Sorry for the delay - I've been through some large life changes in the past few weeks, including moving halfway across the country and having to get used to an entirely new environment.
Thanks to all of you that have so patiently waited! I appreciate it!
Chapter 24: Totally Surreal
Okay, before I continue writing, I need to preface this chapter specifically by saying it's the last of the "That's got to be a porn script" chapters. I feel like I have three total - one being when Jeremy and I were in the park, one that was "I Never" and the drunken debauchery, and this one.
So I was back in the US for about a month before classes started, and the a couple of weeks before school started back up Joe called me up and said that "everyone" was going to be going to Alex's parents' lakehouse for the weekend. By everyone, he meant everyone from before: Joe, Jeff, Matt, Dean, Tommy, and Alex (the other guy who found his ass pounded that night). Instead of Paul, however, was Joe's roommate Tim. Anyway, I said I'd be happy to go along and a few days later went over to Alex's parents' house, where everyone met before we went up to the lakehouse.
With eight of us, and with potentially bad roads, we took SUVs. Alex had a Wrangler and Tommy drove a Cherokee. We threw our stuff into the back of the Cherokee (Wranglers have zero space) and took off.
We got to the lakehouse sometime around dinnertime - it was quite a place, and "lakehouse" doesn't quite do it justice.
There was a big wraparound porch, and upon entering there's a HUGE great room that encompasses the living area, the dining room (the table easily held twelve), and gigantic kitchen. At the end of the great room was a door leading to some guest roomsthen a staircase that led upstairs to the master bedroom and four good-sized bedrooms, one holding four bunk beds, the others all with king or queen-sized beds. Each room had its own bathroom.
So people started claiming rooms left and right, and I have no idea who was rooming with whom - there were enough beds for everyone to have their own. But I didn't know because I didn't go upstairs except to see it - Alex casually told me to throw his and my stuff into the master bedroom, which I did.
Alex pulled some stuff out of one of the pantries and before we knew it, we had a really nice pasta dish ready to eat. We had brought plenty of steaks and chicken to grill later, but for now, we ate the pasta.
That night we all sat in the living room (or rather, living room area) and watched a couple of movies. While we were taking a break towards the end of one of them, Jeff wrapped his arms around me and asked when he was going to get to fuck me again.
"Dude, when do I get to tap that again?" he said, grabbing my ass with one hand with the other wrapped around my chest.
"What? Jeff! Sheesh... not now," I said.
"Yeah, we had a long drive man," Alex said, "So not tonight, okay?"
"Oh, alright," Jeff said, sounding slightly down. "But soon, right?"
"Yes, Jeff, haha, we'll let you know when you can fuck us," Alex said.
After that and after finishing the movie, we all called it a night. But Alex and I didn't call it a night at that point. Oh no.
We got into the master bedroom and started to get ready for bed. I was planning on wearing my underwear to bed and nothing happening (though I secretly had my hopes up). Well, after brushing my teeth I walked back into the room in my undies to find Alex completely naked. He looked SO hot, and not a tan line to be seen. He was all bronzed, and his abs and pecs were so well-defined, he clearly was disciplined in the gym. His shoulders were perfectly sculpted and his back was just gorgeous down to his tight little bubble butt.
He was pulling his own toothbrush and toothpaste out of his bag and slapped my ass as he walked by me into the bathroom. I decided not to push things and just leave my underwear on for the time being; I didn't want to impose when I wasn't sure what, if anything, was going to happen.
I leapt onto the bed and turned on the tv and a couple of minutes later Alex came back into the room and leapt into the bed as well. We sat there and watched tv for a little while until Alex turned to me and said, "So... I hope that didn't surprise you too much, and that you're not mad."
"About what?" I asked.
"About Jeff... and everyone else. I kinda figured we'd go nuts this weekend, like a last romp before the school year starts up."
"Oh. Ha! Well, I don't really care. I'm up for whatever. It's vacation, and anything goes, I guess," I told him.
"I'm glad you feel like that, hehe," Alex said.
After that things got a little more intense. We started to caress one another's bodies and made out quite a bit. My underwear was off in no time flat and no idea where it was tossed, but we were rolling around, both hard as rocks.
