The Gala

Author's Note: Apologies for the long delay in providing this new installment of the story. Sometimes life has a way of intervening.

Chapter 8

Chapter 8

My estimate of future orgasms proved to be off by one. I was forced to cum, not two, but three more times before I filled up the container with my cum. But none of those three orgasms were what I expected.

The next Dom to come out of the crowd and take control of my cock did very little to make things interesting. Fortunately, I was still rock-hard, so her apparent lack of enthusiasm and effort didn't really matter. She simply rolled a condom onto my dick and held a hitachi vibrator to my cockhead set to full strength until I shot a load. The non-stop, intense, stimulation bordered on the sadistic, but it had an even more brutal feel Marcella's ball weights. I assumed that was the Dom's intended purpose. She stared into my eyes with a grim smile the entire time. I came quickly, and the small load of semen did little to fill the container.

The next woman chose to take things more slowly. She was accompanied by her female slave which she forced to do all the work. She gave terse instructions to the slave to give me a blow job, and it did not seem the slave had much motivation for what she was doing. After five or ten minutes of oral fun and games, the slave was ordered to roll a condom onto my cock and finish me off with her bare feet. I'd never been the recipient of a foot job before, and the slave proved to be substantially more talented with her feet than with her mouth. Nevertheless, the whole experience only resulted in another small load from my balls.

I began to feel discouraged. I could hear a lot of cheering and noise coming from the other stations in the room. I imagined either Ben or Eric was making more progress than me in filling up their containers. I began to worry, not only about embarrassing myself, but about embarrassing Claire in front of all her fellow dominants. She had risked a great deal by choosing me for the competition. I did not want to disappoint her. I found myself staring into space, looking at the floor and dreading the next dominant that would take her turn in making me cum.

"Hey there, hot stuff!" Missy's greeting was unmistakable. I looked up immediately in anticipation to see her smiling face and gorgeous figure stepping up to my station. She was not alone and had a companion by her side. "Scott, meet Karla. Karla, meet Scott." Missy bent at the waist and reached between my legs, making a show of weighing my ball sack in the palm of her hand. "I've told Karla all about these spectacular, juicy, cum-producing balls. When I invited her to be my partner so we could work together to drain them, she jumped at the chance. After watching those last two woman put you through your paces, I'd say you aren't being used to your full potential. Those orgasms were pretty pathetic. So, what do you say, sweet cheeks, are you up for a tag-team orgasm challenge with Karla and me?"

If I could have spoken the word yes or even smiled through the ring gag, I certainly would have. Instead, I nodded as vigorously as I could and hoped Missy got the message. She patted me gently on the head and laughed. "I see my proposal has made you speechless. Let's not waste any more time then!"

I saw Karla make a visit to the toy cart and return with a cloth bag. She leaned in close to my face to speak. "Missy has really built up my expectations for you, Scott. I've heard how much you loved her prostate massage from before, so we came up with an interesting variation that I'm hoping will produce an equally impressive result. Cynthia, will you get Scott back into a more upright position? Missy and I need good access to his cock." With a few adjustments, I was soon tilted upward, thankful that I'd likely stop drooling all over my face and the floor.

Karla spoke again and grabbed my attention. "I've got a bag full of clothespins here, but I'm not intending to hang any damp laundry. These are going on your cock and also anywhere else we think it might be fun to clamp them." She held one of the clothespins where I could see. Its tip was coated with black rubber. "These tips grip well and stay put until we are ready to take them off." Karla reached out with one hand and took hold of the skin surrounding one of my nipples, bunching it together. She squeezed open a clothespin and placed it directly over one nipple, then slowly let it close on the fold of skin. The strong pressure of the clamped pin was intense, and I felt my nipple become instantly hard. She repeated the process with the other nipple. I let out an involuntary moan of pleasure.

