The Bet


Standing at his door, I wonder what the hell I’m doing.

I shouldn’t be coming over, I mutter to myself.

He opens the door with a slight leering grin on his handsome face.

His chiseled features reside in a god-like visage of a devastating smile and bright green eyes, and his body is perfect. Tall, around 6’4, and built like a veritable Adonis, with blue-black hair wavy and perfectly tousled. Bronzed skin, muscular legs, brawny arms, taut washboard abs, a tight muscled ass, and a more-than-adequate package. I could deduce all of that by looking at him, his pants baggy yet tight enough to reveal what was in store. His shirt was nothing but a white cotton tank top that revealed more than it covered.

I, on the other hand, was nothing but your everyday girl-next-door. My skin was smooth, soft and very pale. A cute face, with a straight nose, big blue eyes framed with dark long lashes and strong eyebrows, and a full sensual mouth that consisted of pouty lips covering perfect, straight white teeth. Curly, slightly wild dark blonde hair comes down to the middle of my back, accentuating my muscular ass from dance. Legs strong and slightly muscled, yet feminine. My stomach was flat, yet not washboard. My breasts were probably my biggest redeeming feature. Perfect 36D’s slightly large on my average frame, they were perky and crowned with rosy nipples that were a bit large, yet fit my body proportion perfectly. I kept between my legs and my bikini line trimmed neatly, so there was nothing much but a bit of dark blonde fuzz covering my mound. I looked down at myself sighing. My apparel was a black silk tank top that made my tits appear fantastic and a pair of very tight black brocade pants with gold embroidery swirling around my thighs. Heels about 3 inches high made me around 5’8.

I could see him appraising my features with a big smile on his face.

“Come in,” he invited, grabbing my slender wrist and leading me to his living room.

His living room consisted of a high mahogany coffee table, topped with a pack of cards, and a soft couch and a few armchairs. Decorated sparingly, it oozed masculinity.

“So are you ready?” he asked me, sitting in one of the armchairs with a wry grin on his face.

I nodded slightly, sitting on the couch.

I had lost a bet we had placed a month ago on the Super Bowl.

Of all the stupid fucking things, the damn Super Bowl.

I had bet him that my team would win. And he bet that his would.

He won, and his stipulation was that I come over and play a game with him, during which I would do exactly as he said.


He took the deck of cards and smiled.

“Okay, we’re going to start with a simple game of strip poker. I’ll tell you the rest of the rules when one of us runs out of clothing,” he said smiling.

“First, remove your shoes,” he said and I did so. I noticed he had none on.

He dealt.

I ended up with one pair, and put them down reluctantly.

He grimaced. “I have nothing,” he said, lying down his cards and taking off his tank top.

I smiled.

He redealt, with the smirk on his face lessening.

I received a horrible hand, in which I had nothing.

He laid down three of a kind.

“Remove that,” he said, lightly touching my tank top.

I did, revealing my large breasts barely covered by a violet lace balconette bra that just covered my nipples.

“Damn, those are fucking gorgeous,” he said, grinning appreciatively and staring at my tits.

I sighed.

“Just deal,” I muttered, and he did.

I had two pairs, and laid them down smiling.

He grinned at me wider, and laid down a straight.

“Shit,” I muttered as I unzipped my tight pants, pulling them down to the floor and tossing them aside, revealing my tight ass uncovered by a violet thong that barely covered my privates with lace in the front, and provided no back coverage at all.

I heard him sharply intake his breath as I sat down.

He dealt again, and I sighed.

I smiled, I had a full house.

He laid down two pairs, sighing, then unzipped his pants and pushed them down, revealing his muscular legs clad in silk navy-blue boxers.

I smiled.

He dealt.

I looked at my cards, smiling and laid down three of a kind.

That son of a bitch laid down four of a kind.

He rubbed his hands together, leering at my tits.

“Take it off, so I can see them,” he said.

I sighed, and released my tits from their lacy support. But they still stayed pert and perky, bouncing slightly as I sat down.

“Damn, you are so fucking hot,” he muttered, rubbing his crotch lightly. He removed his hand, then smiled at me.