We kept making out and eventually he was on top of me, sitting on my stomach, kissing me. He jumped off for a split second and grabbed a large bottle of lube and hopped back onto the bed; and onto me. He poured some into his hand and rubbed it all over my dick, then on his ass, pushing a couple of fingers in to get some in there before tossing the bottle to the side and leaning up to kiss me again before squatting back on his legs right over my dick. He grabbed my cock and lined it up and slid right down all the way, letting out a big sigh as he relaxed, taking the weight off his body and sitting squarely on my dick.
He started to move up and down slowly, but moving pretty well and enjoying himself. He was completely silent other than breathing.
I, on the other hand, was moaning a bit. I guess I'm just more vocal than some people. But it felt great, and I hadn't topped in a couple of months. And I wasn't doing any work at all - just lying there while Alex did all the work. But no wonder his body was in such great shape - his legs were getting a work out. And watching his torso - those pecs and those perfect abs - riding up and down on my cock, arching his neck back as he sighed every time he pushed himself all the way down on my dick just turned me on more.
It wasn't long before I could feel the urge that I was about to blow.
"Alex, dude... I'm gonna cum," I said.
He looked down at me and sighed, leaned forward and completely off my dick, and kissed me, then sat right back up and back down on my dick and slid up and down about ten more seconds before I came in his ass. I was quietly moaning from the feeling while he continued to sit there on my softening dick.
He was stroking his dick and a couple of minutes later his dick erupted over my chest. My dick slid out of his ass with the force of his orgasm, and he rolled off of me and laid down next to me.
We laid there for a few minutes and then he jumped up and grabbed a towel, wiping his cum off my chest and cleaning off my dick before wiping what leaked out of his ass. After that we pulled the covers down on the bed and climbed in, cuddling together. Alex was taller than me - almost six feet tall - but a little thinner, despite being in such fantastic shape. He slept in front of me, my own body spooning his with my right arm over his right side. I nuzzled my nose into the area at the top of his shoulder and breathed in his scent. He smelled good... very good. And before I knew it I was waking up the next morning.
I got up and walked into the bathroom to shower. I was standing there under the water wondering what was going to transpire over the weekend, based on what Alex had said the night before. I was up for it - I was really turned on, actually - but it was still a mental adjustment. I decided to roll with it, though - it could be fun. Besides, all the different pairings would be hot.
As I stepped out of the shower, Alex was brushing his teeth. He dick was shaking from side to side as he vigorously brushed his teeth, having not put on any clothes since the night before. I dried off and tossed the towel over the top of the shower wall and brushed my teeth, too. Alex finished a moment or two before I did and turned to me with a very devious smile on his face. I wasn't sure what to think, but rinsed and turned to him.
"What?" I said.
"I... hmm... I have a proposal for you, a little wager," he said.
I chuckled, "Okay, shoot."
"Well, I told Jeff last night that we'd let them know when they could fuck us - and I think that's basically what's going to happen; we're going to bottom - and I'm thinking that it'd be kind of hot to bet as to how much we can take," he said.
I was slightly worried, but then he told me what he was thinking.
"So, two things: one - we let them know we're 'up for it' by being naked," he said.
"Okay," I said.
"And the second. - well, let's just say I think I can go longer than you can," he said.
"Oh really?" I said, getting a little cocky myself.
"Yeah, hehe, I bet I can be ready for it longer than you can."
"Meaning?"
"Basically, first person to stop and get dressed again loses," he said.
"Ha!" I laughed. "And you really think you can go longer than me?"
"Yeah... and I've got a hundred bucks to back it up," he said.
A hundred dollars was a lot of money to me. Like most students, I was poor. But unlike Alex (and a few of the other guys), my parents did not have a vacation home, or fancy new cars. Sure, I had a fancy car, but it was twenty years old. One hundred bucks was a lot, and I was sure I could do it. Of course, it meant that I really had to win - because there was no way I could pay up if I had to!
"You're on. Naked for a hundred bucks," I said.
Alex hopped in the shower as I went back into the bedroom and put the clothes I had been wearing away, since I wasn't going to need those anytime soon. I was really excited at the prospect of making some cash - and I reconciled the idea of this was a bet for being up for sex - I wasn't actually going to win based on having sex nor was I being paid for sex. So just a bet. Made it fun.
