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 (aslong as you are of legal age) are much appreciated at: [email protected]
Follow me on x @nakedderrick
If you enjoyed this story please visit my buy me a coffee page coff.ee/nakedderrick - it helps me write more stories.
As Daniel and I made our way toward the restaurant bar I had visited the day before, the streets were a little busier because of the lunch rush, and I could see all eyes were on me. My waiter was doubling as host and welcomed Daniel and me, his eyes glued to my crotch. “Derrick, you were not lying about hating clothes. I really did not think you could top yesterday’s sexy outfit,” he said.
Taking his time to look at my body, he did not neglect Daniel, commenting on his beautiful figure. Daniel was very impressive to look at: he was dark, about my height, but a lot more muscular than me. He also seemed to maybe be a little Latino. Even though I was pretty big myself, he did not fail to pull focus from even me, who was shirtless and nearly naked and standing next to him.
Having the waiter be so friendly toward me and so ready to comment on my body gave Daniel a puzzled look on his face. After sitting us down in what was a pretty busy place, he said he would come back shortly to take our orders. “Are you okay?” I asked.
“I am starving,” was his response.
“I mean, you have a look on your face, maybe like you have something on your mind,” I said. “I am here if you want to talk about it,” I added, trying to sound empathetic but also curious.
“I met you about 14 hours ago and have spent my entire time with you. I am very comfortable in my skin, but you are something else,” he said. As he spoke, his face did not indicate if this was a good or bad thing; his stare was kind of blank. “I met you naked, you insisted we stay naked, I videotaped you naked for who knows how many people, and even though you are wearing shorts, I feel like you are still naked. I have thongs that cover my manhood more.” As he said this, he started laughing.
“I am just very impressed with your lifestyle and your ability to be naked in front of so many dressed people. I could not believe you got naked at the shop and came here to this busy restaurant in those see-through white shorts. The waiter, who you probably just met yesterday, already recognized your nudist ways,” he said with a look on his face I could finally recognize.
“Does it bother you?” I asked sincerely while holding on to his hand.
“No, it excites me, to be honest,” he said, looking into my eyes.
“Hello, I am Tom,” a guy my age approached our table with a big smile and a very confident tone. He was definitely a little more gay-acting than usual, but not over the top.
Both Daniel and I were a little confused, although we were able to communicate with each other with our eyes, and the message was that this guy did look familiar. Still, we didn’t know who he was.
“I am currently your roommate at the hostel, and I was also at the gym today at the same time you guys were there. Actually, I just arrived here a few minutes ago. Would you mind if I join you, roomies?” Tom said as he practically began pulling a chair out.
“Of course, please,” Daniel and I spoke in unison. Tom was very charming, persuasive, and we felt a little guilty not recognizing him nor having seen him at the gym. Tom was the guy who was fully clothed during his shower at the hostel, changed in the bathroom, wore pajamas, and I imagine he was probably equally covered in the gym. Even though he had a nice body, I probably would not have noticed him. Now he was here in jeans and a t-shirt.
Tom was so outgoing, and after knowing we had never been here for lunch, he began recommending some of the healthier options and offered to buy us a post-workout smoothie. He spoke to the staff by name and practically ordered for us. He was very charming and made both Daniel and me feel completely at ease. “I have been coming here for the past three days. It’s so nice to have a gay space,” Tom said. “Are you guys gay?” he asked in a way that did not feel at all intrusive, which caused me to reply instantly in the affirmative.
As both Tom and I shifted our attention to Daniel, I wondered. He was so masculine, and even though we had jerked off together and kissed a little, that was pretty normal for straight men. I would not have been surprised if his answer was no, or if he was bi, but to my surprise, he answered in the affirmative as well.
Throughout lunch, Tom kind of took over the conversation, but he did it in a way that quickly let us get to know each other. Tom was here for college to learn some kind of tech stuff and was staying at the hostel while he found a place.
