Drillin' the Driller -- Part 2
This is a fictional story between 2 adult males set in Wyoming in the 1980s. While I did work in construction and oil drilling rigs in my younger days I used that experience for creating the setting and this is a work of fiction. Pretty much. More or less. And please consider supporting Nifty so that we may continue to enjoy these stories: https://donate.nifty.org/
Chad looked me with disbelief.
"You can't be serious?" I nodded. "You son of a bitch! I was so close. Come on, man. Please? Get me off!" I shook my head firmly. "Fuck!" Chad exclaimed with disgust. "I was so fucking close. That was so fucking hot." I looked at him stonily. "Please?" Chad pleaded. He grabbed his dick with his hand, tugging and playing with the head. "Please? Please man, get me off? I'll . . . I'll do anything you want."
"Get yourself off" I told him evenly. "I've paid my bet. You wanna get off, jerk yourself off."
Chad began to pull his cock in earnest, and then stopped. "I can't do that, man," he said. "I can't jerk myself off in front of you. It's too weird."
"I'll tell you what . . ." I began. "I'll give you a chance. Let's play one more hand of poker. Sudden death You win, I gotta suck you off until you cum. You lose, you gotta suck me off."
Chad gulped. "I . . .I couldn't do that. I couldn't . . suck . . . suck your dick. I've never done anything like that. I don't think I could do it."
"First time for everything" I said. "Take it or leave it, that's the bet. If I lose I'll finish what I started - I'll suck you off real good, until you blow your load. Fair enough?"
"Shuffle the deck" Chad quickly agreed.
He stood up quickly, his long stiff dick poking straight out. " I gotta take a leak, get it ready for you to suck again. You go ahead and shuffle the deck."
When Chad came back from the bathroom, I had the deck neatly shuffled and stacked. He eyed it distrustfully. "Did you stack the deck?" he questioned with suspicion.
I pushed the deck across the table toward him. "Go ahead, cut the deck if you don't trust me" I told him, shrugging my shoulders.
Chad reached for the deck and then stopped, and shook his head. "No, that's OK" he said. Go ahead and deal. I trust you - you're probably hot to suck my dick again anyway".
I dealt the hand, and we both considered our cards.
"I'll take one" Chad announced, discarding a card.
"Only one?" I questioned. "You must think you have a pretty good hand. Chad shrugged his shoulders, and maintained his best poker face. "Wanna double down?" I asked.
"Double down?" Chad asked in surprise. "Double our bet? What, you want to suck my dick twice?"
I shook my head. "No" I said. "If you want to double down, we'll have to make it more interesting. For double down, we'll bet our ass. Winner gets to have the loser's ass."
Chad's eyes widened in surprise. "Damn!" he said hoarsely. "You really want to go for broke." He considered. "I really need to get my rocks off," he said, tugging at his cock. "Ok, you're on" he quickly agreed.
"Dealer draws three," I announced, discarding the cards and drawing three from the deck.
"Three?" Chad asked incredulously. "You doubled down betting your ass on that hand? You must really want to lose. You sure you're not a homo or something?" he asked, smirking.
I ignored his wisecrack, and examined the cards in my hand. The way I had stacked the deck I had dealt Chad a pair of tens and a pair of jacks. I had dealt myself a pair of queens. Knowing Chad would only draw one card while holding two pair, the next four cards on top of the deck had dealt him a two, and myself the other two queens and an ace. This was going to be good.
"What d'you have?" I asked.
"Two pair!" Chad said confidently, spreading his hand out on the table. "You can kiss your ass goodbye, 'cause it's going to be mine tonight!" He pulled at his stiff cock under the table.
"Not bad" I said, nonplussed, as I spread my hand down on the table. "But, not good enough against four queens and Ace high. I think your cherry ass is mine tonight. IF it's still cherry."
"Fucking son of a bitch!" Chad shouted. "You stacked the deck, you son of a bitch!"
"If I had stacked the deck," I returned evenly, "do you think I would have offered to let you cut the deck?"
"Bullshit" Chad retorted. "There's no way you could have got four queens to my two pair in a fair game. The bet's off."
"Bullshit" I returned. "You're the dumbass who bet your ass: I won, fair and square. You made me pay off my bet. You need to pay off your bet. Get your ass up here, 'cause it's mine tonight."
"Fucking son of a bitch" Chad muttered. I stared at him firmly from across the table at him. He weakened. "You're not really going to make me do this, are you?"