Anyway, I went downstairs and Joe and Tim were already awake and sitting at the dining room table eating some cereal. They both laughed when they saw me and I went into the kitchen and grabbed a bowl before walking over to the table to sit down. I grabbed the seat next to Joe and poured some cereal and milk and started eating.
"So, what's up with this?" Tim asked.
Joe responded, "Jake's clearly taken the idea of relaxing on vacation to a new level."
We all laughed and then I said, "Remember when Alex said last night that we'd let you guys know when we'd be up for it? Well, this is the sign."
"What? You mean you being naked?" Joe asked.
"Yep. As long as we're naked, we're up for anything you guys want to do," I said.
"Sweet!" he said.
Jeff came downstairs and was apparently really groggy, not noticing that I was stark naked. He grabbed a bowl and sat down across from me and didn't say a thing. He wasn't wearing a shirt either, but was wearing his running shorts and boxers. Joe just snickered quietly to himself.
Alex came downstairs about five minutes later, and that's when Jeff noticed.
"Dude, Alex!" he said.
"What?" Alex said, feigning surprise.
"You're... you're naked?"
"Hahaha... why yes, yes I am. Did Jake not explain it to you?" Alex asked him.
Jeff looked at me, and I winked, then stood up (and took my cereal bowl to the kitchen) as Alex explained, "Basically, it's like this. If we're naked, we're ready for anything."
Alex didn't mention the bet, and I hadn't said anything to Joe or Tim, so I left it at that. Besides, they didn't need to know.
Alex made a bowl of cereal and we all sat in the kitchen for a little while, waiting for the rest of the household to wake up. Once it got to be about 10am, Jeff was starting to feel frisky and said, "So... open for business?" and looked over at Alex.
"Sure!"
Jeff asked if that meant blowjobs, too, and Alex just dropped to his knees in front of Jeff and pulled at Jeff's waistband.
Tim, who hadn't been at the crazy poker night, was oddly calm about all of this. He said Joe had told him what had happened and he was intrigued but really didn't believe it. He also didn't believe that he was actually seeing what he was. But he was cool with it, and he admitted he was a little turned on.
I told him if he wanted me to, I'd gladly give him a blowjob or whatever. He said he was fine for the time being, and I grabbed a Coke and left Joe and Tim sitting there watching Alex blow Jeff. I went outside onto the covered porch and looked down across the yard they had that led to the lake. I sat down on the porch swing and drank and enjoyed the quickly warming day. The weather was beautiful, and I was hoping we'd get out onto the lake or something - it seemed a waste to sit there in the house all day, even if I was going to get to have sex with someone - or several someones. The thought of that made me smile.
About ten minutes went by when Tim and Joe came outside. They said that everything was calm inside, Alex was watching some tv and Jeff had gone to shower. Tim eyed me, though, and was kind of cute about it. I mean, he was a very cute guy - roundish face, short curly brown hair, cute lively green eyes and a smile that would melt the hardest of hearts. Anyway, he finally got up the courage to ask what he could do.
I explained that I was up for whatever. I also said that I was not a sex toy nor a cum dumpster, but that if I was naked, I was open for any kind of activity. Tim was clearly trying to figure out what or if he wanted to do anything, but Joe was starting to shift himself around in his shorts.
I did point out, in case Joe had any ideas, that lube would be not only appreciated, but required for a lot of the weekend. Without a word, Joe had disappeared into the house and was back in no time, holding a something that would work. And with that, he said he was ready if I was.
I hopped up off the swing and leaned over the railing, grabbing the bottle of lube and squeezing some out onto my hand. I went ahead and got myself ready and Joe slicked up his dick after dropping his shorts. Tim looked on and grabbed the bottle of lube, just standing off to the side.
Joe put his hand on my side and with his other hand lined up and slid into me. It was a little harder for me, since it had been well over a month. But not to worry... Joe slid in and I moaned a little, first tensing up and then relaxing as I enjoyed having my friend inside me again. I was already hard from the anticipation and as Joe pulled out and pushed in again, I knew I actually wasn't going to last a long time.
Tim, on the other hand, was clearly enjoying himself off to my left, rubbing himself through his shorts. I looked over and saw him watching Joe pound my ass, but as Joe's thrusts became more urgent and forceful I couldn't be bothered to see what Tim was doing. I turned my head straight ahead and watched a boat motor past where we were. I doubt anyone looked over, but if they did, quite the show for them.
