4 comments/ 66708 views/ 16 favorites The Ride of a Lifetime By: jasedean It was the day after my 21st birthday, I was finally old enough to drink! It was early in the evening, so I decided to walk down a few blocks to a neighborhood bar. It was pretty quiet inside as I sat and ordered a beer. An older man was sitting just down from me, and I noticed he was eyeing me. He wasn't in bad shape, probably in his late 40's with a goatee, brown eyes and a sturdy figure. After a few minutes, he came down started talking to me. He was friendly enough I found him quite interesting. At some point we were discussing hobbies and he mentioned robots- specifically how he liked to make them. He was an engineer and seemed to specialize in all kinds of advanced machines. By now I had had 4 beers (he insisted on buying the last 2) and was feeling kind of drunk. Suddenly, he asked if I would like to come over to his house and see some of his work. Normally I would have been more cautious but the alcohol has loosened my inhibitions. I agreed to go, stopping only to pee before we left. His home was a relatively short walk from the bar, and it seemed quite big. He led me into his workshop at the back of the house before handing me another beer. I began to examine some of his handiwork and was quite impressed! He hadn't been bragging about his skills. Out of the blue, he asked me about my sex life. That sort of jolted me and I slowly answered "Sure, but..." He laughed. "I'm not asking you if you wanted to have sex with me, I'm a lot older than you are." I felt relieved. Truth be told, I had never been approached about sex (neither had I had much experience), so I didn't know what to say. He then astonished me by asking "Would you like to go for a ride on a machine?" "Ride? What kind of machine?" "A sex machine." I couldn't believe it. I knew about vibrators and small toys, but an actual machine? "Come, I'll show you," he said. My curiosity, mingled with my slight arousal at the mention of sex, got the better of me. I followed him into a smaller room at the back that I hadn't noticed before. It was very dimly lit, with light background music playing. In the center of the room was what resembled a large massage table with a small bed on it. He said, "Take off your clothes and put them on the chair over there." I hesitated. Sure, I'd had a good time with this man so far, but could I trust him? "I don't know about this..." "Nonsense, you'll enjoy this and it will feel real good. It'll be like nothing you've tried before." I knew I had had too much to drink as I found my self-undressing. I walked back to the table and he demanded, "The underwear too!" "But I-" "Don't be shy, it's just us." So I slid my underwear off and found myself completely naked. I felt embarrassed standing in front of him, but luckily the lights were dim. Nobody else had seen me naked except the family doctor and the high school football team when we took our showers. I was wondering what he would say if he saw my hard cock, since it was over 7 inches long. Although I was nervous, I was also getting aroused. He told me to get up onto the bed and lie with my head on the pillow. I don't know why I felt compelled to do what he said, but I obeyed. The bed was designed so that my upper body lay comfortably on it while the lower part sort of dangled off. I assumed he would remedy that. The part I was resting on was soft and comfortable, making me feel drowsy and comfortable. My cock grew harder. Then told me to spread my arms and legs out a bit more so that I was at a spread-eagle. I did so, unassuming, as he came near the head of the table. I didn't know what he was doing until he pulled out some soft, padded Velcro cuffs that I hadn't seen before. They were attached to the bed and before I knew it, both my wrists were bound securely. "Hey!" I half-heartedly protested. He shushed me, telling me it was just part of the machine. I didn't want to admit it, but this twist was beginning to turn me on even more. He came down to where my legs were and pulled out two padded leg rests for my lower body. Putting my legs on each, he secured me to them with two more of the same Velcro cuffs around my ankles. Now I was completely helpless and starting to feel scared. He reached under the table to adjust some knobs and the next thing I knew, my legs were raised up in the air, bound and spread. I got even more scared. "You're not going to..." "What? Fuck you? No, I won't be doing the fucking." He chuckled and went to behind my head where I heard him fiddling with some equipment. I was completely under his control, trapped and unable to move. He flipped a switch on the wall and a small spot light came on, shinning down from the ceiling on my cock, balls and my ass. Oh God! It was like almost like a small stage light which illuminated my privates and my ass! Then he reached down between my spread legs and brought some kind of mechanical arm up from under the table. I tried to raise my head to see what he was doing. The arm looked like it had been modeled after a human elbow joint, able to