Daniel was also in tech, although he had already finished school he was having a hard time finding a job. At this point, he was open to anything that kept him in the city where he would be able to continue looking for jobs in his field. Being in a specific field he had studied and being fresh out of college meant the process of finding a job was going to be a little bit longer. He was happy staying at the hostel for now since he liked the neighborhood and could not really afford anything more at this time; however, he was optimistic and knew he would be very happy once he was able to find the right job.
When my turn came to speak, Daniel let out a slight grin when I casually said I worked from home. When I mentioned I was also starting school next week and was looking to have a place by the end of the week, Tom became very excited. “I have been here for three more days than you, but I spent them taking orientations for school. I am about to start apartment hunting today; we can do it together. I assume you are looking for a place in this area?”
“I am,” I said. I had not made an official decision as to where to live; however, this area was the most likely outcome, and judging from Tom’s tone, apartment hunting together did not sound like it was optional.
“This area is a bit difficult; there is a lot of demand, and it is not very cheap. It will be challenging, but I know we could do it, roomie. Hopefully, we will both be settled in before school. As a matter of fact, I have an appointment with a realtor for one of these buildings in about an hour; you are welcome to join.”
Daniel and I looked at each other again without speaking. We managed to communicate how nice Tom was and how convenient having met him was turning out to be, especially for me.
We agreed, and Daniel said he did not have any interviews lined up for today, so he would be joining us. Having an extra hour to kill after lunch, we decided to just camp out at the bar till we had to leave. Once the lunch rush was coming to an end, Tyrone, our waiter casually sat down at our table to have a rest and to chat.
“Derrick, our boss is arriving here shortly, and I sincerely hope seeing you doesn’t give him any ideas. We had already had a meeting about him wanting all of us to wear sexier outfits. As a matter of fact, in our last meeting, we were able to buy some time, but he had been very clear we would eventually transition to working shirtless,” Tyrone said.
“Does your boss come here every day?” Tom asked what we were all wondering.
“Most of the time, but especially on Tuesdays when he interviews waiters, go-go boys, drag performers, and strippers,” Tyrone explained.
Without missing a beat, Tom began inquiring about everything regarding the pay, the workplace, benefits, and the overall positives and negatives about working here. He laser-focused on both waiter and stripper positions, which would be positions he knew Daniel could possibly fill while finding a job. Again, both Daniel and I looked at each other, impressed at what a gem Tom was turning out to be and how Daniel could probably consider taking a job here while he found his dream job.
Tyrone explained that everyone was very easy to get along with, especially the kitchen and wait staff, which were part of the main team. The boss was very nice and generous, and tips were above average; however, they were pretty much always hiring waiters since looks were so important in order to work here, many were models or actors who were working here until they caught their big break.
Getting into the stripping position, Tom got directly to the point and asked if they had full nudity. “Many of the strippers we have here now do not go down to full nudity and do not allow a lot of touching, although we do have the license for it. Some occasionally do, and they seem to get more tips. Even though this is not allowed, we are pretty much very chill here and turn our eyes to clients taking strippers home,” Tyrone explained.
“Go-go dancers on occasion flash their dicks to the audience, but the real hardcore strippers are the touring celebrity porn stars who often will have a show here. They usually fill the place to capacity and will go down to full nudity, allow groping, and on some occasions, a few of them will have a full-on sex show,” Tyrone said.
A very nice, good-looking, and well-dressed gentleman, probably in his mid-to-late thirties—grabbed onto the back of Tyrone’s chair and kneeled his face down closer to ours. “How are you gentlemen enjoying yourselves here?” he asked.
“This is my second day here in a row. We all really enjoyed our lunch, and Tyrone has been the perfect server to me on both my visits. I brought my friend Daniel here today, and Tom just confessed to us this is his fourth day in a row visiting your establishment. I assume you are the owner or manager here,” I said while acknowledging everyone at the table as I spoke about them.