Joe was thrusting into and out of my ass, breathing heavy and really enjoying himself. I was really enjoying it, too, moaning with each push into me. I arched my back to try to push back onto Joe with his thrusts, but that wasn't working as well as I'd hoped. I leaned forward again and Joe grabbed my shoulders, speeding up to a pretty intense speed. It felt so good. He pulled me up and wrapped his arms around my chest; I turned my head to one side and he leant over and we kind of kissed at the same time he was fucking me.
I noticed that Tim had moved around and sat down on the swing. He had slipped his shorts down and was stroking his dick, watching his roommate pound my ass. He had a good looking dick, honestly - just in perfect proportion and a little shimmery with precum that was oozing out while he stroked himself. I had an idea, and it was something I'd never tried before...
I pushed back into Joe and tried to shimmy him around while he was still fucking me until I was facing Tim. Joe realized I was trying to move things around and slipped out of my ass, while I walked forward to right in front of Tim. He had what was a look of minor horror on his face - I think he was afraid I was going to ask him to suck my dick. I spread my legs apart a little bit, though, and looked expectantly over my shoulder at Joe, who took two quick steps and plunged his cock right back into my ass. It was fast and despite being comfortable with it, it was still a shock and I let out a big moan.
And then looked down at Tim and bent over as far as I could go, while still keeping my ass high enough for Joe. I got down close enough and licked the top of Tim's dick, lapping up the precum that was there. He jolted a little, but liked the attention. He quickly pushed his shorts down past his knees and they fell right off his hanging legs. I, however, just tried to wrap my lips around his beautiful cock.
Tim could see it wasn't the easiest thing in the world for me, so he slid forward a little on the swing, hanging his ass right on the edge. It pushed his dick out a little more towards me, now that he was in an interesting half-arch on the edge of the swing, and I slid my mouth all the way down his shaft, all the while Joe still fucking me. To Joe's credit, he seemed to pick up on the difficulty of this and had slowed down.
There I was, on the front porch of a lakehouse in the early morning sun, sucking and fucking (or being fucked if we're being serious with semantics). And then the word actually hit me - spitroast! I was in my first spitroast and I was the lucky roast!! Just the thought was so hot to me that I came right there, my dick erupting with more cum than I thought I'd be able to manage, what with having just had sex last night. And it went right over Tim's shorts lying on the ground in front of me - though we didn't know that for a little while longer, yet.
I wasn't about to quit, but Joe picked up his pace when I came - my ass tightened around his dick and he started pounding quickly, but smoothly. Kind of a stupid analogy, like man and machine, but it's like he knew that I needed him to be smoother what with Tim's dick in my mouth.
And man he tasted good. Since he had been stroking himself it didn't take too long and he came pretty quick. I felt his dick expand a little before spewing against the back of my throat. I kept on sucking, though, having not been able to try any "tricks" or anything to make it more enjoyable for him. I swallowed everything he shot out and then kept sucking some more, coming off his dick to lick tenderly around the head of his cock.
Joe picked up his pace as I cleaned off Tim's dick and shortly thereafter unloaded into my ass. Fortunately I was leaning on the swing over Tim, since Joe's legs sort of gave out from under him as he blew his load. I felt him get really heavy and lean on my back, emptying himself into me.
He pulled out after another minute or two and walked around me to sit down on the swing. I leaned up against the railing of the porch for a minute, catching my breath and feeling Joe's semen slowly leak out of my ass and run down my legs. I jumped up on the rail itself (it was wooden and about six inches wide) and could feel the ooze - out of me on both ends.
At that moment Matt came outside with a towel followed by Tommy with a couple of Cokes. I took a can and cleaned myself up a little after Joe and Tim wiped up their dicks. Matt and Tommy said they'd been watching from inside, not wanting to interrupt while I had two dicks in me. They said it looked hot and I assured them that if they wanted, there could easily be a repeat!
Joe and Tim started to get dressed when Tim complained about my cum that hit his underwear and shorts. He got up and walked into the house without them on and came back down a couple of minutes later fully dressed again. I went into the house and Alex was at the table eating, having missed his breakfast to give a little morning sucking to Jeff. I asked if I should go up and shower or clean off a little better, but he chuckled and said no.