I nodded firmly. "You made me suck your dick," I said. "It's only fair you gotta pay off your bet."
Chad sighed, and shook his head. "I can't believe you tricked me into this. Fine, asshole. How . . . how do we do this, then?" he asked, conceding a little too easily, I thought.
"Well, you just get your ass up and lean against the kitchen counter" I told him, motioning with a nod of my head. "I'll take care of all the rest."
Chad stood up and stepped over to the kitchen counter. I noted for all his protestations, he was hard as a rock He leaned forward, bracing himself with his hands against the counter, planted his feet firmly, and stuck his butt backward. He turned his head back to watch me. It was a beautiful sight. His long legs were thin, but firmly muscled, dusted with a light layer of light brown hair. His thin waist spread out upward to his broad back. That rosy cheeked, all-American boyishly handsome face turned back to me, with an anxious look. And in the center of it all with his cute, round little butt, waiting to be used. I stood up. Chad's eyes focused on my fat, rock hard cock. I stepped toward the counter, and fumbled through the kitchen cabinets to find something to use to lube him up with. I decided on a can of Crisco. I scooped up a liberal amount with my index finger. I gripped his ass cheek with my other hand, pulled his cheeks apart and pressed my Crisco covered finger to his puckered little asshole. Chad flinched with the cool grease touched his bud. I swirled my finger around his hole, and then pressed it forward. It slipped in, and I pressed inward to the first knuckle.
"Oh!" Chad gasped. "Oh no. Oh no, man. Please, man, don't make me do this. Please don't make me do this."
I kept my finger firmly in him, letting his adjust to its invasion, and then began to twirl it around, massaging the warm inside of his ass. Chad was silent, his mind focused on the sensations coming from inside his ass, considering. I pressed my finger forward, burying it in him as far as I could. Chad backed his ass away a little, but I kept my finger firmly in him, until he relaxed. The tip of my finger explored until I felt the hardness of his prostate. I rubbed against it, and then jabbed against it in small, fast jabs. Chad gasped, and then relaxed. As he did, his ass's grip on my finger relaxed as well. I reached around with my other hand and wrapped it around his cock. It was rock hard, the tip of his cock slick with precum. I rubbed the palm of my hand on his precum, slicking it, and then began to stroke his cock.
"Oh yeah!" Chad sighed.
I began to work my finger in and out of his hole, pulling the tip almost all the way out and then jamming it all the way back in. I jacked his cock as I did. Chad began to buck, thrusting his cock against my hand, and his butt against my finger. Abruptly, I released my grip on his cock and pulled my finger from his hole. I smeared Crisco liberally on my cock, and smeared some on the hand I was using to jack him, for good measure. I lined the fat head of my cock against his hole, and pressed against it.
The head of my cock slipped past his ring, and I pressed my cock slowly forward into his warm insides. His hole was incredibly tight. "Oh God" Chad moaned. "Oh God no. Oh I can't do this. I can't do this. Stop. No. Please, stop."
I stopped pressing my cock into him. I was halfway in him, and the widest part of my cock was pressed against his ring, and his asshole was clenched against my cock so tightly I wondered if was stopping the blood flow into my cock. I gripped his cock with my grease-slicked hand, and began to jack him off. I jacked him off hard, my hand sliding up and down his long, hard cock. I gripped the head of his cock, squeezing it with my fingers, and then pressing my palm against it. His ass loosened its tight grip around my cock. He backed his crotch away from the pressure of my palm on his dick head and, as he did, he pressed his ass against my cock, guiding it into him. The length of my cock slipped into his hole, until I felt my pubes brush against his ass. I gave a sharp thrust, punching the last of my cock in him. I felt the head of my dick punch against the hard nut deep inside him. Chad shuddered. His ass clenched around the base of my cock, no longer resisting, just squeezing and massaging my cock.
"Oh my God" Chad moaned. "I can't fucking believe it. I can't believe I'm letting you fuck me in the ass" he said again.
I pulled my cock most of the way out, and then slid it slowly back inside him. As my cock slide forward inside him, I pulled back on his cock, pulling him toward me. Then I did it again and again, slowly building up a fucking rhythm, slowly letting Chad get used to the sensation of my cock fucking him in the ass.
"Oh my God" Chad moaned again, as the head of my dick punched against his nut. "I can't fucking believe this, I can't believe your cock is fucking me in the ass. It's all I can feel -- your cock, your fat cock fucking me in the ass."
