This story is a work of fiction and any resemblance to persons living or dead, or to events that may have occurred, is purely coincidental. The author claims all copyrights in this story and no duplication or publication of this story is allowed (except by the websites to which it has been posted) without the consent of the author.
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Holding hands with Gus, we each were pushed forward by John. As soon as the blindfolds came on, we felt so vulnerable. Naked, not knowing what to expect from this paid sexual encounter and completely exposed.
Trusting John, we each walked into a bedroom. I don’t know about Gus; however, I was pushed onto the bed on all fours immediately. Familiar with this position, I did not have a problem, and very soon I felt a tongue licking my hole. This was so hot. The tongue was really on overdrive; I could not believe how good it felt. It was constantly penetrating my hole and licking me from my taint all the way up my crack. The hands were not only holding my cheeks open but caressing them, along with my inner thighs.
After a few minutes, I felt a hand slap my face, and I heard John, who asked me to open up. Following his instructions, I recognized his dick and began getting to work on it. The rim job I was receiving made me lose track of time, and I was in bliss. Even though the sensations were overwhelming, I focused on blowing John, doing my best to earn a moan from him every time I took his dick in my mouth. I wanted to make sure the other clients in this room knew they were getting the best experience, no matter which of my holes they used. I took pride in my work.
I was in my own world and had no idea how much time had passed, nor what Gus was doing. I could feel there was activity close by, and I could hear a bottom whimpering. Occasionally, I could hear John asking the bottom to relax and telling him he was doing a good job; however, the whimpering only got louder, sometimes becoming a squeal or a cry. I knew Gus was big, but after all of these months with him, I had gotten used to it. Nevertheless, I couldn’t help but remember the intense feeling the first time I was able to take his full dick and how life-changing that had been.
After a while of the most pleasurable rim job I could have possibly asked for, the top used his forearms to spread my knees apart, opening up my asshole and pushing my belly down toward the bed. John managed to lower his cock to my new height, keeping his dick in the perfect position for me to blow him. I felt John begin to caress my nipples, which stimulated me even more.
John knew me so well; he knew that whenever I was struggling with a dick (having a dick deep down my throat and having my nipples caressed) always worked. This made me begin to suspect an above-average dick was headed my way. John had advised me to warm up with some dildos before, but I had been so willing to have a real dick open me up. Should I have warmed up for this, I wondered. However, before I could think about anything else, my right wrist (that was casually resting next to my body) was grabbed and handcuffed. With the top putting his huge hand on my upper back, he pulled my wrist next to my right ankle and handcuffed them together. Soon after, he did the same with a second pair of handcuffs on my left wrist and ankle.
Not only was I handcuffed, but the top kept applying pressure with his hand to my lower back, making me completely immobile. Seconds later, I felt his breath behind my neck, and he sensually began kissing the back of my ear. Using his free hand, he aimed his cock directly on top of my hole. Feeling the head, I could tell it was above average but still something manageable. However, just as John had predicted to be the most likely outcome, the dick went all the way in in one gentle but merciless stroke.
Judging by the size of the head was a huge mistake, as it was one of those dicks with a very wide shaft and a smaller cockhead (a cockhead that, by normal standards, was bigger than average). My dick was rock hard and was tucked away below my belly button. As the dick fully penetrated me past my second hole and remained inside of me, I began shaking uncontrollably and began cumming a huge load.
This dick was not too long; however, it was long enough to penetrate me deeply. My biggest concern was the girth, and I was wondering if this top (who was willing to penetrate me without any mercy) would fuck me in a way I could manage. Not to mention, I could feel this man was a big, heavy, and strong man.
After what seemed like an eternity of having this ultra-thick dick shoved deep down my hole, he began pulling out only about an inch before slamming his dick even deeper than before. The position I was in was ideal for this man to be able to slam his dick as deep as he could. Being deeper inside me than before, I again began shaking uncontrollably, and on this occasion tried breaking free, which of course was of no use. I also let out a very loud cry.
He continued applying pressure downward and gyrating his hips a bit, making his dick go even deeper inside of me. At this point, I was fighting it, trying to move away and squealing to no avail. Again, he finally relented and began pulling out, only about one inch before again penetrating me deeper than the previous two times, causing me to involuntarily try to run away and again cry out in pain, worried about my hole.
John pulled his dick out of my mouth, and I screamed, “My hole, you are ruining my hole, please take your dick out for only a second,” I managed to say before continuing to whimper in pain. However, before I could say another word, I felt a ball gag being put in my mouth and being tied behind my head. The same style of fucking continued, pulling out less than an inch before slamming back in deeper as I continued to shake uncontrollably. Before I was able to fully wrap my head around this extreme assault on my ass, the pain eventually began turning into pleasure, and my cry of pain eventually became moans of pleasure.
