The Game

As I stood there taking in the room I noticed Jon off to the left looking into a large chest of drawers like you would see in a garage. It was black, the same as the walls, and like the bedroom one wall was completely covered by a mirror from floor to ceiling.  Jon looked over his shoulder at me and a mischievous grin spread across his face. He took looked me up and down from my feet, up to the large buldge in the front of my towel pushed low on my hips. With the booze and weed gummy coursing through my veins, I was totally embracing the ‘new me’ no shame, and no regrets. He had asked me if I like to get fucked and I told the truth. Hell yeah! I was enjoying him looking me up and down. He said “ come here, I want to see which of these is your favorite…” I was curious as what he was looking at in those drawers so I started across the room to where he was. This room was a bit cooler and my nipples tightened up at the cool breeze after the shower. Jon was still fully dressed from our trip and all of the sudden I was wondering where this was headed if not sex…

As I walked up to him he lifted a dildo out of the drawer and asked “ does this look like the one you use at home? “ It was on the smaller side, about 5 inches long and about an inch in diameter. I smiled and said “kinda…mine is a little bigger”. Telling him about my sex toys cause my face to blush a little. With out another word he dropped it back into the drawer and then closed it. Next he opened the drawer below it to reveal a selection of larger dildos. There was about every shape, size and color you could think of. Jon asked “ which of these looks most like the one you like to get fucked with.” I grinned and looked over the selection. My dick was still hard and pushing against the towel I had wrapped tightly around my waist. I pointed to a dildo in the drawer about 8 inches long, but much more girthy than the first one he showed me. It was closer to the thickness of a Red Bull can, maybe a bit smaller. Jon smiled and pulled the dildo out to the drawer as he slid it closed with his hip. Without a word he handed me the dildo and walked over to another cabinet on the opposite wall. Without being asked I followed him. When he opened the doors I saw a variety of lubes. Bottles, tubes , tubs…everything you could imagine. Jon looked at me with that same evil grin and said “ pick out the one you like the best”. I looked them all over and decided on a brand called LÜB I had used before. It always stays super slick and lasts FOREVER. He handed me the bottle and closed the door. I watched as he walked over to the waist high platform in the middle of the room. Jon turned and leaned his butt on the edge and then pointed his finger at me, then wiggled it for me to join him. I was so turned on by the power dynamic between us. Him in charge. Clothed. And me nearly naked telling him my most intimate sex secrets. I walked over to him and he said in a quite voice. “ You said you want to get fucked this weekend. And you told me you like using a dildo at home. Now we have your favorite dildo and a bottle of lube. What would you like to do next?” The silence stretched out as my mind raced with what to say. Did he want me to take it back to my room? Was this the foreplay before he fucked me? My heart was pounding and my face must have been bright red. I don’t know why I was embarrassed …it was just a natural reaction. I must have waited too long because he finally asked “do you want me to help you get started?” My heart was pounding so loud I could hear it in my ears. I found it hard to speak so I just nodded yes. Jon’s evil grin returned and he stood up from leaning against the platform. He said “ Why don’t you set those down and put your hands on the platform. I did what he said and he stepped up behind me. I instantly flashed back to his hand job in the bar with him standing behind me in the same way. My dick flexed at the thought. Jon took my hips and pulled them back towards him, causing me to take a step back and  lean forward, putting most of my weight on my hands now firmly planted on the platform. The bottom edge of the wet towel was draped across the back of my knees and I felt him lift the edge bringing it higher up my legs and exposing the bottom of my ass cheeks. He ran a finger under one muscled cheek and then lightly up my crack, teasing me until I groaned. Then he dropped the edge of the towel and picked up the bottle of lube. I watched him pop the top and squeeze a slow stream over the length of the dildo laying next to it. Next he stood the dildo up on the set of fake balls at it’s base and sqeezed a long stream of lube above the head and let it run down the length of the dildo while i watched. This was the most erotic scene I have ever been in and we hadn’t even got started. Once the dildo was dripping in lube he set the bottle back down. He picked up the dildo and then I felt him lift the towel again. This time he stopped when just the bottom half of my ass was exposed. Next thing I felt was the slicked up tip of the dildo slide between my cheeks with excellent aim right towards my hole. Instead of pushing all the way in, he used the head of the dildo to push in and out of my muscled ass cheeks to lube up the path. Each push got a bit firmer and deeper - closer to my hole. My knees were shaking from excitement and when the head finally touched my hole I groaned again. I heard Jon release a small chuckle behind me. He continued the slow in and out of my cheeks, each time touching my hole but not pushing inside. The sensations were driving me wild. Jon kept up this teasing for what seemed like forever. I was lost in the feeling of my cheeks spreading, my hole being gently stretched and the retreat of the dildo. Jon was such and expert at this teasing game that I didn’t even realize how he was progressing until I felt the head of the dildo pop inside the first time. It shot a wave of electricity up my body causing my nipples to go instantly hard. Jon held the dildo there long enough for me to adjust, and when I started to push back into the dildo to make him go deeper - he denied me and slipped the head out of my now stretched hole. With only a moments pause and disappointment he slid it back in past the head to my surprise. This got another groan out of me. This continued for what seemed like hours. Fucking me in and out with the tip of the dildo. Deep enough to make me groan but never deep enough to really satisfy me. He had me worked up to the point I was rolling my hips to try to get more depth - but he expertly kept me begging for more. Without noticing I had begun to moan and beg as he teased me and it only came to my attention when he said “ easy big boy, we want to get you warmed up before going deeper, just moan for me…that’s fucking hot…” And so I did. I leaned there on the platform, ass pushed out behind me as Jon teased my hole over and over with the tip of the dildo.  I kept trying to push back into the toy until Jon laughed and said “ ok, we are going to have to do something to keep that greedy hole from grabbing this toy..” With that Jon pulled the dildo out and set it back on the platform in front of me. He said “ if you keep that up I am going to have to tie you up so we go at the speed I choose. Would you like that? You want me to tie you up and tease your hole some more?” I was in slutty heaven, and a little high, so I said yes. 

