MJ Story: Oliver hooks up with Roman

by djfmonkey

4 Aug 2023 459 readers Score 8.9 (21 votes) PDF Mobi ePub Txt


Note: The Following is the final story which is based on several emails from a reader “MJ”, who has contacted me with several ideas for stories to expand upon, rewrite, and post his story based on those ideas. After unsuccessfully trying to convince him to attempt to write and post it himself, I decided to give in, and turn his ideas into the following story, and post it for him. In this story "Oliver hooks up with Roman" Roman was already introduced in the first series “Roman and Sam”. These stories were ideas that were based on real life people, descriptions, and certain instances, but the stories themselves were fictionalized by me around them. Thanks for Reading!


Oliver lives in the penthouse of a very high-end condo, and he lives the high-end lifestyle. His penthouse boasts butlers and servants such as cleaning people and maids. There is one unique thing about Oliver, He enjoys being completely naked and he is totally comfortable being this way with the staff and even some visitors to his top floor luxury Bachelor pad.

The condo is equipped with a modern gym and spa in the basement which also houses gender-separated spa and locker rooms. It’s so exclusive, that Oliver’s penthouse has a direct elevator access (with private code obviously) which gives him direct private entrances to the gender-separated spas. Oliver often directly gets to the spa at the locker room from his penthouse completely naked, without any stitch of clothing, except maybe a towel. He has no trouble being naked if he’s alone or the rooms are unoccupied, but is usually considerate of those he doesn’t know and covers up ever so slightly.


One day Oliver met his Swiss German neighbor at the spa, Roman, whom although didn’t live in the fancy penthouses, he also lived in the building. He also enjoyed being totally naked in his apartment condo unit. Oliver and Roman often managed to meet at the spa and often struck up conversations, over the course of several encounters, the two knew they seemed to have more in common with one another.

They also ran into each other at a condo happy hour one night and Oliver seemed to be developing the “hots” for Roman. Roman is Super hot guy, and very aware of his assets. As mentioned in a previous story he boasted two large boobs a top plentiful smooth pecks, his voluptuous firm ass, a beautiful uncut penis, with a light dusting of fuzz on his ass cheeks, a hairy crack, but with a smooth upper body, yet with dense armpit hair, a somewhat dense treasure trail and pubes. There is something about Roman, very unique, he likes to show his body off, he wears his pants VERY VERY low and quite skimpy undies worn very low as well, that is if he was wearing them at all, he often goes commando, so when he bends over, you see his beautiful ass cheeks and his crack as well, now his ass cheeks have a light dusting, but his crack is hairy. He loves to show himself off and observe who checks him out. He likes to show off his treasure trail until the top of his pubes as well. He intentionally wears short T shirts with his low rise waistbands or short shirts always untucked ,and his pants being so low that make it all visible, to any interested onlooker. Face it Roman was somewhat of a tease to both men and women but he was pure gay. Sometimes he would just raise his hand or reach to stretch so you can see his beautiful treasure trail and even the top of his bush. He has thick hair under his armpits, which he also likes to show off sometimes in sleeveless shirts. Roman is uncut with a luscious foreskin, that seems to overlap a well outlined dick head.

Oliver eventually approached Roman and made a golf date with him, where the two hit it off quite well. After the golf game, they got to their lockers in the locker room, Both of them started undressing. Roman gets down to his skimpy and sheer cotton briefs, as always, sitting very low on his hips. Oliver however was going commando, as he often did, as he never wears briefs, an observation Roman noticed several times during their game. Oliver then takes note of Roman’s smooth upper body with some hair closely visible since their lockers were next to each other, but he also notices the dense armpit hair and his smoldering musky scent, and then noticed a super nice and dense treasure trail disappearing into his briefs. Roman stopped and stood for a moment with one leg raised on the bench, hi s crotch facing staring right into Oliver’s Face while he retrieved his cell phone and checked it for messages. Then he continued to undress, to head toward the showers before dressing.

In the meantime, Oliver, shameless as he was, got fully naked and didn’t bother to wrap a towel around himself and headed toward the Jacuzzi and then asked Roman if he’d see him in the Jacuzzi? Leaving  Roman with an open invitation. Roman observes Oliver’s hairy chest, his hairy armpits, and slightly hairy crack as he walked past him. Oliver entered the Jacuzzi and ran into another neighbor who he has also had the “hots” for, they started a slight conversation banter with light touching of each other.  

After a short while, Roman shows up in the Jacuzzi in his low-rise briefs. He see’s Oliver and his neighbor who don't really say anything except acknowledge his presence, but they continue their friendly banter, and then the other neighbor suggests they hit the steam room. Oliver and the neighbor walk over to the steam room. Roman now notices they were both shamelessly naked. Roman followed over in his sheer wet briefs fully transparent by now and takes a seat across from them.

