This series contains Gay Sex, Nudism, Exhibitionism, Bareback Sex, Double Penetration, CMNM, Gangbangs, Sex in Public, Fuck Machines and Toys. If material of this nature offends you or you are underage then you should not read this story.
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.
Even though the characters in this story do not practice safe sex, you should.
This story was written in the nude and you should get naked now before reading it. Feedback, recommendations for upcoming chapters, and nudes (as long as you are of legal age) are much appreciated at: [email protected]
I woke up in my bed, surprised to find a dick up my ass and another in my mouth. Opening my eyes, I took a moment to savor it. I knew it had to be either Rodrigo’s or Sebastian’s—I could recognize those oversized cockheads anywhere. Looking down, I saw Gus’s hairy arms wrapped around my waist. That meant the dick inside me was his.
My hole felt extra sore, and my ass was full of cum. I also felt full, which meant I had swallowed more loads after getting home. I was a little drunk from all the champagne last night, but I knew Taylor and Steve had claimed my ass—Steve won the stripper contest, after all. How did I end up with one of the brothers’ cocks in my mouth all night?
Well, I loved sucking and getting fucked by Rodrigo and Sebastian, so this was a win. I massaged the cock in my mouth with my tongue and tightened my sphincter around Gus’s monster cock. Their dicks began to harden inside me.
Thinking back to last night, I knew Gus had fucked me for sure. Steve and Taylor had to have taken their turns. Since I slept with one of the brothers’ cocks in my mouth, they must have both had a go at me too. Judging by how full my ass was, either the chefs or some of my roommates—or both—had fucked me as well.
Flashbacks started coming in, turning me on. By now, Gus and either Rodrigo or Sebastian were fully hard, thrusting into my mouth and ass. To my luck, they were in sync, pulling out almost completely before slamming back inside. It felt amazing.
The memories rushed in all at once. I had convinced Steve and Taylor to fuck me in my shared bedroom instead of their private one, hoping for an audience and more participants. Besides the brothers, I remembered some guests in the shared room feeding me their cocks while I got fucked. The chefs had called me a slut in Italian—I must have taken them too.
As Gus fucked me, I felt the cum churning inside me, making me shiver.
"Was I double-fucked?" I wondered. I wasn’t sure.
Gus was really hitting my sweet spot. Getting my throat fucked was probably my second favorite thing in the world. I was pre-cumming, moaning with pleasure. Knowing Gus so well, I could tell he was close. I tightened my hole around his shaft, and soon, he rewarded me with a warm load. Some of the other loads leaked out of me.
As soon as Gus pulled out, one of the brothers quickly replaced him. I felt his giant cockhead pressing against me. Signaling him with a hand on his thigh, I braced myself as he shoved his dick all the way in. It was definitely Rodrigo—I recognized his cock immediately. That meant I was sucking Sebastian.
Without removing either cock from my ass or mouth, I shifted into my favorite position—flat on my belly, legs spread. This gave Rodrigo a better angle to pull out almost completely before slamming back to the base. Each deep thrust forced more cum out of me, dripping down my thighs. Every movement felt incredible. I really loved these brothers’ cocks.
After fifteen minutes of relentless fucking, both brothers came at the same time, filling my ass and throat.
As if late for work, they got up immediately.
"Your ass and throat are the best, Derrick," one of them said.
The other spanked my ass before they both left.
Gus then smeared his soft dick around my asshole, collecting as much cum as possible before feeding it to me. As I licked him clean, he continued using his fingers to gather more, which I eagerly licked off, making sure not to waste a drop. He then easily slipped in my XXL butt plug and laid down next to me.
"Wow, Derrick, you were really something last night. I am so proud of you."
"I am prouder of you. Your strip show had not only me and Taylor pre-cumming but the rest of the audience hard. I was so impressed by your flexibility and technique."
"You really liked it, babe? The chefs have asked me to do a series of test strip shows throughout the week. Would you let me, do it?"
