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Toronto Dominatrix Storytime – The Gambler

Mistress Mindy · May 06, 2018 · Cock and Ball Torture, Dungeon, Edgeplay, foot worship, Tease · 0 comments
The right gamble might pay off with Toronto Dominatrix Mistress Mindy

Hello lovelies,

My website often has stories for your enjoyment. This one fits a few categories, so I thought I’d share it on my blog. Hope you enjoy!


It was a Friday night and I was feeling lucky. It’s not often I get to hit the casino, but tonight I found myself with a few extra bucks and thought I would enjoy a little Texas Hold ‘Em. The lights and dinging of the machines gave me a little shiver as I made my way through the maze of tables.

I sat down at a table with 6 other players. I put down my $100 and found myself with a small stack of chips, but nobody at the table had more than $200, so I figured I was ok.

The first few hands I played conservatively and didn’t get much in the way of cards. But I won a couple of small pots and put in my blinds. After an hour, I was about even. A couple of players left the table, and I was enjoying my third drink when I caught a whiff of perfume from over my right shoulder.

I turned and saw the most stunning woman standing there, twinkling blue eyes, long wavy blonde hair past her shoulders, tight black dress struggling to contain two enormous breasts, 5-inch heels – she was a goddess to say the least. The other players all stared as she confidently strode over and sat in the chair next to me.

“Hi Tony!”, she said to the dealer.

“Mindy, you here to distract the players?”

She giggled and asked the dealer about his wife, and it became clear they were old friends. None of us minded that she wasn’t playing – gave us something to look at when we weren’t glancing at our cards, chips or each other.

Another hour went by and other players went all in and lost. Eventually, the table emptied and I was playing one on one with a guy across the table. We each had about $400.

I was dealt a pair of 8’s, checked and bet small. He matched my bets and eventually we got to the river, where a king flipped. I checked and he made a big bet. I contemplated and folded my hand.

“You would have won.”

Mindy was speaking quietly to me.

“What are you talking about?”

She smiled and leaned in towards me.

“Whatever you were holding, it would have beaten him. He didn’t have anything.”, she replied coolly.

I shook my head. What could this woman possibly know? I’ve played enough online poker to know a winning hand, and my eights were not enough.

“Sorry Mindy, I wasn’t going to take that chance. I didn’t like my hand.”

“Perhaps it’s that inability to read people that makes you spend more time with your hand than you’d like.”, she said smirking, a little dimple in her cheek forming adorably.

The dealer laughed as he shuffled the cards.

“What are you saying? You think you’re better at this than me? I don’t see you putting money on the table.”, I stated as the next hand was dealt.

“Oh, I don’t play cards, sweetie, but I do know how to read people.”

I folded my unsuited jack and six and looked her in the eye, trying to get a read on her. She may have been the most confident woman I’d ever seen. I looked down at her magnificent cleavage and met her eyes with mine again.

“I knew you’d look at my chest.”

I laughed. “You know everyone is going to look at your chest.”

“Maybe you’re not so bad at reading people,”, she replied with a smile and tip of her drink, “maybe you’re just not much of a gambler.”

This vixen was teasing me! About my gambling, at a table where I was down to the final two and had wiped everyone else out.

I remained silent and concentrated on the cards. I was dealt a nine of hearts and a jack of hearts.

Other guy went all in. I was about to fold, when she leaned in and whispered “I don’t know what either of you have, but I’m willing to guarantee that you will win this hand if you go all in.”

“That’s a lot of money you’re telling me to bet on your little whim,”, I said, “especially when you haven’t got anything in the game.”

“That’s true,”, she replied. “Tell you what. If you go all in right now, you will win. I am so sure of this, that I will even sweeten the pot. When you win, I will bring you home with me tonight.”

So at this point, it was starting to get late. if I lost, c’est la vie – I’d be down the $100 I started with. If I won, I walk out with $800 AND I would go home with this bombshell.

I pushed all my chips in and watched the other guy grimace. We both flipped our cards.

He had a pair of 7’s.

