Miles Brown Gambles With His Ass

By Charlie O

Published on Jan 17, 2022

Gay

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Miles Brown smiled at Asante Blackk and Caleb Mclaughlin nervously. They were playing Strip poker in a pool hall in Los Angeles, and he was losing... badly. The only things they had lost were their shirts and shoes while, he had lost everything but his underwear. When I say "lost," I mean, lost. Once it was off your body, you had to throw it into a big fireplace on the other side of the room. Things were about to get ugly.

"Um... So, what would happen...um, say if you two both beat me?" Miles asked nervously. "Well, I think we should both get a crack at you." Asante said as he looked over at Caleb. "What do you think, man?" "I gotta agree. I think, however," Caleb said. "the person with the highest hand should get to take them drawers off you, though." At that, Miles dick began to get hard as he squirmed a little, in his seat. "Now, quit stalling and let's get this over with!"

Poker hands were dealt. Miles looked at his hand nervously. Then, suddenly, he smiled broadly. "Man, I think he thinks he has a good hand." Asante said. "Not better than mine." Caleb said as he smiled back. "Let's see what you got, Miles." Miles confidently laid down his hand. He had a Full House! "Try and beat that." He said smugly. "I think I can do that." Asante said. He laid down a 4 of a kind (5's). "I'm gonna enjoy stripping you out that underwear!" Asante was about to stand up when, suddenly, Caleb stopped him and said, "Hold on a minute, my friend."

Caleb smiled as he revealed his hand. It was a royal flush! "DAMN!" Miles and Asante said in unison. That was one of the hardest hands to get! Cale grinned broadly. At this point, Miles wanted to run but, he knew both Asante and Caleb were faster than he was. "Come here, Miles." Caleb said. "let me at them drawers!" Miles slowly walked over to Caleb. When he got there, Caleb grabbed the sides of Miles' underwear.... And ripped his undies off his body!

Miles stood there in his birthday suit. His first instinct was to cover his privates. "Move them hands, Miles." Caleb commanded. "Or do you want me to move them for you?" Miles slowly moved his hands, revealing his hard dick. "Miles, you hard off being naked in front of people?" Asante asked. Miles immediately felt ashamed. "Don't be ashamed." Caleb said, picking Miles head up. "I didn't mean nothing by it, man." Asante said apologetically. "That just makes me think of things I can make you do in public to get that dick hard."

"Miles, bend over... like your reaching for something." Caleb said. When Miles bent over, Caleb wrapped his arm around his waist. Caleb groped Miles' ass hard. "Oooh!" Miles moaned. "Man, you gotta feel this ass." Caleb said to Asante. "It's so nice and soft." Caleb slapped Miles' ass hard. "And, ready for a spanking!" Asante reached over and caressed Miles' soft ass. "Shit, his ass is as soft as a newborn babies butt!" Asante said, shocked. "Can't wait to whoop that ass!"

"Why wait?" Caleb asked. "You got your belt?" When he heard Caleb and Asante talk about, possibly, whoopin' his ass, Miles' dick started to get hard. It didn't help that Asante gripped his ass like a vice. "Oh my God!" Miles thought. "This feels so fuckin' good right now!" Then, Asante went between Miles' legs and groped his dick and balls. Miles had to bite his lip just to keep from moaning too loud!

"Miles, you ready for this?" Asante asked. Before Miles could answer, however, Asante struck his ass with the belt. "MMMMM!" Miles moaned. "FFUUCCKK!" WHACK! "MMMMMM!" Caleb lifted up Miles' head, making him look him in the eye. "You like being spanked, don't you?" Caleb asked. "Don't lie!" WHACK! WHACK! "MMMMM...YESSSS!" Miles moaned. His body trembled each time Asante spanked him with the belt. "OH GOD YES!" Caleb looked over at Asante and smiled. "Now I know to people who like a good spanking." Caleb said as he looked at Asante. "Don't I, Asante?" Asante ignored Caleb and continued to spank Miles' backside. Caleb just chuckled a bit, knowing what he knew.

