I was going through some hard times recently. My job was cut during the recession and I was trying to get by on the meager unemployment check I received. It didn't help that I had a bit of a gambling problem. I was badly in debt but pretty much judgment proof so I didn't worry too much about it. Sometimes I would take my weekly check to the casino on the edge of town and more often than not, it would be gone in a few hours. Recently, I have been going over to my neighbor Gary's apartment and making bets with him and some of the other people who live in my building. Gary was more flexible when it came to things like letting me pay him back later. We played for small amounts of money so it was never too big of a deal.
Most people would not expect Gary and I to be hang out together. Gary was significantly older than me. He was a tall, overweight man whose balding head contrasted with the fuzzy chest hair that stuck out from the top of his shirt. Compared to him, I was much younger with a slim and smooth body. While I was shy and quiet, Gary was loud and boisterous. If it had not been for the gambling, I don't see why we would spend any time together.
Things got weird one day when I was over at Gary's apartment. We had been playing pool and making bets all afternoon. Gary was experiencing a bad luck streak, having lost several games where it initially seemed like he was ahead and likely to win. This pissed Gary off as he is a very competitive person. I could tell he was getting worked up as he kept cursing under his breath.
It is my experience that when playing a game requiring precision like pool, it can only improve your odds to play against an opponent who is frustrated and potentially distracted. So I decided to take advantage of the situation and bet everything I had won that day on the next game.
"Of course," Gary muttered after I had placed my bet. "Fucking cocksucker," he spoke in a voice that was barely audible. True to my prediction, Gary played the game sloppily and had a hard time sinking his balls.
I quickly pulled ahead in the game. While Gary had several of his balls left on the table, I only had to sink the eight ball and I would walk away with a fistful of cash. I felt I had bet smart on this one; my prediction about Gary's performance was absolutely accurate. Unfortunately, this made me a little bit cocky. When I took my shot, I easily sunk the eight ball. Disappointingly, I also sunk the cue ball causing me to scratch and lose the game. All the money I had won that day was gone including my unemployment check.
"Hahaha, are you fucking kidding me?" Gary gloated. "Fucking finally, I have been getting screwed all day."
"Fuck," I muttered under my breath. "There's no way... Come on Gary, give me one more game, give me a chance to at least win back what I came here with."
Gary shook his head vigorously, "You don't have anything left to bet. You shouldn't have bet everything you won on that last game. You've got no sense with money, kid."
"Come on Gary, you know if I lose I will pay you back," I argued. "I always have before. I got an electric bill that I got to pay and I really need the money. I am good for it."
"That's not my problem," Gary said as he rolled his eyes at me. "You gotta put something up other than an IOU. How about you suck my dick if I win the next game?"
"Come on Gary," I pleaded. "I am being serious here. I get another check in a week from now."
"Yeah, one more game, if I win, you suck my dick." Gary responded matter-of-factly. The look he was giving me creeped me out..
"Are you kidding me?" I looked at Gary incredulously. "Are you trying to make fun of me by calling me gay? I do not suck cock. Look, if I win, I get my initial pot back. If you win, I will pay you double that next week when I get my check," I explained.
"Relax, relax," Gary chuckled. "You win, you beat my cock off with your hand. That's a fair deal; I am not trying to call you gay. It would just be nice to get a good old fashioned handy."
"Whatever," I said angrily. "Stop giving me shit and let's play one more game." I racked the balls and Gary and I ended up playing another game. I couldn't help feel oft-put by what Gary said and the creepy way he looked at me. I assumed he was joking but the entire thing made me feel uncomfortable. Unfortunately, my preoccupation distracted me from the game. The bad luck streak Gary had been experiencing earlier seemed to have subsided and for the second time that day I found myself losing a game to Gary.
"Haha, I win again," Gary gloated. He placed his cue gently against the wall and sauntered over to a large leather couch that was nearby in the room.
"You win Gary," I said sullenly. "I will pay you back next week; I promise."
"Now wait a minute," Gary interjected. "You can forget about the money. The deal was that you would give me a handy. Now get your prissy ass over here and start beating my dick."
"Seriously? I asked. "That was a joke, you can't expect me to do that... that's disgusting."
"A deal's a deal," Gary interjected. "If you had won, you would have taken the money. Does it sound like I am joking? Get over here right now and start rubbing, boy!"
"This has got to be some sort of prank or something," I said in disbelief. "Why would you even want me to do this? It makes no sense." My voice grew softer and my steps shorter as I approached Gary on the couch.
