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Sometimes-usually closer to the time I have my period each month- when I get the urge, and go to masturbate if I stop even for a second I am over come with depression and sadness and I have to stop to cry. It can last anywhere from just a quick moment of sadness to a full two hours of sobbing unexpectedly. This happens more frequently the week before my cycle and not much at all any other time during the month, not even when I'm actually on my period.
Hmm... Can't say it's normal, but I can relate to being overly emotional a week before my period apposed to when I'm actually on it. Could just be that your hormones are out of wack around that time, so you cry. It's not all that strange for women to randomly cry in their younger years, me and a lot of friends went through that phase. It's like random boners for men, but tears instead.. for ladies lol Are you perhaps on birth control? That can heavily effect your mood as well
Maybe, something happened in your past that centred around something sensual and it upset you so much that your mind regressed the memory. Now, when you masturbated the feeling of sadness come up and make you cry.
This is the only thing that comes to me with a situation like yours... To discover whether or not this is the case, you could see a therapist who specialises in trauma.