DISCLAIMER: this story is fiction and original. It is part of an on-going story with other chapters to be included. The characters are based on western movies and books I've came in contact with. It is pure fantasy and it includes gay male erotica.
All of the content is original. All names, places and all the stuff came from my mind and if there's any resemblance to something you know of is pure coincidential.
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OLLIE GOES WEST, by Vincent Dirk Chapter 04: Ollie's Initiation
Ollie was on Sundance's bed and it was only his second day there in the West. He was a bit nervous, the older man could tell, but he was also where he wanted to be. He couldn't dare to look Sundance in the eyes. Maybe it was his Catholic upbringing, maybe he was just a shy boy. He couldn't also move away. That strong manly scent was everywhere on that bed. On the pillows, on the covers. And most especially, on Jack Sundance's body. He sniffed loudly as if he was sniffing up a drug or something. He also kissed and licked parts os Sundance's body, which made the old male shiver or laugh sometimes.
At one point, Sundance lifted his arms. The sun outside was in the middle of the sky, heating up everything. Despite the fact they were both naked, they were also sweating. Upon seeing such a thing - Sundance all relaxed in his bed, arms lifted up, hairy armpits at display, he simply buried his nose on the one next to him. And took in Sundance's scent until his eyes were rolling back.
And that made his cock fully hard once more.
"You get going on all that, hm?" Sundance didn't move. Not even when he felt a shiver up his back, feeling a wet tongue licking the hairy pit. "I like it, little Ollie, don't stop now."
And Ollie didn't, even though he barely said anything. The only sounds he made were from his nose or his mouth, when low moans crawled up his throat. He was stiff as he moved down on those hairy pits, reaching the man's nipples. "Go ahead, suck them."
Sundance's words were only encouragement. His tongue reached first and he tasted the salty skin, licking around the brown ring of one of the nipples. "Suck on it." A heavy hand on his head left little space for the boy and soon he was sucking on the nipple as he was told, like a puppy sucking on a titty, he sucked Sundance's chest until the brown nipple was hard between his teeth.
"Do you want more cock?" Sundance finally asked, not waiting for an answer as he pushed the boy's head down in the direction of his crotch. Getting on all fours over the bed, Ollie held the cock with one hand before putting the head of it on his mouth. The cock was big. In all senses. It was long. Longer than his or his Uncle Stefan's. It was also fat. And heavy. And there was a strong scent on it too. He sucked on the head before spreading his lips wider and taking more and more of that cock.
He was so caught up on that that when Sundance spat on his fingers and put them wet on the boy's crack, Ollie almost jumped. He took the cock out of his mouth for a moment, looking at Sundance, big eyes wondering what was happening. "Relax, boy. You'll leave today with a load up your boy's ass. That will be the start of your training as a real man."
Oliver nodded and got back to that cock. "Or the training of a whore. Whatever suits you better, little Ollie." The thick fingers started playing around the little tight virgin hole. Sundance had to spit on his hand another two times before leaving it wet enough for him to start playing with it, pushing his finger back and forth, feeling the resistance of the muscle as he pressed it harder.
The moans that came to Oliver because of that made the feeling around Sundance's girth even better. The man was moaning louder, like a beast in heat. And maybe he was in heat, sweating like he was doing.
"Sit on my face, little Ollie. It is my time to enjoy your taste."
Ollie sat back on the bed, looking at Sundance bewildered. He never understood sex completely. His Catholic upbringing never let him know what people do on sex except the fecundation part. Never with a man. The idea of having a tongue up his hole almost disgusted him. But Sundance had a big drunk smile on his face. He held Ollie's ass, caressing the fair skin. "I promise you'll love it."
Ollie was still a bit resistance. That sounded too much. He had doubts about it all - he was a man clearly attracted to men but he had no clue of how that worked practically. He had been dizzy by the smell of that man, as if living in a fantasy. But all the rest? He was staring hesitantly at Sundance when the drunk smile disappeared. "Boy, I said sit on my face. That's an order."
The voice was rough, powerful. It belonged to a powerful man. "Sorry, Sir." Oliver was quick to say, lifting himself up so he could turn around, each foot on one side of Sundance's body as he let his weight down little by little until he felt a warm breath on the sensitive skin around his hole. He bit his lower lip and closed his eyes, feeling the man's fingers spreading his ass cheeks apart. Sundance whistled. "A tight pink virgin boy hole." He laughed and the hot breath hit Ollie, who was almost trembling in anticipation. And without any previous warning he felt a warm tongue licking his crack, all of it. The moan that escaped his lips was loud, filling up the whole place. He growled, closing his eyes. He had never ever felt anything similar to it. And it was good in such a way that his whole body was trembling in deep desire.
