I always wake up with a very full erection and there are some mornings I need to relieve the build-up of seminal fluids before I urinate, so I do understand. I suspect that those who masturbate with their roommate's permission are also quieter than they would be alone. So when I have the chance to do it when I need to, everything is fine. We live in a small room so I can't run and jump around like I normally do. You might even want to turn this into fantasy play - he has to do everything you say for an evening.
HAVE YOU EVER MASTURBATED IN A ROOM WITH SOMEONE WITHOUT THEM KNOWING?
I also have a friend who, during college and after, would sometimes be in a situation in which he was just wearing underwear or shorts around me after sports or when it's really hot , and would play with himself a little. When she thought I was asleep she started to masturbate. We were roommates for three years. Pretty soon, we were stuck in a traffic jam. During freshman year, my roommate and I each walked in on the other masturbating at least once.
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So, that was my exciting experience with the computer nerd. However, it's important to remember that the lining of the rectum is thinner and more easily damaged than the lining of the vagina, so use a jelly-like soft vibrator. That got me all excited. When you reach the top, rotate the palm of your hand across his glans in a smooth motion, so that the soft skin of your palm circles and moves sensuously over his glans. Now during the summer, I masturbate very frequently and feel relaxed. I got in the habit of masturbating when he did so now I do it daily. Another guy came in and saw me wanking.
Sometimes I'll do it sitting on the bed totally naked while reading Penthouse. Will they be offended or even appalled by that? To my surprise, he was not put off. I would cover up with a blanket while watching TV or something, and masturbate. The further I got, the more excited I became. I suspect that those who masturbate with their roommate's permission are also quieter than they would be alone.