Chapter 14
The day dragged on painfully slow. I was giddy with excitement and nervous with anticipation. I couldn't bring myself to do much else besides sit around and wait for the minutes to go by.
At last our call came over the intercom and we headed to the house for our evening of fun.
The cocktail hour and dinner went much as they had the month before. I Had gotten closer with a few of the others' Misses and mingled a bit more than last time, but I made sure to spend as much time with Lauren as I could.
"Are you nervous?" she asked me as we sipped wine in the living room.
"Very much so Miss," I replied honestly.
"Well I hope you can get it done subby. I'm excited to see you try," she replied in a low seductive voice.
I was incredibly nervous. I was thankful I had gotten myself up to a minute and thought I had a real shot at cumming. I'd cum in that time before. Sometimes by myself when I found the perfect video and didn't care about making it last. Other times against my best efforts with girls like Stacy, leaving them disappointed.
But of course, this time would be different. I wasn't worried about the humiliation of the women laughing, or being restrained to the wall. I was used to it and I'd come to terms with how turned on by it I was. The humiliation would still be there, but if anything I thought it would help. And the fleshlight provided looked decent enough. I was sure it would feel good. Anything would feel good at this point.
I was worried about the nerves. The need to "perform". I had been building this moment up in my head for nearly a month and a half. I had climbed a mountain and was finally at the top. My balls were fuller than they'd ever been. I'd been humiliated, spanked, pegged, whipped, tortured and everything in between. I'd tried to quit and had come back. And it all led to this moment. If I didn't cum tonight it would be another month of denial and I wasn't sure I could take it.
After dinner we made our way into the dungeon. I was happy to see the set up was the same as before. No trickery or games to be played. This time I was strung up on the wall with the others. Once all the subs were secured Mistress Jessica made her usual announcements.
"Since there are no newbies here I don't feel the need to explain the rules. Remember that this time has been earned by your devotion and service. Be thankful that we allow you this monthly release. I've decided this month we will work our way backwards from senior most to newest. Kerri, grab the device please."
Great. That meant I would be last and would have to wait even longer. I had waited so long already that any additional time felt like an eternity. At least I might be able to calm my nerves. From the moment I had been restrained I was shaking with excitement and my heart was beating a mile a minute.
Scott was seniormost and got to go first. He fucked the fleshlight agressively and was shooting a large load out the back and onto the floor in no time. When finished he looked satisfied and happy. He was a seasoned pro after all.
Kerri worked quickly and got all the guys their chance quickly and efficiently. There were 8 of us now with Jason gone. So far all were successful.
Dom was the last to go before me. He'd changed since last month's outburst. He was more subservient and reserved as if he had finally learned his place. He had decided to stick around. I understood his predicament.
I couldn't help but stare as he thrust forward powerfully with his oversized cock.
"Of course I have to go after him. Hopefully I don't look too small in comparison.... hopefully he doesn't stretch it out," I thought to myself.
With 5 seconds left he let out a guttural grunt and began shooting thick streams of cum across the floor. I couldn't believe the sheer volume of it. If there had been a way to look impressive in such a vulnerable and humiliating position he had achieved it.
Finally my time had come. Miss Lauren approached me as Kerri began moving over the device and adjusting the height.
She started by grabbing my balls and then working her caress up my bare chest. With her hand holding my chin she leaned in and spoke at a whisper.
"This is your reward subby, and it's all you are going to get for the next month. Don't blow it. I know how desperate you are so this should be easy. I'm rooting for you."
She took the key and inserted it into the cage. My cock immediately stood at full attention. Lauren's words of encouragement and caress were all I had needed. She grabbed my engorged cock firmly and leaned into my ear. The feel of her touch on my sensitive skin was delightful, but she did not stroke or offer any further stimulation.
"I have a surprise for you subby, but it will be okay. Don't let it distract you from your goal," she said as she released her grip and went to sit back down with the others.
I had no idea what the surprise could be. There hadn't been any surprises last month or so far tonight. I thought tonight would have been predictable. I thought about it as I stood there chained to the wall with my dick firm and at attention, waiting for the command to begin to come from Mistress Jessica. Miss Kerri had finished her set up of the fleshlight in front of me. The front end of it was just barely touching the sensitive tip of my penis. It took every bit of my willpower not to start right away or to try and sneak a small bit of stimulation.
Mistress Jessica stood up and I prepared for my command to begin, I did not want to waste any time. But the command did not come right away. Instead she turned to Lauren.
"Lauren, would you like to bring down you and your subby's special guest?" she asked Lauren.
Lauren stood and headed up the stairs. Moments later she returned with none other than Stacy by her side.
"Welcome, Stacy, please have a seat, the show is about to begin," Mistress Jessica said to Stacy before turning to look at me.
Stacy's eyes were wide with amazement as she gazed around the room full of women, toys, and a row of guys restrained to the wall with cages on. Then her eyes finally met mine. Her eyes were full of surprise but she was also smiling from ear to ear. At last she sat down and let her gaze drop from my face down to my cock and the synthetic pussy sitting just in front of it.
I was stunned. I had no idea how she ended up here or exactly what was happening. For the first time in weeks I was good and truly humiliated in my position. The other women's teasing no longer got to me, we understood our roles, but here was a girl I had fucked in another life joining them and about to witness me desperately try to get myself off.
Before I had time to gather my thoughts Mistress Jessica gave the command to begin and the clocks began ticking down from 1:00. Despite my shock and newfound sense of humiliation I wasted no time. Nothing could have stopped me from doing everything I could to get off in the time allotted to me.
I started by guiding my cock slowly into the sweet embrace of the fleshlight before me. The sensation as the head of my cock slipped in was almost overwhelming. My dick had been neglected for over a month and the littlest bit of friction sent jolts of pleasure throughout my body. I was fully in with the tip of my penis poking out the other side, back arched and hips off the wall as I pushed forwards as far as my restraints would allow me. There was a warmth and slickness to the fleshlight, probably from the prior uses that had just occurred.
I backed out and thrust forward again. Unknowingly I closed my eyes and let out a deep long moan as the pleasure overtook me. I heard giggles from the crowd at my reaction and immediately looked up. My eyes met Stacy and Lauren who sat next to each other pointing and giggling. I wanted to crawl in a ball and hide from Stacy's gaze. Then I felt the rush of an impending orgasm overtake me. I dropped my head down, watching my dick enter and exit the synthetic pink pussy in front of me. I did not want to witness their reaction to what was about to happen.