"Well, what are you waiting for?" Gary said angrily. "Sit down!" he demanded, patting the portion of the leather couch next to him.
I responded submissively to Gary's commanding voice and sat down next to him. As I stood there dumbfounded, my eyes glanced around nervously.
Gary did not waste any time. He unzipped his jeans and pulled them down along with a pair of checkered boxers in one fell swoop. Gary's large, thick cock and wrinkly, buoyant ball sack came tumbling out right next to me. A large thud could be heard as the thick balls banged down against the leather. "Mmm," Garry moaned. "This is going to be good."
I couldn't believe it. I thought for sure he was going to call me a faggot at any moment and call this off but here I was sitting next to his completely exposed, bulky package. "G-Gary..." I said in tone that radiated hesitancy. "We don't have to do this."
"No, you do have to do this," Gary said aggressively. He yanked on his large dick a few times causing the shaft to quickly harden and grow even larger. "Come on and touch it boy." Gary gyrated his hips which caused his thick meatpole to swing back and forth towards me. He scooted his butt closer to me on the couch, moving the swinging, veiny spectacle closer and closer to me. "Touch it."
I blushed a bright color of red as I watched the swinging cock move toward me. Feeling as if I had no choice, I hesitantly reached towards the throbbing pole. I extended three fingers forward and brushed the tips up against the fleshy sides of the cock. I felt the cock spasm which sent a chill up my spine. I quickly pulled my fingers away. "Uhh..." I stammered.
"Oh yeah," Gary moaned. "Come on, don't stop... rub it. I am so horny right now. I'm gonna have a huge load."
"Ugh.." I didn't want to go any further but no words were coming to my mind. I re-extended my hand and fully gripped his cock. It was thick enough that my hand did not reach all the way around. "This is so... nasty," I said through nervous breaths. "It's so warm..." I ran my hand slowly and gently up and down the throbbing shaft. "There are so many veins on it..."
"Mmm... yeah," Gary moaned approvingly. "Rub that cock bitch. Your hands look so delicate touching it. It's so dirty."
I looked down at Gary's cock and was shocked to realize he was correct. My smooth, dainty hands rubbing up and down his pulsing thick cock which was pressed up against his protruding gut looked like an eighteen year old girl was giving her dad's horny friend a rub down. "Oh god..." I gasped as I rubbed the throbbing flesh.
"Those hands of yours are certainly better at working a cock than a pool cue," Garry chuckled. "Keep going, I've got a huge load coming. That reminds me, rub my balls while your down there. I really want to jizz big."
"That's so nasty..." I gasped as I reached my other hand over and began squeezing Garry's balls. They were thick and heavy and I could smell their musky odor even from where I was sitting. As my hand gripped one of Garry's large testicles, I ran my fingers through the wrinkly folds and squeezed gently and then harder. I then moved to Gary's other testicle and did the same. "They're so big," I remarked as I did so.
"Unh.. unh..unh" Gary grunted repeatedly. He closed his eyes in blissful pleasure as my hand bobbed up and down his throbbing shaft. "That's what a real man's balls are supposed to be like."
I couldn't believe that I went from having a fistful of cash a half hour ago to having a fistful of Gary's cockmeat. I couldn't help but admire how large and masculine his package was. He may have been an older, overweight man but he had the cock of a young bull. As my hand bobbed up and down the flesh, I could see sticky precum forming on the tip of its fat mushroom head.
"Unh, unh" Gary moaned louder and louder. "Ohhh shitt..." he yelled. "It's gonna happen... I am gonna explode!" His body began shivering and his cock started throbbing even more heavily than before.
"Oh my gawd!" I said in a panicked voice. I angled Gary's large cock so it pointed upward and slightly away from me but I did not let up rubbing it. I then watched as huge streams of cum began shooting out the tip several feet in the air. One of the large thick streams landed on my arm while most landed on the ground or Gary's chest or stomach. After the spurting was over, large amounts of sticky cum began erupting from the tip and flowing downward like a volcano. I felt this sticky mass of cum as it flowed down the head of the cock and thoroughly soaked my hand. As Gary had instructed me earlier, I continued to squeeze his balls and milk him of all the cum.
"Mmmm..." Gary moaned in-between hushed breathing. After what seemed like an endless flow of cum from his cock, his emissions finally subsided. Gary quickly stood up on to the couch causing his cock to be level with my face. He pushed it straight towards my mouth which caused me to quickly turn my head away. As a result, the fat mushroom head of the cock ended up pressing up against the side of my cheek, leaving a sticky cum mushroom stamp on my face. When Gary pulled back, a thick gooey strand stretched from my cheek to his drenched pole.