When the neighbor finally leaves, Oliver apologizes to Roman, that he’s sorry if his nudity bothers him, but he wasn’t a prude, Roman answers, “no it’s fine but explained he wasn’t a prude either”. “in fact I like being naked in my condo, but I’m new here, and these briefs don’t leave much to the imagination anyway.” Then Oliver says, “oh yeah? Let’s check them out”. Roman stands up with his almost see through shorts and Oliver’s eyes do a double take and eventually convinces Roman to shuck his briefs. Romans uncut penis comes into full view for Oliver and Roman is quickly hardening with his foreskin somewhat beginning to retract, which in turn makes Oliver begin to get hard. They begin to touch each other a bit. Oliver has a special fascination for Romans foreskin since he lacks one, and his curiosity gets the better of him. He begins to play with Roman’s foreskin, and the two become more interested in each other and Oliver suggests they take their little escapade somewhere more private. Then they decide to take it up to Oliver’s penthouse. Oliver and Roman collect their clothes from the locker room and walk into Oliver’s private elevator completely naked without bothering to cover up as they walked naked to the elevator. Oliver punches the private code and the two begin to touch each other again before the doors even close.

As the doors opened into the top floor exquisite, multi room apartment, the two are embraced in a full onslaught kiss with wandering hands, as Roman is quickly taken back at first by someone in the condo walking about, but yet seemingly ignoring them. Oliver steps out taking Roman by the hand toward the bedroom as they walked through other rooms past other apparent staff, each one ignoring them both.

They got to Oliver’s room that was simply gorgeous and adorned with antiques as well as real professionally done oil paintings of naked male bodies hung on display on the walls. It was a masculine motif, yet very sensual as well. Oliver led and sat Roman on the bed, still fully made, and he let Roman kiss his chest as he stood between Romans slightly spread legs. It wasn’t long till Roman’s head worked its way down to Oliver’s raging hard cut cock and balls. Roman gave a glance up towards Oliver’s eyes which were watching every move almost as if asking permission, which was granted as Roman took the entirety into his mouth and down his throat. Oliver then knew Romans done this before.

Oliver began brushing the slightly dampened end of Romans Foreskin with his knee and upper thigh. Until Romans leaking mushroom head began peering out of its protective hood as it continued to grow, trails of precum were being left on Oliver’s leg as it continued to brush against each other. Oliver’s hands moved to each side of Romans head while he enjoyed the wet tongue lashing attention his own dick was receiving. Oliver pulled Roman off of his dick so as to prolong the encounter as he repositioned Roman on the bed and joined next to him in a sixty nine position. Oliver began to prod every inch of Roman at that point concentrating on the foreskin inside and out until Roman was so hard he couldn’t get under the now tightened skin. Oliver then worked down lifting Romans leg and eventually burying his tongue and nose into Romans ass crack. Oliver made sounds of inhaling and exhaling that reverberated through Romans ass cheeks, and felt the warmth of his breath and the coolness of his inhaled air brushing across the saliva soaked skin. Oliver began darting his tongue in circular motions as he grabbed Romans lower back and drew Roman and his tongue deeper inside of his hole, that tongue was magical to Roman as he let out moans of pleasure while sucking and concentrating on Oliver’s dick and balls.

After what seemed like hours of oral pleasuring of each other Oliver once again took the lead and pulled a pillow from under the covered bed and propped it under his stomach while he got on his knees with his ass facing roman and Oliver’s shoulders were pressed into the mattress with his head bent over, as he was presenting his ass in all its glory to Roman to ravage, Roman took the cue and got on his knees behind Oliver and first began by bending over and sucking Oliver’s ass while fumbling around the overstuffed pillow looking for Oliver’s hard dick, as Roman began freeing it and pulling it back so he could not only enjoy the flavorful ass but could occasionally lick and stroke the underside of Oliver’s dick and balls. Roman then after a while knelt up and lined his iron rod with that moist wet hole and began shoving it in , slowly at first but Oliver then reached back grabbing that beautiful ass of Romans and pulled him into his ass the best he could. Roman again took the hint and began pounding himself into Oliver’s prostate while gently stroking Oliver’s dick pressed almost firmly into that pillow. The rapid successions of inward and outward thrusts eventually after a time came to a sweaty exhausting end when Roman made one last Bottoming out thrusting in deeper than ever before while arching his back and head backwards and Oliver could only feel the thickening sensation expanding and contracting within him, then Oliver felt the warm soothing creamy cum gathering inside of his bowels, while his own dick began squirting cum down all over the pillow and bed. At this time Oliver dropped his full weight onto the pillow and bed while Roman tried to hold firm inside of Oliver’s ass eventually having to withdraw as he lay beside Oliver and the two embraced into a kiss. They stared at each other through sweaty brows and smiles of enjoyment both ready to take a brief rest in order to try again. Their 2nd attempt resulted much in the same results before they both walked out naked to a fully staff prepared meal. Roman then questioned in his mind who the heck this guy really was. After desert they played house once again, roman spent the night and when they woke the next morning Roman realized he had no clothes to return to his room as they left the locker room fully naked and now he needed to borrow something to in order to leave, when Oliver just invited him to stay longer, but Roman had to get back to work as the weekend was over. They had hoped to meet up again soon.

by djfmonkey

Email: [email protected]

Copyright 2024