go back and forth in a thrusting motion. Attached to its end was a medium-size, thick dildo. He spent some time adjusting it and coating it with what I assumed was lube, until I could feel him pushing right against my asshole. I started to make a noise to object, when he suddenly came up to the head of the table and popped a rubber ball gag in my mouth! He lifted by head as he tied it and then let it drop back on the pillow. Damn! What was I to do? I could only make small groans now, no matter what I tried. He leered at me and said he'd remove the gag after I'd tried the machine for a while. I needn't have worried about having my asshole torn though. He turned the machine on and the dildo began to tap slowly against me. It didn't actually go inside, but just kept bumping against the entrance, like it wanted in. I had never thought of my ass as an erotic spot, but this was making me reconsider. He adjusted the speed, making it go a bit faster. Tap. Tap. Tap. Oh, it made my ass feel funny. The man approached the side of the table and reached up toward the ceiling, bringing down another mechanical arm. This one he positioned near my cock. It had a sort of cylinder, unlike the one with the dildo. He opened the cylinder and I could see it had some kind of foam lining inside it. He put some kind of massage oil all over my cock. It was soft because I was still kind of scared. Next he placed the cylinder around my cock and closed it so my cock was trapped inside. I noticed the cylinder was open at both ends. He made some more adjustments to it. Then he took a small leather pouch and forced my balls inside of the pouch. He then tightened the strings on the pouch so my balls could not escape. A small string from the bottom of the pouch was attached to the arm. He made a final adjustment to the arm from the ceiling and turned it on. It pushed down to the bottom until it was touching my crotch, then it slowly went up until my cock head disappeared inside. Then it started down again. Every time the arm pulled up, the pouch with my balls inside went up as well, pulling my balls with it. It was not painful but very erotic. He'd tied them in the spot that could get maximum stimulation. Ohhhhhhh. Then it went back down. Ahhhhhhh. He adjusted the speed until it was going faster and faster. My cock swelled and grew as hard as it could get. It was so tight inside the cylinder, in fact it felt like it was tightening and releasing each time my cock was inside. I was moaning uncontrollably now. With each stroke my cock head would disappear inside the cylinder and then on the down stroke my cock head would fully appear outside again. My cock head is especially sensitive and this kind of stimulation was driving me crazy as it kept me just on the edge. It was feeling so good; I had never felt anything like this while masturbating. He slowed the cock machine considerably and then went between my legs, adjusted the dildo so it was entering my asshole just a little. I felt myself squirming against my restraints. When he restarted it he made it very slow. In, out, in, out, in, out. The machine was starting to slowly fuck me. Ohhhhhhh. My asshole had become looser because of the constant tapping from earlier and all I felt was unbelievable pleasure as it opened me up. The man came to the side of the table and poured the same massage oil on my chest and tummy; then he started to rub me. His hands were strong and skilled; whenever he reached my nipples he would pinch them. He was pinching and squeezing them as the machine was milking me slowly, tugging on my balls and fucking me. Ohhhhh damn. All I could do was moan uncontrollably as I felt unbelievable pleasure coursing through me. He went back between my legs. Oh no!!! He adjusted the dildo so it was going to go all the way inside. The dildo was curved slightly upward so when it thrust in I could feel it hit my prostate. I was told once that if someone massaged your prostate you had no choice but to cum, but there was no time to think about that. He started the machine up and the dildo was going in and out, in and out, each time hitting that sensitive spot inside of me. He sped up the machine milking my cock as well. Ohhhhhhhhhh, this was too much! I needed to cum so bad! He chuckled as he heard my continuous moans, pausing to pull the ball gag out. I think he knew I wouldn't tell him to stop at this point! I discovered that he had some kind of foot pedal on the floor so he could adjust the speed with his foot, while he massaged my stomach and chest and pinched my nipples. I moaned even louder when he pinched my nipples. "Oh, you like that?" Then he left and returned with two clothespins. He snapped one clothespin on my right nipple and one on my left. I squealed as he did so, my wrists tugging ineffectually against their restraints. They were very comfortable and didn't cause me any discomfort despite my chafing. It was so erotic, especially since I was completely helpless. Now my nipples were feeling so sensitive, as though there was a mild current passing through them. I had to close my