"Of course! I know you’ll do a great job. I can’t wait to watch, and I’m sure the guests will enjoy them," I say, caressing Gus’s abs.
He kisses me passionately. "I need to thank you again for bringing me here. I love being naked and taking all this good cock. It’s been incredible. I don’t know where I’d be without you."
I smile, feeling truly happy and grateful for everything since Gus came into my life. "I love you, baby," I whisper.
"I love you more, Derrick," Gus says, hugging me tightly and kissing my neck.
After lying together for a while, I ask Gus if we can take a quick shower before hitting the gym. To our surprise, Taylor and Steve don’t show up. Ricky the hot trainer tells us they texted him, saying they were sleeping in and would come by later. After our usual routine, as we prepare to leave the spa, Sebastian walks in.
"Derrick, you have a visitor waiting for you in the lobby."
Intrigued, Gus and I tell Sebastian we’ll be right there. We quickly finish scrubbing each other in the shower and comb our hair before heading out.
Walking into the lobby, I’m surprised to see John from the sex shop sitting naked in the lounge area. While I had never seen him nude, I knew he was in great shape, but I didn’t realize how beautiful his body was—creamy white skin, perfectly contrasted by his black hair and a meticulously groomed beard. As we approached, I noticed he looked a little worried.
Standing up, he greets us. "Derrick, Gus, it’s so nice to see you, and thank you for coming to meet me. I know my visit is unexpected, but I’m in a bit of a pickle and need a favor."
As he stands, I can’t help but notice his perfect bubble butt, muscular legs, and washboard abs.
"John, please. I’m so grateful for your expertise in helping with my hole training. If there’s anything I can do to help, I’d be more than happy to do it," I say.
"I’ll get straight to the point. I host a party two or three times a month for some of the richest and most powerful straight men in the city. I provide about four or five bottoms to take loads in their mouths and asses for a few hours. Usually, it’s Michael and me, along with three regulars on call," he explains.
I got a call this morning asking me to prepare for 20 men tonight. If you add their staff, we are looking at about 30 cocks.
My three bottoms are nowhere to be found. I've been trying to reach them all morning and even went to their apartment. Their landlord told me they have been gone for a few days. I tried to reschedule, but the men said it was out of the question. They told me I better find a way to service them.
John sighs. "They said they would hurt me if I didn’t deliver."
As he says this, it looks like he is about to cry. I can tell he is really worried.
"So, what do you have in mind?" I ask.
"For a group this big, five bottoms are ideal, but I think we can make it work with three. You are the first and only person I thought of that could take that much cock."
Thinking each man will cum twice at a minimum, we are looking at taking 20 to 30 loads up our assholes and down our throats each. I know it’s a lot to ask, Derrick, but I am really desperate."
"Thank you for thinking of me. I am a little sore, as I just took about 12 loads up my ass between last night and this morning and probably another 10 down my throat. We went to the gay nightclub naked for the first time, and things got a little crazy, but this sounds like a great opportunity to continue pushing myself," I say.
I can see John’s dick jerk a little when I tell him about the past 12 hours.
"I can rest my hole until the time of the party. The last thing I would want to do is let you down. Can you tell me what is expected of me?" I ask.
"We will get picked up by the staff and taken to a luxury hotel room. It's a different location every time. I will set up various sex slings and fuck tables. The drivers and assistants usually get a go at us before the VIPs arrive."
"To protect their anonymity, we must wear blindfolds. They also require that our feet and arms be restrained for easy access to our holes and mouths," John explains.
"So, you never know who fucks you?" Gus asks.
"No, and to be honest, it's kind of hot that way," John adds. "I forgot to mention I would be paying you 75 dollars per dick. Even though I know you are thinking of this as an adventure—judging by your hard-on—you need to know this is hard sex work."
John is right. My dick is hard and pre-cumming.
"We are looking at anywhere from 4-6 hours of continuous fucking—dick after dick after dick up your ass and mouth. No breaks. No mercy. Since these guys are straight and rich, they are extra rough. They fuck your ass like they would fuck a pussy. Most of them are pretty big, with some exceptions."
