Its amazing the different interpretations that arose from this chapter by various people, including myself, within the same chapter.
I, myself, thought that the tutor was at best 2 or 3 years older in high school. He didn't seem like an 'asshole', and didn't even seem to have any intentions on doing anything Meguro until she approached him forwardly. However, for him to immediately resort to having sex, all while being calm('suave' even), kinda shows he's decently experienced at this sort of thing. Still, it kinda seemed like he acted regretful that 'they may not always be together'. I usually see that kind of face when the person knows s/he's dying. Of course, he very well could just be a "lay with as many girls as possible" kind of asshole, but I'll reserve that judgement until we know a little about what he's doing, or more about what Meguro did with him(on a general basis).