Is he becoming more emotional?

Well I hav a friend whos been friends with a guy for over a yr and a 1/2 and she's never done anything with anyone physical whys before and well she feels comfortable with him and he's been there for her through really hard times and after this yr or so he admitted to being attracted to her physically and hes told her he loves her but not in a bf gf way but its conf and well they've done things like 3 times but never gone all the way but the 1st time she said he was very sweet and the second time he put his hand on her head but they were talking about things and something happened and they thought they weren't going to do anything anymore but the 3rd time they did somethings again but this time he didnt even put his hand on her head he actualy put his hand on her face and would stroke her arm and he knew it was her first time doing things like that and he would ask her if she was sure if she was ok and she dsn't kno if he's becoming more close to her emotionally and I dk wut 2 tell her