"Sometimes, when I think I can't take anymore, an average-sized dick goes in my ass, and I feel like I’m on break," John explains.
"Well, John, you know my hole better than anybody. If you think I’m ready, I’d be more than happy to help you out," I sincerely say, my dick still leaking precum from excitement.
"Let me get a good look at your hole," John replies.
I immediately get up, bend over in front of him, and feel him pulling out my butt plug. He rubs my hole, which feels incredibly sore, and cum leaks down my thighs.
"Wow, this hole looks like it’s been through it. I suggest you let it rest for the afternoon and push out all the cum loads. There’s no way you’ll be able to take 20 to 30 loads with 12 still inside you."
"Yes, sir," I reply.
John lies down on the couch and instructs me to put my asshole above his lips. He asks me to push out the loads into his mouth. I do as I’m told.
"Hey, John, what do you say I help you prepare your hole for tonight? Your asshole looks so good from here," Gus says.
Without a word, John lifts his legs and spreads his ass cheeks. While Gus fucks him, John gives me a much-needed rim job. His tongue on my sore hole feels wonderful.
While the three of us are engaged in this sexual activity in the hotel lobby, four guests from the shared bedroom walk past on their way out and say hi to me by name.
"Thank you so much for last night, it was great, Derrick," they say.
As they leave, I hear them whispering. I guess I’m getting quite a reputation—not only in my hotel but all-around town.
After Gus Cums up John’s ass and I release all my loads into his mouth, we get back to business.
"There will be an SUV to pick you up at 8:30 PM tonight. You don’t have to wear your suit—you can stay naked. Actually, I will be naked too, and Michael will be in his jockstrap."
"We will start taking the staff's cock at about 9:30 after we finish setting up. The party should go from 10 to about 2 or 3 AM. Once we are done, we will be escorted to a luxury hotel room at the same hotel. We’ll be allowed to take off our blindfolds and can order as much room service as we want. We can spend the night, have a nice breakfast, and then the drivers will bring you back and us to the shop in the morning."
"Ok, John," I say. "Thank you so much for thinking of me. This is a wonderful opportunity, and I promise I will not let you down. I will milk every cock that gets shoved up my ass, and I will worship every single cock that gets shoved down my throat. Every dick I come in contact with will leave satisfied," I say earnestly.
"John, before you go, can you please let me know this is safe?" Gus asks.
"Yes, Gus, I have been doing this for a long time. I know these guys can sound intimidating, but that is just their nature. They just want to fuck a nice manhole, you know? They can be a little rough sometimes, but as my dad used to say, 'You can’t rape the willing.'"
Gus immediately feels at ease. I am not only happy with how protective he came across, but I am also relieved he is letting me go through with it.
Following John’s advice, I don’t take any toys up my ass, and for the first time in months, I don't have any cumloads inside me. Gus and I decide to hang out by the beach, and I nap in his arms for most of the afternoon.
I am afraid Taylor and Steve will come back and tease me when I tell them my evening plans, but luckily, they text us, letting us know they are filming a collab for their fan accounts and won’t be back until tomorrow morning. Knowing I will be gone for hours, I encourage Gus to schedule an evening massage using the free massages I earned from the local gay spa from (ch 14). To my surprise, he loves the idea, and even more surprisingly, he books Theo. Thinking back to the catalog, I remember reading that Theo says he doesn’t mind bottoming. My dick stirs at the thought.
As 8:30 PM approaches, I cannot help but feel a bit nervous but mostly excited. My hole is hungry, and the thought of getting filled to the brim with anonymous cocks keeps me in a constant state of arousal. Around 8:10, Sebastian and Rodrigo begin setting up the massage table by the pool. The hotel is full of visitors, and the bar is unusually packed with guests.
At 8:20, both Gus and I are sitting in the lobby waiting, and to my surprise, Theo arrives on foot, wearing a white speedo that perfectly highlights his gorgeous brown skin and perfect physique. Removing the speedo and placing it in the locker area, I am in awe of his gigantic cock.
