That was all it took. I blew my load hard and fast down her throat. As if on cue, my counterpart began to empty himself into her pussy as well. As she swallowed hard to keep up, her body began to quiver as her apparent orgasm took over. Lucky for her, this was at least the fourth since he started fucking her, but easily the most powerful.
As our climaxes came to an end she once again pushed us away and took a seated position on the ottoman. She grabbed my arm and pulled me towards her, then grabbed the back of my head and kissed my passionately. As our tongues danced, the taste of my own cum filled my mouth and arousal and disgust fought within my mind.
We were locked in the kiss for several minutes before she finally released me. I fell to the floor catching my breath from all that had occurred and realized we had been left alone in the room. I did not know if he had left on his own or if she had motioned him to go during our embrace. The next thing I realized was that lights that had not previously been on in the room now were. This brought a myriad of bondage equipment to my attention that previously I had not seen.
Noticing the look on my face as I took in the various objects scattered around the room she stood to her feet and sought to gauge my anxiety. "Scared?" she questioned, with an evil slant to her tone.
"A little," I responded tentatively.
"We'll change that," she followed, and motioned me to rise once more.
She retrieved a leash from a hidden compartment under the cushion of the ottoman and hooked it to the collar still around my neck and began to lead me toward the far corner of the room. "You know," Gretchen said, "I did not give you permission to come in my mouth."
"I'm sorry, Mistress," I apologized.
"Although I enjoyed it thoroughly, you must be punished for such behavior," she announced.
"Yes, Mistress," I acknowledged, as she stopped in front of a set of stocks and opened them up. Then she pulled the leash through the hole where my head was to go and positioned both hands in place as well. Finally she unhooked the leash and then pulled the top half of the stocks down into place and locked it.
I watched as she approached a trunk against the back wall, opened it, and began to rummage around. Finally she pulled out a long wooden paddle like I had seen in so many frat party movies. Then she sauntered towards me in her sexy silver body suit with her nipples as pert as I had ever seen. It was obvious she was very turned on by the idea of punishing me. As she disappeared out of sight I felt her hand rub down my torso and begin to caress my ass. Then suddenly she pulled her hand away.
Time froze as I waited for the impending smack of the paddle on my ass. I could feel my heart pounding as the intensity of the moment weighed heavy on me. I began to sweat and soon felt a cool bead trickle down the crack of my ass causing me to shiver.
SMACK!
The first swat landed across both cheeks hard enough to push my shoulders hard into the stocks.
SMACK!
Another landed with equal force to the first.
SMACK!
A gulp escaped my lips and she commanded my silence.
SMACK!
I Bit down on my lip trying to contain my pain.
Time froze again and I calmly tried to catch my breath. My bottom burned; I had never felt strikes so hard in my life. Right now I was grateful she had not used some of the objects I had had used on me by smaller women.
I still had not seen her come back from behind me, but after several minutes of heavy breathing I figured she must have left the room, and I relaxed my weight so that I was no longer standing on the balls of my feet.
SMACK!
I did not think it was possible, but either the shock of not knowing or the power of her swing made her last swing the most painful.
Finally she stepped up from behind me with a satisfied grin on her lips and lust in her eyes. She dropped the paddle back into the trunk and reached inside again. I prayed she did not grab anything worse than she had already used.
My prayer was answered. She closed the lid to the trunk and sat down on the lid with her back against the wall and her legs spread wide. Then she revealed the prize she had pulled from the trunk: a large white vibrator.
"Watching your ass turn so red and feeling the heat after every swat really had an effect on me," she teased, as she switched on her toy and ran it across her clit.
I watched with desire as she brought herself to one orgasm after another over the next half-an-hour or so. If I had wanted to, I could not take my eyes off of her as she shoved it in and out of her pussy, licked it clean and then, shoved it back in again.
"It's time for you to come again," she announced, after climaxing one final time.
I was so turned on by watching this sexy beauty queen perform for me, it was no surprise I was hard again, but I could not help but wonder how much longer I would be able to keep going.
Once again she disappeared behind me and I could only hear her rattling around. Suddenly she was next to me applying some sort of lube to my member. Then I felt her slide a vaguely familiar tube up the length of my cock and heard a suction sound lock it firmly in place.
"This was my favorite part of the competition." Gretchen told me as she stepped back in front of me. "I loved it so much; I paid extra to borrow one of the devices from Helen."
I looked down and saw the control in her hand and realized where I had felt this before. The first time I felt it I was trying to hold out for as long as possible. I had a feeling this time the challenge would be different. I was right.
"I want you to fill this." She said directing my attention to a very small glass attached to the end of the vacuum tube. "Once you do the machine will stop."
The glass was small, but I could not imagine how she expected me to fill it and perform four more times after that. I could not help but wonder what my punishment would be if I could not come through.
Before I had too much time to worry she turned the machine on low and the machine went to task. At its lowest setting it did a phenomenal job of replicating a sucking and stroking motion, but it was merely a tease. Every few minutes the machine would pick up the pace and a few minutes later it would return to this "teasing" rhythm. Whenever it sped up it would go a little faster than the previous time, but seemed to last just long enough to take me to the brink before finally switching gears and taking me to "teasing level" again.
Gretchen was transfixed by it all and could not get enough. Whether it was watching my desire to come being held in limbo or watching the machine work that held her attention I did not know. Whatever it was, she looked like a kid in a candy shop with a wad of money in his pants and not being quite sure how to spend it all.
The machine once again sped up and I could feel my balls rise as the ensuing orgasm neared. My muscles tensed as the payoff came closer and my load readied for exit. My ass tightened as the pump continued away and the orgasm I longed for seemed imminent. Then...out of nowhere...the machine apparently sensing the outcome, slowed way down and at the same time, locked down hard around my cock. This caused my cock to ooze cum slowly, rather than spurting like I so desperately desired. Instead of the hard, fast climax I needed, my balls were being milked agonizingly slowly.
In desperation, I thrust my hips against the air in futility. I was just trying to make contact with anything in order to release my climax. Gretchen eyes became glassy as a smile seemed to harden on her face. My pain had become her pleasure and she reveled in it.
Time seemed to slow to a grinding halt as the machine continue to squeeze every last drop from my dick not caring whether I really had any left to give. Time ticked on as it continued to pull and tug at my tired member. Finally, after who knows how long, the machine stopped as the cup filled to the top. I was spent.
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