I turned my head in the hopes of breaking the cum stand. I was successful but it caused some of the cum to ricochet into my mouth resulting in me gagging. I tried to cough it up but it seemed stuck in my mouth so I ended up swallowing the salty mass, gulping loudly. "Eww, gross!" I complained as I closed my eyes tightly.
"I think you've got a little something on your face!" Gary laughed boisterously as he gently patted his fat cock. "Thanks for the handy, I really appreciate it. I could use someone to do that for me on the regular so if you ever feel like betting, come over here."
"I'm never touching that filthy thing again!" I insisted. My hand, arm, and cheek felt so sticky from Gary's cum. "I can't believe I did that." I shook my head in shock and quietly walked out of Gary's apartment. I couldn't wait to wash this stuff off. On the way up the stairs I realized my own cock was hard as a rock. By the time I got into my apartment, I was so horny that I didn't both washing the dried semen off of me. I beat my cock for a very long time, achieving multiple orgasms. The whole time I kept thinking of Gary's fat, disgusting cock and how it had erupted.
Over the next day or so, my mind kept going back to the handjob I gave Gary. I kept thinking about how horny he had been and how dirty I felt just servicing his fat dick. Despite my best efforts, I could not suppress the thoughts. I still did not have the money to pay my electricity bill so I called the power company and tried to get an extension for payment until my next check arrived. The customer service person kept insisting there was nothing they could do and it would be shut off if I did not pay by the end of the next day and if I wanted to turn it back on again then it would cost an extra fee. I tried various forms of pleading but nothing worked. I became concerned that my power would be shut off and I would have nothing to do but sit around and jerk off thinking about Gary's cock. I determined I had to make another attempt to get the money and to put this business with Gary behind me so I decided to return to his apartment.
When I arrived, once again Gary was the only one there. He opened the door and seemed happy to see me. "Well if it isn't the boy with the magic hands, come on in," he cheerfully spoke as he opened up the door so I could enter. "I have another warm one in the oven if you feel like making bets today."
"Gary," I said tersely. "I am going to be upfront with you, I need money. But I am not gay and I am not touching your dick again. What you had me do last time was disgusting and should be something that you do on your own free time when I am not around. If you are interested in betting for real, let me know or otherwise I am out of here."
"Sheesh," Gary said in an agitated tone of voice. "You seemed like you enjoyed yourself last time but obviously not as much I did. I don't feel much like gambling for money that doesn't currently exist. How about this, if I win, you have to serve me drinks all evening dressed in this." Gary chucked a piece of clothing at me.
I caught the piece of clothing. Holding it up, it looked like it was an orange, speedo style swimsuit. "I don't think I could even fit in this," I said perplexed. "I guess it would be pretty tight. I don't know Gary, this seems like some sort of weird sexual thing..."
Gary shook his head in the negative. "No, no, no. I promise, I will keep my dick in my pants. I just want to be waited on like I am vacationing at a resort. You will not be obligated to do anything sexual, no handjobs required. Hell, I will agree to pay you even if you lose, with payment following your services. But there is no backing out."
"Hmm," I pondered aloud. "Something seems odd about this but it sounds like a guaranteed win. Well, if you promise that I don't have to do anything sexual... I guess I agree."
"Wonderful," Gary said, his voice showing hints of surprise that I had agreed so easily. He handed me a pool cue and began to rack the balls.
I played very well and quickly sunk several balls in quick succession. It looked like I wasn't going to even have to put up with Gary's bullshit. I focused in on the eight ball and sunk it... this time without scratching. "Yes!" I celebrated.
Gary laughed. "I don't see why you're so happy. You just lost!"
"What?" I said aloud. I looked down on the table and sure enough I had forgotten to sink one of my balls. "Goddamnit..." I stammered."
"I will see you here at 8, make sure you are wearing that swimsuit when you arrive over here!" Gary said gleefully.
"Shit," I muttered. At least I would still get paid either way. The rest of the afternoon I dreaded the prospect of going back to Gary's apartment. When it got close to 8, I put on the flimsy excuse for a swimsuit that Gary had provided me. The suit tightly fit my junk. If I were to get a boner for some reason, it would be very noticeable. The backside was even worse. The material left my ass cheeks hanging out the back. I already had unusually large ass cheeks for a slender guy and this suit made my ass look like it belonged on a female porn star. Worst of all, the material was loose enough that there was a noticeable jiggle when I moved which I am sure would bring even more attention to my ass.
