I'll be frank and this will probably sound mean.

You know he doesn't give a damn about your boundaries and he doesn't respect your comfort levels. He has already made it very clear that he plans to have sex with you and in that statement he's pretty much saying again he doesn't care about your boundaries.

Yes, continuing to see him will send mixed signals and if you continue sending these mixed signals you are bound to get hurt. Unless you are willing to be extremely, EXTREMELY assertive and indefinitely keep to the rule of not hanging out with him alone then you are going to end up getting hurt.

You need to make decisions to protect yourself and if you already feel threatened by this guy then you should steer clear.

So you are comparing your friendship with him to a drug addiction. You are aware that drug addictions kill people right? And knowingly signing yourself up for one is just kind of stupid. (hey I warned I'd be mean) Also in saying that we do things that are bad for us, that is really a problem for each individual and people don't always recognize that their addictions are bad. But you do.

There may be more to this issue but obviously it is making you uncomfortable and he doesn't care about your boundaries. He has made that perfectly clear. If you're going to continue seeing him with this knowledge then you know what's going to end up happening. You need to protect yourself. If he's forcing himself on you then he is not a real friend and is using and manipulating you.

You also don't seem to actually care about your friend, if you cared about him you'd keep away from him so he doesn't end up in your mind "raping" you and then you'll feel the repercussions of rape; trauma, you'll have difficulty getting close to anyone and that's not even the half of it. And then what if you decide to press charges? You're going to end up hurting yourself and this boy.