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]
Follow me on twitter for additional naked content at nakedderrick
I woke up around 9 a.m., way past my normal wake-up time. The first thing I felt was a huge butt plug up my ass. It was manageable, but I could tell it was actively stretching my hole open and felt bigger than any of my dildos. I felt full from swallowing so many cumloads, and my ass was filled with cum. John must have put this plug in after I passed out to keep the cum from leaking. I must have been exhausted for him to get that monster plug in without waking me.
Slowly opening my eyes, I saw John’s back. The first thing I noticed was the cumload count markings on his lower back, standing out against his light complexion. I had forgotten about those. Organized in groups of five, I quickly counted—exactly 25 marks. Then I saw he was also wearing a similar butt plug, maybe even thicker.
If I took 25 loads last night too, that was a huge milestone—my biggest cumload count to date. Just over six months ago, I couldn’t take a dick bigger than six inches, and now here I was, getting anonymously gangbanged and taking 25 loads. The blindfold really enhanced the pleasure, but the anonymity was a mindfuck. Living in a small town, the thought that any man I met could have been inside me last night messed with my head. The thought alone made my dick stir a little.
I was happy and proud of myself. I knew Gus and even Charlie would be so proud of me too. In such a short time, I was achieving my goal—pleasing men with my naked body, my hole, and my throat. As my mind raced, Michael woke up and immediately reached for John’s dick with his mouth, waking him up and shifting his body onto his back.
Getting a full view of his gorgeous ass, I noticed he had more markings on his back than John.
"Hey, Derrick, you want to share some dick?" Michael asked.
Turning down dick wasn’t in my nature. I joined him, licking John’s balls while Michael deepthroated him. We switched a few times. By then, Michael was fully awake. Seeing our backs in plain view, he grabbed the hotel stationary and began counting our cumload markings.
I told John he had 25. He checked Michael—32. Then he counted mine—41.
Wow. I was in shock.
John said it was because I was the newbie, but I still couldn’t process it—41 dicks had been inside my ass and mouth and released their cumloads. I had been impressed with myself, thinking I had taken 25, but 41? Damn.
With two expert cocksuckers at work, John didn’t last long. Michael, polite as always, shared the cumload with me. After John came, we ordered breakfast and slipped into the balcony’s hot tub to clean off the cumload count markings and soothe our sore bodies.
I hadn’t noticed but Michael was no longer wearing his jockstrap however he was wearing some type of male chastity device. It was mostly made out of see-through plastic, however the part that locked seemed to be steel. I was really not surprised, I knew Michael was a total sub who only received pleasure and came through anal penetration, never by touching his dick.
When the food arrived, a bodyguard escorted the room service attendant inside and let us know they were ready to take us back whenever we wanted.
"No rush," he said.
The room service attendant looked surprised to see us naked, but his expression was one I had grown accustomed to. After all, I had been naked 24/7 for the past week and in many cases in unusual situations.
I soaked in the warm water, letting it soothe my sore body and hole. It felt amazing, but at the same time, I missed Gus. It had been months since I hadn’t woken up by his side. I asked John for his phone, and he graciously connected me to Gus. He told me he was working out with Ricky and the boys, assured me everything was great, and encouraged me to enjoy the luxury room and come home when I was ready.
"I love you, baby," I said before hanging up.
John sighed in relief. "Glad the party was a success. I was worried, but we pulled it off."
Michael looked pleased. "Yeah, I can tell you’re happy to have been fucked all night." John said.
I grinned. "I am, honestly more happy about being fucked all night myself." I said with a smile.
The three of us were high on dick, enjoying the hot tub, and the incredible beach and city view from our luxury suite.
After breakfast, John instructed the bodyguards to get ready for our departure, then pulled me aside on the balcony.
"How do you feel, Derrick?"
"Full of cum," I joked, laughing but entirely serious.
John handed me an envelope. "We agreed on $75 per dick, but the guys were so happy with the party that they gave me a huge tip. Here’s $4,000 for you. They want to schedule the next event in two weeks. Are you up for it?"
I was taken aback, barely processing the money aspect of the transaction. The only thing on my mind was being tied up, blindfolded, and fucked mercilessly by huge cocks for hours. Without hesitation, I answered, "Of course, count me in."
"Hey John, this butt plug is huge," I said, shifting uncomfortably.
"Yeah, it’s a gatekeeper. You should switch to something smaller when you get home since you slept with it all night. But right now, your hole is perfect for a double fucking. With all that cum up your ass, it’d feel incredible. If I were you, I’d consider it," John said with a wink.
I chuckled. "I might just do that, John."
Taking the VIP elevator down, we hit the ground floor, where two SUVs were lined up. John gave me a playful spank. "Get on home to Gus."
The fully dressed bodyguards escorted me and opened my door. I recognized them—it was the same group who brought me here. I smiled politely as I got in.
"Wow, kid, you have a talented hole and throat," the co-pilot said as soon as the door closed.
The thought that all three men in the SUV had probably fucked my throat ,ass or both at least once was jarring, but I kept my cool. "Glad you enjoyed yourself," I replied casually, smiling.