When I left my apartment, I was so nervous I felt a cold sweat form around my body. In an incredibly embarrassing moment, I ended up walking past Linda, a girl who I had a crush on in the building, as she was entering her apartment. She saw my jiggling ass in the orange swimsuit and gave me a very bizarre look. I couldn't think of anything to say so I just blushed and passed her by. "Ugh," I muttered as I made my way down to Gary's apartment. She must have thought I was some sort of weird pervert.
I knocked on Gary's door and heard him yelling to come in. I walked into the apartment and Gary was stretched out on the same couch where we had been sitting before. I immediately flashed back to me pumping his cock and rubbing his big balls. The thought made me shudder.
"The suit looks good on you," Gary commented. "But you have to let me see the backside."
"It's kind of revealing," I admitted. I slowly turned around and gave Gary a view of the back of the swimsuit with my curvy ass cheeks hanging out the sides. "Something bigger might be better..."
"No, that's perfect," Gary commented quickly. "I like the people who serve me to show off some skin. Now go and get me a beer."
I walked across the room to Gary's kitchen and noticed Gary staring intently at my jiggling asscheeks as I walked. I could tell from the look on his face that he was sexually intrigued by my ass. The attention made me blush red.
"There is some white wine in there as well if you want to grab something to drink for yourself," Gary offered while he remained seated on the couch.
I figured I would be better able to cope with Gary's bullshit if I had a few drinks in me so I gladly poured myself a glass of white wine and grabbed Gary a beer from the fridge. I walked over to Gary and handed him the beer and then walked over and sat down on a dining room chair. I crossed my legs to cover up the swimsuit that I was embarrassed I was wearing and took a sip of wine.
There was a knock coming from the door and Gary yelled, "Come in!"
Another man walked in who I recognized immediately as Paul. Paul would also sometimes come over and gamble at pool or poker at Gary's apartment. Unlike me, Paul was very similar to Gary. There were both older, large men who were slightly overweight.
"Hello Gary, hey Danny," Paul greeted us as he took a seat down next to Gary. Paul turned his attention to me and spoke, "I heard from Gary that you're serving us drinks tonight. You can get me a beer, boy."
"You didn't say I would be getting Paul drinks too!" I objected. "Ugh... fine," I spoke, taking another sip from my wine glass. I set the wine glass on the table and uncrossed my legs and stood up. I walked towards the kitchen with my asscheeks once again jiggiling in front of Paul and Gary.
"Phew!" Paul whistled at me as I walked to the kitchen. "Hot damn, your ass can jiggle, boy."
I blushed red. My mind tried to grasp for some sort of sarcastic response but it just ended up drawing a blank so I remained silent. I continuing walking to the fridge and obtained another beer. I walked back out into the family room and handed Paul the beer.
"Thanks for the beer... and the show," Paul snickered. He reached over and grabbed the back of my right butt cheek and gave it a firm squeeze.
"Hey!" I objected as I pulled away from Paul. "Don't touch me!" I walked back over to the dinner table and sat down in my chair. I crossed my legs and grabbed my glass of wine and took another sip.
"Come on, relax, Danny," Gary said as he took a large swig from the beer he was holding. "We're just joking around here. You don't need to be so sensitive. Also, why are you sitting all the way there? There's plenty of room on the sofa. Come over her."
I picked up my glass of wine and walked over to the sofa where Paul and Gary were sitting. Contrary to what Gary had said, there was not plenty of room. I had to scoot in between the two large men and pull my legs tight crossed over each other. Paul's arm stretched out above my shoulder and I could feel the weight of both men pressing against my sides. Somewhat nervously, I took another sip from my wine glass.
"Let's watch something on TV," Gary volunteered. He turned on the television set and began flipping through channels. "I get all the premium channels," Gary explained. He ended up settling on a channel I had never heard of before. It was readily apparent from the images on screen that it was a channel that broadcast hardcore pornography.
"You want to watch porno?" I asked in a surprised voice. I did not understand why Gary did not just do this sort of stuff by himself like a normal person.
"Sounds good to me," Paul interjected. Turning his attention towards me, he spoke, "Gary told me you give a really good handie. Go ahead and beat our dicks off while we watch some porn."
"You told him about that?" I said in a raised, appalled tone of voice directed towards Gary.
"Well, we never said it was going to be some sort of secret," Gary explained. "Guys talk about these sorts of things. You know, who is putting out and who is a good lay. Men gotta know their sluts from their bimbos."
