

<p><em>This post contains ALL animated GIFs...to see the hot GIFs in action, click on the pics to enlarge them or to play a slideshow, then use the slideshow controls at the top to pause/resume.</em></p><p>I have a few subs who can be pretty difficult to get off. Some subs play without getting off, then jerk off later thinking about the session (often for several days in a row!). This is one of those subs. We’ve played many times in the past, but he’s never gotten off during a session…until recently. The&nbsp;<strong><a href="https://www.bondagepredicaments.com/content/tutorial-tuesday-disappearing-bondage-table">bondage table</a></strong>&nbsp;was the first exception, and I wanted to keep that streak going. This was his very next session after that one. After surprising him with a little prison roleplay scenario (which I may post at a later date), I decided to mercilessly milk his cock.</p><p>There’s one thing about the milking machine…it almost always wins, even on the most resistant cocks! &lt;grin&gt;</p><p>I cuffed his hands behind his back with some&nbsp;<strong><a href="https://www.bondagepredicaments.com/tutorial-parts/locking-leather-cuffs">locking leather cuffs</a></strong>&nbsp;and a long chain between them so he could lay on his back fairly comfortably. After all, I didn’t want anything pulling his attention away from his sensitive cock head being milked and polished by the machine. I gagged him with an&nbsp;<strong><a href="https://www.bondagepredicaments.com/tutorial-parts/locking-open-mouth-gag">open-mouth gag</a></strong>, and locked it on from behind his head. Then I tied his balls and cranked them up a bit using a winch. This would ensure he can’t move much, and he certainly couldn’t roll over. If he tried, his balls were not coming with him. ;) Then I turned the&nbsp;<strong><a href="https://www.bondagepredicaments.com/tutorial-parts/milker-automatic-deluxe-stroker-machine">Milking Machine</a></strong>&nbsp;on, and put it on a REEEAAALLY SLOOOW setting.</p><p>Once I got him to the point where he could easily feel the power of the machine and the power I had with the controls in my hand, I turned the dial up a bit.</p><p>I turned the dial up a little more and let the milking machine do what it does best, while I kicked back with my feet up on his chest.</p><p>He started breathing more heavily. He was beginning to realize that his resistant cock was no match for the machine. I removed the gag to make sure he was ok. Eventually I turned the milker up more, then started rubbing one of his sensitive nipples. This sent his mind into overdrive, as you can see from his even heavier breathing and the expression on his face.</p><p>It wasn’t long after that when the boy shot a huge load into the milking tube. But did I stop the machine? Hell no. He was supposed to tell me BEFORE he was about to cum, while he could still prevent himself from shooting. He did not, so he got punished with some post-orgasm torment. I cranked the milking machine up to it’s highest setting and watched him squirm for a few minutes. When I turned it off, he was incredibly thankful, realizing I could have easily let it milk another load out of his cock. ;)</p><p><em>This milking machine is incredibly hot! It will milk a load out of even the most resistant cocks…once, or multiple times if you keep it going. If you’re interested in trying it out for yourself, this&nbsp;<strong><a href="https://www.bondagepredicaments.com/tutorial-parts/milker-automatic-deluxe-stroker-machine">Milker Automatic Deluxe Stroker Machine</a></strong>&nbsp;is currently available (as of the time of this post) for <strong>33% off of the regular price</strong>.&nbsp; You can get <strong>another 10% off</strong> of this milking machine, or anything else on the kinky site linked above, using a Bondage Predicaments exclusive member discount code, by entering code <strong>bndp</strong> at checkout.</em></p>


 