I don't usually masturbate that much,but it was a horny day (after sexting with my bf) and conveniently,my roommate wasn't there,so after the first 3 times (that's usually the maximum number I used to masturbate,and usually once or twice every 2 weeks), I thought,what a waste of this privacy,and proceeded to masturbate more. :p
He finally made me cum on the fifth time,through massaging my prostate with his finger,but I jerked with my hand since it was hard for him to learn jerking me while my penis was still hurting. One thing I regretted was that we were watching porn before that (it was his idea though), and we agreed not to do that again,it felt like we weren't completely with ourselves.
I probably need to get some other hobby,and that lock for my penis,LOL. It will be a week till we meet again,I'm fasting from porn and masturbation and hopefully my penis head will heal completely by then. Thanks for all the replies.