Im 22 and so is he. We have been good friends for 4 years. He had 4 girlfriends for those 4 years, and he's single now. he's part of my friend group with my collage roomie, (we all go to same collage) and my collage roomie is our best friend. Everything was fine for the first 3 years until one day (2 months ago) when he made a comment about my butt being juicy. Only me him and my roomie were in our room when he said that. She agreed with him and we all made funny jokes about him saying that. Every since then he started jokingly flirting with me, telling me he would f me, joking about being friends with benefits and all. We hang out 24/7 so I was comfortable with his jokes (which he makes only when we are alone). One day he even asked to stay the night in the dormitory with us and he refused to sleep next to his bff, he wanted to sleep next to me. He slept next to me and he spooned me that night, pulled me really close in his sleep. Might I add that he's not chatting with me, nor he is giving me ANY attention on social media during holidays, he only gives me attention when we are alone. He is a manipulator so im afraid he's trying to manipulate me by not giving me attention. I'm not gonna lie he turned me on a couple times but I am afraid I would fall in love if I slept with him and I would end up being hurt because I kinda started crushing om him since then. Every since that night where we slept he became really comfortable around me, jokingly cuddling with me, spooning me. One minute he's acting like that and then other minute he asks for a dating advice, comments about other girls looks and stuff. Should I just ask him if he just wants to sleep with me or he wants something more?