Trip Money, Part 2
"Next position," Clint said, as he pulled his dick out of me in one slide, pushed me up on the island counter and came up on the counter on his knees. Next position! What did that mean? He slid in under my thighs with his knees, sliding his dick head right up to my hole. Then, wrapping his hands around my sides, he pulled me toward him, his cock sliding into me as I was pulled toward him. I moaned. This was a tighter position. I threw my legs out as far as I could, opening as far as I could, but when he was in to the root, he gathered in my legs between his elbows. Closing my channel tightly around his pulsating cock. I thought he'd cum then and this would be over.
"Think I'm going to cum, don't you, Ben? Nope. I'm a master at that too." He held very still with his cock, fighting the need to shoot off. His hands went back to my hips and then ran over my belly and abs and down to my cock. I jerked my pelvis, trying to make him cum. He laughed and squeezed both of my butt cheeks with his hands.
"Nice try, Ben. But I do have marvelous control. Nice buns, by the way. Very, very nice." He held us there in that position for a moment, while the tension drained out of us both. When he was ready, he reached over and got a towel off the countertop and worked it under my back.
"Sweaty job isn't this, Ben? Here, this will help you slide without catching." Slide?!
He wrapped his strong hands around my hips, and I watched the knotting and rolling of the arteries bulging on the muscles of his arms and pecs as he slid me back and forth, using me to pump myself. Again he stayed mostly buried deep so as not to lose purchase, but that left a good five inches of length he could use to pump me. He started slowly and then built and I was surprised that when he approached the point of no return this time he kept on going, his strokes getting closer together and his torso gyrating wildly. I watched in near fascination and a combination of pain and pleasure, as he threw his head back in triumph and screamed at the ceiling. I felt the cum ballooning up the head of his condom in waves of strong ejaculation. I had to admit that wasn't so bad. He just held himself there still for several minutes, his head thrown back.
"That was amazing," he cried, as he brought his head back up and looked down at me with great affection. "There, that was worth $300."
"$300" I responded indignantly. "You said $500."
"You've still got to work the other $200 off," he said with a grin. "I didn't say anything about how often I could cum for my money." he turned me on my left side then and strung himself along my body, and I thought he'd withdraw his cock, which still was far up my ass even when tumescent. But he didn't. He stayed in me, folding my right leg up toward my body to help keep me open to him. He had his left arm under and wrapped around me, with his hand spread out on my belly. He buried his right hand in the hair and across the nipple of my left pecs and buried his face into the back of my neck and dozed. My panting and twitching slowly subsided until I slept.
The next thing I knew, Clint was biting my neck, had his left hand down and encasing the root of my cock, had my right leg lifted up in the air with his other hand, and somehow had his pelvis in motion and his dick moving in my ass canal.
"Arch your belly out and your ass back toward me," he commanded as I struggled for wakefulness and breath. I did as he commanded, and his rehardened dick slid four inches farther up in me. How long had we slept, I wondered. He certainly reloaded fast for a man his age.
"This is called side splitting, in case you wondered," he said. "Useful information given for free here." Good name for it, I thought as I grunted through the new sensation. A few minutes of stroking like this, and then he surprised me again. Taking his left hand from under me, he reached up and somehow released my aching arms, and almost in the same movement, he released my right leg and pulled me up on his lap so that I was sitting in his lap, his dong about as far up me as it had ever been. We were sitting on the edge of the island, and both of us could reach the stool with our feet. He folded me tightly to him with one arm under my pecs and the other one just above my hips. He kissed and nuzzled the hollow of my neck.
"Got another of those $20 kisses for me?" He asked. I was too weary to demure. I turned my face to his and we went into a deep kiss. His hand went back to my cock and he stroked me, at first slowly and then he started beating me off with his hand. He broke from the kiss long enough to say, "I think we skipped this part earlier," and then he spent another $20 by reengaging in the kiss.
I squirmed on his lap under the insistent jacking of his hand, which made me bounce around on his embedded cock, giving me added pain and pleasure. I broke away from the kiss and begged him to slow down, which he did until we went into the kiss again and then he returned to the furious beating, beating, beating, until I had cum in three spasms of jizzim across his kitchen floor. He released me with his arms and I fell forward.
"Right idea," he said. "But arch your back toward me and rock back and forth. I did so, and felt the curve of his cock move the knob of his cock with that sack of spilled semen to the wall of my colon. I felt pleasure at that, but he felt more pleasure, and I could feel him twitching and moaning as I rocked back and forth. After a few minutes of this, he changed the command. "Lean forward, go up on your feet and grab your ankles."
I did as he commanded and his dick slid out of me. I watched as he exchanged the spent condom for a new one. I had no illusion this was a signal of my freedom, however. I was now so open to him that he could do as he would and I'd feel no pain. He sensed this, because now he could move freely in me. He stood up on the stool behind me, grabbed my hips, slid right into my ass and pushed me back and forth, exiting wholly at each forward swing and then in up to the hilt with each swing back. He was huffing and puffing at this point. He stopped this motion after a while; let loose of one of my hips and, grabbing his cock rotated it around at several levels in me. Like the earlier movement, this brought his glans against the side of my channel and caused him to sigh and moan. After some of this, he sat back down on the edge of the island, extracted his dick and told me to turn around facing him.