As we entered the Nudist House motor lobby, I spotted Gus, Taylor, and Steve sitting by the pool, finishing breakfast. I joined them, momentarily forgetting about the giant plug—until I sat on the hard pool chair. A shock of pain caused me to jump up, startled.
I quickly propped my feet up on the chair, resting my elbows on the armrests to relieve the pressure on my sore asshole.
Having no secrets from Steve and Taylor, I tell all of them everything that happened—from the moment I was picked up yesterday to getting dropped off moments earlier. I spare no detail. I tell them about the 41 loads, the money, and agreeing to join the next party.
I can see they are all a bit chubbier than before. The three of them know I am on a journey. I know they don’t judge me. On the contrary, they are completely supportive. I feel the support from Taylor and Steve, who have quickly become like family. Most importantly, I feel it from Gus, who reaches over to kiss me.
After I finish telling my story, Taylor looks at me with a sad face.
“We are leaving tomorrow morning for a couple of weeks,” he says. “We are sadder than you, trust us. However, to make something good out of it, we are treating you to a delicious dinner tonight at a fancy place in town. Of course, swimsuits will be required to get there. Most patrons dress up since it's a very fancy place, but it is clothing optional, so we will dine in the nude.”
Sad to hear the news of Taylor and Steve’s departure, I should tell them how much I will miss them or at least thank them for the fancy dinner invitation. However, without thinking, I say:
“Will the both of you double fuck me before dinner? I would regret it forever if I didn’t get double fucked by the legendary Taylor and Steve. Besides, my ass is so open and lubed up right now.”
As a testament to our friendship and chemistry, the four of us burst into laughter simultaneously. After a good laugh, Steve, in a more sexual tone, says:
“How about the three of us fuck you right here, right now?”
“You clearly want it. I can tell you are hard as a rock, you little slut,” he adds.
He is right. My dick is not only throbbing—it is also leaking precum. Without saying a word, I stand up, remove my butt plug, and to nobody’s surprise, cum starts leaking down my thighs.
I walk over to Taylor and push myself down onto his hard shaft. Without a word, Gus stands up and puts his dick down my throat. Steve remains seated.
Without wanting to pull Gus’s dick out of my mouth, I have no choice but to turn around and say:
“Steve, do you need me to beg for your dick?”
“Yes, you little slut. Beg,” Steve replies.
“Steve, please put that huge monster porn-star dick up my asshole. I beg you. I need it badly. Please, please, I beg,” I say.
“Do you really need it? And can you take it?” he replies with a straight face.
“I need it badly, and I don't know if I can take it, but I want you to put it up my ass regardless. Please, put it up my asshole now. Please, have mercy on me and fill me with your monster cock,” I reply.
Finally satisfied with my begging, he stands up and places his cock on top of Taylor’s. I hold open my ass cheeks, and in one swift motion, he shoves his dick down to the base, making me scream in agony. Knowing I would try to pull away out of instinct, Gus grips my shoulders and holds me down.
I let out about 4 spurts of cum. I know for a fact these are the biggest dicks I have had up my ass at once. I notice a crowd forming around us as we fuck, most of them filming and jerking off at the same time.
I am so used to having sex in public now that it feels natural. Wow, my asshole is getting stretched further than I anticipated, but the Gatekeeper butt plug and an ass full of cum really helped. Taylor and Steve are huge, and I cannot help but think—I have two porn star legends double-fucking me in front of an audience.
The feeling is so intense. I am riding that fine line between pleasure and pain, but there is nothing in the world I would rather be doing than getting-double fucked by these monster dicks.
The way the guys are fucking me is not only mercilessly but so enjoyable, they are without a doubt expert fuckers knowing exactly how to stretch my hole to the limit. They are also perfectly in sync and their 20+ years together really shines through making me feel part of an intimate moment. The second Steve pulls out a bit, Taylor goes all the way in and vice versa, making sure im constantly getting deep fucked.
After about a minute they both shove their massive dicks all the way in rough fucking me, pulling their dicks about halfway out together before slamming inside me deep. The feeling is so intense I again begin cumming. They keep this up until they can sense I can’t take it anymore before alternating to going in deep one at a time. They keep this up for about 20 to 25 minutes which I thoroughly enjoy, each time enduring more time of the double deep-fucking.
When the guys cum simultaneously, it feels incredible. By this time, I feel cum leaking down to my ankles. Steve orders Gus to sit down. I take his dick in my ass. My hole is so open it practically swallows Gus’s dick, yet I am still able to squeeze my hole around his manhood, which earns me a moan.
Without warning, Steve sticks his entire length in my asshole on top of Gus’s, making me squeal and plead for mercy.
Gus, using the chair’s armrests, begins power-fucking my hole while Taylor eventually puts his dick in my mouth. I am too entranced with three huge monster cocks up my ass and mouth. However, I can hear more people gathering around the beach and pool, watching us. I hear Sebastian and Rodrigo screaming drink orders, and I can tell they are in some type of rush.
I wonder if this has anything to do with the double fuck happening by the pool.