As Jon walked across the room he asked me “ have you ever played with a fuck machine?” I had seen plenty of porn with guys riding dildos on machines..but I have never seen one in person. I stood up and watched as he dragged a cover off what looked like a weight bench in front of that mirror wall. Jon waved me over and guided me to straddle the bench facing the mirror wall. The towel around my waist slid up to my knees as Jon lifted the back again and I lowered my bare ass onto the bench. The first thing I noticed was that there was a cutout on the seat open to the back and when I put my full weight down it cause me cheeks to spread apart and I felt cool air hit my now exposed hole. Then Jon lowered the towel back down, and pushed me forward to lean onto the brace in front of me. In this position I was straddling the bench, leaning forward with my arms over a padded rail against my pecs. Next, Jon moved around me lifting my legs and knees into grooves on either side of the bench and then with thick Velcro straps, securing them in place. Next he bent down and ran another long strap under the edge of my towel, over my thighs and secured it on the other side. Now I was locked in. I couldn’t move an inch from the waist down - but my arms were freely hanging over the padded bench in front of me. Next Jon grabbed a metal pole from in front of me against the walk and I watched in the mirror as he walked back over and picked up the dildo - then screwed it on to the end of the chrome pole. He grabbed the lube bottle and and walked back over behind me as he asked “ do you want me to keep teasing your hole? “ I was mesmerized and just shook my head yes. He grinned that evil grin as I watched him kneel down in the mirrors reflection and lock that chrome pole into something in the floor behind me. I head some clicks and watched as he turned a dial on the floor. He lifted the back of my towel again and as he turned the dial I felt the tip of the dildo touch my exposed hole. Realization snapped in place and I realized I was strapped to a fuck machine and about to have another first in my life.