I couldn't believe it, either, how good it felt to have my cock buried in Chad's ass. His ass was so tight, so firm, so fucking hot. I released my grip on Chad's cock, and gripped both hands firmly on his hips, and slammed my cock full length into him, knocking Chad forward. Chad gripped the counter more firmly, planted his feet wider, and thrust his ass backward toward me. I began to fuck him in earnest, pulling back on his hips to meet my thrusts. I jammed my cock as far as I could inside him, standing on my toes to get more in him. Chad ground his butt against me, and clamped down around my cock with his ass. I began to slam bang him, franticly fucking like a piston as fast as I could in and
out. Chad pushed his ass back to meet my every thrust. I had him hooked, like some trout. It was time to reel him in. Quickly, on a backward motion, I pulled my cock out, and backed away.
"Wwwwhaaaat?" Chad asked, looking back at me in surprise. "What . . what are you doing? You didn't cum already, did you?"
"No" I assured him. "It's time to change positions. Come on, follow me." I took his hand and led him toward the bed. Chad followed meekly. I pointed to the bed. "On the bed, and on your back. I want you real bad, I'm gonna fuck you really good and really hard".
Obediently, Chad climbed on the bed, propped up the pillow, and lay on his back. He spread his legs, and waited anxiously.
I didn't keep him waiting; I wanted back in the saddle. I crawled onto the bed to him. I lifted his legs, placing on my shoulders, and pressed his legs back and outward. His outstretched legs exposed his puckered pink hole. I lined the head of my cock against it, and then pressed inward. His hole parted liked butter and welcomed my cock like fine boi pussy.
"Ooooooooohhhhhh" Chad sighed as the length of my cock slid into him until my crotch was pressed against the back of his thighs. Our faces were inches apart. Chad looked questioningly into my eyes, and then broke into an embarrassed smile. "I . . . I guess if something's worth doing," he began, "it's worth doing right. Fuck me hard, Dave. Fuck me good and hard. Give me all you got."
"You got it" I assured him. I pulled my cock out until his ass ring was gripping my cock head, and then slammed full length into him. Chad gasped, but his ass clenched the length of my cock tightly. I began to really slam bang Chad, pulling back and then slamming hard against him, bouncing him around like a rag doll. Faster and faster I fucked him, long and hard.
"Oh fuck!" Chad cried out in pleasure. "Fuck! Fuck Fuck!" he cried out each time my cock slammed into him. "Fuck me!" His eyes were clenched tightly shut. Chad was lost in his own little world, his own little world of pleasure, pleasures coming from deep inside his ass, his tight ass stuffed full with my cock.
I lifted Chad's legs higher, pulling his exposed ass higher. I propped myself up higher, placing my feet on the bed, so I could bring my full weight down on Chad as I slammed my cock in him. Each downward slam into him bent him nearly in half, his knees now around his ears.
"Oooooooh. Oooooooh! Oooooooooooh! OOOOOOOOOOOOHHHHHHH!" Chad began to moan loudly, in ecstasy. "Ooooooooooohhhhhh! Oooooooooohhhhhh!" he moaned, over and over again.
"Shit!" I thought to myself. "He's a god damned moaner. Chad Amboy, all- American boy next door, God's gift to women. And here he is, moaning like a two-bit whore in heat while I fuck the daylights out of him.
"You like my cock in you, Chad?" I asked. "You like that cock in your boi pussy?"
"Ooooooooooohhhhh!" Chad replied.
"You like me fucking you, Chad?" I asked. "Hmmmm? You like my fat cock fucking you in the ass?" I punched my cock hard against his nut deep inside, just for good measure.
"OOOOOOOOOOOOOH!" Chad responded. "Ooooooooohhhhhh! Oooooooooooooohhhhh!"
I took that as a 'yes'. "You want me to cum in you, Chad?" I asked. "Hmmmm? You want me to shoot my load deep in your ass?"
"Ooooooooooooohhhhhhh! Oooooooooooooohhhh! OOOOOOOOOHHHHH!" Chad responded.