“You caught me. I am the owner here and am so happy to hear your feedback. Please let me know if you need anything else, ideally a job application,” the man said with a wink. “I really appreciate you being here since I have always found that eye candy brings in customers,” he said to the three of us. “Now you two are putting my waiter’s outfits to shame,” this time he spoke directly to Daniel and me. “Look at how normal and comfortable this gentleman looks without having to wear a shirt, Tyrone,” the man continued, looking at both of us without making us feel uncomfortable.
Tyrone looked a bit annoyed. “Please excuse me as I have an appointment in my office right now,” he very politely said as he excused himself, and we all smiled at the charming man—except for Tyrone, who was still looking a bit annoyed.
Knowing why Tom had been so inquisitive, I turned to Daniel and said, “Being a server here sounds like a great job to have while you find your dream job: the pay, the tips, the fun workplace, and what seems to be a very nice and caring boss. Besides, my friend, you practically just got pre-approved from the boss, who complimented the three of us on our looks.” Getting that expressionless look on Daniel’s face, I caught on to his hesitation and said, “The outfit you have now is pretty much as revealing as what Tyrone is wearing, and the worst thing that can happen is that you guys go shirtless soon. That doesn’t sound so bad, does it? If I didn’t have an interview with Tom’s realtor, I would probably apply for the stripper position.” I saw a genuine surprised look coming from Tom when I said this.
“The boss is a sweet talker, but I have known him long enough to know when he is bullshitting, and I can confirm that if you want the job, it is yours,” Tyrone chimed in.
Tom commented on the proximity to the tech district, the gay neighborhood, the hostel, and the gym. He also mentioned the casual atmosphere and how not many places allowed their staff to casually sit with the patrons.
“Lunch and dinner are very chill; the nightshift, when the place turns into a nightclub, can be a little more intense. The clients are all very respectful; however, there is always the one who may have had too much to drink. Luckily, our security team is the best, and if a client ever gets handsy with us, they immediately get thrown out. This happens the most on the nights when we have strippers or go-go boys who get the clients horny and riled up.”
“I would probably only be able to work the dinner or nightshift since my interviews are during the day,” Daniel spoke.
“That is the shift we are the most understaffed in, so this would be perfect. You want me to get you an application?” Tyrone said.
Daniel nodded.
When Tyrone came back with the application, he said, “Just fill this out, and I can probably get you into the interview within the hour if somebody cancels—or in an hour and a half at the most. Hopefully you have your nice underwear on, since all applicants are required to strip down to their underwear during the interview.”
By now, I was able to read Daniel like a book and could see he was panicking. “I am not wearing any underwear. These gym shorts are lined, so I rarely wear underwear since most of my gym shorts have built-in underwear,” Daniel said.
“This is not an uncommon occurrence during interviews, and the boss will have no problem interviewing you in the nude. I would advise you to go and get some underwear if you are uncomfortable being naked; however, I assure you my boss is not a creep—he just really cares about his staff,” Tyrone offered.
“I do not have any presentable or clean underwear. They are all in pretty bad shape since I have been a struggling college student for the past four years,” Daniel said. It was nice, the friendship he and I had developed in such a short time—and then today Tom, who had practically made us all bond even more, and even Tyrone, who was so friendly. This made Daniel feel comfortable enough to share the state of his wardrobe and finances.
“Daniel, I do not have time to get home and change; our appointment with the realtor is in less than twenty minutes. Why don’t you let me borrow your tank top, and I will let you borrow my new underwear?” I offered.
Tom intervened: “You should borrow the tank top and the shorts. I do not mean to be rude, but I can perfectly see the outline of your cockhead, shaft, and balls—not to mention the shorts slide completely into your crack, giving the illusion you are naked. This would not be too appropriate for a realtor who will probably be wearing a suit.”
Tyrone peeked over and said he completely agreed.
“Wait a minute, I do mind waiting here shirtless, but I do have a problem sitting here in those white see-through shorts,” Daniel protested.
“Daniel, you can wear the underwear under the shorts while you wait here so that you are not so exposed,” I said in a very calming way.