"Sundance. Ja-jack." Ollie growled, his eyes closed, his muscles all tense as he sat with his ass cheeks open, his hole being eaten savagely by that brute. He felt in heaven and he wished he had known such pleasures before. He wished he had his ass eaten every day of his life. He was 22 already but that was his first time getting to feel what he was feeling and it was so damn good.
He was jerking his hard cock as he pushed his ass down on that face, feeling the beard scratch his ass cheeks and that warm tongue relax his muscle more and more. "Don't stop." He begged, moving his hips down when Sundance took a breath. "Please don't stop."
That made the old cowboy laugh, smacking one of the cheeks with his right hand, licking the hole and biting the cheeks. He was suddenly taken away though. Sundance held him by the waist and pulled him off. His face was covered in his own saliva as he looked at the young boy with a satisfied smile. "You're ready to get fucked."
Ollie nodded. "Whatever you say, Sir." After getting his ass eaten, that was what he meant. Truly. Sundance knew what to do. He knew how to make Ollie feel good. And Ollie trusted that this ride would be the best of his life.
"Get on all fours." He smacked the ass again. "No, better yet, lay down on your stomach. Yes." Sundance's heavy hand helped Ollie get comfortable. He took a pillow and put it under the boy's cock, making him raise his ass up in the air. Ollie groaned, feeling the heavy hands caressing his ass cheeks. "Such a perky ass you got, babe." Sundance leaned and kissed it, spreading it again to spit a lot on the entrance.
It was weird but good. He felt himself all wet between the legs. He looked back and he saw that big hairy cowboy treating him alright. And he knew he was in for some good time. "Now this will hurt a little. So take a deep breath and relax. I'll go easy until you say otherwise." He rubbed his thumb on that tight entrance and pushed it.
"Breath in. Breath out. Relax that ass, little boy."
Ollie did his best but it felt like his whole body was thinking only about the feelings on his asshole. He bit his lower lip while trying to breath and he felt the thumb breaking his resistance, entering his hole. He let out a loud moan. There was pain on it but he felt good. He wanted to feel good.
"Y'alright?" Jack Sundance asked.
"Y-yes, Sir." He didn't, but he didn't want Sundance to stop.
The thumb was taken away and Ollie felt the middle finger pushing in. He growled. It entered easily, smoothly, but it went deeper. "Jesus Christ!" He growled, tensing up immediately in such a way that his tight hole gripped Sundance's finger.
"Easy, boy. Easy." Sundance kissed Ollie's shoulder, feeling the insides of his sweet lawyer boy. Little by little, Ollie started to relax his hole again and that's when Sundance pulled his finger out. The boy felt it coming off. It was a strange feeling. Painful, true, but something on his current state of mind made him feel better about it. Like he wanted that pain more and more.
"This will hurt." Sundance was mounting on top of him, closing Ollie's legs under him, using his left hand to position the tip of his hard cock. "Breath." He ordered and Ollie did it. He breath, closing his eyes and trying to relax. And then he felt the pressure on his butt.
It was easy first but it got stronger and stronger. His hole was tight and closed but soon, due to all the saliva there, it started to open. The cock was entering him and when the head popped in, Ollie screamed.
Sundance put a hand on his open mouth. "Now, now, if you want to be good to your Men, you gotta take his cock."
Still, Sundance stopped. He let Ollie relax a bit more before pushing the rest of his cock in. Every inch was an intense pleasure for both of them. Sundance feeling his cock into those tight warm walls as if they were biting it, tight as they were. And for Ollie because of the heat of such a body on top of him, of the breath on his neck and of that big cock opening him up for good. "Please." He tried to say but only a muffle sound came. He bit the hand in front of his mouth and soon he thought he wouldn't be able to take it anymore.
"Almost there, love."
Those words made his heart beat fast. He was in Sundance's arms. He was the love of that sentence. He was a good bottom boy and without much thinking, he pushed himself back, screaming again for that fool's action. But now he felt the hairy balls hitting his soft ass. He was crying. There was pain, but he couldn't stop doing it. "Sundance, fuck me. Make me your boy, please." He cried, a muffled sound coming out of his lips, but the cowboy knew what they meant.
And slowly, softly, started to move his hips. Little by little. He didn't want to hurt, he wanted Ollie to feel good. Hurt could come later. Rough and pounding would happen. Sundance liked rough. But he liked to pop cherries too. And he was popping that cherry in the right way.
It was intense. Ollie moaned like a bitch but he never fought Sundance. He got so tight sometimes that Sundance could barely move, so the cowboy would kiss his neck and cheeks and lips until he relaxed again and let the cock move in and out.
"You're so tight." Sundance said after a couple of minutes. "You'll make me shoot my load."
"In me. In me, please." Young Ollie was sweating under Sundance. He was all tensed up as was his cock, so hard it was about to burst. And with another push of Sundance, so it did, shooting a thick white load over the man's pillow, tightening his ass so much in that moment that the old cowboy couldn't help but shoot his own load deep into that once virgin hole.