"Hey, be careful what you wish for, babe," Missy had a teasing note to her voice. "They pins feel good when they go on, but you know they burn like fire when they come off." Missy and Karla began grabbing small pinches of skin on my ball sack and methodically attached clothespins. They took turns. Missy would place a pin on one side of my balls, and then Karla would place an identically situated pin on the opposite side. "Karla and I made a bet on how many of these we can fit on your sack. She guessed 40. I said closer to 60. I confess I had a bit of an advantage, because I knew how swollen your sack has gotten from Amanda's drug infusion, and I already knew we had a lot of real estate to work with." Before long the two were quickly running out of space, and my balls began to resemble a porcupine. Clothespins were protruding in every direction. Some poked my thighs. Others stuck up behind into my ass crack. I started to feel the familiar tingle that sets in when skin is deprived of blood.

"Well, Missy, I think I lost our bet." Karla chuckled as she found the last possible space for a clothespin on my balls. "Scott, that's 57 pins. Impressive. I wish you could tell me how it feels?" As she spoke, Karla gently ran her open hand over the ends of the clothespins, jostling and caressing them just enough to cause the tips to tug at the skin of my ball sack. Blood flow increased to my cock in response, and I could feel my dick swell and stiffen.

"Uhhnnnggh," I closed my eyes and let the sensation caused by the army of clothespins wash over me. The grunt was the only noise I could manage.

"I think he's enjoying that, Karla." Missy had just returned from the toy cart. "Oh, lover, we're only just getting started. Based our previous session together, I think this next toy is really going to get your attention." I felt a cold smear of lube between my ass cheeks. "I've got a nice little butt plug - for your personal enjoyment, of course." There was the familiar pressure of the plug against my tight sphincter and then the stretch as my ass slowly accepted the plug. "Don't worry, hon. I'm going to start small and get this ass of yours warmed up. But I must confess, my goal is to test your size limits a bit. Your enthusiasm for having your ass invaded is obvious. I think I have a good idea of what you can handle. I've got several more of these plugs lined up. Each one is just a bit bigger than the last. I haven't decided yet how many sizes I plan to try, but let's just say it will be somewhere between three and ten." She laughed happily, and I guessed she could see my look of distress. I hoped Missy was just teasing. I was never quite sure whether to take her seriously. Missy was absolutely right about my enthusiasm for ass play, but hearing her say she wanted to test my limits with ten butt plugs definitely caused me to worry. Despite this twinge of fear, I was really enjoying the feel of this first plug up my ass. It fit well, with just enough girth to get my attention. It pressed persistently on my prostate. Missy grabbed the end of the plug and slowly moved it back and forth inside my ass. I closed my eyes and relished the feeling. I imagined how I looked to those that were watching. My stiff cock covered in clothespins, mouth gagged and a gorgeous woman twisting a butt plug in my ass. Pre-cum began to ooze from my cockhead while Missy continued to toy with the plug jammed up my backside. Just as during our earlier time together, Missy exercised great technique, moving the plug in small circles and lazily sliding it almost out of my hole and then back in. I was in heaven.

"Unnnnn," I moaned. Eyes still closed.

I did not expect what came next.

In perfect coordination, Karla shoved my cock into a bag of ice, and Missy removed the butt plug, deftly replacing it a second or two later with a larger size. My body jerked within the confinement of the metal rack. The simultaneous action of the two women sent a jolt of sexual electricity through my entire body. The new plug felt noticeably bigger, but my ass greedily accepted it.

"GGAhhh!" I protested in the best way I could with the gag in my mouth.

"Now, now. Don't go getting upset, sweetie." I heard Missy say. "I know that ice was probably a bit of a shock, but there's a method to my madness. I want to keep that hot cock of yours under control while Karla and I tease you a bit. We want to get you all hot and bothered, and I intend to show this crowd a thing or two about how much jism you're holding in those balls."

Karla began to slowly roll the ice bag back and forth around my cock. The intense cold numbed me quickly. Missy picked up where she had left off with the earlier plug and resumed the twirling/fucking motion. She was becoming a master at how to stimulate my ass and maximizing my feelings of pleasure. I could not help myself and moaned involuntarily once more. "AHHnnggggh." I knew the gag was making me sound like an idiot, but everything they were doing to me felt so damn good, I didn't care. Both women continued their work for several minutes, and even with the effect of the ice, my level of arousal was increased quickly.

