Gambler’s Debt, Pt.2

(Hello all! thanks to the positive responses and requests, I decided to add a second chapter to this, please tell me what you think, OK? Feedback is really-really appreciated y’all!!!)

(this picks up right where the first story let-off, that of Isabella Guerra showing up at my house. it’s ostensibly to pay her debt…but I know it to be for more reasons than that, and I proceed to prove that out)

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I had a wry grin as Isabella Guerrera stepped thru the door. Welcoming, like a Wolf welcomes it’s prey. She wasn’t expected, but I was happy to have a clear afternoon. The Bikini left little to the imagination…and I had quite an imagination.

“Now to what do I owe this pleasure?” I asked.

“Well, you DID say if I reconsidered…” Isabelle said, “And what if I’m reconsidering? For the other 2/3, I mean.”

“Oh, I’m aware,” I responded. Pointing to a seat, she obliged. It was an indicator that she was compliant, which was just what I preferred. “But what about the husband?”

She looked away, “Well, to be honest, he is so caught up in business that he really ignores me. I can’t do another all-nighter, but I was thinking once during the day…”

“Well it would be more than once.” I replied, then followed with “but yes, I’m quite willing to help you out.”

Isabella Guerra stood up, and paced. “But Johnathan…couldn’t you-“

“NO I couldn’t and NO, I won’t.” I replied flatly. “Just as at the casino I am totally rigid in my dealings, and always fair. Fair means we each get what we want. So let’s say four total visits for the other two-thirds, or two overnights for the other two-thirds.”

She knew she had no real choice in the matter, and the way she accepted those terms so quickly meant that the ‘argument’ was over before it began. Looking at the floor, she quietly nodded…then a weak, simple “ok.” PERFECT

Taking this gorgeous Hispanic woman by the hand, I led her through the house. I was long ago widowed & alone now, and the place was dammed expansive for one guy. Gulf/Beach front, multi-level, with a gorgeous view from each of the screened and private verandas. Isabella stopped me at the entrance to the Master Bedroom, and took in a deep breath.

“It’s OK, “ I said. “Isabella, I haven’t forgotten what you said, you know.”

Stepping just inside the door she asked “And what did I say?”

“That you’d never had sex like this before.” I responded, noting that she stepped inside one step more.

“And the way you said it told me you meant that you liked it. That IS a part of why you’re here.” I watched her blush as she took another step.

“Isabella, you have a natural submissiveness. While yes, I am most certainly going to hold up my part of this deal, I want you to know I intend to explore this part of you, but only just a little.” Said the Wolf.

She looked at me as she took several steps into the room, and she did something that proved I was on the right path, and about to have some serious fun. Isabella Guerra smiled.

I stepped over to her and took each hand in mine “Breathe…deep.” I said, and we did this several times. She seemed to relax, and I enjoyed it as I let this Pretty Latina wife of another man undress me, stopping at my boxer briefs. She did smile at the bulge in my underwear though.

I pulled her in close, and gave her a deep kiss. Isabella wasn’t fully ready for this, though she did accept my tongue. “Remain still…” whispered, & hooked a finger in her biking top at the shoulders, and slowly tugged the strap down.

With one hand, I held her wrist turned and back, while I alternately moved from kissing her lips to nuzzling her neck. Wetting my thumb and forefinger, I began to rub a large, almond shaped nipple with one hand, and I liked how it stiffened under my grasp.

Isabella had to admit that at least this man paid attention to what he had. When his fingers tugged the strap of her bikini bottom free, she knew he’d find her wet. She was not surprised when he changed things up, pushing her back and onto the bed. What did surprise her was when he took a coil of rope (?!?!) from the bottom of the nightstand, and looped it ‘round her wrists, pushing them back and overhead.

My play-pretty had a worried look as I bound her hands, pushing them up. It was hard to see her next look though, because with further a do, I plunged my pace right on to her wonderful, musky-scented twat. The feel of my chin on her labia made her gasp, but me pulling her wonderful clit into my mouth made those gasps turn quickly to writhing moans. I grabbed Isabella and pulled her roughly to the edge of the bed as I worked myself down to her vagina, my tongue and head gyrations making her squirm.

Isabella had come here out of desperation, but at the moment, she was caught up in total lust. This man was doing things to her no other man had ever done, and the feeling was indescribable. Her husband had always thought her genitals too ‘nasty’ for his mouth, but this man took them right in. Her body squirmed as she rubbed her pussy on his face, and this man? He enjoyed it! She was groaning and writhing under him, enjoying the feel of his tongue as it did it’s magic.

Isabella was rubbing herself on my face, and her already her moans had gone to yelps. I knew what was coming, but I intended to control this woman, starting with her orgasm. I lifted my face off her, and without bothering to wipe her dampness off, I stood. I pulled her bound hands so they were down, & grasping her thighs at the knees, I rolled her over, and pulled back. Isabella Guerra was now on her knees, ass up/face down. I knelt on a handy step stool I kept nearby, and placing both of my hands flat against her lower back, I again plunged my face right into her vagina, and applied suction.

