My Freshman College Roommate: Chapter 15
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CHAPTER 15 - Vegas Saturday Night Part 1
Tyler and I were back at the pool on lounge chairs under a wide umbrella. We'd just jumped in the water for a minute and our white speedos clung tightly to our bodies. We looked good. Opposites. One olive skinned, dark and hairy, and one tanned, smooth, blue-eyed, and blonde. We put our hands behind our heads and relaxed. This was heaven. I never wanted to go back. I felt the heat on my exposed shins and feet and a warm breeze rustling my hairy pits.
"We need another beer." Tyler said, as if reading my mind. The only thing that would improve paradise at this moment.
"Flag a waitress." I said with my eyes closed under my black Ray-ban shades. "Hey, I'm curious. How do you know Ken's packing like his younger brothers - aside from the bulge he was sporting after his private lap dance last night?"
"Oh, dude, Ken taught us how to wack off. He was like 15 and we were 12. Or 11. I can't remember exactly. It was summer before seventh grade. We walked in on him spankin' it on his bed with a Playboy. He didn't see us for a while, so we'd watched him for at least a couple of minutes, tighty whities around his ankles and a box of Kleenex within reach. Kevin and I were fascinated - and boned up of course. We made too much noise and Ken caught us. He wasn't embarrassed at all. He was proud to show off his grownup body and big cock. He told us to come in and he got out some more magazines from under his mattress. You know - the classic scene, basically. He saw our boners tenting in our shorts and asked if we wanted to join him. We looked at each other and he could tell we had no idea what to do. He told us to strip and just do what he did. It was awesome. I remember he was shocked that Kevin also had a huge one. I think he thought he was special." Tyler said laughing.
"Did you cum?" I asked. "Had you ever tried before or heard about it?"
"We'd heard the term but didn't know what it meant. Kevin and I had seen each other naked a lot. We've been friends since like second grade. I'd played with my boner and knew it felt good but stopped when I got that feeling I was gonna piss. You know what I mean?" He said.
"Yeah. Same here. I eventually just couldn't stop myself once. I was sitting on the toilet at home about to take a shower so didn't care if I pissed myself. What a fucking happy surprise that was!" I laughed. Couldn't stop doing it after that."
Tyler laughed too. "Oh, fuck yeah. Once we'd had that first orgasm, I did it every chance I got. And because we did it together, that sorta became our thing. You know - it was more fun with someone else."
"Yup. Boy Scout camp was just a total masturbation fest."
"Wow. Boy Scouts. I can only imagine." Tyler said. "Always cum prepared."
"Exactly." I said smiling.
"So did you both cum the first time?" I asked.
"Kevin did. He just fucking blasted a huge load all over the place. Shocked the shit out him." I had a great orgasm but no cum. I still remember my first real cum shot. It was a few months later. I was jacking off with Kevin of course, and shot him right in the face. He tasted it to see if it tasted like his. The rest is fucking history I guess."
"Did you do it with Ken a lot after that?" I asked.
"Only a couple of times - when he'd catch us doing it together and was horny enough, I guess. He got a girlfriend pretty soon after that and they started fucking right away. He used to let us hide in the closet and watch. I think he got off on that." Tyler said.
"Wow. That's an education right there." I said.
"No shit." He responded. "Jeff's got huge dick too."
I finally had to open my eyes. I pulled off my shades and looked at Tyler to see if he was kidding. "Wait, what?" I said as more of a shocked statement than a question. "You saw their dad's dick too? Like with a hard on and everything?"
"Yup." Tyler said and just left it there, making me beg for the story.
I moved my Ray bans to the top of my head and just kept staring at him.
"It's not as hot as it sounds." He said, finally. "Well, it is kinda hot though."
"And?" I said impatiently.
"You know their pool house in the back of their yard?" He said.
"I've never been to their house." I said.
"Oh, right. Of course. Well they have a pool and a small pool house behind it that just has a bathroom and a changing room with cubbies, and laundry. And it has a shower - just out in the open by the washer and dryer - not in the bathroom - like to rinse off before or after you swim"
"Ah. Ok." I said.