Steve and Taylor take turns shoving their dicks up my ass while Gus fucks me until he, too, finally cums. Both Taylor and Steve reward me with a cumload down my throat while Gus is fucking me.
John planted the seed of me getting double-fucked today. However, when I had both Steve’s and Taylor’s legendary porn star dicks up my ass at the same time, something in the universe shifted. It was the most intense feeling I have ever had. Still, I didn’t know which was better, the double fuck or last night, where I got fucked by 41 men with huge cocks for over five hours. Either way I know my hole is forever changed and so am I.
With no warning, mercy, or care, Steve shoves the giant Gatekeeper butt plug up my asshole after they are all done. I let out a painful scream and Steve laughs.
After this transformative and very much public session we agreed to meet at 7 p.m. at our usual spot for dinner. Gus and I visit Jack in the lobby to let him know we will need our swimsuits for tonight.
After a shower and a long nap, we were ready for dinner. I of course put on my going-out butt-plug with the practically invisible base which is still on loan from John. We stopped by the lobby to get our cock socks, and when we met Steve and Taylor, we were surprised to see them in fully see-through thin-string posing pouches.
"What can we say? You inspire us to be better nudists," Steve said, noticing our reaction to their revealing suits.
We hadn't been walking for more than five minutes when a cop on a quad pulled us over, asking us to wait. Steve was not happy about it, but within seconds, Police Chief Alvarez arrived and asked to speak with us.
"You know I never like to take much of your time, as I really value you as guests of our city," he began.
"The National Tourism Board and the City Council have been discussing making the entire city clothing-optional for quite some time, but it hadn’t happened. During this week’s meeting, I mentioned that several guests refused to cover up and were staying in our city specifically for its many clothing-optional places. Showing them the pictures of you in your swimsuits may have helped. The board finally voted 'YES' to make the entire city clothing-optional. I’m not saying this is because of you, but considering how the board and council have been arguing for months, it definitely played a role.
"As of 5 PM this afternoon, clothing is no longer required within our city limits. The board also voted to classify butt plugs, cock rings, and similar items as 'jewelry.'
"This new rule includes every establishment in the city, making all businesses and venues clothing-optional—including grocery stores, government offices, and banks. You can be naked anywhere within the city limits."
There will be a press release tomorrow however I thought I’d tell you tonight and spare you one more night of torture having to be dressed. Before Chief Alvarez had even finished speaking, Gus and I removed our cock socks and threw them away, standing fully naked for the rest of the conversation. Soon after, Taylor and Steve did the same.
"To be honest, if I weren’t on shift and required to wear my uniform, I might be joining you," Chief Alvarez said with a wink. "But rest assured, you’ll be seeing more of me."
As he drove off, the four of us stood in shock, fully naked in front of hundreds of fully clothed people. This was a game-changer for us.
Knowing most townspeople and guests had not yet been informed of the new city-wide clothing-optional law, we were met with crazy looks as we walked naked down the main street. When we finally reached our restaurant, the host was surprised to see us arrive naked. However, since the establishment was already clothing-optional, he quickly welcomed us into a fully packed restaurant, which was very fancy.
I begin feeling nostalgic about Taylor and Steve’s departure, but I am confident I will see them again. Even if I don’t, I know there are hours of porn featuring them that I can watch.
Gus has been quiet since our talk with the police chief, and he is hard as a rock. I know exactly what he is thinking. We just got rid of our swimsuits, meaning we no longer own any clothing. Plus, we were just told we could be naked 24/7, anywhere we want.
I know nudity is the only thing on his mind right now.
"Baby, we can extend our stay if you want to be naked longer, or we can even move here full-time if you wish to be naked permanently," I whisper in his ear.
"For tonight, let’s enjoy our last night with our friends, and we’ll discuss what to do next. If we need to move here permanently to be naked 24/7, then that’s what we will have to do."
Grabbing his hard dick and balls, I whisper, "Maybe your swimsuit was the last piece of clothing you ever wore." Winking at him, I see him getting harder and notice precum starting to leak.
He kisses me and tells me: "You know me so well."
The rest of the evening is a success. The four of us enjoy our conversation, and the guys promise they will be back in a couple of weeks. They even agree to stay with us in the shared bed space and remain naked the entire time—although they are a little drunk, so who knows.
After dinner, we walk out of the restaurant onto a street full of people staring at us. We are the only naked ones, so we know why they are looking. I guess they will need to get used to seeing us like this. We don’t own clothing anymore and have no plans to wear any in this city ever again.
Gus is still hard as we walk home. When we finally say goodbye and thank the guys for dinner, I can tell he is still lost in thought.
Once we lay in bed, I approach him. "I’m fixing to give you your evening blowjob."
Still distracted, he says, "The last time we wore clothing was the last time. I think it's time we looked into moving here permanently."
Even though I had brought it up during dinner knowing it was something on his mind, the thought of moving here and never wearing clothing again made me apprehensive. At the same time so many good things had come since I had met Gus, I enjoyed being naked in front of other clothed men and the new normal of only getting fucked in public.
Maybe moving here was the right choice for us I thought as I engulfed Gus’s delicious and familiar dick down my throat.
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