eyes and let my head fall back, panting so that the rush through my head could pass. When I opened them, it was like rediscovering my whole situation again. Here I was, helpless, with my legs wishboned up and out and being stimulated all over my body. This was an unexpected birthday present to top all others! Suddenly I felt myself building up, my cock getting even harder and I knew I was going to lose it and shoot. The older man was playing with the clothespins on my nipples, flicking them back and forth. He sped up the milking machine even more. Oh, my balls were bouncing back and forth hard now. Suddenly he slowed both machines down again, having built me up to an agonizing peak. He said, "No, you can't cum yet!" I think he knew I was about to beg him to let me cum, so he simply picked the ball gag up again and shoved it back into my mouth. Now all I could do was moan and let him have his way with me. This went on for a long time, faster then slower, somehow he knew exactly when I was getting ready to cum and then he would stop it. It's a good thing he'd gagged me or I'd have screamed myself hoarse, begging him to let me cum. I felt like I was on the brink of insanity with the feelings that were coursing through my body. My body was dripping with sweat and I was wound up beyond belief! I had moaned enough for a lifetime too! He looked me in the eye and asked if I really was ready to cum. I nodded as best I could with the gag and he pulled it out, telling me not to beg or it would go back in. The machine fucking my ass sped up first, soon going very fast. Then he sped the machine milking my cock as well. Oh my God, ohhhhhhhhhh, Oh my God! He finished by going between my spread legs where the machines were doing their work. Once there, took two oily fingers and pressed them up against the sides of my perineum (this is the line between a guys ass and balls, it is incredibly sensitive). With both fingers, he began a firm massage, coinciding with the moment the milking machine gave my cock an extra tight squeeze and my prostate got stroked yet again by the dildo. I exploded with a yell, my body shaking with the force of the orgasm, pulling inward, and straining against the straps that spread me wide. If I hadn't been restrained, I think I might have fallen off the table. I shot volley after volley of cum out of my cock, high into the air. It came splashing down on my chest and tummy. The machines were still working me hard and without warning I exploded a second time, this time barely able to groan. All this time he continued with the his perineum massage until I was completely drained. I closed my eyes and lay my head back down on the pillow, my mind seeing distorted, blurry shapes and colors. I knew I had had a full body orgasm, the most intense sexual experience of my life. I was so tired; all I could think of was sleep, even tough I was completely covered in my own cum and soaked with sweat. The man slowed the milking machine down to very slow speed, and turned off the machine fucking me, but he left the dildo all the way inside me. My cock was hypersensitive and even the tiny bit of stimulation caused me to try and buck away- useless since I couldn't move. He got a warm, wet towel and wiped off my chest and tummy. He also took off the clothespins, which made me groan and wince as the blood rushed back into my nipples. He said, "Good boy, you sure had a lot of cum saved up." I kept my eyes closed and did not answer him. I just wanted to go home and sleep. Instead, he started walking out the door, saying, "I will be back in a little while." "No, stop! Turn this machine off and let me out of this!" But, he was gone and didn't hear me. The machine kept rubbing my cock very slowly up and down. My cockhead was so sensitive that when it disappeared inside the cylinder I would moan loudly. After a while it got so sensitive I started yelling, "Stop this thing!" He didn't come back, so I had no choice but to get used to it. I fell asleep for a few minutes, but awoke when I heard him walk back. He laughed and slapped my bare ass, causing me to jerk erratically in the restraints. "You forgot to turn the machine off!" I complained. He smiled and said, "No, I didn't, I wanted to keep your cock hard. And I can see it's still as hard as a rock." Then, moving down between my legs again, he asked "Well, are you ready to do that again?" I figured he must be joking, let out a weak laugh and asked "I think I'm pretty much done for tonight, I should go." Now he laughed and said, "Oh, no, we just got started." "What?!" I think I knew where this was going and I couldn't imagine going through all of that again! But before I could say more I found the ball gag back in my mouth. This time he also put a blindfold on so I couldn't tell what he was doing- which just made it more erotic! Then he sped the milking machine up faster and went and turned the dildo machine back on so it was fucking me again. My aching cock started to feel really good again. My balls were being tugged on again. Laughing, I heard him say "We're going to drain