Search Results: how to break the ice

He knows I like him because I told him in late September. In a slight apologetic tone to his text, he said that he didn't want to sound like an ass, but he likes being single because it makes things easier. He told that I'm pretty cool person, and that he didn't want me to be mad at him or blame him.

Afterward, it was not awkward thankfully. Yet, despite my feelings, he's still flirted with me. When we went ice skating with my friends, he offered his hand to me and we skated around while holding hands with our fingers interlocked. We always playfully argue and tease each other too. I'm pretty positive he's stared at my butt before too. He's tried to take my stuff before and we play a little tug-of-war with it. When he's with his friends, we all roast each other and it's chaos. He's told me he likes to bring up controversial subjects just to get a reaction out of me bc he thinks it's funny. But when it's just us, he's so chill and nice, and it's so easy to have deep conversations with him.

I've told my friends (who know him) about all of this stuff, and they are confused like me. Why encourage my feelings like that if he said he wasn't willing to date someone? But nevertheless, they think we'd be perfect for each other bc we're so alike.

I told my stepmom, and she told me that we have an obvious chemistry, and it's very possible that his parents don't allow him to date bc of his first relationships.

My friend told me that he dated a girl who wanted to have sex with him really early in the relationship, but he didn't want to so he broke up with her. She then told everyone that he's never masturbated to embarrass him. There was another girl he dated who broke up with him bc he was clingy. That was in his 8th grade year. He hasn't dated anyone in high school.

Do you think he likes me? Do you think that he isn't allowed to date? What should I do?

I'm going to hang out with him and our two other friends (who are dating) on Saturday to watch movies at their house.