Simon's Adventures

Simon his getting used to live with Jim. And he does every thing Jim asked and more.

  • Score 8.1 (14 votes)
  • 396 Readers
  • 2090 Words
  • 9 Min Read

Simon was living at Jim’s legally for 2 months now. For everyone outside, he was a distant cousin of his late wife, and Jim was housing him out of the goodness of his heart.

Simon was living his best life. He totally abandoned himself to Jim and never regretted it. They were having passionate sex everyday. Simon feels like they were having lovers sex. Lots of kissing and massaging. He had learn a lot about sex in those months. Before, he relied mostly on instincts and what he saw in porn. But now he considers Jim his lover and he was adamant about satisfying him. Most of the time they were sleeping together, him being the little spoon of the burly men. They were always starting the day by him giving the old guy the best blowjob he can and swallow every drop of his man honey.

His days were his. He still meet his friends from the youth center. Running his 10km a days, to keep his bubble butt firm. His appearance had not changed, he was still looking younger than his 18 years old but with a better tan! 

But the evenings were wild. And very satisfying. Jim has a lot of friends. And those friends love a lot Simon. Especially that Simon was good at satisfying them. Usually there was only one or two of them and they fuck well with him. Simon always looks at Jim before starting to get his approval. Then proceed to do what he does best. When the guy leaves, he his often drenched in semen and exhausted. But he always see them giving Jim a pile of cash. Like the first 3 guys did the second night. And when they left, Jim sits next to him, kiss him and gives him a good fuck. « I always be the first one and the last one of the day! »

That night, they were having an early dinner because Jim’s visitors would be a little earlier. Jim’s looked a little bit nervous and fidgety. « What’s going on… have I done something wrong? » The man looked him in the eyes. « Not at all my beautiful boy. I’m just a little bit nervous about our visitors tonight. They must leave satisfied… it’s very important for our future. » Simon smiled a little. « Don’t worry, I’ll handle them. How much do you charge? »

The old burly man looked a him surprised and smiling. « You knew? Well a lot of money. But you know I plan to use it with you for fun stuff. » « Yeah I notice and I don’t care. You ask me to do it with them… it’s good with me! » Jim smiled and wondered how he could be so lucky to find such an obedient boy. Then there was a knock on the door and 2 men entered as Simon retreated in his room as per Their usual modus operandi.

As usual, Jim welcomed them. The tone of the exchanges were jovial. He served them a whiskey and they chat for a bit but then he heard : « Where is he? » As on cue, Simon exits the room. He had changed for a more sexy shorts that made his butt popped out and tight top that reveals his midriff. 

« Hi Jim, need me. Oh hi sirs. Nice to meet you! » The two guys looks at him appreciatively. And Simon saw the lust in their eyes instantly. They were older than the previous friends of Jim. As a matter of fact , they were at least in their 70’s. One, the larger one was built like a grizzly bear. But he was wearing a roman clergy collar. With regular clothes. The other one was a nice looking old gentleman, wearing visibly a expensive black suit. 

They both look at Jim. « You were right », said the last one. « I’ll start, if you don’t mind » Simon looked at Jim and he nodded. Simon and good looking man moved to the room. The harness was down. So were the guys clothes really fast. But he took good care to hang them to avoid wrinkle them. His body was nothing like Simon has ever seen. Old, skin marked and patchy by the time passed, grey hairs everywhere. The bush over the cock was white. But the cock itself was on the smaller side. « Eat my ass boy, eat this 80 years old ass ». Simon, totally naked, was glad to obey and went to town. He knelt on behind of the old guy who was spreading his cheeks and start to lick. With one hand he reached for the guys soft cock and start to rub it as he proves his tongue in his ass. The taste was something he never experienced before. Musky but old. Not repulsive at all. After rimming, eating and stroking, the guy’s cock came to life. Getting harder and harder. Simon continues his work with even more passion. The guy starts to breath faster. Then he push Simon towards his cock. Simon proceed to deepthroat it while looking him in the eyes then pump it with his mouth as he pushed a finger in the now welcoming and prepared ass.

His blowjob technique is becoming a science. He could blow guys to completion in minutes but he can also edge them for what seem hours. 

The dick of the recepient of the blowjob at this point starts to getting bigger, pulsating. Deepthroating again, looking him in the eyes, the guy was burgundy red, breathing heavily. « I don’t want him to die on me » though Simon as he plunged a second finger in his ass… aspiring like a vacuum as the guy releases the sauce. His knees bulked as he spew a respectable amount of cum in the welcoming teen mouth’s.