"Well, I am not beating off any dicks!" I said angrily. "You said that I would just be serving drinks and I didn't have to do anything sexual."
"Relax," Gary said impatiently. "Paul, keep your penis in your pants. Apparently you're making the princess over here uncomfortable."
"You're no fun," Paul remarked as he took a drink from his beer. Paul focused in on the pornography being displayed on the television screen. It depicted a gangbang scene where a large breasted woman was on all fours getting fucked. All of a sudden a second actor approached the woman and pushed his cock inside of her mouth. The actresses ended up getting jackhammered from both directions.
"That's so hot," Gary commented. "That's always been a fantasy of mine. To just fuck some bimbo from both ends like that. I have never been in a threesome before but I wouldn't hesitate for a chance to experiment like that."
"I couldn't agree more," Paul added. "Nothing makes my dick harder." Turning his attention to me, Paul spoke, "Would you ever consider taking two cocks like that, one in your ass while a guy fucks your mouth?"
"Never going to happen," I interjected. "I'm not taking any one's dick and I am certainly not going to be part of some old guy's gross sexual experiment."
"Oh, but if it was two young muscle bound guys like in the porno you would do it?" Paul asked me.
"You're not listening to a word I am saying," I responded.
"I for one could use another beer," Gary said interrupting my conversation with Paul.
Noticing my own wine glass was empty, I agreed, "I will get us another round." As I stood up, Paul grabbed both of my ass cheeks and cupped them with his hands. "Stop it, pervert," I complained. After giving me a few firm squeezes, he let me go walk to the kitchen. I poured myself another glass of white wine and grabbed two beers from the fridge. I walked back to the couch and handed the older men their beers.
"Space on the couch is tight, maybe you should sit on my lap?" Paul suggested.
"Come on Paul," Gary complained. "Would you leave the boy alone for a minute? Why are you giving him such a hard time?"
"I don't need you speaking on my behalf," I snapped at Gary. I turned around which gave a pleasantly surprised Paul a great view of my shapely ass. Before he could comment, I gently lowed myself down on to his lap. When I was settled on top of him, I crossed my legs and took a sip of wine.
"You just get nice and comfy up there," Paul snickered joyfully. He eagerly sipped on the new beer he had been handed.
I felt something hard poking into my ass. I tried to readjust myself but I kept feeling some large and hard poking into me. I was buzzed from the wine and did not notice at first but over time I realized Paul was sporting a large boner underneath me. This was not surprising given that we were all watching pornography. His boner felt big and powerful under me and I predicted it was just as big as Gary's. I didn't mind sitting on top of it at first but I started to notice that Paul was gently moving it, causing it to rub up against my ass. The motion caused me to feel a strange shivering sensation. Out of intrigue, I moved my ass to make it easier for him to rub it up against my swimsuit covered ass. The rubbing continued at a faster pace. I became disturbed however when I noticed I was starting to pitch a notable tent in my swimsuit.
I looked over to Paul and saw that he had noticed my dick was hard. As I tried to get up, Paul grabbed my legs and held me in position for a minute or so while he gyrated his hips so the tip of the tent in his own pants banged back and forth against the thin fabric covering my butthole. After several uncomfortable tip to hole contacts, he released me and I sat up, covering the embarrassing bulge in the front of my swimsuit with my free hand.
"I think I'll sit back over at the dining table..." I spoke while my face blushed red.
"Actually, Danny, why don't you go grab the cooler in the kitchen closet and toss a few beers in there?" Gary asked. "That's enough television right now. Let's go up to the roof and use the hot tub for a while."
"Right...ok," I mumbled as I walked over to the kitchen. I opened up Gary's closet and pulled out a small cooler. I dropped a couple of beers in there. I finished what was left in my wineglass and poured myself another drink. I then popped the cork back into the top and dropped it on top of the beer. I looked down at my crotch and to my relief the bulge had died down. I closed the cooler and walked back out into the family room.
When I got back into the family room, Paul was gone. Gary spoke to me, "Why don't you head on up there boy? You're already dressed for the part. Paul and I will join you in a sec."
I took the cooler to the door of Gary's apartment. When I peered out, I saw nobody was in the hall. To my relief, there was no one in the stairwell or on the roof either. I was the first one to get to the tub. I set the cooler down on a table on the other side of the roof and then walked over to the tub. I gently scooted into the water which felt warm and comfortable. I sipped from my wineglass and awaited Gary and Paul.
