I should never gamble.
With luck like mine, I should know better but there I was, full of certainty that THIS time I was going to get her under my control at last. We'd been playing at submissive and dominator for a while. She knew that I enjoyed both roles but lately I'd been on a submissive streak.
The playtime was always good no matter what we did. What made it great was how neither of us had to hold back or worry that by letting our darker desires show we'd lose respect with the other. It seemed that the more we let each other see our passions and desires, the better the sexual experience was. This time I wasn't so sure. This time was not an on line or telephone playtime, this was for real.
We'd been teasing each other sexually for hours on line and then we moved to the phone. Her voice always got me tuned to a fever pitch. There was a special quality about her tone and timbre that made me want her all the more. This time was no different. This time we were working toward a bet that was typical for us except for the stakes.
The one who gave in and started stroking themselves first lost. It was as simple as that. Tease the hell out of each other using words, voice, sexual stories, even live webcams but make the other touch themselves before they make you start playing with yourself.
It was on the honor system, yah... but that's what was so great about us. We were completely open to each other. She knew every one of my fantasies. I knew hers. She and I had confessed our fears about ourselves about what we didn't find attractive in ourselves. She knew what would turn me on and what I was too scared to do but desperately wanted to do. I knew just those same things about her.
I agreed to the bet just so I could fulfill one of her fantasies. Yeah, I assumed I'd win. She wanted two men to abduct her, take her body for their own pleasure, but had never been bold enough to find two guys where she lived to help her live that out.
Mine was to go beyond submissive sexual partner and be a slave for a day. I wanted a woman to own me and treat me like her property, but I was never going to instigate that fantasy on my own. That is, until the bet was lost.
She got me by reading aloud from literotica where she knew I visited often. Her softly modulated phrases were like tendrils of fog at first. Insubstantial yet able to obscure everything else as they drew you into their mist. I was lost in the mental images from the story she dropped like a movie scene into my lust filled mind - where we were the actors.
She smoothly read how in this movie she was nude, kneeling between my knees and slowly licking the length of my cock. I could picture her silky hair shining and cascading as her face turned and bobbed. I watched as she looked up at me and slowly pressed her lips tighter, tighter, and tighter still. I could feel the pressure - and that's when I realized that I had let myself go to far. She'd won.
Her giggle when I confessed to losing was also typical. It was just like her to win and act as if there had never been a doubt who had the greater self control. She told me that she'd let me know more about how I had to pay off my bet later on, but being the lover she is, she talked me through the rest of that story and my orgasm.
So here I was. Nearly 7 pm. Going to the address she gave me in the e-mail. Wearing the sweatpants and sweat shirt she told me to wear. Nothing else. I carried a small duffle with "supplies" as she called them: a gold lamay g-string, a pack of permanent markers in assorted colors, the anal plug she'd watched me use on webcams, several lotions, oils, a straight 7" vibrator, and a length of cotton cord.
If that list of supplies didn't have me worried, there was one last item that did. She had insisted that I bring along a stack of my business cards from the office. I fretted the entire time over that one item. I trusted her, but why would something to identify me like that be on the list? Why a stack? Too late to wonder now, there was the house.
It was a typical suburban neighborhood in middle class America. Lighted front porch, two story, and I guessed maybe 4 bedroom from the size. Nicely kept lawn and it looked like a wooden stockade style fence around the backyard, like the kind people have if they have a backyard pool and want privacy.
I had to park the rental car down the street a ways because the driveway and front of the property were all parked up with mini-vans and volvo's. I was to knock twice then wait. Once I knocked, I was signaling that until dawn I was her property.
I drew a deep breath and knock sharply once... then twice. I could hear sounds of people talking inside. In fact, there must be a lot of people. All those cars must be for the people inside. What the hell was I getting into? Just then, the door opened and she greeted me with the smile that always made me melt.
"David! Right on time. Please come in and begin your new career as my personal slave."
The smile on her face turned to something more sinister as she said this but like I said, I trusted her so I stepped across the threshold. She looked fabulous. Better than I hoped in fact. She wore a loose tunic belted with a sash and pajama like slacks. The shimmer to the material made me mindful of silk.
