I have a friend called Jake, who is one of my best friends ever since elementary school. We have masturbated together since we were 12. We are about to start our second year in college, and share an apartment right outside campus.
When we were young and lived with our parents, we were constantly frustrated that we couldn't really masturbate like we freely wished, because our parents were at home. So, we decided that since we were going to the same college, we should live as roommates and have constant masturbation sessions.
So now we live in quite a large apartment, each with our separate rooms, and a large living room with a large screen TV and big couches. We now own a large collection of porn dvd's, and love watching them together as we jerk each other off. Jake and I also bought lots of toys to masturbate with, and never run out of ideas.
We also spend all the time we have at home naked. It is great to be able to roam freely through your home butt-naked.
Now that we both have girlfriends and an active sex life, our sessions have decreased, although we still jerk off together at least twice a week.