ALL of the cum out of you before you leave." All I could do was moan and let it happen. "All of my boys cum several times before they leave." Huh? His boys? As if sensing what I wondering (for the short time I could still think coherently), he said, "Yes I have 12 boys in my stable, you are number 13. When you leave here, you are going to swear to yourself that you will never come back. Then in about 2 weeks, you will call me on the phone and ask if you can come and see me again. All the boys do that." The old man was chuckling to himself as he used his hands, covered with massage oil, to pinch my nipples again. Damn, deep down inside, I knew he was probably right. I probably would be back. And then he sped the milking machine up faster. Moannnn... The Ride of a Lifetime I would like to enclose that this story is completely fictional. All fictional characters are over the age of 18, and nothing that happened in this story occurred in real life, nor exploited any person/persons. ***** We were pretty excited. It was a Saturday morning and Amber and Lexi, my two BFF's, had planned a trip to the nearest amusement park, inviting their boyfriends and me. It wasn't a long drive to get there, but the anticipation made it unbearable. I had never been to an amusement park before, so this was an exhilaratingly new experience for me. Amber and Lexi were by my side the entire way inside showing me all of the rides that we could see from the distance and telling me all about them. I was so excited. After we finally got inside and into our first line, I realized that I would be riding alone, because the seats were two person seats. Amber must have seen the fear and disappointment on my face because she chimed right in to say she would ride with me on the first ride. Lexi picked up on her cue and said that they could take turns riding with me so I wouldn't have to ride alone. I kind of felt like a baby and like I was in the way of them and their boyfriends, but at the same time I did not want to ride alone. It was time to get on the ride. The first roller coaster I had ever been on. My adrenaline was pumping through my veins a mile a minute. My heart rate increased drastically and I couldn't stop thinking of everything that could ever go wrong with the ride. I was really second guessing my decision, but it was too late now because Amber was seated and harnessed in, looking at me expectantly. I just smiled and crawled in next to her. Everything seemed to move really fast from there. We were all loaded and harnesses were checked, then we slowly started to move up an inclined plane where we halted and some instructions were given over the loudspeaker. Next thing I knew I was being jerked forward and the ride had begun. It was unlike anything I had ever experienced. It felt like gravity had been turned off and my stomach and insides were being thrown around inside me. I felt butterflies in my stomach that I never knew existed. The ride ended all too soon though and when we got off I felt like I needed to explain how awesome the ride was to my friends, even though they had experienced it too. The adrenaline proceeded even after the ride was over and I felt like a giddy child scrambling to get in line for the next ride. The day continued out like that and it was so much fun to say the least. I knew that they were going to want to ride with their boyfriends eventually though and I was getting comfortable on the rides, at least enough that I could ride alone. So I told them that they could ride with each other and I'd ride with whatever extra they had that was also alone in line. We waited and waited and waited, because we all know how amusement park lines are, and finally we approached the end. We were loading the ride and the lady asked how many was in our group. Lexi said 5 and the lady nodded, telling us to go ahead and load. The lady winked at me as I was getting on and I was a little confused to I just smiled and nodded. I understood completely thought when this really cute guy plopped himself down next to me. I introduced myself and said hi to relief some of the awkward tension. He very politely exchanged greetings and made a bad joke that I don't really remember anymore. His name however, was Michael, and boy was it sexy when he said it. I didn't have any more time to focus on him though because the ride started. It may have been the best ride of the night and I kind of wanted to go on it again. When the ride was over I smiled and waved at Michael and headed towards the exit to meet up with the Amber, Lexi, and the boys. They were gathered waiting on me and started talking about getting food or going on an easier ride, like bumper cars or cable cars. I really didn't want to stop riding rides quite yet, and I hinted that. Lexi suggested that they go on the cable cars and I go back on the ride I was just on and then we meet at the burger hut for some food before we headed home for the day. I thought that was a brilliant idea as I would be riding alone anyways. We parted ways and I got back in line for the ride, only the single