"My parents intended for this place to be hosed down, so everything in here is, like, super-easy to clean. Like those couches? Totally built to be hosed down. They and their friends sometimes go crazy and even as a kid I remember coming downstairs and finding vomit and alcohol and God know what else all over this place. So don't worry about it - we'll clean before we leave," he told me.
So I didn't worry about it but did run upstairs to the bathroom and made myself a bit cleaner than I was.
I went back downstairs and everyone was up and making sandwiches and filling up the coolers. I made a few for myself and tossed them into a cooler and went outside to grab my Coke that I had left on the porch railing. I went inside to toss it in the trash and a few of the guys had gone upstairs to put on bathing suits. Alex's parents had a hot tub, but they also had a boat, a couple of jet skis, and various other things for fun on the water.
After about 45 minutes of getting ready and packing lunches and drinks into coolers, we were ready to go. Alex looked at me and was at the foot of the stairs when he said, "Well, aren't you coming?"
"What? What do you mean?" I asked. I was standing in the living room area with some of the other guys and just chilling.
"Um, to get your bathing suit? We're going out on the boat," he said.
"Yeah, I know. I'm ready," I smirked.
"Well, um... okay. Come upstairs for a second anyway."
So I went upstairs with him, following that tight, beautiful round butt of his, and we walked into the master bedroom where we were sleeping.
"I, uh, didn't think you'd be up for going out on the boat naked. I, uh, actually hadn't planned to," he said.
"Well, I don't know about you, but I am enjoying myself, and I'm still ready for some more," I said.
"Um, okay," he said.
"Besides, it's worth it to me."
"What?" he asked.
"A bet's a bet, dude, and I could REALLY use a hundred dollars after a summer in Europe," I said.
"What? It doesn't count if were outside!"
"It does to me. But if you want to go ahead and admit defeat, go right ahead," I told him.
He looked at me really slyly and said, "You're on, then. Only, and I'm sorry to throw this rule at you, but shoes totally aren't going to count. There's no way I'm walking across this yard with the rocks and twigs and shit without something on my feet."
"That's fair. Shoes are not part of the bet. Cool."
So he put on some tennis shoes and I slipped my feet into some flip-flops and we went back downstairs.
"Sweet!" Jeff said, "You guys are still naked!"
"Still up for it, too," I said, and smacked Alex's ass as we walked out the door.
We crossed the yard and got to the dock. It was about 11:00AM or so, and we got the boat started and cast off for a quick tour of the lake. Since it was Alex's parents' boat, he was the one who'd be driving, which made perfect sense. So there he was, at the helm, in nothing but tennis shoes. I was in the front of the boat, sitting with Dean and Matt, while Tommy was in the other main seat and Jeff, Tim, and Joe were all at the back of the boat in the benches around the edge.
We took off and went RACING across the water. It certainly felt fast. We went by small islands and other things, by a few other people on boats, but off at pretty great distances. It was a Thursday, and not a holiday weekend or anything, so there weren't tons of people out. Anyway, we rode for quite awhile and finally reached a point where we felt like we should turn around.
We idled around in a circle for a few minutes and decided to head to a part of the lake where there was a larger-sized island where we could eat, but it looked like it might take a little while to get over there. Meanwhile, Dean was saying that he'd like to have a go at me. I said that'd be cool, and Tim and Jeff went to the front of the boat while I sat in the back left corner, spreading my legs for Dean as we motored off.
Dean has a beautiful body - nice shoulders, nice pecs, and nice abs. And like I said before, he's a lover. He doesn't just fuck, he puts a lot more into it than that.
We weren't going as fast as we had before - the boat, I mean - and Dean dropped his bathing suit and grabbed the small bottle of lube that Joe had fortunately remembered. I was lying on my back, holding my legs up as best I could when Dean kneeled down and got underneath my ankles, grabbing my right ankle and putting it on his left shoulder so I could rest it.
He put a bit of lube on his hand and pushed it into me, not that I needed it - I am sure I was still plenty lubed from the morning's fucking with Joe. He grabbed a condom - somebody had brought A LOT with us, which in hindsight was probably a good move - I was a dumb college kid and didn't appreciate it at the time, though. Anyway, he rolled it onto himself and ran some lube over his dick, which was very hard, and then leaned into me, pushing his dick into my waiting hole.