"You like the look?" She spun in place. I did like the look, in fact I was begining to react to her presence. Her eyes drifted down and saw my cock pressing lightly on the sweatpants, making them tent out in front of me.
"Ohhh I love it that you dressed how I said. Come here and let me see for my self." I stepped closer and without even a pause she tugged my sweats down exposing my growing cock.
"Mmmmm that IS a good boy, David. Follow me." She turned toward an archway behind her and I reached down to pull the sweats back up. She caught the move from the corner of her eye and said "Oh no darling, I like your sweet cock too much to cover it up already. I want to watch it bouncing as you walk over here with me."
I flushed beet red. It was one thing to be naked on a web cam, but this was real. Worse, one of the other people in the room behind her might walk out at any second. "This is how I suppose I'm to be treated for the next several hours?" I queried.
"Sweetie, if you don get those cute buns over here and right now, this is going to be a LONG night for you. Now move your ass, SLAVEBOY" she said with deliberate force.
I only hesitated another second then tried my best to walk to her without tripping over the sweats around my knees and without causing too much bobbing at my now completely engorged cock. She had me stop just short of the entryway to the room from where the voices emanate.
She rolled the fingers of her left hand around my cock... "This, and all of you is now MINE. You do as I say, when I say without hesitation or I shall be forced to demonstrate my ownership in ways you won't like when we're alone, let alone in front of a crowd darling... " at "darling" her hand started stroking me fast and hard.
"Feel this pleasure slave? It's only because I choose to let you have it. I can also give the opposite if needed... and we know you are a wimp to pain SLAVE BOY." At this she twisted her wrist just enough to force me to turn sideways in her grip. With her right hand she placed a hard, loud SLAP! on my exposed ass-cheek. I knew better than to wince so I said simply
"Thank you Mistress, may I have another?"
Her answer was to smile slowly and with a devilishness that worried me. Then she instructed me to pull up the sweats and come into the room with her. I quickly pulled the sweats over my stiff and now throbbing cock, but it jutted out against the baggy cotton fleece sweats so much, that there was little point to wearing them. Swallowing the lump in my throat, I walked into what should have been called a Harem.
"Everyone... may I have your attention for a moment?" her voice rang out cutting through the general buzz of conversation. "This is my friend David. Please, don't let his being here throw off your plans for fun tonight, he's is the man I told you all about. He's here to help me with whatever you need to be comfortable."
When she said "whatever", she looked down at the huge tent my cock was making in the sweats. The room full of ladies tittered and a few ill-disguised gasps were heard. A stunned silence then the buzz of conversation resumed while most of the ladies there took me in like I were meat in a butcher case.
"David" she motioned me close to her. "This is my annual ladies night out party. There are only first names except for you. To make the ladies feel more at ease and comfortable, you will now go and offer your business card to everyone here. Oh, and David... I told the ladies they could look, touch and even taste. But if you dare cum without asking me first, you will be severely and publicly punished. Do you understand?"
I understood. She was placing me into the fantasy I only dreamed of. I knew from long experience with her that she meant every word. "Yes, Mistress, I understand."
"No, SLAVEBOY, I don't think you do." Her lips curled into that smile again. "You are here for THEIR pleasure, not yours. You are not permitted to have an orgasm unless I give it to you. You will see to it that ANY of my guests who wish to be pleasured by you in ANY way receive your total attention. NOW do you understand?"
Her eyes had a fire in them I had not seen on line. I wondered if I were up to the fantasy I asked for so many months ago. This was going to be much worse than hearing her moans over the phone and trying to not touch myself, this was real. I looked imploringly into her eyes and opened my mouth to ask her to let me out of the bet. At that moment she looked right past me exclaiming with a wide smile...
"Dora!!! You look divine in that teddy!!"
I turned slowly and indeed there was a stunningly beautiful redhead in a white lacey teddy that showed off her long legs to great advantage. Her breasts held up the teddy so that her nipples poked out from the cloth. The result was to raise the front of the teddy's hemline in the front just enough to make the darker patch of hair under her panties visible until she moved up close. At that point I didn't care about the glimpse thru her panties. She was ravishing no matter where I looked.
"I think that David forgot something" Dora smiled to my new Mistress.
"David, Dora is waiting... "