riders line this time so it'd go faster. I was playing piano tiles on my phone when I felt a tap on my shoulder. "Nicole?" I turned around and looked to see Michael standing there. Six feet of pure hunk stood in front of me, sporting a blue Hollister shirt that brought out his miraculously deep blue eyes and showed off his toned arms that I really just wanted to put my hands around. He ran his fingers through his dark curly hair and gave me a nervous smirk before asking me if he could stand with me. "Of course!" I replied. "I mean, after all, you did endorse my horrid screaming earlier. It's the least I could do." He just chuckled. We talked about our lives and got to know each other. It was pretty fun and he seemed really cool. I learned that he had an older sister, and that he was only a few months older than me. I told him that I was a writer and currently fifth wheeling with some friends that I can come with, and that it was my first time at an amusement park. He raised his eyebrows in disbelief. "Oh really?" He inquired. "Yes really." I snapped back. "Well I'm glad you chose to come today then." He said with his head down. "Oh?" He looked up and I found myself locked into his infinite blue eyes. He moved closer, so close that I could feel his breath on my neck, but I was oddly not threatened enough to move or worry. His hand slipped around my waist and he pulled my hips closer to his. "Yeah," he said, leaning closer to me. His lips finally and all too slowly touched mine, and it was so passionate and intense. We refrained from some tongue action so we weren't 'those kids' but man did we want to. He pulled away from me to look down at me and smile. I shyly looked down at my feet. "Hey," he said sympathetically. I looked up, but very nervously. I wasn't sure if I could handle whatever expression he chose to wear. He cupped my chin in his hand and tipped my face up so I was forced to look at him. He kissed me again and grabbed my hand with his. He moved his face away from mine slowly, not breaking eye contact, and then started leading me out of the line. I wasn't one-hundred percent sure what he was doing, but I was in this indescribable trance and decided to just go with it. He led me down the long path that we had waited so long in, and we walked past people that gave us weird looks, but I didn't pay attention to them. I was too busy looking at the gate of the hunk in front of me, which somehow he also made sexy. Once at the exit he led me around a few corners and into a deserted hallway. They had the different bathrooms back there, which were so conveniently empty. He wasted no time and didn't even look around before dragging me into the family restroom. "How romantic." I said a little more sassy than I meant to. He almost scowled at me, "I am doing the best with what I have." I just giggled as he pulled me closer to him with the force of a hungry bear. I was weirdly okay with it though. He grabbed my waist and set my on top of the sink, plowing his fingers through my hair. He pulled my head backwards and left a trail of kisses down my neck. My breathing got heavier and harder but was oppressed by his sweet kisses that once again, put me in a trance. I yearned for him. I needed him. I started moving my hands up his stomach underneath his shirt, trying to give him the hint that I wanted to keep going. He understood I think, but I also think he was teasing me. He put one hand on my waist underneath my top and kept the other behind my head, pulling me towards him. He worked his tongue into my mouth and it was explosive. I couldn't keep myself off of him. I'm not actually sure how much I breathed in that time, but I could have cared less. I pulled up on his shirt trying to take it off. He must have been getting impatient to, because even though I didn't want him to, he pulled away and took his shirt off himself in one swift movement. He wasted no time in removing my shirt and relocking our lips. I moved my pelvis closer to his and ran my hands up and down his stomach. He pulled on my hair and I let out a weak gasp, but that stopped neither of us. I started to feel risky, and while I never made the first move, I sure did make this one. I slipped my fingers in between his jeans and his boxers and pulled him closer to me. I started fumbling with his buttons and zipper, which pretty much undid themselves. I slid my hand farther and farther south of his belly button. I could feel and hear him suck in a deep breath. He stopped kissing me and just started at me with his devils-boy smirk. I smirked right back at him and moved my hands to a particularly sensitive area. He rolled his eyes back and sucked in another deep breath. I jumped off of the sink to work off my own bottoms but was struggling with the buttons. I thought I was being impatient... that was until he all too easily ripped them practically in half. I heard parts of metal fly across the room but couldn't have cared less. He slipped a finger in my panties and slid them off with ease. We finished undressing ourselves, and with much haste. He started scrambling