He started sliding in and out of me slowly, very slowly, but very gingerly. It felt really good, like he was making love to me as opposed to simply fucking me. I looked over at Joe, who was enjoying himself sunning on the boat, and then looked over Dean's shoulders to see Alex driving the boat. The guys up at the front of the boat were all looking forward and watching the scenery - Dean and I were in our own little world, despite being in a boat full of people in the middle of a lake.
It went on for a long time - a really long time, actually. I was looking over the side of the boat to my left as we moved along the lake, and back at Dean, and back at the lake. I had plenty of time. Dean was really into what he was doing, and not rushing me or himself. It felt good, but after a little while it felt a little robotic to be honest. But I didn't say anything, I just enjoyed the sensation of something ever so slowly sliding in and out of me, running over my prostate and sending those great sensations through my body.
After what had to be a good twenty minutes I felt Dean's dick swell and throb, emptying his load into the condom in my ass. He pulled out and pulled it off before tossing it in a small garbage back and stowing that. He pulled up his bathing suit and collapsed on the bench next to me, rolling his head onto my shoulder as I sat up straight.
We reached this island a few minutes later and all jumped out to anchor the boat and get the coolers out onto the beach. I had to find my flip-flops as I'd lost them the moment I was on board, but quickly found them and we all walked up the little beach on this island to the grassy area. We spread out a few towels and opened up the coolers to get some drinks and some sandwiches. We ate there and then laid down closer to the boat, trying to get some sun. When it got too hot, we'd go back up closer to the grassy area, since there were trees in the middle of the island providing some shade.
It was about 2:30 in the afternoon when we really stirred again. I think we had all been napping on and off, but we got up to put what remained back into the little coolers and put them back in the boat.
I didn't notice for a few minutes, but a couple of guys had walked off. So we all went back up the beach and into the trees to look for them. Tommy, Matt, and Joe were skipping stones on the far side of the island when we found them. Alex and I didn't go out of the trees, though - just off the coast was a pontoon boat with about three or four people fishing off of it. They were far enough off to where they hadn't paid any attention to the island yet, but I, for one, didn't want to run out there in nothing but my flip-flops and risk it.
They came walking back up towards the trees and we started to head back to the far side with the boat when Matt asked Alex if he could have a "nice little after-lunch piece of tail." Alex said sure, and dropped to his knees right there. Joe stopped, but Tommy, Jeff and I went on towards the beach where Dean and Tim were waiting for us to come back. Tommy, apparently, was hoping for something, though, and said something when we got to the beach.
"Jake... um, how about it?" he asked.
"Sure, Tommy... here, or in the boat?" I have to admit, I was really liking the way this weekend was going!!!
"I was thinking back up in the woods," he said, "I... I'm not ready for in-the-open just yet."
I giggled as he smacked my ass as I walked by him back towards the trees. We just went a few feet in when I stopped and cleared off a little patch of ground. I got down on the ground and rolled over - Tommy had blond hair that parted down the middle and fell a little into his eyes; his eyes were a beautiful blue. He had played football in high school and still kept in good shape. I sat up and tried to untie his bathing suit, but he was already undoing it.
"Um... okay... here it is."
I gasped as his pushed his suit down. He had the largest dick I'd ever seen, and it was still soft. I leaned forward and stopped, wondering what I was going to do. I honestly had not seen something this big and was both excited and scared.
I put my hand around it and started to get him hard. I brought my mouth up to his dick and tried to get the head into my mouth, but I didn't think I'd be able to manage it without tearing his cock up with my teeth. I licked, though, and my mouth was dry pretty fast, having run out of spit well before Tommy ran out of surface area.
"LUBE!!" I shouted, "We need lube over here!!!!!"
Tommy laughed and kind of stumbled backwards. But he was stroking his dick and getting harder and harder - and larger and larger.
I heard a rustling and saw Joe running up with the lube. He came into the trees and I called him over. He tossed me the lube and then saw Tommy's dick.
"Holy shit, Tommy! That's huge!" he said.
"Yeah, and I'd prefer if you didn't broadcast it," Tommy replied.