It was not long before Gary emerged from the stairwell door. He sported a much more appropriate fitting boxers-style swimsuit. His hairy gut hung over the side. He approached me in the tub, set down his bag and joined me in the water. "Mmm," he moaned as he slid in. "That's nice, eh?"
Not long after Gary settled in the tub, Paul arrived. As he approached the pool, he removed his shirt to reveal a very similar body shape to Gary's. He approached us in the tub and stated, "My old bathing suit is too small. I am just gonna go in the buff." Before either of us could comment, Paul pulled down his shorts and boxers. Paul's cock came tumbling out into view. True to how it felt underneath me, his cock looked large and bulky. I estimated it was potentially even larger than Gary's big rod. Paul noticed me checking it out and winked at me as he slid into the tub. His cock submerged into the water like some sort of sea serpent.
"I like your spirit, Paul," Gary spoke. "I think I'll do the same." Gary's arms disappeared under the water and fidgeted around. Suddenly, Gary's bathing suit came floating up. I now found myself once again sandwiched between the two larger older men, this time both of them nude.
Paul turned his attention to me and spoke, "Ok boy, you too. Take the suit off." "That's ok... I will keep it on," I replied nervously.
Gary shook his head at me. "Come on, you've seen both of us naked at this point. Don't be so shy. Besides, none of us can see anything below the water."
"Ok... but nobody better try to touch me," I said. Hesitantly, I reached down below the water and grabbed the sides of my bathing suit. Gently I tugged on it, pulling it down my legs and eventually off the bottom of my feet. I set the suit next to me. I immediately felt a firm hand grope my now bare ass. "Hey!" I shouted.
Gary and Paul both laughed. "Sorry, I couldn't resist after you said that," Garry chuckled. "You gotta relax kid." Gary turned around and reached into his bag and pulled out two cigars and a lighter. He lit one of the cigars and handed it to Paul. He then lit the second cigar and began smoking it.
I lifted my wineglass up to my lips and took another sip of wine. I then felt something hard smack up against my leg. "Hey, watch it," I complained.
"It's cramped, what do you expect?" remarked Paul. "Also, where are our beers? Get to it, I am thirsty."
"Hold on," I turned around in the tub and looked around. "Where did my suit go?"
"Fuck if I know," Gary said. "Go get us drinks, nobody else is out here who is going to see you."
I looked around frantically for the suit but could not find it. "Ok, but nobody look when I get out of the water," I explained. I put the palms of my hands down against the outside sides of the tub and lifted myself up. When I was out of the tub I felt someone smack my ass cheek. When I turned around I saw both Gary and Paul glaring perversely at my bear ass. "God you guys are gross," I complained.
As I walked to the table where I had set the cooler down, Gary and Paul whistled and made cat calls at me. "Why don't you sit back on my lap when you get back here sweetheart," Paul shouted at me mockingly.
Paul's comment made me think about earlier when he had been humping me in the tub. When I looked down in the cooler I noticed my cock was rock hard. "Shit," I thought. I grabbed two beers and walked over to the tub. I tried to cover my cock with the bottles as best as I could. When I got close to the tub, Gary reached out to grab a beer but then grabbed my cock.
"What's this boy?" Gary laughed. "Are we turning you on?" He pumped my cock a few times with his hand. "You're hard as a rock."
"Don't touch it!" I snapped, pulling my hard cock away from Gary's hand. I set the beers down and quickly scooted into the water. Before my bare ass hit the bottom, Paul grabbed me and pulled me on to his lap. I felt his rock hard cock press up against my bare ass cheeks.
"Take a seat, kid," Paul said. He grinded his fat dick so it rubbed in-between the crack of my ass.
"Oh gawd..." I gasped. I felt the cock slide up against the opening of my ass and found myself shivering once again. "Stop that!" I yelled and splashed Paul in his face. This caused him to loosen his grip enough for me to slip my ass off of his huge dick.
Gary laughed. "Play nice you two," Gary spoke in-between drags on the cigar he was smoking.
I felt Paul's hand grab my own hand under the water and guide it over to his thick shaft. I soon felt the unmistakable touch of throbbing cockmeat in my hand. I hesitantly started stroking Paul's cock in hopes he would leave me alone and keep his sea monster away from my ass.
"Hey, Paul," Gary spoke and then took a long puff on his cigar. "I never told you the best part about Danny giving me that handie the other day. After I was done, I took my cock and wiped a big old gob of cum right on his face."
"Oh man, that's so hot." Paul responded through soft moans. "I wish I could have been there to see that!"