“Well, I figured the white shorts would count as underwear,” Daniel said.
“I think they are more revealing than any underwear I have ever worn,” Tom chimed in with a bit of a tone.
“I would probably count them as underwear too; however, the boss already saw Derrick using them as outerwear, so he would expect you to remove them during the interview,” Tyrone explained.
“This is unbelievable. Fine,” Daniel said as he stood up.
“Where are you going? We can change right here.” As I said this, I got up, bent over away from the table, pulling my shorts down. My action served two purposes: one was to expose my hole to the table, and two was to grab my shopping bag, which was behind my chair, and hand it over to Daniel.
“Are you crazy?” Tom intervened.
“Nudity is allowed in the bar; why would we bother going to the bathroom?” I said, looking at Tyrone for confirmation. I could see Tom was visibly embarrassed and uncomfortable; however, Tyrone confirmed this was no big deal.
Daniel reluctantly stripped down his shorts first, then his tank top. Struggling to get his tight shorts past his shoes, he had to bend over, exposing his beautiful hairy hole, taint, and balls. As soon as I put on the tank and shorts, Tom rushed me out of the restaurant, and while we rounded the corner, I could see Daniel through the window struggling to figure out how the string was supposed to be put on.
When we ended up getting to the building, Tom told the receptionist he had an appointment, and we were asked to sit in a waiting area. A very handsome man in a suit came out and called Tom by his surname and ushered us into his office. “Hi, Tom. I was under the impression you were looking for a studio unit or a one-bedroom. I imagined you lived alone,” the handsome realtor spoke with a bit of surprise as he eyed me over.
“Yes, I am looking to live alone; however, my friend, who I ran into this afternoon, is also looking for an apartment for himself, so I figured I would bring him over in case you had a studio or one-bedroom for him to look at,” Tom explained.
“Well, actually, I did have one studio and a one-bedroom; however, both were occupied just before you got here. I didn’t have enough time to call you and notify you. However, I do have a two-bedroom I can show you, and I wanted to show you the building amenities,” he explained while reaching for a big brochure.
“The two-bedroom apartment is very spacious. It has a big living room area, balcony, huge kitchen, laundry room, and one very big bathroom with state-of-the-art glass door and rainfall shower head, along with a bathtub,” the realtor continued. “The owner is leaving town by the end of the week and has priced well below market value in order to make sure it rents. Perhaps you and your friend can have a look at it. With the price, you guys would be paying way less per month than if I had you cramped up in a studio.”
Tom and I looked at each other, and it was amazing how friendly we had become in the last couple of hours that we too were able to communicate without speaking. The message was: why not?
The place was huge; it was on a high floor and had beautiful views of the city. It was fully furnished and was probably the nicest place I had ever visited in my entire life. It was very fancy and very impressive. Both Tom and I were in love with the place, and the realtor did a great job highlighting all of the amenities, including the building’s.
After a thorough walk-through and talk with the realtor, we asked him to excuse us. “There is one more thing: this place is available on a month-to-month basis. I know this is very unusual; however, it is ideal for a roommate scenario. I just wanted to let you know since that may be something that could help you feel more at ease,” the realtor said, smiled, and stepped outside the apartment, letting us know he would be right outside.
“Tom, I feel very comfortable with you, and the place is perfect for the both of us, the terms, the location, the price, and we seem to be a perfect match since we are both on similar career paths. However, I must reveal to you, if you had not caught on earlier, that I am a nudist, which means I do not wear clothes unless I absolutely need to, and of course this means I am always naked at home. From the little I have known of you regarding your body, I would say you are the opposite of me.”
“You are right. I have always been very uncomfortable with nudity and being naked in front of others. However, please know that I know it’s not normal, and I am trying to get better. Also, I am a very good friend and always try to find a solution. We can discuss the exact terms later; however, I am sure we would be able to find a solution where you are able to be naked the most possible, and who knows, maybe you can help me feel more comfortable with my body,” Tom said in a sincere tone.
