Confused about a guy

I have known this guy since high school and we recently caught up again its been 5 months and we have been talkin and hanging out all the time. I really like him and I have never had trouble with guys before but he is different I cant read him.. And his new work schedule makes it hard to hang out.. I see him on weekends but we are always ina group and its club night so we always go out so I cant change the plans just like that. The hours I work conflict wit his so we can’t do lunch or dinner during the week… A friend asked what the deal was with us since we are always together he answered saying that I havent said or done anything.. He likes girls to be upfront and say there true feelings… im scared of the answer but I wanna go for it but like I said I never get to see him I wanna know what the tought of over the phone is because I have wanted to do it in person while we are alone but its hard because it barely happens and with his new job might not happen for a while. and I dunno how much I can take I wanna just do it get it over with and then know to let it go or keep holding on…