"So they had kids over all the time. Kevin's house was party central. Ken had a bunch of people over once on a Saturday afternoon. A bunch of girls - like 16 or 17 - hot girls in bikinis. Wet bikinis. You get the picture. Anyway, Jeff's hanging out with everybody and these girls were sorta flirting with him and calling him hot. It was funny. He was loving it. Just playful shit, you know. So, All Ken's friends go inside, down the basement to watch a movie. It's just me and Kev in the pool. Jeff goes into the pool house - we assume to check on the chemicals after so many people were in the pool. I have to go take a leak, so I walk into the pool house and there he is, buck naked in the open shower stroking his meat. It's huge and sticking straight out. His eyes were closed, and the shower was loud so it took a couple of seconds for him to figure out he wasn't alone. I was just frozen like a deer in the headlights watching him stroke it."
"Holy fuck!" I said laughing out of shock, mostly. "What did he do?"
"Not much, actually." Tyler said. "He said, 'those girls. Am I right?' He stopped stroking but just stood there with his huge cock sticking straight out at me. He put his head under the shower, and I snapped out of it and said. 'Yeah. Totally. Sorry.' And shut the door and left. That's all it was. Funny, though - right? The old guy got overcome by almost naked teenage poon."
We laughed. I had a boner. "So, I assumed you told Kevin right away?" I asked.
"Nope. Never told him. Seemed awkward. Who wants to know about their dad spanking it to high school girls?"
"Huh. Well, your secret's safe with me. Wish I had their genes in the Johnson department." I said, almost to myself.
"Your Johnson's just fine, Marco. You got dealt a good one. It might not be a King, but it's a Jack - and getting a Jack is always a solid hand." Tyler said smiling at me.
"I'll be the Jack of spades. You're the Jack of diamonds." I said trying to repay the complement without flat out saying, 'nice dick.'
"I appreciate that, Buddy. My Jack is having a lot of fun so far here in Vegas." He said, smirking.
"Yeah, mine too. Fucking A, man. I wasn't expecting this when we got on the plane." I said.
"I'm gonna go get us some beers." Tyler said and he stood up and walked away toward the bar. I watched his firm ass cheeks as he walked and threw my towel over my lap thinking about the spa shower. I sat back, put my shades back on and felt the warm breeze again. Could this day get any better?
--
Tyler and I eventually got overloaded with heat and sunshine and decided it was time to clean up and meet our buddies at New York, New York. Kevin, Ken and Kyle's dad, Jeff was taking us all out to a fancy steakhouse to celebrate Kyle's birthday. It had been a long time since I'd been to an upscale restaurant and I was excited.
Tyler and I headed up to the room. We took a shower together because it was big enough for four and we were very comfortable around each other's naked bodies by now. We cranked the stereo and danced around in the shower, playfully grinding ourselves against each other. We washed each other off. It was relaxing and fun. Tyler has such a great body - firm and smooth and tan. We both got hard again. I was a little sore from all the activity, so we decided to save ourselves for more fun later and not wear out our dicks so to speak.
The walk to NYNY looked so short on the map but seemed to take forever. Each hotel complex was so massive. We stopped for a whiskey coke at Monte Carlo because we thought it was cool you could walk around with your drink. We played a funny game where we rated how hot all of the people were that walked by on a scale of one to ten - both guys and girls. It was weird and liberating to openly gawk at both genders. I started out mostly commenting on the hot girls that walked by out of habit, like perky tits and hard nipples. Tyler played along but it was clear he was mostly interested bulges and biceps. Eventually I gave in to his pervy ways. One very muscular dude was walking with a tiny, long-haired blonde that could have been a model. He either had a boner or a gigantic flaccid cock. We walked toward them, and I guess it was obvious that both Tyler and I were staring at his crotch. We both looked at each other and made surprised, wide-eyed faces at each other and then looked back at him. He caught us. He looked shocked, then annoyed, then smirked, all in the span of a couple of seconds.
We both busted out laughing right after we passed them. Tyler turned around and watched them walk away. The muscle Dude turned around too and caught Tyler looking at his ass. It was playful and innocent but also felt sinful and naughty - exactly how Vegas should feel, I guess.
