Can he roll both ways?

As long as he is sleeping so he can breathe ok..DD started to want to sleep on her tummy and side a month or so ago when we stopped wrapping her as well, she moves around is seems much more comfortable .

Normally i think they start to do that when they begin to roll around , i think by that age he *should* be fine , i was really freaked out when DD started doing it

If you really don't want him doing it you will have to get one of those sleep positioners( we had one when DD was a newborn)