I've drained at least $1,000 from hundreds of guys, but $10,000? That's a big step up, a relatively exclusive club. When Ruined first contacted me a year and a half ago, he probably never would have imagined that he'd so quickly find himself a member.
True, he'd read my stories here and certainly knew what I was capable of; he'd undoubtedly fantasized about realizing his deepest desires. But I'm sure he thought his self-control would ultimately cancel out my will. In those initial lines of conversation, he couldn't possibly have appreciated what he'd eventually be willing to do just to watch me grin.
One of the first things I asked during that encounter was what kind of amounts he typically sent. Ruined's answer was something like "Could be $50, could be $1,000"--it really depended on the dom. Well, no surprise where I came out on that challenge. Our first session ended with almost $1,000 in my pocket, and when Ruined saw me on cam for the first time his fate was sealed. He was totally obsessed with seeing me again.
That hasn't stopped him from trying to run away. Deleting accounts, deleting payment methods--it's all a pointless pageant. I was always there in his mind, as much as he tried to deny it. His resistance always melted away, and you can see the truth in the numbers. A year and a half later, we found ourselves celebrating two very significant milestones: our biggest session ever and more than $10,000 drained.
A few months ago, Ruined wondered exactly how much I'd taken in the time I've known him. I never keep track of a cash fag's numbers beyond a vague mental recollection of what's previously transpired, but I guessed more than $5,000 and less than $10,000. That answer wasn't good enough for him. He decided to calculate his total to the penny, meticulously working through transaction histories on all the payment methods he'd used to tally up a more precise number: $8,065.
Knowing how close we were to $10,000, I suddenly had a goal in mind for the next session. Whether we'd be able to get there, well, that depended on Ruined. Even if we didn't hit the magic number that next time, I knew I wouldn't be waiting long. His obsession had only grown since we first met. In the beginning, he could make it months without contacting me again. Now it's usually just a matter of weeks, and that's exactly how long he lasted before posing a question: "Guess what's been on my mind?"
"Me getting richer?" I asked.
Of course that's exactly what Ruined had been thinking about, and he was already working on transforming those thoughts into reality. "Give me one sec, I'm adding a card."
I smiled to myself as I opened Anydesk, finding his computer already online and logging in. I'm sure he was excited the second he noticed my presence, especially since he was still in the process of adding a credit card to the payment site.
With that task accomplished, we started with a fluke, the cash fag's card declining. Imagine the disappointment of seeing a decline! Fortunately, that was fleeting. A few seconds later, I'd sent myself a first payment and the card was working with no issues at all.
"I was getting worried for you," I wrote. "Would suck to not be able to get what you need."
"And what do I need?" Ruined asked, obviously eager to hear it.
I smirked. "To add some more debt. So you can make me even richer."
I sent more payments as we chatted, mentioning how hot it was to watch him adding his lifetime total up during our last session. With the number hanging in the air again, I referenced reaching $10k and that had him scrambling: "I'm gonna add another card."
Fuck yeah. "You know I love that idea. Get it done!"
He added it with a paltry $20 (you have to send a payment when you're saving a card on the payment site), immediately apologizing, but that wasn't a problem. We'd only have to wait 5 minutes before I could use that card again, and with two in hand, I could quickly work my magic. Thousands could disappear within an hour.
And Ruined was already excitedly adding the numbers up. "We did 75, 100, and 125?"
"Right. Plus that sad little 20. Don't worry, I'll make that better soon enough."
He'd mentioned recently paying off both cards, so I couldn't help but inquire about that, Ruined sending me screen shots of both balances.
They were pretty close to paid off...but not anymore, and it was only going to get worse. "Isn't it better that way?" I pressed.
"Inevitable anyway," Ruined admitted.
And that was undoubtedly true. He'd deleted half a dozen Skype accounts, scrambled passwords and card info multiple times, but he always reached out again, cards in hand, craving to take another step in accomplishing the goal he'd established even during our very first conversation: to be completely and totally ruined.
I sent myself another round of payments, the cash fag quickly adjusting his numbers and reporting his new lifetime total: $8,710.
"You are salivating," he said.
I laughed thinking it was a joke, but he swore I really had. Who knows, maybe he was right--the power trip was definitely escalating as the numbers mounted, as we marched closer and closer to the ultimate goal I'd set. I clicked away another $200 and reminded Ruined of exactly what that goal was.
"Please drain more," he pleaded, clearly as intent on accomplishing the mission as I was.
"Yeah, beg for me it. I fucking love that." I drained $200 more, putting us over $9k.
"We probably won't make it to the next one tonight," I teased.
"Not with that attitude," Ruined said, obviously hell-bent on getting there.
I had a goal, of course: I wanted to hear him begging me to drain him harder, even well-aware that I'd already taken close to $1,000 for the night.
While we were waiting for the timer to reset, Ruined told me about Wishtender, that it would be a great way to take advantage of the Amex card I had no other means to tap. I was already looking into the platform (ask me for my wish list link if you want to check it out), but having the cash fag volunteer additional ways I could drain him? I absolutely loved that.
I'd been using his cards a few minutes apart to deal with the 5 minute timer on the payment site, but the Wishtender discussion made me lose track of time. Ruined was certainly aware, though: "You should take from the two cards at the same time," he suggested.