"What? GUYS!!! Come here!" Joe shouted, and Jeff, Tim, and Dean came running up to the trees.
A chorus of "I don't believe it" and "holy shit" and "damn" followed as no one could quite believe how big Tommy's cock was. But strangely, Tommy was kind of trying to hide it.
"Yeah, okay, it's, um, bigger than normal. Can you all please go now?" he almost begged.
Joe asked, "What's wrong, Tommy?"
Tommy looked annoyed and said, "Um, I know it's a bit freakish... so I'd prefer it if you all just go away now." He started to pull up his bathing suit, but I managed to stop him.
Tim tried to soothe him and said, "Tommy, that's something to be proud of! We don't think it's freakish."
I kept stroking his dick, trying to keep it up, when Tommy explained, "I know it sounds stupid, but I get embarrassed because you guys are all in perfect proportion and... um... yeah... by the way, Jake, that feels good" (I was stroking his dick and lubing him up).
Tim said it was okay, and they agreed they wanted to see it in action.
"Well, I don't," I said, "I want to feel it in action!"
Tommy was turned on - turned on enough, anyway, and I put a LOT of lube on his dick and spread what was left on my ass. I still wanted to watch his beautiful blue eyes while he fucked me though, and trying to put the not-inconsequential amount of fear of his massive tool out of my head, I laid back down on the ground and put my legs up in the air.
"Come on, Tommy, let's see how it goes," I said.
And Tommy knelt down and pulled me towards him, lined up his gigantic cock, and pushed ever so slightly against my hole. I reached down and got my fingers involved, because there was no telling how much work this was going to require.
And work it was. We had to go slow, and there was a bit of cursing and certainly some Lamaze-style breathing to get his dick into me. Damn, it was huge. And it was taking a lot of time getting it in there. Before he was halfway in I felt stuffed and Alex and Matt were joining us.
"Fuckin' A, guys, that's HOT!" Alex said, winking at me with a look of approval and envy on his face.
I told Tommy to keep going, but he had to pull out a little bit in order to get a little bit further in. With that tiny movement and my ass stretched so much, I was hard as a rock. With nowhere for his massive cock to go, he was pounding my prostate without even trying.
I came before he was totally in, blowing my second load of the day on my chest. Tommy kept pushing in and pushing in, and finally he had done it - the entire monster was inside me! We relaxed there just like that for a couple of minutes while my body quit contracting from my own orgasm before Tommy started to pull out just a little.
It was soooooo intense. I couldn't believe it - definitely a mixture of pain and pleasure, but the look on Tommy's face was one of pure delight. He commented on how great it felt, and pulled out a little more and pushed back in, eliciting a huge moan from me. I seriously wasn't sure how long I could take it.
He had a very slow, very deliberate rhythm, moving as delicately as possible so as not to cause me any discomfort. As I relaxed after having come I began to enjoy it more than I had at first, getting into it and loving the feel of that massive dick that I could swear I could taste in the back of my throat, hahaha.
He didn't last much longer, and after picking up his pace and sliding in and out more and more, I was moaning - more like screaming, really, but in a good way - and Tommy was breathing hard. A few hard thrusts and I felt his enormous cock swell inside me, blowing his load up into me. He shuddered as he did so, and that slight increase as he came made me holler. It was intense, just so big, and it felt great.
He pulled out of me, but we sat there for a second while the other guys walked back to the boat. The lower half of my body was resting on his knees, my ass still up in the air. It had felt good, but big - maybe too big for an everyday kind of thing. But I had enjoyed it. So had Tommy. We got back up and he said it had felt good... he made it sound like it wasn't something he had managed very often.
We all hopped back into the boat and cast off. Alex started up the engine and we headed back towards the lakehouse. Once there, we grabbed some tubes and skis and headed back into the middle of the lake.
Tim and Joe both hopped onto the big inflated tube and Alex gave them quite the ride, tossing them all over the place and off the tube several times. It looked like a lot of fun, and I definitely wanted my turn. When we switched I dove into the water and climbed up onto the tube along with Dean. It was a blast! Since I was starkers and bouncing around on the tube, I definitely got an erection. It wasn't terribly comfortable, rubbing against the rubber of the tube, but still, I was loving it. Getting flung off the tube at high speed stark naked into the water was awesome!
