I used to masturbate a great deal. I probably reached around 1500 ejaculations annually, starting my weekend sessions at 6pm and winding down by 7am the next morning (cumming five or six times in that stretch, which lasts longer than the ‘official’ world record for wanking lol). Porn was always on tap, especially fetish content. I often appeared on cam chat sites; being watched while I came was a massive turn-on, and since I was still a virgin, knowing a woman could see my cock added to the thrill.
I had read about chastity devices and imagined myself under control, unable to wank whenever I pleased. I tested roughly five different cages to find one that worked for wearing long-term with the key held by a mistress (years back, Miss Lucy was ready to hold it, but the cage I intended to use didn’t fit properly, so I stepped back—making me look like just another habitual wanker—which I am, though not in this specific case; I would have given up the key had the fit been right). However, I never managed one that gripped my balls tightly.
Many of these sessions wrapped up with phonesex or camgirl chats, often involving paying a Mistress for permission or settling cumtax. The whole routine revolved around achieving orgasms—this pattern lasted about 16 years until masturbation became my go-to activity. I loved the humiliation aspects, small penis dynamics, and inflatable doll sex; at one point, a typo in ‘inflatable’ resulted in a photo of me with a doll appearing on Google’s first page.
This year, I’ve only cum five times because I no longer control that part of my body. I’m not caged now, but I can only ejaculate when it is permitted for me to do so. It’s far better this way.