After I was finally enjoying this fuck, it came to an end. The top lifted both my ankles, and either he or John placed a pillow below my abdomen, raising my asshole up toward the air. With my restraints, my asshole was even more open than before. I felt the weight shifting on top of me, and before I could realize what was happening, the dick slammed deep inside me in a completely different position, hitting a different part of my insides, which again caused me to cry out in pain.
Even though I was blindfolded, gagged, and restrained, I could tell this man was upside down, his feet by my head, and aggressively fucking me with fast and long strokes. I could not help but cry out in pain; however, after a short while, this position (which was a first for me) felt incredible. I suddenly had no regrets about any decisions I had made today. While by far the most intense experience to date, this unusual power fuck felt incredible, and I didn’t want it to end.
Still too focused on every inch of dick that was fucking me relentlessly, I could hear what I knew to be Gus moaning a bit, the bottom still whimpering in pain, and John, who was doing his best to comfort the bottom.
My intense fucking continued, and I kept on getting shifted around in various positions. This top was not playing around. When I would begin enjoying my current position, I was placed in a more challenging one. At one point, my restraints had been removed. I was lying flat on my belly, and I was getting surprise-fucked. This top would go deep inside of me as far as he could, hold himself there till he felt me moan or shake, pull completely out, and would slam his dick deep inside of me when I least expected it. The seconds or minutes of his dick being completely outside my asshole and not knowing when he would go in were so intense. Damn, this top was good.
After I felt like my hole had reached its breaking point, I felt the top get up from the bed, and John whispered in my ear, “Nod your head if you promise to stop screaming.” Having experienced the most intense fuck of my life, I nodded my head. “Our VIP bottom has been pushed past his limits, and Gus’s monster cock has changed his hole forever,” John said as he removed the ball gag from my head.
“He is now ready for a show,” John said.
With that, I was asked to lie on my back. Then I felt what I knew to be Gus’s hands grab my ankles and lift them to his shoulders. Within seconds, his eleven-inch monster cock was deep inside me. Right after this, I felt the top’s muscular ass rest on my chest before lifting himself, positioning his cockhead right on my lips.
After having experienced his girth with my ass, I knew it was bigger than something I had ever been able to get down my throat; but the shape of his dick was ideal for training. His dick was girthy, but it was not too much thicker than what I could take. This felt like the perfect opportunity to train my throat, and as a matter of fact, from what I had experienced in the last couple of hours, I knew I probably did not have any say in the matter.
Sure enough, his dick was trying to fuck my throat, and his above-average cockhead was resting right at the benining of my throat. For a change, he was respectful, and since my hands were free, I was able to grab his enormous and delicious ass. At this point, Gus was fucking me at a decent pace, which I enjoyed, and since this was not a position we usually chose on our own, it was very pleasurable. Gus’s dick was comforting (not because his dick was smaller; on the contrary, it was longer than the guy who had wrecked my hole for the past couple of hours); however, our connection was beautiful, and he fucked me perfectly every single time.
Deciding to challenge myself, I slowly pushed down on the top’s ass, guiding his thick dick down my throat about half of an inch. I did gag a bit but was able to control it, and then again I put some more pressure, taking about one inch of his thick shaft down my throat.
“You got this, Derrick,” John said.
I was pretty sure John was the one who pushed the top’s dick all the way down my throat, and I was so turned on. Contrary to my usual MO, Gus’s giant dick fucking me had relaxed my throat. Wanting for my throat to stretch as much as possible, I relaxed my breathing to keep this giant dick down my throat for as long as possible until I absolutely needed to breathe. Giving the top a kinky spank on his muscular ass, he pulled out completely.
Never to be one to disappoint, while I recovered my breath, I took his cockhead in my mouth and used my tongue to pleasure him before again pushing him deep down my throat. I not only was enjoying the thick dick deep down my throat but also the sounds of amazement coming from every person in the room, including what I knew to be at least four cameramen.
I knew John too well and knew this was getting recorded, and even though the VIPs were anonymous, they could very well be either wearing masks or the cameramen were instructed to only do close-ups. Nevertheless, I knew John let this throat fuck go longer than he had intended, since he knew I was now going to be able to service thicker dicks with my throat, and for him, this was money in his wallet.
I should have expected this; however, I was a bit taken aback when John told me we would be concluding the session with a double fuck. Not that I would ever turn down a double fuck; however, I had been mercilessly fucked for over two hours already. Also, Gus’s dick was nearly eleven inches, and I just knew he would be the one to be lying on his back while the crazy top used his double-wide dick to fuck me mercilessly.