“Well, after this, you lose your panties, and then what shall you bet?” he said.

“I don’t have any money with me,” I said stupidly.

“I was thinking in other terms, think awhile and see what you can think of,” he said grinning evilly.

“Remember, I have that picture,” he said, smiling.

I had gotten so drunk at the New Year’s Party he had thrown that I had completely stripped naked and fallen asleep in the bathtub. He had taken a Polaroid, and had been blackmailing me with it ever since. I grimaced. My stipulation for our bet was that he gave me the picture.

He dealt again, and my hands shook nervously as I received my cards.

I had a fucking full house, I thought and grinned. I laid them down and smiled widely.

He grinned back wider and laid down a royal flush.

“Drop your panties,” he said, leering ridiculously.

I sighed, and slid them off, kicking them off my ankles.

I was completely bare-ass naked.

He smirked at me, eyeing my cunt and ass.

“Can I have the picture back now?” I asked slightly.

He shook his head, cracking his knuckles as he smiled.

He dealt again, and I received my cards reluctantly, until I discovered that I had a straight.

“Think of something else to bet, and maybe I’ll bet you all your clothing back,” he said with a sneer on his face, then looked down at my crotch.

“I will bet… my…pussy…if you bet all the clothes,” I said, grimacing slightly, then remembering my great hand.

“If you are so sure, then you can bet your whole body, which I can do anything to for the whole night, for all the clothes and the picture,” he said, leaning back in the chair, eyeing me from head to toe.

I nodded, and dropped my cards triumphantly.

With a laugh, he dropped his cards. He had another flush.

My eyes widened as he stood up, took my clothes and brought them over to a drawer in a cupboard that he locked immediately.

“You are mine for the rest of the night to do with as I please,” he said, smiling in a seductive manner.

I gulped.

I wasn’t exactly virginal myself, having had around seven or so partners ever since the age of eighteen to my present age of twenty-three, but I had a feeling some of the things he had in mind I had never done before.

He kissed me briefly, his soft lips on mine, before leading me to his bedroom. It was as masculine as the rest of his house, sparingly furnished, with only a heavy four-poster bed with an intricately etched headboard, a bookshelf, a nightstand and a dresser.

He grinned, and shoved me lightly on the bed.

“Stay,” he ordered, as he walked out of the room.

He came back five minutes later, smiling slyly.

In his strong hands was a length of silken white rope, cut into four long pieces.

He smiled and told me to lie still.

Striding over to the bed, then sitting on my stomach, he grabbed my wrists tied them together tightly first, using knots I had never seen before. Then he grabbed a second piece of rope and attached it to the first tightly. After that, he threaded the rope through a hole on the top of the headboard and looped it back around, tying it tightly to both the second and first rope pieces. The effect it had was my wrists were pulled above me completely, leaving me almost defenseless. The feeling was very erotic, yet frightening.

He grinned as he moved lower, spreading my legs and tying rope roughly to both of my ankles, and then to the posts respectively.

The end result was my legs completely spread, tied to the posts, and my wrists stretched above my head. I had no attempt to resist whatever he would do to my body. I tugged on my wrists, and there was no slack whatsoever.

He smiled maliciously as he rubbed my stomach with his hand lightly. I screamed a bit, not very loudly yet annoying enough, just for the sake of token resistance. Truth be told, this was really turning me on.

He stopped touching me, and walked over to his small closet, grasping a small linen handkerchief, and shoving it in my mouth roughly, eventually forcing my head up enough to tie it behind my head.

In my head I was damning myself, because god only knows what he was going to do to me, but hey whatever it was, it was sure to be fun.

“You look so sexy when you’re vulnerable. I think I’m going to fuck your brains out,” he said, grinning wildly and pinching my nipple lightly.

I arched my back and he laughed.

He sat down to my right side, smiling at me.

“You know I’ve always wanted you ever since I saw you that day in the elevator,” he said, grinning, stroking his hand up and down my inner thigh.