“I have the money to leave a deposit on this place, which should buy us a couple of days to think about it. Even if you decide not to be my roommate, I may be able to find someone else or find something else in this building. I am quite determined to live in this amazing building, so it would not be a loss, even if you decided a roommate was not for you,” Tom said.
Tom had a way about him, and he sounded sincere. It seemed like I was not committing to anything, and the truth was I was completely in love with the apartment. Even if I did not take the apartment, Tom seemed like the person that I wanted to keep as a friend regardless, so I agreed. I was probably at about 75%; however, the only thing on my mind were the terms of my nudity. What did he mean by getting to be naked most of the time? If anything, I was hoping I could find a way of being naked 24/7.
We got back to the office; Tom explained the situation, and we were given 24 hours to think about it. The deposit would not be refundable; however, it was applicable to another apartment in the building, and of course there was the possibility of Tom moving into the apartment with someone else, and the convenient month-to-month agreement.
When we got back to the restaurant bar, Daniel looked so sexy in my shorts, and the string made his junk look so much more prominent. I was very happy with my purchase; it looked like the string pushed the cock and balls forward, making for a bigger bulge. He was surrounded by Tyrone and a couple of other waiters, who he introduced us to.
“You are looking at our new nightshift worker,” Tyrone said with a smile.
Tom and I became very happy. I immediately stripped off the shirt, which Daniel took in his hand. Then I began pulling down my shorts before Daniel stopped me. “I am quite comfortable in these; no need to change shorts. You win—I am more comfortable in my skin than I already was, thanks to you,” he said with a smile.
I was upset at not being able to strip naked in front of all these waiters and patrons; however, I was happy I was influencing Daniel to show off his beautiful body. We sat down; we had so much to talk about. First, Daniel needed to tell us everything about his interview, and Tom and I had so much to tell Daniel and also discuss amongst ourselves. By the time we were done talking, it was dinner time, which we ordered.
Daniel’s interview had gone great, and he had gotten the job basically the moment he walked in the door, and for sure when he revealed into a white mesh see-through string. I was impressed he had gone with that one for the job interview and not the less see-through one.
Then Tom and I explained to Daniel everything about the apartment and the terms. It was perfect for us, and Tom and I were practically perfect roommate material for each other, with the exception of the nudity.
Daniel immediately put on his usual face, which said nothing.
Tom took over: “This is what I would propose:
1. You would obviously be allowed to be naked in your room, and I would not mind if your door was opened or closed. If you were to be giving yourself some self-care, I would prefer the door to be closed, but an open door would be fine too.
2. If you did have somebody over for sex, the door should be closed—as you could also expect from me.
3. My school schedule starts at 1, so I would probably be asleep till 10 a.m., which means you can be naked around the apartment before 10 a.m. If I happen to wake up earlier for whatever reason, you may remain naked.
4. I will probably be gone from 12 p.m. to 8 p.m., in which case you would be able to be naked anywhere in the apartment.
5. I would only ask that you wear underwear from 10 a.m. to 12 p.m. while I am in the apartment with you if you decide to be outside of your bedroom—and from 8 p.m. on.
6. A bad roommate quality of mine is that I do enjoy the company of many friends, so it will be very probable that I have friends over on the regular. If you wish to join us, you must wear underwear; however, if you need to use the bathroom, you can walk to the bathroom naked anytime you want.
7. While I am in the bathroom, you would be strictly forbidden—I would die if you saw me naked or shirtless—but don’t worry, we can communicate, and I do not take long showers.
8. Getting away from your nudity, I do like having a very clean apartment; however, I hate chores. I think we should split them; however, if you are willing to take over any of my chores while you are at home, I would allow you to perform them naked.
9. On Saturdays and Sundays, I do not have a plan. I would probably go out to hang out with friends, but if I did stay in, I would appreciate you extending your underwear-wearing hours around the house to accommodate my schedule.”
“This does not seem too bad, Derrick,” Daniel said.