--
We finally met up with the rest of the guys. I needed a break from walking and sun. Ray spotted me and jogged over. He was all smiles and a little glassy-eyed. He gave me a big hug and whispered in my ear, "'about time, fucker! I missed you! How was your day in the sun? We're a little drunk. Ken won $2400 on a trifecta horse race and has been buying shots for everyone. Come get one! What did you do?"
He would hardly stop talking. He was cute. "We just laid by the pool mostly." I said.
"You got laid by the pool?!" He said acting both excited and jealous at the same time.
"Um, not at the pool." I said and couldn't help smiling. "It was kinda crazy. Tyler took me to the hotel spa. I wish you'd been there."
He looked at me funny and then smiled big again. "Damn. I wish I had been too." Then he pulled me close again and whispered even more quietly, "I am so fucking horny, dude." And then he quickly stuck his tongue in my ear and pulled back.
"Yeah, after this morning's fun with the roommates, and then the pool, I feel you, Bro; so you couldn't sneak away and give it a tug?" I joked.
"No, we've been in constant motion here - so many games to pay attention to. Kevin's taken over as biggest Perv though, holy fuck. He kept saying shit to me all day that kinda kept the juice flowing, if you know what mean."
"Like what?" I asked, sort of jealous the Kevin was making moves on Ray. What the fuck? We're all just having fun messing around for the guys-only weekend. Why do I care?
"He's been fucking with my head all day, telling me I have a nice ass and how we need to sneak off into the rest room - which is gigantic by the way - there's probably 15 stalls and a trough style urinal like you're actually at a stadium. We were taking a piss a while ago and he stuck his hand down the back of my shorts and tickled my asshole. There were like twenty guys in there."
"No fucking way!!" I said, laughing. "I'm sure they thought he was just fucking with you." I said.
"I know, but damn. He wasn't actually kidding. Like I want that fucking monster thing anywhere near my ass."
"How's everyone else doing money wise?" I asked.
"Besides Ken's big win, Kyle and his dad won about $600 each playing blackjack over there. No one's really won on the games much."
"What about you?" I asked.
"I learned how to play craps and am up about $80 for the day - so not bad for not knowing what I'm doing." He said.
"Show me how to play craps, I've always wanted to learn. It's look cool, but really complicated." I said.
"It's not at all. There's just a lot of different rolls you can bet on. C'mon, I'll show you." And he swung his muscular arm around my shoulder and pulled me toward the center of the room.
"Where you guys headed?" I heard Kyle yell from his spot playing video poker at a bar stool.
"I'm gonna teach Marky Mark to play craps!" Ray yelled back.
"Cool!" Kyle said. "Let me come. That's one game I've never played."
I was surprised - both that there was a game Kyle didn't know how to play and that he'd abandon his barstool. I wanted a bar stool.
"Happy Birthday, Kyle! I said. "Are you having a good day?"
"Fantastic, my friend!" He replied. "How about you? Did Ty get you into any trouble? He's always up to something devious."
"Just a relaxing day by the pool." I lied. "I got too much sun though. I need to chill."
We played craps for a while. Ray was right, it was far easier to follow than I expected and I liked that the table felt like a party when everyone won."
Jeff came by and told us our reservation was at 8:00 and it was further than it looked. Great, more walking. At least it had cooled down to only 98 degrees.
Dinner was a blast. We all sat around a huge round table. They put a gold crown on Kyle. He loved being the center of attention. I sat between Tyler and Ray and had both of them sneaking their hands into my lap a few times. The entire day was sexually charged. I kept reliving different pieces of it in my head. I was chubbed up almost constantly. I drank my first real martini and liked it. We were like the rat pack. A pervy rat pack. Maybe the rat pack was just as pervy; who knows? That made me wonder which of those guys was packing the most. If the stereotype continues to hold it would be Sammy Davis Jr. even though he was a little dude.
The waiter brought a whole cake for the table and we devoured ever speck of it. Tyler seemed to be obviously flirting with the waiter who seemed to be flirting back. Am I the only one that's noticing this?
He left the table to take leak and was gone for longer than it should have taken.
