I will be living in a dorm with a roommate, and I'm concerned whether I'll have enough privacy to masturbate when I want. Also, is it common to masturbate with your roommate in the room?
Well, you probably won't be able to masturbate whenever you want. You'll probably have to time your sessions around your roommate's schedule – for instance, you could do it in bed if he wakes up and leaves for class before you do, or while he's in the shower, or while he's out with friends. Provided you two aren't always in the same place at the same time, there are usually plenty of opportunities to masturbate. Unfortunately, that also means an equal number of times you can be accidentally walked in on – so be careful!
A few JackinWorld readers have mentioned they were able to masturbate with their roommate in the room – but unless you make a mutual agreement of some kind, or if you actually work up to doing it in each other's presence, that's probably not a great idea.