around and I couldn't figure out why. He was rummaging through his jeans pockets until he found his wallet. I was a tad confused until he pulled out a condom. He picked up his shirt and draped it across the sink before picking me up and setting me on the sink again. Our tongues intertwined once more and our bare bodies were pressed against each other. He moved himself so I could feel him rubbing against me. I felt myself slowly moving myself towards him, wanting nothing more to feel him inside me. I felt his curious fingers start to rub my clit and move in and out of my sopping wet pussy. I reached out to stroke his beautiful hard cock, but it was short lived as he rocked me back so I could no longer hold onto his shoulders, but rather the edges of the sink behind me. I felt him rubbing his fully erect 6.5 inches against my inner thigh, so closely that there's no way he didn't feel the heat radiating from me. I tried to regulate my breathing and looked up at the ceiling while he slipped on a condom, but as you can imagine that wasn't the best sight. So I decided to go back to something more pleasing, like the sexy, handsome, man of muscle that was about to have sex with me. I looked into his eyes at the perfect moment. I felt the tip of his thick cock pressing against me and with a single, forceful, thrust, he buried himself inside me. I let out a deep moan and rolled my head back. He waited for a moment before pulling most of the way out and pressing back into me. He held onto my hips for leverage, and pulled out again. This time he pulled completely out and started rubbing our juices up and down my slit. He unexpectedly slammed into me with a loud groan. I could hear us both panting like wild animals... and I loved it. He pulled out and picked me up off of the sink. My legs felt weak but I could stand. He moved his shirt over to the changing station and bent me over it. I felt him re-position himself behind me and thrust all six and a half inches back inside me. He started moving faster and harder and his grunts and moans got louder and more frequent. Nothing is sweeter than the sound of a man moaning because of you. I let out a few gasps and moans. Then, all of the sudden, I felt a snap. I told him to stop but he didn't feel it and didn't understand why. I started pushing him off of me until he realized I was serious and backed off. "What's wrong? " He asked, concerned. "I think the condom broke." I said. He mumbled some profanities and so I knew that he only had that one condom. "Don't worry about it." I said, slightly mischievously. He looked at me inquisitively, but he didn't need to ask anything because I slid slowly down to my knees directly in front of him. He just smiled as I encased his throbbing cock in my mouth. He sucked in a deep breath and put his hand behind my head pushing me closer to him. I pushed farther and farther until I eventually had all 6.5 inches down my throat. I gagged and pulled back a little but kept pushing myself to take as much as I could. I kept moving my mouth up and down his cock while rubbing his shaft with my free hand. I kept going like this for quite some time, moving faster and then slower to tease. He tightened his grip on my hair and started moaning louder and harder. "Shit, Nicole." He grunted. Obviously I kept going and I picked up the pace. "Fuck." he managed to gasp in between moans. "Shit. I'm gunna cum." He loosened his grip on my hair and moved his hand from behind my head, but I stayed where I was. He started to back up like he was going to pull out, but I moved closer to make up the distance. I picked up the pace as much as I could, and could tell he was surprised. I could feel him tighten up and his throbbing cock release his huge load of hot cum down my throat. His thrusts slowed down to a stop and I finished cleaning him up before standing up at his level again. He smiled at me leaned down to kiss me. "Good first time at the amusement park?" He inquired. "Oh, yes." I retorted definitively. It was difficult to keep my eyes off of him while we got dressed. Afterwards we kissed a few more times and headed our separate ways. I couldn't stop thinking about him and the total rush that he gave me that no roller coaster had given me all day. I also didn't know what to tell the girls, or if I should tell them. I did know one thing for sure though, and that was that I had to wipe that dumb smile off of my face or they'd find out for sure. I met them right on time at the burger hut. "Hey Nicole!" Amber waved at me frantically. "Hey guys!" I said. "How were the bumper cars?" "Pretty fun." Lexi replied. "How was the roller coaster? Exhilarating as it looks?" I nodded enthusiastically and mumbled, "Oh you have no idea." "Well good!" She said. "Hungry?" I nodded again. I had worked up an appetite before I had dessert... but of course, I couldn't tell ***** Written and edited by the same person, who is publishing it on this account. This is the original story. An assistant author and editor were used in the making of this short story, however, they remain anonymous.