I head the click click click of the dial and felt the dildo slide into my now warmed up hole just past the tip. Once inside Jon stood up and walked over infront of me and took a seat on the bench facing me. Our eyes were level and that evil grin got wider as he said “ Ok, now that we have the greedy hole locked in place - we can really get you warmed up. With that he reached down and picked up a control box attached to a long cord that disappeared into the floor.  He pushed a small button and the machine whirred to life. I felt the tip of the dildo slowly pull out of my hole and slide away from me to the edge of my ass cheeks before pushing right back in tip deep into my hole. A groan of pleasure came out of my mouth and my eyes fluttered from the sensation. The slow tip fucking continued under the back of my towel. Jon leaned on the padded rail between us and enjoyed the look of bliss on my face as the machine teased my hole over and over and over. With the position I was in, leaning forward, my back arched, legs strapped in and  my ass pushed out - the fuck machine worked my sensitive hole without missing a beat. Once I was groaning and getting into it, Jon stood up, picked up the bottle of lube and walked around behind me. Next he lifted the towel to expose my hole taking a pounding from the machine. He smiled as he popped the bottle top squeezed a slow constant stream onto my hole. He led the towel up out of the way and let the machine push the lube into my hole over and over and over until there was very little resistance from my eager hole. Once he was pleased with his work, he dropped the edge of the towel back down to cover my ass moved back to his place on the bench. He picked up the control box again.

My heart was racing with excitement as he turned a dial on the control box and I felt the machine pick up the pace. It was like he was a master of working just enough of my hole to get me really turned on - but never deep enough to give me total pleasure. We stared into each others eyes as he slowly turned the dial and the dildo picked up speed. The extra lube was ensure no resistance - so it was just teasing my hole faster and faster until I was moaning constantly. Jon kept incensing the pace until it was jackhammering away at top speed. He set the box back on the floor and then moved back behind me to look at his work. He lifted the towel and grabbed the lube to start another slow stream onto my hole. The speed of the machine and the heavy stream of lube started to make vulgar sloppy sounds as it pounded away. This just drove me further into bliss and I moaned louder. Jon started to encourage me “ That’s it, get into it, let me hear how much you love this” I moaned and grunted my approval. 

This hole pounding continued as I watched Jon in the mirror as he watch my hole get pounded. Movement over his shoulder caught my eye as two of the other guys walked right into the open down of the room. I can’t believe I forgot the door was open!!! 

They instantly took in what was happening and walked directly across the room to get a better look. Jon glanced over his shoulder as they approached and said “ you got to check this out..” then  he lifted the towel a little higher to show off his work. A guy stepped to either side of him and almost as if it was choreographed - one took the towel and one took the lube as they handed Jon a beer. My face was bright red in the mirror. The guys were grinning from ear to ear glancing between my face in the mirror and my hole getting pounded. Jon took his seat in front of me and picked up the box again as he said “ ok, let’s see if we can find the prostate.” Jon worked the dial on the box and I could feel the dildo go a bit deeper each time. I was so horny and worked up that my hole gave no resistance as the dildo plunged in and out deeper each time until it did indeed find my prostate and then Jon set the box back down and joined his friends as they all watched me take the fucking of my life.

I was grunting with each quick thrust and my dick was hard as rock when Jon reached up and took the towel from his friend. He gently untied it from my waist and slipped it away to leave me fully exposed. Next he moved around to the front and I watched as he lifted what appeared to be a flashlight on a garden hose from the floor. His friend stepped up and squirted from lube in the opening and then I watched as Jon maneuvered it between my  legs, over a hook, attached some bungee cords and slid it over my throbbing dick. Another push of a button on the box and the sucking began. From tip to balls and back again. It was starting a slow full length blow job. This was more than I could take and I started to grunt and moan as I felt the orgasm build. The guys moved around to watch my face. The orgasm hit like a shockwave - my body went stiff from head to toe straining against my bindings. I planted my hands and pushed back from from the bench in front of me arching my back further and flexing my muscled upper body. My face contorted into my ‘cum’ face and the guys soaked in every moment as they watched me orgasm over and over. The machine milked out every drop and then continued to torture my sensitive dick. Even as the orgasm faded and my dick screamed - the hole pounding continued. I was so over stimulated I was bucking and screaming as the machine continued it’s torture and the guys busted out laughing and cheering me on. I rode the waves of extasty while they watched. My screams must have alerted the other guys in the house because they rooms started to fill with the hole group. 

Jon smiled, waved them over and said “ come on in guys we are almost done…just five more minutes…”