Why does the back of my head hurt when I engage in sex or masturbation? It has even started to hurt when I am at the gym and I push myself really hard. I have never had this problem and it just started about a week ago. Once I am close to climax the pain comes out of nowhere and it is by far the most excruciating pain I have ever experienced involving my head. It is to the point where I am dizzy and vision is blurry from the pain. I am a 30 yr old male that weighs 195 and in good physical shape that only drinks socially, does not smoke, does not do drugs and goes the gym 5 times a week. Hopefully this is enough info for anyone to help.