The flop made him fist pump, as the three of hearts, ace of spades and seven of clubs were revealed. The turn came and it was the 6 of hearts. Other guy became a little more serious, realizing I had a small chance on the river.

The dealer flipped the river – Queen of Hearts.

Flush.

Other guy pounded the table with his hand, mumbled “good hand” and walked off. The dealer pushed all the chips my way and congratulated me as I sat in awe at what just happened.

“Queen of Hearts, maybe that’s supposed to be me.”, Mindy said in a sultry way. I think I was falling slightly in love with this beautiful queen.

I let it sink in for a few moments that my evening was about to get a lot better, as I’d really won TWO prizes.

We took my chips to cash out, and I half believed she wasn’t serious about her offer. However, after receiving 16 crisp $50 bills, she hooked her arm in mine and leading me to her car.

I relaxed in the comfortable SUV as we made our way to her home. It was a nice modest house, not much to describe really. We went inside and she asked me to have a seat on the couch.

“Anything to drink?” she asked warmly.

I said “whatever you’re having”, thinking it was suave, when it really wasn’t.

She came back with two glasses of red wine. I took a sip as we sat next to each other. To be honest, my heart was hammering against my chest – I couldn’t remember the last time a woman had me in such a state of anticipation.

“The sevens were technically a better hand.”, I said, thinking back on how I had been lucky enough to get here.

“Maybe, but he had no actual faith in them. You could see it in his eyes. But hey, sometimes the cards just fall in your favour”, she replied, absently toying with a strand of blond hair, “But you need to be willing to gamble. Like you did with me, which is why you’re here.”

“I would definitely say that’s the best bet I ever made.”, I said with as much confidence as I could muster.

She put a hand on my leg and rubbed my thigh gently. Before I could say or do anything in response, she leaned forward, only inches from my face. I closed my eyes and waited, but she didn’t kiss me. Instead, she came so close, our noses were practically touching, and she whispered “Maybe there’s a little more good luck in store tonight – you willing to bet on it?”

“Perhaps,”, I replied, “I bet I could give you an incredible massage.”.

“Ok,”, she replied, “Let’s see what you’ve got!”

I expected her to turn her back to me so I could start working on her neck and shoulders, but she scooted down the couch, turned and placed her feet in my lap, leaning back.

“You never said what you were going to massage…”

No problem with me… I love feet. I began working my thumbs into the ball of her left foot and let out a little gasp. Her beautiful foot in my hand started exciting me. Her head was back, eyes closed and I took in this goddess’ luscious breasts, then looked at her milky thighs, wishing her skirt would ride up a bit. But there would be plenty of time for that. My cock had never felt so hard.

After about 25 minutes of alternating between feet and hearing her coo and moan a little, she finally looked up at me.

“You are pretty good at this.”, she said, “I believe you’ve won this bet.”

“Too bad I didn’t have anything on the line!”, I replied, continuing to massage her feet.

She took a pad off her coffee table and wrote on it deviously in pen, looking me in the eye when she was done.

“I bet I have just written down a perfect prediction of the next couple of minutes,”, she stated playfully, “and if I’m wrong, perhaps I’ll find my way out of this top.”

“And what if you’re right?” I asked, feeling my erection strain against my pants.

“Take out a fifty.”, she said. “Your fifty vs. my top”.

How the hell could she possibly have written an accurate prediction? I mean, anything could happen!

“You’re on.”, I said.

She just sat silently, with me still massaging her left foot. She slowly raised her right foot towards my face. Without thinking, I planted a kiss on the bottom of her foot. She smiled and her foot remained there. I continued to kiss at her foot, and she pushed it harder towards me. Soon I was licking her toes, even sucking on her big toe a bit.

While I concentrated on her left foot, her right foot found its way into my lap and she lightly stroked my cock through my pants. She pressed firmly, discovering just how hard I was.

She held up the pad so I could see the clear writing: “You will begin to kiss and lick my feet. I believe you will even suck a bit. And of course, with my foot, I will discover a significant erection in your pants.”

Not bad… I mean, the erection was probably a gimme, but the kissing, licking and sucking, that was some intuition I wasn’t expecting. I pulled out the fifty and she promptly placed it on her coffee table.

