he would have kissed me already and put his arm around me and everything while we were watching the movie, but he was afraid of getting rejected and first impressions are the key.

Problem?
He's training for the marines, and told me his grandfather is very strict on everything, and even having a girlfriend because he's just supposed to be focused on the marines, but he's snuck around the rules and bent them before. He also has a very bad past, which he told me about, where he was very depressed because of horrible, horrible things, and he trusted me enough to tell me. He has therapy for it, has trust issues and takes anxiety pills.

So, I want to know, Am I getting played?
Is he fooling around with me?
Does he truly care about me?

From what I'm reading, it doesent sound at all as if your being played. He's telling you that he want's to be with you, but he was scared of rejection.. But he's also letting you know the fact's, which is at some point you will have to say goodbye to him, since he's going into the marines. So don't get your hopes up about a relationship, at least not one that will last!

You presented him in your question in a good way so my gut is telling me the above is the correct. However-
He could also be dating multiple girls at once and uses the grandfather excuse as a way to keep you quiet, which seems higly unlikely since he spends most of his time texting with you.

How old are you?

I'd say there's an interest but only he can answer your questions.

Ask him upfront and see what he says.

IF he's telling tee truth, it sounds to me that he's totally interested in you. He's even willing to sneak around and bend the rules to keep in touch with you.

The problems? You listed them already:

He's obviously described his problems of being in a relationship, so he's doing his best to do what he can. I think the real problem is that you don't have a clear definition in your mind. If you want things cleared up, then set the record straight with him so that you're on the same page.

Basically, both of you should lay your cards out. You tell him what you want he tells you what he wants and then see how close or far apart you are from each other's wants.

It doesn't sound like he is playing you, and I don't even know what would have given you that impression. As far as how he feels about you, there is NO way for us to know, only he does, so talk to him. If you are having doubts about him this early on though, I am not sure if it is a good idea to continue with this, but it is your choice.

Good Luck,
Javi