I blushed as I continued beating Paul's dick underneath the water. "Oh my gosh, Garry, don't tell him about that," I pleaded.
Gary stood up in the tub which resulted in his large, veiny cock emerging. Gary's cock was now level with my face. The conversation must have turned him on because his cock was fully erect and bulging. Gary tugged on it slightly, causing a small amount of precum to ooze out the tip. "Well," Gary began. "I'll give you a re-enactment right now!" Gary moved his fat, precum oozing dick straight towards my face.
I released a hold of Paul's cock and stood up and backed away, my back pressing up against Paul's bulging gut as Gary's fat cock hovered towards my young, impressionable face. Despite my best efforts, Gary's successfully navigated his cock so that its fat, mushroom head ended up pressed up against my lips. I immediately tasted salt as the precum ooze was smeared across my tight lips. I then felt the shaft press up against my face. As I struggled to move my face away, I felt Paul's hard cock poking into my ass. "Mmph.. stop...mmph," I struggled to speak.
Paul's rock hard cock banged repeatedly against my ass. With each strike, the fat head of his cock landed closer and closer to my virgin asshole. Paul's strong hands grabbed my hips to hold them steadily in place as he attempted to hump his way inside me. I felt the tip of Paul's cock bang up against my asshole and I started to panic. "Wait!" I tried yelling only to have Gary push the tip of his cock in my mouth. My mouth was overwhelmed with the rubbery texture and musky fleshy taste. All of a sudden I felt a sharp pain as the tip of Paul's cock finally breached my virgin asshole. At that point it was like my legs had gone out due to shock. I just felt my ass falling further and further down on to Paul's huge pole. As my ass slid down, inch after inch of Paul's cock disappeared inside of me. I could feel the powerful throbbing tool violent push into my insides.
Gary's cock slid out of my mouth and I immediately gasped for air. "Oh gawd," I exclaimed. "It's so hard... oh gawd.. it feels so gross. I can feel inside of me." Paul's powerful arms lifted my butt which was still impaled on his cock. I put my arms down so that my hands touched the bottom of the tub. From this position, it was easy for Paul to pump his big cock into my now gaping asshole which is exactly what he started doing. I could feel his thick tool jackhammering into my ass and his gut slap against my backside.
As I felt my ass get pummeled I saw Gary has positioned his cock right towards my face. I tried to shut my mouth but the repeated pumping cause me the grunt and moan. When the time was right, Gary shoved his dirty cock into my mouth and began his own rhythmic humping. I was now rendered a helpless piece of flesh as the two older men pummeled me from both sides.
With every pump of Gary's cock into my mouth, I helplessly uttered s disgusting slurping noise. His large balls kept swinging up and smacking against my chin as he aggressively fucked my face. At one point, he pulled his cock out of my mouth and just began rubbing it up against my face.
"S-unh-unh-s-stop-umph," I tried murmuring as Gary gleefully rubbed his ball sack against my face. Gary was having way too much of a good time to stop and listen to what I had to say.
"I can't believe I am part of a threesome, this is amazing," Gary remarked to Paul as he shoved his cock back into my mouth and began pumping.
"Glup..." I slurped as Gary's cock pushed inside my mouth. "Glup...unh... unh... oh gawd here it comes again... glup...glup." I couldn't believe I had become a conquest for these older men; an opportunity for them to satisfy their sexual fantasy of double teaming a young guy.
"Oh yeah, take it you bitch," Gary said gleefully as he pumped his cock in and out of my mouth. "How's that ass treating you Paul?"
Paul continued a stead rhythmic pounding of my insides as he enjoyed the view of my jiggiling ass cheeks. "Oh, it's amazing," Paul responded. "Very tight butthole, very virginal... of course, going to be a lot looser by the time I am done. I am surprised you didn't object to me busting his cherry."
"Unh, unh," Gary moaned. "Oh, that's ok... it's worth it to see his face while we break him. A week ago he never he touched another cock. " Gary turned his attention back to me. "Unh, suck it bitch... unh. Oh yeah, he'll start coming around soon here. He's gonna love cock when we're done turning him out."
"Gluppp... ugh.. gluppp." I continued to slurp on Gary's fat cock as he moved it in and out of my mouth. Around this time I started feeling a little weird. A cold chill coupled with an extreme horniness was taking over. It's like the two hard dicks plowing in it out of me, leaking cum and testosterone into my body had messed with my hormones and boosted my sex drive. I found myself becoming more submissive. The pain in my ass subsided and was replaced by a cold, pleasurable sensation that caused shivers to run through my body. The manly, testosterone fueled taste of Gary's cock started turning me on.