Karla leaned in close to my ear. "It's not too cold is it, Scott? I'm trying to numb you not cause frost bite." I shook my head slightly from side to side to indicate I was tolerating the ice. "I need to keep you nice and cold while Missy works that ass of yours."

"Hey, sport." Missy grabbed my attention by putting a bit of extra pressure on the butt plug. "How about we go up another level? That first plug was only an inch and a half in diameter. This one is two inches. You think you're ready for two and a half?" I felt Missy slide the plug out of my ass. I immediately felt empty inside. Instead of quickly inserting the new plug, Missy took the time to smear my ass crack with fresh lube and worked her fingers into my relaxed butthole. She probed and stretched in a teasing way, smearing lube generously. "Here we go, kiddo. Get yourself ready. This one is a bit bigger. Take a breath and exhale as you feel me push." I did as I was told and felt the girth of the larger plug spread open my ass. There was a sudden tingle of discomfort as the plug seated itself in my rectum, but the sensation rapidly disappeared as my hole adjusted to the wider stretch. I relished how the plug filled me up. "How's that, babe?"

I moved my head up and down "Nnungggh." I murmured.

"I just knew you'd like it. What an ass slut you are! Claire badly undersold how much you love ass play. I'm going to have a talk with her about holding out on me." Missy laughed as she began once again to work her magic with the plug. The feeling of having my ass stuffed so full was causing my arousal to build to a dangerous level. Blood was flowing to my cock to compete with the cold ice, and I imagined my cock swelling to an even larger size.

I felt Karla remove the ice pack. She gently grasped the length of my dick with her hands. Her grip felt so incredibly warm after the frigid ice. "Let's see if this stiff rod of yours still has life, shall we?" Karla was staring me directly in the eyes as her fingers began a soft but firm massage up and down the length of my shaft. "Oh my! Yes, I'd say it's plenty alive. Missy, you better be careful back there. Even with an icicle for a dick, this guy's still raring to go. His cock head has a frosty coating of precum and you're making him ooze like crazy. I'm getting a condom on him before it's too late. We don't want to waste any of his precious man juice." Karla darted to the toy cart and returned with one of the specialty condoms rolling it right on to my dick. She was right to be concerned about my level of excitement. These two women had been teasing and edging me for long enough, and my urge to cum was swiftly heading to maximum. With Karla manipulating my cock and Missy working her magic on my prostate, I could sense a steady ooze as the inside of the condom became slippery with precum.

"Hey, babe." Missy was trying to get my attention. "This plug is a bit unique. It has a hollow core so I can use it to squirt extra lube up inside. Get ready. What I'm about to do may feel... a bit strange." The pressure level inside my ass increased slightly and I felt a cold sensation. "I need to make sure you are good and lubed for the last phase of our little adventure. Can you feel all that goo I'm squirting up inside your ass?"

"Nung-huh." I tried to nod my head, but it was becoming extremely difficult for me to concentrate.

"Okay, Karla, I'm ready." I felt Missy's grip tighten on the ass plug.

"I hope you're prepared for this, sweetie. Ready or not, here we go!" Karla dropped to her knees and began grabbing at the clothespins on my ball sack. She squeezed and pulled, removing the pins as quickly as her fingers would allow. My ball sack instantly felt as if it had been lit on fire. Blood was rushing back to all the skin that had been deprived of blood.

"GAAAAAAAAHHHH!" I yelled out in pain. Karla did not hesitate and just kept pulling and tossing the pins aside. Quickly, all 54 pins lay beneath me on the floor. I wiggled and writhed against the straps of the metal rack, wishing I could massage my ball sack. There was nothing I could do but endure the burn.

To make matters worse, as Karla pulled clothespins, Missy got aggressive with the ass plug. Her stimulation of my prostate was constant and intense. If not for my burning ball sack, I would have cum then and there. For the moment, at least, the pleasure caused by Missy and the plug was outweighed by my burning ball sack. With the clothespins gone, what had begun as actual pain was now subsiding. I felt myself start to relax and focus on Missy stroking my asshole with the plug.