As he walks over to us, he greets me with a warm hug and a kiss, but his attention is directed to Gus, who immediately begins showing him his body. Just then, a black luxury Suburban with tinted windows approaches the motor lobby, and three handsome men, unmistakably bodyguards wearing suits and earpieces, step out to collect me.
With my only possession being my flip-flops, I feel a little nervous. However, as intimidating as the guards look, they treat me with respect and help me into the SUV. Two guards occupy the pilot and copilot seats, while other sits next to me in the second row. I hear them reporting that I am on board, and before I know it, the guard beside me whips out his eight-inch, cut Latin dick and grabs my head, pushing it down to his manhood.
Feeling like I have no say in this, I oblige. However, I am equally excited—his dick is gorgeous, and it has been a while since I had one in my mouth. The two other guards, especially the one in the passenger seat, begin teasing their colleague for letting a fag blow him. I notice the copilot filming me with his phone.
"You don’t know what you’re missing. This faggot gives better head than my old lady," he says.
Wanting to live up to his kind words and impress for the camera, I give the best blowjob I can. A few minutes in, I am rewarded with my first cumload of the night. Sitting upright, I see we are entering an underground parking lot, pulling up to the entrance of a VIP elevator. The bodyguard beside me and the one in the copilot seat open the door for me and escort me to the elevator. Once inside, they scan a card and press the button for the penthouse suite.
The elevator opens directly into the luxury suite, where six more bodyguards, dressed identically to the ones who brought me, are waiting. Although I am more excited than nervous, seeing John and Michael setting up the sex slings puts me at ease. Greeting me with a hug and kiss, both men thank me for my help. I had forgotten how beautiful Michael was—his body, especially his ass, was perfection.
Two leather slings are set up, along with a bench that looks like an exercise bench but is much higher. Standing next to it, I notice it reaches my waist.
"I know you like getting fucked in this position, Derrick, so I brought this one especially for you," John says.
On the backside, it has shackles at the bottom for my ankles. In the front, there are two handles near the floor, also containing shackles. This is perfect. I will be bent over, a position I enjoy getting fucked in, and I secretly think I will stand out from the guys in the leather slings. My asshole will be more exposed, as will my mouth.
"Perfect," I think.
Once the tables and slings were set up, John handed the senior guard eight locks and keys, instructing him to restrain us. The three of us took our spots as the main guard distributed the locks among the others. Within moments, we were all secured.
With everything in place, the guards quickly undressed, stroking their hard cocks. The ones I could see were all above average in size—so sexy. Just as they were about to make their move, the elevator rang. The guard who had driven me here stepped in. I was closest to the elevator, John was next to me, and Michael was further away. I could only partially see John and couldn’t see Michael at all.
I felt a guard spit on my asshole, then, in one swift motion, he shoved his dick in to the base. I squealed, a mix of pain and pleasure washing over me. He had to be at least nine inches long and very thick. John, the seasoned professional, let out a moan of pleasure. Michael, too, sounded more satisfied than in pain.
"Guys, we have a lot of dicks to get through tonight, and we're understaffed. My mouth is unoccupied. One of my holes is filled, but my other hole is available," John announced.
"My mouth is available too," Michael and I chimed in.
Within seconds, a dick approached my mouth. Before it entered, I said, "Please fuck my mouth, good sir. I want it rough."
He had no problem following orders. I felt his pubes brush against my nose as his dick plunged deep into my throat. Now, with two decent-sized dicks plowing me, I was loving every second. How lucky could I be?
As soon as John’s fucker began cumming, John addressed the room in his commanding tone. "There is a marker next to each slut. Please make a mark on his back every time you deposit a cumload, whether up his ass or down his throat. This helps us know what to expect and prepare better."
From my peripheral vision, I see another guard replace John’s fucker. Soon, I feel both my guards breathing faster, pushing in harder and rougher. They cum in sync, which I love, then mark my lower back with the provided marker.
