Note to readers: Make sure you read part one first, else you might find some of this story lacking context or explanation.
Sigh, it's 6:07 AM. Normally I wouldn't wake up for at least another hour and a half. The problem is my morning wood trying bust out of its metal prison that it has been trapped in for the last 23 days. I look down at the spot in my underwear that is wet from the constant drool of precum leaking from cock knowing that I only have my lazy ass to blame.
I just couldn't get my hide off the couch and walk some money 100 feet to other side of the yard before 6 PM. Sure enough, at 8 PM on the first, the landlord came knocking at door, cock cage in hand looking for the rent. Funny thing is that he isn't really a screamer, especially when he saw the money sitting right on table by the door. He politely invited me to go trim my pubic hair and even generously told me to take my time and jack off as I wouldn't be getting any pleasure for the next month. I went off to the bedroom, did my business, and walked back out naked to find him sitting comfortably on my couch drinking a beer from my fridge. He looked up and asked if I was ready. I grunted out a "yes sir" and placed my hands behind my back. I tried not to watch as he gathered my balls in one hand and closed a metal ring behind them around the base of my cock. His handling got my member a bit too engorged to fit in the metal prison intended for it. In response, he pulled out a spray-on anesthetic and liberally doused my cock with it. That deadened the feeling enough for it shrink back to its flaccid size so the cage could be applied. I have to admit, when I am not thinking about anything sexual or am otherwise involved in my job, the cage itself is not uncomfortable. He got the size right, I guess from working me over previously during my security deposit video. Unfortunately, I am college age male so moments of "not thinking about anything sexual" are rather rare. Left to my own devices, I am one of those guys who could jerk off twice a day and still deliver a good result in bed on a date. I knew this was going to be bad. At any rate, with the click of a small lock, he smiled and said "see you in a month" and left.
It didn't take long before the unpleasantries began. After about five days, I noticed my balls were starting to look swollen and were getting sensitive from the lack of release. I could still go to the gym without much embarrassment with the right combination of underwear and shorts, although by the 10 day mark grey shorts were out due to precum leaking issues. Right around then was when I had my first full on wet dream as well. Hadn't had that happen to me since I was 17. At this point the leaking was nearly constant and any wrong move made my balls ache. I needed this thing off me.
Of course, you know that saying about how things can't get worse? Well my dumb ass found a way to make it worse. I had gone out with some friends last night, had a few drinks, and accidentally parked my car where it blocked the landlord's car in. I woke up to furious banging on the door from the man yelling at me to move my car NOW because he was running late. I grabbed my keys and went to my car still in my wet underwear, balls painfully rubbing on my thighs, and moved it. He barked at me to show up after I got off work today to get my licking. So now in addition to not sleeping well, I had to go to work all day knowing I was going to get my rear chewed off. This was going to be a great day.
I finished at work and drove back home. I went to the main house to present myself for punishment. I heard the door unlock right as I reached for the handle and walked in. Guessing the owner was in the office I walked down the hallway in that direction. Sure enough when I reached that room, there he was, behind the desk, with the most evil looking paddle I have ever seen. The contact end was broad, appeared to be wooden, and holes and slots cut into it to prevent trapped air from cushioning the blow. The wood portion transitioned into a what looked like a carbon fiber handle, no doubt allowing for extra whipping motion to up the contact force. On taking this in, I noticed two things involuntarily happening to me. I felt my legs shaking and oddly, I felt a giant slug of precum run down my leg. The owner, being ever so pleasant in that twisted, demented kind of way, apologized for yelling at me but needed me to understand that rules are rules and violations must be punished. I nodded that I understood. He then said that he had thought about my situation and wanted to make me an offer. Instead of just talking 30 hits right now, he was willing to wait and combine my padding with my unlocking next week. He proposed a little game. I would get myself close to cumming, then stop. He would then administer 5 hits. If I came from the beating, I would be done. If I didn't the cycle would repeat. If I came from my own hand however, the balance of the remaining 30 strokes would be immediately applied. Looking at that paddle, I immediately agreed. Now I just needed to survive another week of the cage.
Fortunately, the end of the month fell on a day where I had the next day off from work. At the appointed time, I walked over to the main house. I even brought the rent for next month with me. This got a laugh from the owner as we went once again to his basement porn studio. He already had the cameras setup and the chains ready to go. I stripped and walked over to the center of the setup. There was a camera in my face, one pointed at my cock, and several staring at my ass. My ankles were fastened in, then he asked which hand I jerked with. I signaled my right hand whereupon he took my left wrist and attached it to a chain over my head. He explained that I would start working myself to the edge then signal that I am ready for a set of strokes my grabbing a chain on my right side. I was reminded not to cum on my own. I nodded and with that he started all of the cameras recording. Moving behind me, he reached around and opened the lock, freeing my member from its month long torment. The cock portion of the cage got rapidly pushed off by my instantly hardening member. He quickly pulled the base ring apart and I was ready to start.
It didn't take much. After a month of no real stimulation, I was fully erect in a minute. Another minute later and my cock was slapping my abs. My balls were retracted, I felt like I didn't want to risk going any farther. I grabbed the chain with my free hand and tried to prepare for the next part. The next thing I know, all the air is knocked out of me from the first blow. I try to grit my teeth and not scream out. That was a losing battle. By blow 3, my rear felt like it was on fire. After 5 , my legs were shaking and I could barely catch my breath. My cock had gone soft.
As I started to stroke myself again, I noticed that despite being soft, I really wanted to cum. A month of zero release will do that. I was going to have to use a light touch if I wanted to get erect and close again. I took my time, both to allow my rear to recover and to allow my body to do most of the work in getting hard again so I didn't need to use hard or fast strokes. I managed to take about 10 minutes this time, working my cock back to a full erection with a stream of precum almost reaching the floor. I reached up and grabbed the chain again. I didn't even try to hold the scream in this time. I tried my best to relax myself self between blows. Just roll with it I think. Let feelings run through your body. It was working. I was still hard, managing to get closer to that magical orgasm. Blow number 10 came. I didn't want it to stop. I needed just a couple more.
I took a couple of deep breaths. I was still hard. I knew I wasn't far from finishing. I slowly and lightly worked the base of the shaft, only occasionally touching the underside of the head. I tried to gather my precum for lube so that I work things even lighter. My balls were so tight they were barely visible. I felt my shaft start to pulsate. I knew I needed to stop. This was it. I draw my hand away from my loins and close it on the chain. First blow, my body starts into that pre-orgasm thing where your diaphragm drops causing you to hold your breath. I wanted to scream from the pain of the paddle but couldn't from the imminent orgasm. Second blow, my butt starts clinching and unclenching, my breathing is in gulps. Third blow, 13th overall, I let out an animal scream. This time the scream is not from pain, but from ropes of cum getting ejected out of me. The orgasm just keeps on going, eventually decreasing in violence to where cum is barley clearing the head and then finally stopping as my legs give out leaving me hanging from my wrist and hand.
The owner takes me down and guides me to one side so that I don't go face down in my own mess of cum. I lay awkwardly on my side. If roll on my front, then I get jolted my my still sensitive cock and balls. If I roll on back, then my ass feels like it catches on fire. The owner lets me recover on the floor while he stops the recording and tries to mop up the area around me. After he cleans up, he brings over some lotion. He helps me up to my elbows and knees so he can apply it to my rear. He then helps me to my feet. I put my underwear on and just gather the rest of my clothes and walk back to my apartment.
One would think I would learn my lesson after that!