And with a hole full of cum, Ollie fell down on the bed, almost sleeping. Not strong enough to do anything else but to lay down under Sundance. He smiled, looking up. And it was the last thing he remembered before falling into a deep sleep with Sundance's cock still throbbing in his hole.
The smell of food was probably what woke Ollie up. He opened his eyes, dizzy as he looked around. He couldn't remember for a moment where he was. He was naked and there was a pain between his legs. He looked down and he was naked. And so was the man standing next to the table.
"Afternoon, young Ollie." Sundance was completely naked, holding a white place in one hand as he put it down on the table. He turned and Ollie followed with his eyes to stare at all that glory as bit by bit of his memory came back. And soon he understood why he felt what he felt between his legs. "Come on now, you need to eat and I need to start working."
He sat on one of the chairs as he watched Ollie come up. The boy stopped as soon as he was standing next to the bed, his cheeks all red as he tried to avoid eye contact. "What's wrong? You look red as one of those prude virgins."
And Sundance laughed, making it even harder for Ollie as he sat down, feeling himself wetting the chair underneath him. He also remembered he had the man's load inside his hole and that it was now leaking. But he didn't move.
"I had never done that before."
"Fuck?"
"Y-yes."
"You seemed to have enjoyed it."
"I did." Ollie admitted, shyly. "But I never thought this was something I could do. I mean, mr. Sundance, this is not the person I am." He didn't know why but he felt the need to justify himself and maybe his manliness even though memories of him moaning like a cheap whore under Sundance were flashing on his mind the whole time. "I'm a serious man, you see?"
Sundance nodded. There was a smirk on the corner of his lips as he watched the young boy looking down to his plate. "Eat that." He pointed to the plate, the same tone he had used during sex on his voice now. "And listen to me, kid. What we done here is normal. Our business. You like sucking cock and riding dicks, go for it. I'mma big fun of sucking cock myself. But nothing like eating a young boy's hole like yours."
He was unashamed about that talk and Ollie looked up with his mouth slightly open. He proceeded to eat as he was told, especially because he felt so damn hungry. Sundance continued.
"You'll see, lad, that the people of this town, they are all into the game too. It's how the West works. Even if you get married to a nice lady, you can have a fun time somewhere else. Don't let it fool you. A real man in the West has a good time with other Western men."
He finished eating and spread his arms a little. Ollie's eyes followed the hairy armpits and his mouth watered again. He too finished eaten and he was satisfied. "I can wash the dishes if you want me, Sir."
Sundance chuckled. "Come here, little Ollie." He patted his hairy legs and Ollie went to sit on the man?s lap. It felt so weird, as if he was a young lady sitting on her husband's lap. But they were both men and they were both naked and his ass was still leaking cum. As soon as he sat down, Sundance pushed his face to one of his armpits and Ollie took a deep breath.
"Just let go, son."
And with his eyes close and his cock getting hard, he did. So much so that neither of them heard the horses outside until a young lady was yelling Sundance's name outside. Jack was quick to stand up and so was Ollie.
"Miss Sally Mae, just give me an instant, I'm not properly dressed." The rough voice from Sundance warned the girl to stop and so she did but Ollie could see through the window she was trying to take a peak.
"Go dress yourself,boy." He ordered, whispering and Ollie took his clothes from the floor and was quick to put most of them on as best as he could while Sundance did the same.
"What a big surprise, Sally Mae. Come on in." Sundance opened the door while he was still putting his shirt into his trousers. Ollie was standing behind him, feeling his underwear a bit wet when a nice looking lady walked in. She was fully dressed in a nice white dress and her blond hair fell on her back. She had beautiful blue eyes that were curious while lookin from one man to the other. An older lady with blond locks walked in with her.
"Jack." The old lady said, looking at the young man behind him. "And you're the famous Mr. Puppleton."
Oliver nodded and walked closer to the young lady. She offered him her hand and he took it and kissed it, looking straight in her eyes. Sundance watched it all with a smirk on his lips. "And what do I owe this pleasure?"
"My dear Sally wanted to see you. She was complaining you haven't come visit her and our horses in a while. I can see you are busy though." The severe blue eyes were staring the awkward boy as he talked to the young lady in front of him. "And what is this smell?"
"I was cooking." The smirk had disappeared from Sundance?s face and he turned to look at Ollie. "Mr. Puppleton. I assume you can come for a visit the day after tomorrow?"
Oliver looked at him. He had no intention to go but given the way Sundance talked, he wasn't going to argue.
"We can keep discussing our business, mr Sundance, for sure. If you excuse me, miss. Misses." He picked up his own hat and left the house almost running. It would take him around forty minutes to reach the town on foot, but without looking back, he went on.