And that's exactly what I did, $200 with each click. "Fuck that's hot," I wrote after sending myself the money. "Drained so fast."
"Yes, please drain me to $10,000."
"You know I want to. Been thinking about that number ever since you counted. Need to the cross that goal."
"9,510," Ruined reported after updating his numbers.
We were so close! I fucking wish they'd let me have higher numbers on the form--we would have already been there.
"Hope it gets you hard knowing my debt is growing higher," he wrote.
"Fuck yeah, adding more debt on those cards that just got paid off. And begging for more."
"Can you please drain me again," Ruined pleaded, already desperate to watch me taking even more.
Time was suddenly crawling so slowly, at a standstill as I watched the clock for the next opportunity to hit his cards.
"I enjoy the wait," Ruined claimed as I expressed my frustration, barely letting 30 seconds pass before his sentiment seemed to change entirely: "Can you please drain me now?"
Obviously that was the truth! "So fucking desperate," I wrote, watching the clock like a hawk. I struck as soon as I could, sending myself another $400 with Anydesk.
By now, on the verge of accomplishing the mission I'd set, I was hard as a rock and fervently stroking my dick the whole time.
"Look how it rose," Ruined said, sending a screen shot of his Apple card.
"9,910. Would love to see your dick."
Yeah, of course the cash fag wanted to see my huge dick as I used him. "I know the perfect occasion," I teased. "Another double?"
Ruined tried to do even better than that, making an attempt to add a third credit card to the payment site. Can you imagine me taking $600 every 5 minutes? Unfortunately, the card didn't work--we still can't seem to figure that one out--but it really didn't matter. The next two clicks on Anydesk pushed us well over the mark.
"10,310," Ruined reported. "Love how much you drained me, and you know you are going to drain more. Fuckkkk. Drained me over 1k tonight."
I could feel myself grinning reading that number. $1k, Ruined? I knew I'd already taken twice that much, a fact he realized as shared another set of screen shots.
And we weren't going to stop there. "Can you please drain more while jerking off and putting me into debt?" Ruined begged. "Need to get ruined and in debt by you, Sir. While you make thousands I get poorer. You own houses I will never be able to own."
You know you're a hopeless cash fag when you're jerking off thinking like that. Yeah, you could save up and possess something yourself, but it's so much hotter to enable me, isn't it? Infinitely more valuable to imagine your alpha enjoying his possessions than to have anything of your own. Such a captivating, overwhelmingly powerful desire that you can't restrain yourself from making it a reality.
I moved my laptop back, tilting the screen down to show my big dick as I extracted another $400 from Ruined's cards. I was on edge, eager to bust myself thinking of the night's total, of the way I'd broken the cash fag down and made him beg. I was so close to cumming on the last click, but I held out for more. He'd drained more than he ever had, and I was intent on making the final total even bigger.
"10,710," Ruined updated after my clicks. And that's when he finally lost it.
Damn it! I knew I should have busted when I helped myself to that last $200! I turned to porn and accomplished that goal after Ruined had disappeared for the night, but that orgasm would have been so much better at the zenith of a power trip. It always is.
$2,645 for the night. As soon as I added the numbers up, I figured Ruined was going to delete his Skype account and disappear for awhile. But I was definitely wrong about that.
"I'm still hard," he wrote the next afternoon. "Thinking of how much you drained me."
I was amazed and instantly recalling everything from the night before. "It was so fucking hot."
"Wish you blew your load too."
I shook my head and chuckled, thinking about how close I'd been in that moment. "I was about to!"
"Your dick got so hard," Ruined recalled, like he couldn't tear the image from his mind--like he'd been thinking about it all day.
Because he probably had been, and that's why he was still jerking off, not even 12 hours after I'd destroyed all the progress he'd made with his credit cards.
"I'm still high from it," he said.
And what if that third card had actually worked when he added it? The final number would have been even better, Ruined's ecstasy that much greater.
"You know you're going to drain me thousands more, right?"
"No doubt about that," I answered. "I figured it might be awhile before I heard from you, but here you are still high and hard thinking about that drain."
"Yeah, I'm listening to my body."
"No denying what it wants."
Any man can try to think rationally or logically, but ultimately, the body always wins out. Your dick wants what it wants, regardless of what you decide, despite the order you might try to impose. Those pitiful, theatrical attempts at discipline will always wither away in my presence, when nature inevitably takes over and reality bends you to its inviolable, predestined course.
Ruined is a perfect example. He killed another Skype account since we crossed $10k, but he quickly created a new one. Guess what one of his first questions was when I figured out who he was? Yeah, where did we leave off on the total? He still wanted to keep track.
I let him know the number and it's been going up ever since. True, Ruined hasn't been as unhinged as he was when he dropped $2,645, but it's just a matter of time until we get there again.
If he's lucky, the next time we approach numbers like that, he'll have the fortune of watching me shoot a massive load. Unleashing at the height of my power trip, relishing in what I can make a cash fag do, and he'll be even more obsessed, the incomparable sights and sounds burned into his mind even more than I already am.
With plenty of credit still left on his cards--even after that brutal night of draining--Ruined and I both know the $10,000 club is just the beginning. Records exist to be broken, right? Soon enough!