I agreed. I thought I was practically able to have my door open the entire time, which meant anyone who entered the apartment would see me naked. If not, I could always walk to the bathroom naked. With Tom being so popular, he would probably have lots of guys all the time, and I would have more possibilities of having men see me naked than I would living on my own.
“Your offer does not seem too bad at all, but first I must tell you that when I told you I worked from home, I meant I am an adult content creator and would be filming from home,” I said.
“I do not care what you do in your room and while I am not home,” Tom said confidently.
“I can accommodate you on Saturdays with extending my underwear schedule; however, Sundays are non-negotiable, and I refuse to wear clothing on that day, which is the only day I do not hit the gym and am able to remain naked,” I said.
“I guess that would be fine,” Tom said in a hesitant way.
“As far as underwear are concerned, I have not owned any in years, and these are the ones I got today. Daniel, would you mind pulling down your shorts and showing Tom to see if these are acceptable?” I said, and Daniel, to my surprise, obliged.
“Absolutely not,” Tom said.
Feeling like calling the whole deal off, Daniel intervened. “About six years ago, my dad bought me a six-pack of grocery store cotton string bikini underwear. I love it because of how comfortable it is. While it is sexy, it does cover me up more than your strings. They are very old, and some have a few holes; however, I think you would enjoy them—they are very comfortable, and I think they would suffice for Tom’s needs.”
Reaching in his gym bag, he pulled out a pair. “I would be able to give you two of them for you to own if Tom approves.” Reaching for the baby blue, he handed them to me. I removed my gym shorts in front of the bar, put the undies on, and paraded my body in front of Tom.
“Those can work,” Tom said.
To my surprise, Daniel had written all of our rules on a napkin and had practically made a contract, which he asked us both to sign. We did, and shortly ordered shots, celebrating our new roommate relationship and beautiful new apartment.
“I never imagined being naked in front of a gay man was going to be such a problem,” I said.
“You are absolutely right, and I promise to work on my issues; however, I cannot guarantee I will be able to change. Trust me, I wish I was as comfortable in my own skin being naked as much as you, but I am not. Maybe things will change, but for now, this contract should work for us,” Tom said.
After dinner, we headed home. Being nine p.m., the three of us hit the showers—with me and Daniel fully naked, and Tom in his long shorts and swimming top. We were all very happy with what this day had brought. While brushing our teeth, Daniel and I told Tom we would be having some wine on the secret rooftop, which he happily agreed to. At 10 p.m., a naked Daniel and I met a pajama-wearing Tom and headed upstairs.
Tom seemed genuinely happy for the friendship. He began sharing a bit more about his adverse reaction to nudity as the wine took its effect on him—and he was not alone. As the wine began hitting Daniel and me, we became handsy with each other, and we asked Tom if he would mind filming us having a mutual jerk-off session for my fans account. Tom was taken aback, but the alcohol made him agree, and before we knew it, Tom was filming both Daniel and me having a very heavy-handed make-out session, grabbing on to each other’s bodies while jerking off each other. Within fifteen minutes, we had cum all over each other, and I had decided to lick my cum off of Daniel’s perfect body—and to my surprise, he did the same. Tom kicked in to the cameraman and made sure to capture all the footage with a totally huge and erect dick concealed behind his three-piece pajama set. To my surprise, Daniel did the same and licked all of his cum off my body while grabbing my entire body with his hands.
“Oh my god, that was so hot, guys,” Tom said, the wine doing most of the talking. “I am so grateful to have met you, and I am quite excited about becoming roomies. I know you were put here on this earth to help me with my ridiculous aversion to nudity.”
Just like that, Tom and Daniel took some more video of me for my Fans account, and the three of us climbed quietly into bed.
If you made it this far please write me with your story ideas at [email protected], follow me on X @nakedderrick or visit my buy me a coffee page coff.ee/nakedderrick - it helps me write more stories.
Leave a comment too...
To get in touch with the author, send them an email.