“Ah—AHH!” she called out. Now this man was working his mouth and tongue around the entrance to her vagina, while she had her ass up in the air, she’d never had such! “OH Sir!!!” she instinctively yelled. Her hips were absolutely quivering now. Isabella groaned loudly. Just as she was sure the wave of orgasm was starting, -WAP!- This man slapped her ass, and did so hard! “Ouch!” she called out. It did it’s job though, the orgasm was, for the moment, at bay.

I went back to what I was doing before. After a minute, my new toy’s movements were becoming frantic again, so I repeated the process as before -WAP!- but this was on the other side. I heard her say “S-Sir…P’Please!.” But I paid her no mind. Soon enough, I built ups a third. I raised a hand and she gasped “NO!”

But instead, I moved to one side a bit, and I began thrusting two fingers in & out of her pussy very rapidly. With the other hand, I reached around & began to rapidly ‘pat’ or just barely ‘pop/touch’ her pussy. Isabella Guerra’s face was flushed red, and she was sweating. This was just too much stimulus so I said “cum woman…CUM!” and wow, did she ever!

Isabella shook and convulsed in an incredible pent-up orgasmic release. No one had ever treated her like this. She should be appalled…yet like a drug, she was eating it up. Isabella shook and screamed as she orgasmed. Her body had betrayed her. She felt a range of emotions, from shame to euphoria, but as she felt this man’s dick, her sensitive body knew she was about to feel something else.

I had only to grab her hips and hold her in place. Isabella’s pussy was so open to me I need only step forward and with my hips I pu-uu-shed myself inside her in one steady, swift motion. She tried to complain with a groaning/moaning No” or some such, but it was a waste of breath. I knew her body wasn’t used to anything like this, so her pussy would be really sensitive, so I did what any caring man would do, I started pounding her, HARD.

“Oh-Oh-Oh. NoOoooo…” she said, as this man unceremoniously pushed himself inside her and began fucking her very hard. Isabella was trying to tell him to slow, to wait, but it was to no avail. This man was fucking her like she’d never had it. And the worst part? Isabella’s body was so turned on, she began to GUSH fluid.

Now, he had again pulled her hands back over her head. Just as she thought enough was enough, this man ‘upped the ante’ again, pulling her bindings so that she was up off her elbows. Her thighs were pressed against the bed, and it was like she was leaning over. His cock was balls deep in her, her ass against his stomach. She was looking onto a mirror across from them. It was angled so she could see her face, her bonds and her nakedness as she was shamelessly fucked.

I held my fuck-toy as I continued to pound into her with abandon. She was just there, taking it. Her mouth hung open, glassy eyed. “You LIKE it when I own you, Isabella?” (pump-pump-pump)

She nodded. There was no reason to deny or hide it so she said “y’yes-s-sss Sir-r-rrr”

“and you like my dick in you, don’t you?” (pump-pump-pump)

“Ahh…..Y-Y-Yessss-s-sss….”

Isabella’s arms were bent back over her head, and this man was giving all he had of his considerable dick…while she watched herself in the mirror. It was making her incredibly wet. So much so, she could feel it coming again. “S-Sir!..I’m…I’m…I…” she called out, in a begging tone.

My fuck toy’s voice and muscles tightened. I knew what she was about to do, and the truth was, I was about to do the same. I mean, it’s not every day a gorgeous Latina Woman that is bound rides your dick, right? So when she said that I groaned loudly and REALLY started slamming myself in and out of Isabella Guerra as fast as i could move.

My fuck-toy’s body convulsed and she shook with another, smaller series of orgasms. That woman cumming on my dick was too much; I couldn’t take it anymore, and with a loud yell I flooded her insides with my goo.

***

After, I untied my toy. After she carefully cleaned my dick with a washcloth, I let her do the same. We dressed, and went for a walk on the beach. St. George’s white ‘sugar’ sand, along with the Gulf’s emerald-green waters made for a beautiful backdrop to our conversation.

“So you were even more into it that I had expected.” I said. She looked fantastic in that bikini

“yeah, it was….intense. I’m not complaining, it’s just that, well that…”

“Don’t be ashamed,” I replied, “it’s normal, actually. I have accessed a part of you you’ve always known was there. For whatever reason, you just ignored it.”

We walked in silence for a bit. “this place is gorgeous” she finally said.

“yeah, it is. Gated community, no short-term rentals, so yes, it most certainly is. Are you heading back?”

“well, my husband thinks I’m at a supplier, that I won’t be back until late afternoon.” We walked a bit more “is it safe?” she asked.

“yes, it most certainly is.” I answered. “At any time, you can say ‘No’ or ‘Stop’, but of course the whole deal is off then. But more importantly, it is totally safe for you to explore your submissiveness with me. But Isabella, tell the real-truth here. That is a main reason you’re here right now. And again, it’s totally safe. So stay here, open yourself, and explore.”

The remainder of the walk was very quiet. But she spent most of it with a very slight smile. When we came back over the boardwalk and back to the house, we stopped at the floor-level entry. I stepped in removing my shirt and shorts and said “This is a private spray-off area. The steps take you up to the main floor.” I flipped on the shower, and sprayed off my legs. “You COULD leave, if you wish, but if you want to explore, you are to come up naked. I’ll be waiting, for YOU.” And I walked up the steps naked, knowing no one had waited on Isabella Guerra in a very long time.

Source: reddit.com/r/eroticliterature/comments/m2ql8c/gamblers_debt_pt2