When Asante was done spanking Miles' butt (He gave Miles seventeen birthday swats), He said to Caleb, what do you want to do with him?" Caleb reached over Miles and gently slid his dick up Miles' ass. Miles flinched and his asshole tightened around Caleb's finger. "Let's tie him to the table." Caleb said. "Then we can discuss it."

Luckily for them, there was some rope behind a bar type are. They got the rope and tied Miles' hands to the table. "Asante, go sit on his face." Caleb said. As Asante sat on Miles face, he told Miles to stick his tongue up Asante's ass. "While Miles does that, I want you to suck his dick." "What are you gonna do?" Asante asked. Caleb went behind Asante, smacked his ass, and said, "Play with this fine ass of yours, of course?"

Just hearing that Caleb was gonna play with his ass turned Asante on. His dick was getting hard as they spoke! Caleb smacked Asante's ass cheeks and smiled. "Mmm mmm. Look at them cheeks!" He said. Being a smart ass, Asante said, "If you like em so much, why don't you give em a kiss?" Asante began to regret what he'd said as soon as it came out of his mouth...

Before Asante knew what was happening, Caleb bent down and kissed both his ass cheeks! "FFUUCCKK!" Asante moaned out loud. Then Caleb slapped his ass. Asante bounced on Miles' tongue as Caleb reached around and began to caress Asante's soft nipples. "Oooh! Jesus!" His back rested against Caleb's chest and Caleb nibbled on his neck. "What are you doing?" Asante asked. Caleb nibbled on his neck and said, "It looks like I'm turning you on!"

Asante slid his ass backwards, letting Caleb have full access. "Hey!" Miles exclaimed. Now he had no hole for his tongue to go into. "Just suck my dick, bruh!" Asante moaned. So, Miles did just that. Asante slid his dick down Miles' throat. Both Asante and Caleb could here Miles gagging on Asante's dick. "You wanted something to do, Miles." Caleb said with a smile. It took Miles several minutes to get used to have a ten inch dick in his mouth. "Damn, this thing is big!" Miles thought. "But it tastes so good!"

Meanwhile, Caleb had shoved two fingers up Asante's ass. "Oooh!" Asante exclaimed. Caleb slid his long, slim fingers in and out of Asante's asshole. "Oooh, fuck!" "So, this is what it feels like to be finger fucked," Asante thought. "And, having your dicked sucked at the same time?" Asante backed his ass up on Caleb's fingers. "Good Lord!"

Meanwhile, Miles was enjoying his "meal." "Damn, this dick is so fuckin' good!" He thought. Then, suddenly, he felt Asante reach up and caress his nipples. "OH, hell naw!" He said as slapped Asante's hands away. Caleb saw what was going on so, quickly, he devised a plan. "Miles how about you get fucked in this position?" He said. "Asante get up." Asante looked pissed. Caleb winked at him. Then he slid his dick up Miles asshole."

Asante tried to play with Miles' nipples. Again, miles swatted his hands away. This time, however, Caleb grabbed his Miles' arms and held them behind his back. "Asante, now you can do whatever you want." Caleb said with a smile. While Miles struggled against Caleb, Asante groped and roughly fondled Miles' nipples. "I like these little nipples." Asante said. "No... stop.... Mmmm!" Miles moaned. His dick got rock hard in seconds. "Oooh!" Asante stroked Miles' dick with one hand while stile groping his nipples with the other. Miles was beyond turned on at this point. Sweat dripped as his body trembled from Asante's soft touch. "Mmmm." "He seems to like being fondled a lot." Caleb said as he bent down and kissed Miles' neck. As he kissed Miles' neck, Caleb slipped his dick up Miles' ass. "Mmmmffff!"