His moaning made me hot, but it was beginning to get to me. He was sounding like a goddamn bitch in heat. I'd turned Chad into my goddamn bitch, my own personal piece of boi pussy. I had him nearly bent in two, his knees pressed back past his head, against the pillow. He was well limbered up. His ass was pointed straight up. His head was pressed forward, toward his crotch. When I banged my cock against him, bringing my weight down on him, I could see the head of his cock banged against his cheeks. It gave me an idea to shut him up. I pressed down hard against him. I gripped his cock with my hand and then guided it to Chad's mouth. He resisted when he felt the head of his cock pressed against his lips. He squirmed, and tried to turn his mouth away. I gripped his head firmly with my other had, and pulled his head forward, pressing his cock against his lips. Chad opened his mouth, and I pushed his cock in. His lips wrapped around the head of his cock, and he sucked tentatively. He must have liked what he felt, as he next slurped loudly as he sucked hungrily on his own cock. He reached out with his arms, wrapped them around his lower back, just above his ass, and then pulled, pulling more his cock in his mouth. He got several inches of his own cock in his mouth. With Chad's mouth now occupied, I resumed fucking him in earnest.
I reveled in the hot velvety tightness of his ass. I marveled in readiness with which Chad's hole welcomed my cock plunging into it, and then clenched it tightly when reached the inner most depth. I fucked fast and faster, hard and harder. Chad sucked ever more hungrily at his own cock. I felt a tightness in my balls.
"I'm going to do it, Chad!" I shouted. "I'm going to cum! Gonna shoot my load in you Chad! You want it? You want that, Chad? You want me to shoot my load in your ass?"
"Uungh! "Unnnnnnggghhh!" Chad grunted, as he sucked hungrily on his cock.
"Fuuuuuuucccckkkkk!" I screamed, as the first volley of hot cum shot from my spasming cock. "Fuck! Fuck! Fuck! Fuck!" I cried out, as each spasm of my cock shot load after load of cum deep inside Chad's welcoming ass. I wanted to milk every bit of this cum, the sweetest orgasm I'd ever felt.
"Umph!" Chad grunted, as his cock twitched and fired the first load in his mouth. I punched my cock against his nut, and then again and again. "UMPH! UMPH!" Chad grunted loudly, his cock spasming in his mouth. He slurped loudly as he sucked the cum from his own cock, as I fucked it out of him.
I don't know how long we came; it seemed forever. Finally, Chad's ass had milked all cum from my cock, and he'd sucked every last possible drop of his own cum from his cock. I pulled my cock from his ass, his muscles gripping it tightly as it withdrew. I lowered his legs, his cock slipping from his mouth. With Chad lying flat on his back, his chest heaving as he breathed heavily, I climbed on him, pressing our still rigid cocks against each other, and drew my face toward his. His eyes were still clenched tightly shut. A line of cum dripped from the corner of his mouth. I licked it clean, balancing the cum on the tip of my tongue. It tasted sweet. I ran the tip of my tongue across Chad's lips. He started to move his head to the side but as he tasted his own cum on my tongue, he turned back and parted his lips. I slipped my tongue in Chad's mouth, and he sucked the cum from my tongue. Chad opened his eyes, and looked deeply into mine. His eyes broke into a smile, and he wrapped his arms around my neck, pulled me closer, and kissed me deeply.
We broke off our kiss and Chad smiled. "That wasn't as bad as I thought it would be" he whispered. "What wasn't as bad?" I asked, "getting fucked?" "No" Chad sighed, "I was always afraid that I'd like that . . . and I did, that was the most amazing thing I've ever felt". "Well, what then?". "Kissing you", Chad whispered, "kissing another man like that". My eyes narrowed in confusion. "We just fucked our brains out, and kissing me is what concerns you?". Chad frowned. "I don't want to be a faggot" he spat out. "You're not a faggot" I assured him. "You're all man, you're a complete stud". Chad considered it. "Well, what would you call it?". "Well, I've never been big on labels" I began, "But I'd call it being free, being free and open minded enough to enjoy the pleasures two men can give one another".
Chad considered it. "I like that label". I smiled. "So, do you want to do this again?" "What? Now?" Chad asked in surprise. I punched him lightly on his chest. "No dummy, not now, just . . . again, do you want to do this again, sometime?". Chad smiled brightly. "Absolutely. How about tomorrow night? And then the night after that?" "Good" I nodded, "I really want you to fuck me". Chad eyes widened in surprise. "Really? You want me to fuck you?". "Absolutely" I assured him, "You have a nice big cock, I'd love to feel it fucking the daylights outta me. That's what it means to be free, free an open minded enough to enjoy the pleasure two men can enjoy with one another". Chad glanced down at his stiffening cock. "You're making me hard again". I looked down at his cock. "Ah, so it is. Let's see if we can make it harder", as I leaned forward and took it into my mouth.
I never knew for sure if Chad had figured out that I had stacked the deck on him. But as I thought about it, I think he was counting on it.