I'm afraid this guy might be playing me?

No, no, no. Do not go out with him. He will do something bad. He already has and will continue to do so. By the time you find out about it something will be damaged; your reputation, your heart, your grades, or your other friendships. Please, don't do it. You deserve so much better. There are other really good guys out there that will make you feel wonderful. They are less likely to ask you out in the future if they see you with this kind of guy. Thank your friend for watching out for you. She has your best interests at heart. Think with your head first, then your heart.