"My hips are getting tired," Gary complained. He pulled his thick, fat cock out of my mouth. "Start sucking, bitch."
I took a little bit to catch my breath. As I looked up I could see Gary towering over me, his gut hanging out and below that his slick wet cock covered in my spit. He smirked down on me and jiggled his erect cockmeat.
"Kiss my cock," he demanded.
"Unh..unh..." My body continued to shake as Paul pumped into me. I puckered my lips up and passionately kissed Gary's bulbous cock head. When precum leaked out the tip, I happily lapped up the warm, salty substance.
"I like the servile attitude," Gary smirked. "Now my balls, kiss them."
"Unh..unh" I gasped as Paul continued to aggressively pound my ass, each time his thick shaft setting off a chain reaction throughout me. My eyes were watery but after blinking a few times I found myself staring at Gary's wrinkly ball sack. Embracing my new submissiveness, I closed my eyes and stuck my puckered lips out and gracefully kissed the folds of Gary's fleshy manbags. He then opened his mouth and began suckling on them.
"That's a good bitch," Gary laughed as he violently shoved his shaft back into my mouth and resumed his ramming back and forth from earlier. "The princess here just kissed my filthy balls as if they were his prom date. I think we've broke a bitch."
"Glup... Unh... glup," I once again found myself slurping as Gary fucked my face once again. When Gary would shove his cock inside my mouth, I'd do my best to suck it and massage it with my tongue. "Glup... mmm... glup"
"Oh yeah, Mmmph," Paul grunted as he continued to thrust into me. "He's not tight like he was. My dick fits his ass live a glove. I am ready to paint this kid's insides white."
"What do you think, bitch?" Gary asked me while his cock was stuffed up inside my mouth. "You want Paul to give you some cream filling?"
"Mmph, mmph," I shook my cock filled mouth in the negative.
"Unhh... ohh yeah..." Paul moaned. "I am gonna cum buckets in this kid's ass."
"Mmph, mmph!" I tried pleading as I felt the cock that was impaled deep inside me start to swell up. The throbbing grew more and more rapid.
"Yessssssss! Unhhhhhh!" Paul loudly moaned. "I'm doing it! Oh man, I am cumming so much inside this kid!"
I felt the cock inside me spasm intensely and I could feel the warm goo spread inside of me. It felt so weird and disgusting. As the cum filled my ass I felt overcome with the sensation that I had to go to the bathroom – like I had no choice. To my horror I felt my ass open up like I was going to have uncontrollable diarrhea but instead white, sticky cum oozed out. This all was occurring while Paul's cock remained deep inside of me spasming out cum.
Gary yanked his throbbing, wet cock out of my mouth. "I've got to cum too; I think I will dump it on that young face of yours, what do you think?"
"Noo, unh, not that! Not, unh, my face!" I pleaded as best I could with Paul's cock and semen leaking out the back of my ass.
"Face it is," Gary smirked. A few tugs on his bulging cock with his fat fingers unleased a torrent of cum. Rapid fire, thick gooey streams fired out smacked my face hard. The sticky material quickly flowed down and caked my face in salty semen. I was completely overwhelmed by its musky and masculine smell. The gobs kept coming, hitting me all over my face and in my hair. Cum was dripping down my chin like rainwater down a drain. When I was covered in four to five layers, Gary shoved his ejaculating cock back into my mouth and started shooting jizz straight on to my tongue and down my throat. I nearly choked as the salty discharge spray-coated the inside of my mouth. I had no choice but to swallow load after load, my stomach absorbing the hormone filled goop.
The two hard, spasming dicks inside of me coupled with the raw cum running down my face sent me over the edge and my own dick started spewing cum straight down into the water. I felt an odd mixture of horror, disgust, and euphoria as my dick orgasmed over and over again in unison with the two older men.
Paul and Gary went back and forth shooting cum inside and out of me for what seemed to last several minutes. Even after they started running low, they each grabbed their balls and milked every last drop on to my humiliated face and asshole. By the time they were done, the smell of semen and raw, man on man on man sex permeated the entire rooftop.
"Oh god," I gasped. "That was so much cum. I can't even move my legs, my ass is so sore." I was fucked harder in the ass and in the mouth that night than I had ever fucked any person in my life, by far. I had to admit, the orgasm was intense and left me feeling warm and tingly.
Gary took a puff from his cigar. "Looks like Paul and I got the best of you tonight," Gary chuckled. "Some games you win and some games you lose."