After Dean's and my turn, Jeff wanted a turn at skiing. He was actually really good - I was very impressed. He lost it a few times, though, but was always ready to get right back up. He went for a long run and kept egging Alex to go faster. Alex did, but definitely smoothed it out. Jeff was weaving back and forth behind the boat when he suddenly lost it big time. He dove headfirst into the water and didn't let go of the tow-line right away. When he did, we turned around and went back to get him, making a big circle back to him.
When we got there he said the ski had popped off. Tommy reached down to offer him a hand up and Jeff said, "Um, I, um... lost my suit."
We all laughed when he said it again and explained that when he fell forward the suit slid straight down and went flying off with the ski.
Jeff climbed in and kept trying to hide his dick, covering it with his hands while he stood there dripping wet. Someone handed him a towel and he dried off, then wrapped the towel around himself as we started to motor towards the ski that was floating in the water.
"Dude, why are you doing that?" Joe asked.
"What? I lost my suit!" he said.
"Hahahaha... because it matters?" Joe replied, pointing at Alex and me.
"Yeah, well... still."
"Here, wear mine," Joe said, and dropped his bathing suit and tossed it at Jeff. I liked this turn of events - more naked people!
"Dude, I don't want your bathing suit!" Jeff said, kicking it back to Joe.
"Well, I don't either," Joe said, picking it up and tossing it over the side. He sat down and just laughed along with the rest of us.
We motored back over to the ski and picked it up. Then we looked for Jeff's suit. Nowhere to be found - we looked all around and couldn't find it. Then Jeff remembered he had his keys in his pocket at the time. And like a lot of guys, he had his keys on a gigantic metal carabiner that weighed way too much. A few of us dove in to look for them, diving down around the same area, but the water was just too deep. Jeff's keys were gone.
He was fairly ticked off that he had lost them, and his bathing suit. He sat there and sulked for a few minutes until I knelt down in front of him, unwrapping the towel he was still wearing and licking his dick.
That got his attention, and brightened his mood a little. Within a couple of minutes I had his cock straight up at attention and was licking up and down the whole shaft, spending plenty of time on his head, and getting some intense sighs and a little moan here and there from him.
I wrapped my whole mouth around his dick and slid down as far as I could get it, deep-throating his cock. I slid back and forth, sucking as best I could until I felt him tense up and shoot. It wasn't a big load, but I lapped it up, milking his dick and trying to get every last drop. When his dick had slackened to the point that I was licking a limp piece of sausage, we were almost back to the lakehouse.
Tim and Dean took off on the jetskis once we got back, while the rest of us went inside to clean up and get ready for dinner. Alex and I ran up and showered together, both of us pretty rank from being covered and filled with cum. I had stepped out of myself by then - just taking the weekend for what it was worth, having a ball, and hoping it'd keep going.
While we were in the shower, Alex ran his hand along the crack of my ass. He was jealous of having Tommy fuck me, admitting he was a bit of a size queen. He asked me what it was like - it was the biggest he'd seen and I told him to imagine Lamaze breathing techniques, because it was big. But it also felt great - I told him if he liked 'em big, he'd REALLY like Tommy.
We cleaned up and after drying off went back downstairs. Alex went into the kitchen and started putting some things together for our dinner that night. I went into the living room area, dropped down onto a couch, and started watching a baseball game. Before long, just about everyone was either in the kitchen or the living room, Tim and Dean being the only two who hadn't returned.
We grilled some burgers and ate outside - it was such a nice night. We basically sat outside and drank a lot of beer until almost midnight, at which point we slowly started peeling off to go to bed. Though we hadn't done much of anything all day besides goof off, we had been outside for most of the day, and the intense summer heat had taken its toll on us. I was a little buzzed when I went up to bed, flopping down on top of the covers without even attempting to climb underneath them. I was out in a few minutes and didn't hear Alex come to bed.
I woke up in the middle of the night, though. All the lights were out and Alex was lying next to me. He, however, was under the covers. I was kind of cold, so after getting a quick drink of water I crawled between the sheets and spooned up against Alex, wrapping my arm around his chest. He moved around - I clearly woke him up a little bit, but within a few moments he was back out, and so was I.