I had almost forgotten about Karla. She stood up and moved directly in front of me. I saw her lips slowly form into a smile. Her hands rose and grasped the final two clothespins that still squeezed tight on each nipple. "Uh,.... Scott,.... just in case, I will apologize to you now. But a seriously suspect you are really going to enjoy this next move. Okay, Missy!..., Three,..., Two,..., One,..., Now!"

Karla yanked firmly on both clothespins, ripping them from my nipples. Acting in perfect unison, Missy yanked the plug from my ass. As she did, lube spurted from my hole. Without skipping a beat, Missy wedged the largest plug yet between my ass cheeks and forcefully shoved it up my greedy, lube-filled, butthole. The plug felt huge, stretching my sphincter to maximum capacity. A bright flash appeared before my eyes, and my entire body spasmed from shock as my ass muscles sucked the giant plug into the depths of my body. The exaggerated jolt to my system was positively over-the-top. Karla grabbed my dick firmly with one hand, my ball sack with the other and yanked everything downward toward the floor. She began rapidly stroking my cock up and down. As Karla enthusiastically stimulated my shaft, she rested her chin on my shoulder and positioned her lips next to my ear. "Come on, lover boy, show me what you've got! I know you want to cum. You NEED to cum. Give me that juice. I want it NOW!"

The sound of Karla's voice was the straw that broke the camel's back. Before the words even left her lips, a river of semen began to spew from the depths of my balls.

"UUhhhhnnggggh!" I felt complete and utter bliss as I came. My ass rhythmically squeezed and contracted around the huge plug in unison with squirts of cum shooting from my dick. My body convulsed, over and over and over again. Shot after shot spewed into the condom. It was expanding fast, like a water balloon. The combined effect of the protracted teasing and Missy's expert prostate massage was too much for me to handle.

My orgasm just kept rolling. I felt the warmth of the cum filling the condom and surrounding my dick in sticky liquid. I heard the metal of the rack creaking as my body continued its spasms again and again.

"Uh, Missy! We've got a problem here!" Karla sounded desperate. "This condom is full to bursting! I need help. Now." Despite Karla's efforts, cum was leaking profusely from the bottom of the condom and dripping down my balls and onto the floor. A puddle began to form.

"Holy crap!" I heard Missy yell. "Grab the container. Catch as much as you can!" I'm sure it was comical to see Karla reaching and stretching awkwardly toward the container while trying to keep her other hand grasped around my dick. But I didn't see any of it. My eyes were clenched shut. My body just kept convulsing, and the semen just kept spewing. Before it was over, the container overflowed with my white, sticky goo dripping and running everywhere. The condom was bulging to capacity, and the puddle of cum on the floor just kept spreading.

After what seemed like minutes, I finally began to relax. My dick spasms slowly subsided. I was spent. Sweat covered my face and body, and my ball sack was sticky and glistening with the cum leaking from the condom. The mental high of my orgasm was subsiding, but I was still breathing heavily from the exertion. As my mind returned to reality, I noticed the sound of the nearby crowd engaged in genuine laughter and scattered cheering and applause.

"Now that's what I call an orgasm, babe!" Missy laughed as she kissed me lightly on the cheek. All I could do was smile with my eyes. "Karla, let's figure out how to get that condom off his cock without losing any more of that cum than we already have."

Before Karla and Missy could make a move, however, Cynthia sprang into action from where she had been supervising the scene. "Hold on, hold on! Wait just a moment. Here's another container that can be used to empty the condom, but don't touch the one on the floor. Leave it be." Cynthia handed the empty jar to Missy, and she did her best to hold it in the right spot as Karla slid the condom from my deflating cock. I stared intently as the thick, creamy, liquid oozed like tapioca pudding from the condom into the jar. "Not bad, you two. You make quite a team. I'd almost guess you've done that routine before." Cynthia stooped to retrieve the container from the floor, being careful not to spill the contents. "Would one of you do me the favor of holding this while I wipe the floor? I need to shift Scott's position and get him ready for the next phase of our little game."

Karla obliged, reaching for the container. Cynthia moved toward my rack. She laid a large towel over the sperm puddle. Then, with a couple of expert clicks and shifts, I found myself face-up in the rack, lying parallel to the floor and staring at the ceiling. I immediately wondered what the hell was going on.

I was soon to find out.