“I think we’re going to have some fun tonight with a number of bets,”, she predicted.

What did this magnificent woman have in store for me?!?

She stood up and reached for my hand, and led me to a door. We began descending some stairs into her basement.

There were two closed doors.

“You can pick one of the two doors. The one on the left, or the one on the right. We will only go into the one you choose and the events of the evening will play out either way. However, I will state right now that I am willing to bet double or nothing on your $50 that you will want to choose the door on the right, as it will be MUCH more fun.”

I thought about it – she wanted me to choose the door on the right. But maybe the door on the left was the choice I should be making. However, she’d proven she was excellent at reading people, and thus far I was having a damn good time.

“I will choose the door on the right.”, I said with a nod.

“Ok. Let’s see if I was right,”, she replied. She opened the door on the left and turned on a light, revealing a pretty comfortable looking living room. There was a sectional sofa, book shelves, a nice TV – a pretty conventional setup really.

She took my hand and led me to the other room. She opened the door and reached for the light switch. An old chandelier with red lights illuminated a room I can only describe as intimidating as hell, and sexy beyond my wildest fantasies. A massage table adorned the wall to the left, along with what appeared to be a some weird looking stool. To the right, a big wooden “X” was chained to the wall and appeared to have cuffs hanging from it. A closet revealed a number of sexy costumes. And the toys – all sorts of crops, paddles and (gulp) dildos were on display.

“What do you think of your decision?” she asked.

I simply pulled out another fifty and handed it to her. She grinned and placed it on the chest.

“Now, in this room,”, she began, “I am going to REALLY show you how intuitive I can be. I believe I know things about you that even you don’t.”

She walked behind me as I stared at the X and pressed her magnificent orbs against my back, reaching around and starting to unbutton my shirt.

“That is called a St. Andrews Cross,”, she explained. “As you can see, it is quite an effective way to bind people so I can do whatever I want to their bodies.” My shirt was now off, and she began to unbuckle my belt.

“I am going to put you on that cross, and I have $100 that says you will be so aroused, you will actually beg me, with an actual ‘please’ to touch your cock.”

I wasn’t so sure about this one, as I’d never begged like that before – I am usually pretty decent at self control. But my hard-on didn’t lie – as she pulled my pants and boxers down, it sprung up and pointed at the cross.

“I think that’s my answer!”, she said with a giggle as I stood naked in front of her.

She turned me and eased me back against the cross, first binding my left wrist in a leather cuff, followed by the right wrist. Then she knelt down to cuff my right ankle. I was blessed with an overhead view of her ample cleavage, which caused my cock to twitch a bit. She tightened the left ankle cuff, and I was now completely helpless and felt more exposed than I’d ever been before.

She walked over to her chest and opened the top drawer, reaching in and removing a blindfold. “Also, I think you’re really going to enjoy not being able to see what’s happening!”, she said playfully, as she reached behind my head and tied the blindfold securely, making the room disappear from my site. Her soft hands against my neck only served to heighten my arousal.

For a few moments, I was startled by the complete silence, wondering what she was doing.

All of a sudden, I felt her body pressed up against mine, her mouth an inch from my ear. I could hear her inhale as she whispered seductively. “I typically like to use ‘red’ as a safeword. If at any point, it becomes too much, I will only stop if you say ‘red’, understand?” she asked.

I nodded tentatively, not really sure what I had gotten myself into.

She kept herself pressed against me, rubbing her glorious chest against mine, and moving them down towards my midsection, and then letting her breasts push down on my now painful erection. As they pushed past, my cock sprang back upward and she giggled. I knew her face was right in front of it. I felt a cool breeze on it, realizing that she was blowing on it. My god, what a tease!

The blowing stopped, and I felt her hands stroking my chest. It felt really nice, her warm hands caressing me. Soon she began to focus on my nipples, slightly pinching and tweaking them. I gasped a bit but didn’t mind it. She wasn’t quite hurting me, but it wasn’t painless either. It was just… different.