Nevertheless, a deal was a deal, and we were getting paid probably what we would make in a year to be here. As I suspected, I was asked to stand up. Gus lay on his back, and I was guided to sit on his dick, looking forward. Sitting on Gus’s dick felt incredible, and it was something I was used to. Of course, I was going to get taken out of my comfort zone when I felt my wrists getting handcuffed to the top posts of the bed, and then my ankles bound with what felt like a rope-type material and then also getting tied to the headboard of the bed.
Before we could begin, some type of belt-like object went around mine and Gus’s waists, making sure I was unable to pull away from Gus’s dick. Just when I was trying to process all of this, the ball gag went inside my mouth again. I knew exactly what I was in for; however, I was lying on top of the love of my life with his dick inside of me. Whatever they threw at me, I could handle with Gus by my side. Instinctively he began to caress my nipples which I really enjoyed and made me feel at ease.
As a courtesy (the first courtesy I had been extended so far today) the top fingered me with Gus’s dick in my ass, preparing my hole for a double fuck. After a few minutes, I felt a lot more comfortable, and before I knew it, the fucking began. To my surprise, it was not too rough. The top, for once, was focused on me and knew how girthy his dick was and how hard it was for me to take it. Instead of making this all about his pleasure, it seemed like he was more interested in my boundaries.
He would slowly go in. Even though he never shied away from going in deep, he would gauge me and pull out when he could tell I could not take any more. His dick was immensely thick, and so was Gus’s (not to mention they were both very long). A double fuck in my second ring was as intense as it was pleasurable. I believe every single time the top had his entire dick deep inside me along with Gus’s, I would let out a string of cum or orgasm.
For a change, he was the perfect gentleman. Once I began getting used to this, I asked John to remove my ball gag. He obliged, and I begged for both Gus and the top to go as hard as they could. “My hole is yours, please fuck me harder, fuck, fuck, fuck,” I begged.
“John, please stick your dick in my mouth,” I begged.
Grabbing him by the back of his neck, I pulled him down and sensually whispered in his ear, “You have cameramen here, don’t you?”
“Yes, there are four,” he said.
“Please have all four of them, the bottom, and yourself cum inside my throat while I am getting double fucked,” I demanded.
“You got it, buddy. We were all kind of wanting to anyway.”
As my asshole got stretched past its limits, I couldn’t have been happier. Five huge dicks came inside my mouth in a very short succession, and to my surprise, due to their careful fucking, both Gus and the mystery top came huge loads at the same time, flooding my insides.
Without expecting it, once both dicks exited my asshole, John inserted a huge gatekeeper butt plug inside my hole. Moments later, we were escorted outside the room by a very sexy cameraman, who removed our blindfolds and was still hard as a rock. Gus and I embraced, and he asked me if I was okay. He said he had never heard me complain as much as I had tonight, not even our first nights together.
I told him I was better than ever, and even though I was pushed way past my limits, I was glad I had taken the opportunity. I asked him about his experience, and he told me he loved it. He said the bottom was the tightest hole he had ever fucked; however, he was begging for Gus’s dick the entire time. He said he was very petite, and even though his mouth and lips were tiny, he had somehow managed to take his entire dick deep down his throat.
Gus also commented on how he never imagined the tight bottom would be able to take his entire dick up his ass because of how tight he was, however before he knew it the bottom had eagerly pushed himself balls deep.
“Derrick, do you realize we made more money today in a few hours than we would have made in a year? I think sex work, our fans page, X page, and paid promotions will mean we do not have to return to our jobs.”
“I think it’s time to quit our jobs, what do you say?” Gus said.
Wanting to waste no time, we headed into our rooms, emailed our resignation notices and hit the showers before making our way to the gym.
By the time we had greeted Ricky and the new trainers we eventually were warming up on the elliptical machine. Looking at my phone, I had received a very friendly email with a checklist that included a severance package, contract agreeing to leave the company amicably and precise instructions for mailing in my work-issued laptop. This could not have gone any easier.
Looking across at Gus, he too was on his phone and I could tell he was furious. “Apperantely, I need to come in to the office to turn in my laptop and sign my contract,” he said. The thought of flying back home and having to wear clothing was too much for Gus to handle.
“Don’t worry Gus, we will figure this out, I refuse to make you wear clothing against your will and I am sure we can fight this baby,” I said with a sincere intention to make sure Gus was not inconvenienced. “We will find a way to have you comply with your company's needs while maintaining your rights to be naked” I assured him as I rubbed his butt and stroked his beautiful asshole.
Even though he seemed quite upset I felt he was listening to me and was becoming more at ease. As I was happy to see Gus was receptive to my comments I was surprised when Ricky approached the treadmill with a bag full of my toys. During a moment of weakness I thought about the last two hours, but then I thought more about my hole training and became excited. “Ok Ricky, lets get to training,” I said with a huge smile.
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