I did, and he spent another $20 on a deep kiss. His hand went under my buttocks and, instructing me to wrap my legs around him; he leaned back and brought me into his lap, once again skewering my ass with his still very hard cock. Down, down I descended on his pole until I was sitting in his lap. He put his arms around me and drew me in. Then, with my hands on his chest, he moved his hands to my butt cheeks and rotated me around on his dick for a while. He was giving short pants again and had to stop for a few minutes, hold us both very still. The he told me to slowly arch my torso back. I did so, with him holding me at the side with his thumbs under my pecs.
Then he rocked me back and forth until he start to give short pants again. Again he held us in position until his urge to cum had passed. When he was in full control again, he told me to arch all the way back and grab for the floor as he stood. I did so and he stood on the stool, holding my hips firmly in his strong hands. I had my hand palms out flat on the floor, wondering what came next. My legs were still wrapped around his back.
"Legs on my shoulders," he commanded. One after the next, I swung my legs up on his shoulders so that I was supporting most of my weight on my hands, although he still had a grip on my hips. His head was in the air and mine was down toward the floor, my back was to his front, and his dong was plunged straight down in my ass, with the curve bringing his dick head up against my ass canal again. Slowly he brought his hand up until he had his hands under my knees. And then he split my legs out to the side again. All of my weight was on my hands now.
"I know you are in great shape, he said, because I helped you get there. Now, for that last $100, do reverse pushups and, in the process, use my tool to fuck yourself. Do it until I cum and that will be the last of it. I figure, with a bonus that you will have earned $1,500. Now do it."
And I found that I could. I raised and lowered my body along his and stroked his cock with my ass canal until he shot off his wad once again inside me. With a shudder, he sat back down on the edge of the island, but in the process spun me around so that my back was to his front again, and we both just flopped back onto the countertop, me on top of him, my legs encasing his, his hands gripping mine and flinging our arms up and out, and his dong still up my ass, but receding into tumescence.
Then Clint slept. And when I could tell from his breathing that he was in deep sleep, I gingerly extracted myself from him and got off of the island. I was sore and felt like I was floating up to my eyeballs in semen. But I had to admit that Clint was right about everything. This had been an incredible sexual experience, one that I had never come anywhere close to experiencing with a woman. I was glad I'd had this experience, even without the big bucks that came with it and in spite of Clint's bullying. I stood there and watch that beautiful, wiry body in repose. Clint turned onto his side in his sleep. He had said he wanted me to fuck him to, but he hadn't made that demand. I could show him that our relationship didn't have to be all about money.
I stood for a few minutes, thinking of that. I saw that there were still unopened condom packets on the counter, so I stroked myself down until I was hard again, and opened a packet and rolled a condom onto my dong. I reached over for the lubricant and took a dab into my hands. Then I came over to the island and climbed up on the stool. I ran my well-lubricated right hand up through his butt crack to his anus. I gently wrapped my left hand around his cock, which began to rise again under my gentle teasing and stroking. When I reached his asshole, I found that his opening was large. I gently lathered him up and inserted a finger in search of his prostate. He obviously thought he was having good sex in his dreams, because he sighed and moaned, but didn't awaken.
But he did slowly wake up as I found his prostate and he began to grunt with pleasure and produce precum, which I rubbed into his cock. He dreamily looked down at me, and cooperated and made no sign of protest as I turned him on his stomach and pulled him down toward me. His legs came over the edge and then his butt. I positioned myself on the stool, took my cock in my hand, and rubbed and slapped it gently on his butt cheeks and against his crack, making it get harder. I slid it into his butt crack and pushed it up and down, through the crack, which he must have enjoyed, because he sighed and moaned quietly. He reached back and pulled apart his butt cheeks with his hands.
"Do me, do me now," he whispered. "Put it all in me, straight up to the root. Now, now."
I positioned my dickhead at his hole and smoothly slid into him up to the root in one stroke. His channel was wide and he had no trouble taking me in. I plowed him for several minutes, and then reached over and took the dildo he had used on me. Pushing my dick to the bottom of his channel, I started working the dildo in on top of it. Clint took much interest in this, and produced much grunting and groaning as I double fucked him. When I had done and shot off my load, I rolled the condom back off my penis, cleaned myself up with a paper towel and water from the sink, and perched up on the edge of counter. Clint sat up then and, turning toward me, gave me another long, lingering kiss.
"And what had we agreed you'd be paid for fucking me?" he asked with a quizzical smile.
"Nothing that I know of," I replied. "That was a freebee. It was a symbol that it isn't all about money, and it's a gesture of appreciation for this evening and for making it possible for me to have my beach vacation."
"We can't have that," Clint said. "I wouldn't want to get a freebee. For that magnificent double screwing, I'll drive you to the beach myself. But we'll take three days to get there. Three afternoons driving and two evenings and mornings screwing in a nice hotel room. I think I still have some arguments to show you on why men can give you much better sex than women can."
The first part in a continuing story of a young man in persuit of the perfect fuck...
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