All of a sudden I felt a smack across my left nipple.

“Yow!” I yelled, shocked at the intensity.

She continued to lightly smack my nipples with her fingers. Surprisingly, it felt amazing.

Soon, her fingers traced a path down my abdomen, and she stopped, moving sideways towards my hips with each hand. She was tantalizing me, coming so close to touching my cock, but just passing it each time. I struggled against my cuffs as I wanted so badly to grab her hands myself. But of course, I couldn’t.

“Seems like someone wishes I’d touch a slightly different area…”, she said in a teasing manner.

I felt out of control right now, my inhibitions completely shattered. I couldn’t believe I was about to do this, but it was beyond me now.

“Please Mindy…”

“I’m sorry, I didn’t hear you – what was that?” I could hear the laughter in her voice, but I was past caring.

“Please, PLEASE Mindy, please touch my cock”. My head sagged as I realized she had been completely right.

I wasn’t quite sure, but I am pretty sure I heard her remove my wallet from my pants on the floor and take her $100 prize.

But moments later, she was back directly in front of me, and I heard a button click. A low hum – what was that? All of a sudden, something hard and rubbery was touching the tip of my cock. It was a vibrator! And oh my god did it feel good. And overload of sensations ran through my body as the vibrator stimulated every nerve. After 10 seconds, she pulled the vibrator away. I let out a groan of frustration.

Seconds went by; nothing was happening. Then all of a sudden, SMACK! a hard paddle right against my cock!

“Holy shit! What the fuck?!” I yelled.

Then the vibrator, again. I moaned.

The vibrator was taken away after 5 seconds.

SMACK!

The vibrator returned.

She alternated between the paddle and the vibrator for what had to be 10 minutes,  varying the pattern so that it was impossible to predict. Amazingly, the pain was only emphasizing the pleasure. If I’d been asked before whether or not I’d want my penis hit by a paddle, I’d have told you not in a million years. For sure I’d have expected to yell “RED” right away.

But this woman was an anatomy goddess – she knew exactly what I wanted and when I wanted it.

“I bet you’re shocked how much you actually like this, aren’t you?” she asked, smacking my swollen cock repeatedly.

I nodded emphatically.

“I bet you’d like me to let you come.”

“Oh absolutely!”, I said with excitement.

“You seem pretty worked up. But I am willing to bet $100 that you could withstand 30 seconds of the vibrator on high without letting yourself come if I promise that I could make your orgasm way better. If I’m right, I get $100. If I’m wrong, you get to come. Pretty win-win situation either way, no?”

I couldn’t agree more. “You’re on!” I replied.

I felt the vibrating sensation, but at three times the intensity. It felt unbelievable. As much as I wanted to come, I had a feeling that refraining would result in the greatest sensation ever, so I did everything I could to distract myself. I thought about work, I thought about baseball, I thought about doing maintenance on my car.

Unfortunately I realized I was on the brink. How long had it been? How close did I come to not coming?

All of a sudden the vibrator turned off, and I let out a huge exhalation.

“You did it!” she exclaimed. I heard her rustling through my wallet again.

“For the record”, she whispered, “you should always maintain steady breathing if you want to delay an orgasm. Holding your breath only intensifies the sensations.”

How did this goddess know so much?

She un-cuffed me from the cross, but didn’t remove my blindfold.. She took my hand and led me to the other room – the door on the left.

She gently pushed me towards the couch, and I sat down.

“Actually, you should lay on your back for this”, she said.

I laid back and she began stroking my chest.

“I’ve done all sorts of touching of you, but you haven’t yet gotten to touch me,”, she whispered. “I think we should change that. You will not move or use your hands at all. Nor will you move your mouth or tongue. Do you understand?”

I was a little confused, but nodded.

I continued to feel her stroking my chest and abdomen, and then she even gave my cock a playful slap. I could feel her knees on either side of my head, and she must have lowered her panty-covered ass over my face. I inhaled and could smell a delicious combination of ass and pussy just an inch from my nose.

“I have another $100 that says you will be unable to resist this next part, and that you will beg for it to go further.”, she said. At this point I was losing all control of my judgment and probably would have bet a thousand that the earth was flat.