Miles' eyes went up into the back of his head as Caleb slipped his big dick up Miles' asshole. "Damn, this ass is so fuckin' tight!" Caleb exclaimed. "Mmmm." At the other end of Miles, Asante was nibbling on Miles' nipples. "FFUUCCK!" Miles moaned. This shit was unbelievable. "You like that, don't you?" Asante asked. "Yesss." Miles moaned. It wasn't like he could hide it. I mean, not really. His body trembled every time Asante touched his nipples.

At the ass end of Miles, Caleb began to long stroke Miles' hole. "This ass is so pretty and tight." Caleb said. He slid his dick out of Miles' ass for a second. "Make that hole wink at me, Miles." Miles asshole opened and closed. "That's so fuckin' hot!" "Fuck me!" Was all Miles could say. "You want this dick?" Caleb asked. Miles turned, looked at Caleb, and rolled his ass. "Just for that, I'mma make you beg for it." Miles was definitely not gonna beg for dick. As he pondered his choices, Asante stroked Miles' dick. "Oooh, fuck!" Miles moaned aloud. "NOOOOO! FFUUCCKK!"

The two young men began to torture Miles. Asante played with Miles' dick and nipples, while Caleb gave Miles a bare handed ass whoopin'! Between getting a spanking and getting felt up, Miles was on the verge of losing his mind! He couldn't take anymore. "Yes, I want that dick!" Miles said finally, breathlessly. "That's all I wanted to hear." Caleb said, chuckling evilly. Then he slammed his dick up Miles' asshole. "OH SHIT!" Miles roared, his voice echoing throughout the space. Caleb proceeded to beat Miles' back out. "Oooh my godddd!"

"I'M GONNA CUM!" Caleb bellowed. "Come in his ass, man!" Asante said, excitedly. "OH FUCK!" Caleb howled. Seconds later, Miles could feel Caleb's warm baby making juice shooting through his intestines! When Caleb, finally, pulled his dick out of Miles' asshole, cum dripped from it, on to the floor below. Caleb turned Miles' head to face him. "You were a good fuck, Miles." Then he looked at Asante. "What do you wanna do to him?" "I wanna know, too."

Asante and Caleb jumped out of their skins! They turned and saw Miles' dad walking towards them. "So, young man," Mr. Brown said. "What do you wanna do with my son?" Asante looked a little nervous. "Don't worry. You can do what ever you want to him. I won't get mad. I might even join you." Asante thought for a moment. He looked at Miles' hard dick. Then he had an idea. "Hey, Caleb. Get the dildo." He said. Caleb went over to a duffel bag and pulled out a black vibrating dildo. "What's the plan, man?" Caleb asked. Asante grinned and said, "I wanna see him sit on the dildo while we piss on him."

Both Mr. Brown and Caleb grinned at that idea. "Can I join you?" Mr. Brown asked. "Sure, why not." Asante said. Caleb turned the dildo up to full blast and slid the dildo up Miles' ass. "OOOOH FFUUCCKK!" Miles cried out as they tied him to a chair. His body trembled as the dildo vibrated. "MMMMMM!" Miles' body trembled as he could his cum bubbling up in his nuts. Meanwhile, Mr. Brown began to stroke his dick. "Here, let me help you with that." Caleb said. Before Mr. Brown could object, Caleb got down on his knees and wrapped his lips around Miles' dad's ten-inch dick!

"Oh sweet Jesus, child!" He moaned softly. Caleb's were soft like silk. "Fuck!" He looked over and saw Asante stroking his own dick. "Come here, man." He said to Asante. "Let me help you with that." Asante moved closer to Mr. Brown. Mr. Brown grabbed Asante's dick gently and stroked it firmly. "Mmmm!" Asante moaned. "Feels...good." Mr. Brown kissed Asante's lips. "I wonder what your lips would feel like on my dick." Miles, Asante, and, Caleb all looked at him curiously. "Well, we'll have time to figure that all out later."

The End

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