I had started working at a law firm as an assistant to one of the partners of the firm, and he was the vice-president of the advertising company across the hall. My first day going to work, I had worn a modest yet still form-fitting suit. I remember him appraising my form somewhat languidly, a smile on his handsome face. At first I didn’t believe him when he told me he was only four years older than I was. Twenty-seven years old and already a successful vice-president of an advertising agency was hard to believe. But he was only twenty-seven, and extremely attractive. I had no idea he was attracted to me.

He had invited me to his party, and I had gotten completely blitzed and passed out naked in a bathtub.

Ever since then, he had held a sort of power over me because of the Polaroid.

I had found out he had taken it two days later, and I was kicking myself.

He rubbed my clit with one finger while talking calmly.

“I am going to do whatever I want to. Is that clear? You are my sex slave for tonight,” he said, grinning and smirking at me.

I nodded.

He stuck a finger in my cunt and began fucking me roughly with it. It burned a bit yet also felt good.

“If I remove that,” he said, pointing to my gag, “you will suck my cock, bitch,” he said, grinning then untying the gag, lying it neatly to the side.

Tugging on his boxers with one hand, and fingering my pussy with the other, he grinned. He kneeled right next to my head. He took his cock in one hand and put it to my mouth.

“Suck my cock, whore,” he said, now shoving two fingers in my cunt roughly.

His fingers began to hurt a bit, and when I went to tell him to stop, he shoved his dick in my mouth, grabbing my hair quite roughly with one hand while jamming now three fingers in my slit savagely. My cunt began to stretch to accommodate his fingers, so it didn’t hurt as much, yet his violent movements burned my pussy and made me feel almost ripped.

I began to suck at his cock, which became quite engorged quickly. He moaned, removing the fingers from my cunt, and grabbing my hair roughly with both hands.

My mouth was only so big, and when aroused, his cock was between nine and ten inches long. He began fucking my mouth, moving back and forth as if my mouth were a pussy. I kept my lips on him, and attempted to lick every once in awhile.

His dick touched the back of my throat and I gagged a bit, his balls hitting my chin.

I coughed, and he continued to fuck my mouth roughly.

About a minute later, he came, jizm shooting out of his penis. I tried to swallow all of it, but began to choke on it. Sliding his cock from between my lips, I sputtered as he got the rest of his load on my face. I felt dirty and whorish.

“That was good slut,” he said, smiling and patting me lightly on the head.

He then replaced the gag, despite my protests.

He began to finger my cunt again, which was quite wet, and slipped three fingers inside, penetrating me harshly. The warm sensation built up between my legs, pooling in my groin. He slipped one more finger in.

I slightly grunted as he stuck four long, slender fingers in my slit.

Then he got the bright idea of shoving his whole fist in my cunt.

I screamed at the top of my lungs as he began to work his hand into my pussy. His hand balled into a fist inside me, and I felt ripped apart completely. He could see me squeezing my eyes shut in pain, and he laughed a bit. “Don’t like this?” he muttered, driving his fist deeper, which sent tears coasting down my cheeks. His fist was now touching my cervix.

My cunt burned, and he was smirking at me.

Eventually, after he pumped his fist in and out of me for a few minutes, it began to feel really good.

When I came on his hand, my pussy juices glistening on his fingers, he withdrew.

He reached his fingers around to my backside, and stuck one finger in my asshole.

I screamed and struggled. He laughed, and took it out.

“Bitch, I am going to fuck you in ways you never even thought possible,” he said, smirking while rubbing his cock.

He brought it to arousal, slid a condom on it, then laid on top of me and went to slide into my cunt. I put up resistance, but he managed to work his way in.

“Jesus, you’re tight. Are you a virgin? I don’t make it a habit to deflower virgins, especially in this manner,” he asked me worriedly.

I shook my head. He smiled and worked himself further into my channel, touching my womb and moaning deeply.

It burned, yet his big cock rubbing my clit took me off, and I moaned lightly.

“Damn,” he said, and began quick thrusts in and out, his balls slapping my ass as he pounded my cunt with abandon.

He continued to pump his dick in and out of my pussy, eventually both of us coming simultaneously.

He drove deep into me, driving as far as he could, and pumping his hot cum into my slit.