“I accept!” I practically yelled.

She lowered herself and began rubbing her ass all over my nose and mouth. I inhaled and kissed for all I was worth. That beautiful asshole was separated from my face by only a millimeter of fabric. She ground her ass into my face relentlessly, moaning the whole time. And somehow, she had brought the vibrator, turned it on and held it against my cock.

I felt like I’d explode, yet somehow, she knew exactly when to pull the vibrator away and keep me on edge. As she ground her hips, she would sometimes move back enough that her pussy was hovering over my mouth, but I knew better than to stick out my tongue. The scent was glorious though, a combination of arousal and something else I couldn’t quite put my finger on (literally), but it was intoxicating.

She continued to smother my face with her ass while teasing my cock to the brink and keeping me on a perpetual edge.

“Please!” my yell was muffled by her delicious ass, “Please! I need more!”

She stopped her grinding, and I knew she had helped herself to another $100. She’d earned it, no doubt.

“Tell me how you feel about what just happened”, she said quietly, taking my hand and placing it on my cock. I began to involuntarily stroke myself.

“It was amazing! You placed your beautiful ass on my face, and it was exquisite.”, I described.

“It wasn’t just my ass though, was it?”

“No, I was so turned on by the smell of your pussy”, I admitted. “It smells like heaven. I wish I could taste it.”

“Yes? You’d like to taste the nectar you smelled from my pussy?”

“More than anything.”

“One more bet for the evening. I bet $100 that if I let you taste my nectar, you will lose all control and explode. If you don’t come, obviously you get back $100, but that will be all for the night.”

“Yes, yes, please! I accept!”

She took my hand and led me back into the other room. She nudged me down to the floor and laid me on my back. She shifted me back in a very specific place, and took my hand again, placing it on my cock. Obviously she wanted me to feel free to stroke away, and I wasn’t about to disappoint. I heard what sounded like a seat clicking or being raised, but I wasn’t sure.

“Take off your blindfold.”, she commanded.

I removed the blindfold and was treated to the sight of her ass and pussy a foot above my face through what appeared to be a toilet seat. That bizarre stool was actually a make-shift toilet, and I was directly beneath it. She had pulled up her skirt and taken down her panties. It looked like she was sitting on the toilet, and I was the bowl!

The first drop was warm and landed above my upper lip, just below my nostrils. The scent was like no other. This was the scent I couldn’t put my finger on when she smothered my face. More drops followed, and then a steady stream. Mindy was allowing me to taste her nectar and I was in heaven. As she flooded my face and mouth, I reached a hand up to coat it with her pee, and then stroked my cock.

“I’m going to come!” I yelled, sputtering through the liquid gold.

“Yes, come for me!” she yelled, continuing to shower me.

I opened my mouth and stuck my tongue out, savouring every drop of this goddess’ golden nectar, feeling an intense tingle like never before.

Wave after wave of come spurt from my cock, the first spurt hitting my neck, then the rest subsiding and forming a puddle on my stomach.

Mindy’s stream diminished, and she took a wad of toilet paper, wiped herself and handed the wad to me. I didn’t know if I should lick it, or use it to clean myself up a bit.

I did both.

She offered me a mop and I cleaned up the mess the best I could.

She handed me a towel and led me to her bathroom, where she told me I could take a shower.

As I washed myself off, I reflected on everything that had just happened and couldn’t believe the intensity of my orgasm after experiencing all of these new sensations for the first time.

I dried myself off and got dressed.

I checked my wallet. She had been completely honest with the bets. There was $300.

I opened the door and went upstairs, where Mindy was sitting on the couch reading a book.

“How was the shower?” she asked.

“Very good, thank you.”

She led me to the door. I took out my phone and asked for her number, which she promptly put in my phone.

“Next time you feel like gambling, shoot me a text!” she said.

She hugged me and gave me a kiss on the cheek, and I exited her home.

Pretty damn good night – this experience AND I was up a couple hundred bucks. I couldn’t wait till my next trip to the casino.

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