After a moment, his composure was back, Without a word he dressed back but before leaving, he pull an envelope of his jacket. « Hide it. It’s just for you » Simon put it in the drawer, after noticing a nice pile of bills.  « He will want you in the harness » he said as he open the door. 

Simon was just getting installed and the door open again. Clergy collar man was accompanied by 2 friends, probably late to the party. They were also way older than the ones he had before. Also wearing the collar. But briefly as they undressed in a record time. The first guy was so hard, he’s been waiting for a while that old guy finished. Simon notice how large the cock was, beer can large and with a uncut cockhead even larger. « We have all our time, boy. We want to leave here without an ounce of semen in our balls » Simon nod. « I’m here for that. But sir I’ve never seen a cock as large as yours! Can I suck it? »

The 3 guys laugh as the first one was happily acquiescing his request, one other spat on his ass and enter him without more preparation. Simon thought someone was splitting him in half and yelled a little before concentrating on the 2 cocks in front of him. After a long while, tears dripping from his eyes, the familiar sensation of pleasure starts to replace the pain. He had never been assfucked with as less of preparation. The guy was happy and seemed getting excited by his pain has he starts to fuck his ass relentlessly. Beer can cock guy at his time ask him do deepthroat which makes him gag and drooling saliva. He use this saliva to stroke the 3rd guy. After lot of sucking alternating between the 2 guys, the pain in his butt subdued almost completely. The guy noticed that and start to fuck hid ass as roughly as he never been and Simon moaned in satisfaction. Then he pulled out of his ass making a plop sound and proceed to cum all over the youngster belly. This was the most cum Simon received on one shot, that guy literally gave him a shower of cum. And then he groaned and lean on the wall. Then the second one place himself behind Simon, hold the harness and shove his cock balls deep in his ass. « You like it, you little shit. » And he starts to fuck the young hole with even more vigor than the first one. With the big cock in Simon’s mouth and the one fucking me with abandon, he starts to feel so at his place. That’s what he was born to do. The 2 guys pumping hard on each side of him, hearing moanings and grunting. Feeling the 2 cocks deep in him. He starts to feel waves of pleasure falling on him. The guys laugh when Simon let a yell of pleasure out as his tiny cock sprung up and let cum explode all over him, joining the first guy cum. The 2 guys starts to pump harder on each side. Giving themselves high five as they cum almost at the same time. They all cum all over him. They clearly hadn’t cum in a while by the sheer amount of cum that was maculate everything. The first one résumé his place at Simon’s butthole and starts to fuck without mercy as the other 2 smiles. It doesn’t take long for him to cum again. At this point, Simon’s ass was starting to hurt a little bit. Simon always wanted to be used relentlessly and for a long time but clearly he needed practice. As he braced himself when beer can guy place himself behind him, Simon same starting to pee on him instead. The other 2 joined as they drenched him in pee after having done the same in cum. Simon look a little bit sorry to have not experienced beer can guy in his ass but also relieved. He concentrated on the hot liquid dripping of him as the 3 guys dressed and smile and laugh at each other. The last one to leave, beer can guy, said: « I’ll see you again. You are a good boy » And he left. Leaving Simon drenched in a variety of bodily fluids, resting on the harness.

After what seems a long time, Jim come’s in and smiles as he looks at him. « I think you discovered today what you want to do with your life! You look awesome Simon! » And he help him down and proceed to kiss him. He gently put him on the bed and pull his cock out of his pants. He gave a good look to the hole, seeing it used and puffy red. « You think you can take me? », concern on his face. « Oh yes, that’s the rule you know! » 

Jim smiled and Simon feels him open again his hole. But this time no pain, no hitch. It felt… right. This was the cock for his ass. Jim push it slowly in, marveling at the boy’s toughness. Jim starts to fuck him slowly with deep long thrusts. Lying on him, they french kiss as he make love to this wonderful boy. Jim reach for Simon’s cock and rub it slowly. The boys cock was tiny but so soft. Then he pull out. « I want you to ride me! » As he proceed to lay on the bed. Simon does not wait a second as he install himself in front of Jim and squat down slowly, having Jim big cockhead entering his well used hole. Then as he goes down the cock entering him deeper and deeper, his cock start to explode just by being fucked. Jim smiles as he rub the young cum on him and make him taste on his fingers. Simon start to straddle Jim faster, squeezing his butt hole around the cock. I want your cum in me Uncle Jim. After a while, Jim could not withhold and grunt as his cock pulsate in Simon’s ass. Simon lay on Jim, feeling is cock emptying in him, cum dripping on his legs. Then the cock become soft and Jim pull it out. Simon goes down to clean it with his mouth, as it was expected and both of them lay on the bed for a while, as the air was charged with scent of semen, piss and sweat. The scent of a job well done.

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