"Good boys," I think to myself.
We must have spent an hour servicing the eight guards. Doing my best to keep track, I estimate I took about eight loads—each guard using either my ass or my mouth. I love this table I’m tied to, and being restrained feels right. I’ve known for a while that my purpose is to satisfy men, and what better way than this?
The senior guard announces the VIPs are in the parking lot. The guards scramble to blindfold us. I can’t help but feel a little nervous, especially now that I’ve lost my sight, but honestly, I’m so turned on and precumming.
"How are you doing, Derrick?" John asks.
"I’m great. Thanks again for bringing me here," I reply.
"The VIPs are usually bigger and rougher, so keep that in mind," John says.
The elevator buzzes. Instantly, a dick goes down my throat while another, humongous one enters my ass in a single stroke. I cum immediately. I wasn’t ready for such huge cocks, nor for them to be so rough. Tears rolled down my face as my asshole stretched painfully, but soon, the intense pain transformed into pleasure.
I keep shaking but do my best to take them and please them. After about 20 minutes, they both cum—one down my throat, the other up my ass. They mark my lower back, and a second later, even bigger cocks replace them.
"Wow, what did I get myself into?"
With three to five hours left, I had to pull it together. "Remember, Derrick, your body is here to serve cock. It’s not about you. It’s about the dicks in your manpussy and mouth. You don’t matter—only the dicks in your ass and mouth matter," I tell myself.
The pep talk works. My throat and asshole relax around the massive cocks fucking me. When the second set of VIPs take me, I shoot another load of my own. Now, I’m truly enjoying myself, eager for another set of cocks to fill my holes.
My wish is granted seconds later—I’m in heaven.
These VIPs knew how to fuck well. I enjoyed every stroke, and even though I couldn’t see, I heard John and Michael moaning in pleasure, which turned me on. As the euphoria of pleasure kicked in, I became entranced—each stroke in and out of my ass and mouth was all that mattered. I lost all track of time and the number of dicks I took.
As much as I love taking cock up my ass, it never felt like my hole got used to it. The rough style or sheer size of these guys kept challenging me. Still, I’d be lying if I said I wasn’t enjoying every second of it. Michael never complained—in fact, he seemed to enjoy himself—but John occasionally told the guys to take it easy on him.
As time passed, I felt my ass filling with cum, dripping down my thighs. Just as I thought I was getting used to the relentless fucking, the more cum my ass held, the bigger and more challenging the cocks felt.
Every time I felt like I couldn’t take any more, the guys fucking me would moan in pleasure or compliment my hole or throat, giving me an instant adrenaline boost. I lost track of how many cocks had used me, but cum now dripped down to my ankles. As I was being fucked hard by what had to be the biggest cock of the evening, I suddenly heard:
"Hey John, this new slut you brought today is your best whore. This is my third time fucking him. You need to bring him again—and bring his slut hole to one of my private parties."
"Ok, we’ll see," John replied in a muffled tone, clearly with a cock in his mouth.
As he came, releasing a huge load, he continued, "We’re pretty much done here. I just need you guys to take care of the DJ. Hey bro, you need to try this slut by the elevator."
As I cleaned the main VIP’s dick, I suddenly felt an even bigger cock slam into my hole—it must have been the DJ’s. I couldn’t hold back a painful scream, and the men around me laughed. But as I adjusted, I started enjoying the oversized cock, knowing we were about to wrap up.
Determined to impress, I managed to get the main VIP going again with the best blowjob I could, though the DJ’s massive dick made it challenging. I prevailed, earning another cumload from the VIP. Moments later, the DJ came deep inside me—it felt like a fire hose flooding my guts.
By then, I was spent. With my dick and mouth finally free, I drifted in and out of consciousness. Next, I felt the bodyguards removing my shackles and guiding John, Michael, and me to another room. As soon as the blindfolds came off, all I saw was a bed and dove in with John in the middle and me behind John, we all embraced and passed out.