His dick slipped out of me, wet with both of our juices mingled, landing with a soft plop.

I smiled lightly, feeling well satisfied. I had came a record six times so far that night.

He smiled at me, straddling me right under my chest. “Ready for more?” he said, grinning, and rubbing one of my breasts, rolling the nipple in his fingers like a joint.

He touched my groin, and smiled lightly, as I blushed in embarrassment.

“You’re already wet…. You whore,” he muttered, smiling slyly.

He began to finger-fuck my pussy, bringing me to another orgasm, as I shuddered and squealed against him.

He took the gag off and untied me and smiled at me, holding me in his arms.

“You know I don’t intend for this to be a one-night thing,” he said, smiling and stroking my cheek lightly.

“But I don’t intend on betting or using you as a slave, you’re too good for that. I intend to pleasure you until you scream my name to the ceiling,” he said, a wide wolfish grin on his handsome face.

I smiled lightly. My wanton abandon cared only for one thing right then and there, I felt like such a whore, but I had to admit I liked it. He was the best sex I had ever had.

“This was amazing,” I muttered blushing a bit. He nodded in agreement and then began kissing my neck, sucking hard. Licking, he trailed from my neck down to my pussy and began licking without restraint. Nibbling on my clit, I began to shake. This was the kind of man your mother warned you about, the kind who knew exactly what he was doing and what he wanted. I felt like I was going to melt.

I came to orgasm a few minutes after he began tonguing my slit, and when he came back up, I could see my arousal glistening on his lips. He leaned over and kissed me deeply, and I could taste myself on his lips.

I could feel his dick pressing against my back and I giggled softly.

He pulled me onto his lap and muttered, “Do you want to try something new? We don’t have to do this if you want to,” he said, running his fingers up and down my ass.

“I’ll give it a try,” I said, smiling at him lightly.

He grinned and nodded. I felt his hand grab for something. Then I felt something wet and slippery being applied to my backdoor. I was a virgin in that way and I shuddered a bit. It felt good but very different.

He began to run a finger in and out, slippery with the petroleum jelly.

“I don’t want to do this until you’re ready,” he said, smiling lightly.

After fingering my ass for awhile, he shifted to lying behind me, and me on my side, and I felt the head of his penis at my ring, and I tried to relax, and he entered slowly. He worked himself in slowly, and he slid in easily. Fucking me gently, I moaned loudly. It felt amazing. As he worked deeper and deeper in, I felt my body shaking and trembling. I hit the loudest and longest orgasm I had ever had. He grinned in satisfaction. He fucked my ass a bit harder and faster, and eventually it almost grew to a rough pace. I moaned loudly, coming twice. He eventually arched his back, groaning and dropping his load in my backchannel.

Cum leaking out of my ass and pussy, and it on my face and tits, he rolled me over, wiping himself off on his sheets. “You are so sexy,” he said, smiling wryly.

I stuck my tongue out lightly, teasing him and smiling all the while. This had been one of the most erotic nights of my life, and one of the best, too.

We got no sleep the rest of the night. Far from it. We had sex so many times that I can’t remember. He broke out the Kama Sutra and we had fun with that, but that’s a different story for another time.

After the night of incredible pleasure, he asked me out on a real date, and I found I actually really liked him as a person. We began formally going out a few months later. We live together now, and have for around a year. And every once in awhile, I remember that night with fond abandonment. When he sees that grin on my face, he knows what I’m thinking about, and we prepare for a reenactment. Probably, the biggest thing I’ve learned is to not let yourself think that you aren’t good enough for someone. Otherwise we never would have gotten together, and never would have had the amazing nights of mind-blowing sex. Even the low-key sensual nights are amazing. Not only melding physically, but emotionally and spiritually has brought our sex life to a new level.

We’ve talked about marriage, but see no hurry in it. I’m twenty-four and he’s twenty-eight, we’re in no hurry. He’s now the president of the advertising company, and I work as a full-fledged attorney, having finished law school. We live at his house. I’ve given it a few personal touches.

But you can bet that the four-poster bed isn’t going anywhere anytime soon…

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