"Get lost?" I said smiling when he sat back down.
"I had something i needed to take care of." He said smiling.
I leaned over and whispered. "Here's some gum, Ty. You've got some serious cum breath." He looked horrified. I was surprised he hadn't considered the consequences. I'm not sure the other half of our entourage would have recognized it, but I wouldn't want to risk it.
I mouthed the word, "waiter?" At him and he gave me an almost imperceptible nod.
After dinner we spent what felt like hours more gambling. I was up a couple hundred dollars, mostly from my newly acquired craps skills. Ray was glued to my hip which was nice after not hanging out all afternoon.
"I gotta take a piss." Ray said. "Watch me chips."
"I got go too." Let just take 'em after this roll." I said.
We pulled up to the long trough urinal, undid our shorts, pulled the front of our briefs down and let it flow. It was after 2:30 AM and we were the only two guys in the cavernous restroom.
"So...I've been thinking." I said slowly and then paused.
"Yeah? 'Bout what?" He asked.
"I've been thinking about giving it up, and..." I let my sentence trail off.
"Giving what up." Ray said as his piss still surged out of his floppy cock.
"It." I said. "You know." I said as I grabbed my shorts and underwear by the waistband and pulled them both down together, exposing my fuzzy ass. I arched my back a little and stuck my butt out a little. "It."
It took Ray a few second to process it and I watched the lightbulb go off as he realized I was finally offering up my ass. "It only seems right that it should be you." I said. He smiled and giggled like a kid who'd just seen the Christmas tree. He closed his eyes for a second.
I looked down at his dick and watched it go from floppy and dripping piss, to straight up hard and throbbing in about ten seconds. I'd gotten hard that fast many times but had never watched it happen to someone else. Then it happened to me too. Ray opened his eyes looking at the ceiling. He looked down at his cock and wrapped his right hand around it and squeezed. Then he glanced over at mine and let out a loud laugh and looked me in the eyes again.
"When?" He asked.
"Ah. Now, I guess. I can sneak away and say I'm sun burned and really tired. You probably need to wait a few minutes. And untuck your shirt." I said smiling.
"You are really fuckin' sun burned, Dude."
I shoved my boner sideways in my briefs and zipped up. Ray watched and stroked a little. "Nope." He said. "Can't wait that long." He backed away from the urinal with his hard cock swinging out in the open, grabbed me by the bicep and dragged me into the first stall next to the long urinal. He slammed the door, pushed me up against the wooden stall wall, grabbed my crotch and started kissed sing me hard.
"Wait. Wait. Guys can see our feet under the wall; we need to move down to another stall." I said into his mouth.
"Good idea." He said, and we quickly exited that stall and moved down to the next one. Once he latched the door, he spun me around and up against the wall again, this time face first. My pants were still undone. He spit on his hand and shoved it down the back of my shorts into my ass crack. He started massaging my hole and working his slippery middle finger into me. I arched me back and let him play. Then he squatted down while pulling my shorts and briefs down to my ankles, grabbed my furry globes, spread them apart and spit at my hole. He dove his face in and started tonguing me. His breath was hot on my backside and I could feel my stiff cock banging against the stall wall.
"Damn, dude, I had no idea how bad you wanted to fuck me." I said.
"I'm not sure I even knew until you told me I could, but I've been jacking off about it all the time, so I guess I do. I spend way too time thinking about your hairy ass." He said, giggling. Then he stood up and wrapped his arms around my chest and hugged me from behind as he slid his hard cock up and down my wet crack until I felt his spongy head push against my opening.
"Fuck, your cock feels so good. I want you. We can't do this here though. Someone will come in any second. Those guys can't find us here." I said, and just as I finished that sentence the door opened, and we heard Ken and Kyle giving each other shit as they walked over to the urinal.
Ray and I looked at each other and panicked. I silently climbed up on the back of the toilet so no one could see my feet and pointed to seat indicating to Ray that he should sit down. He turned around and dropped his shorts. The door was solid wood with metal trim that covered the gaps so I don't think anyone would be able to see into the stall.
"I thought Ray and Mark were in here." Kyle said.
"Mark!? Ray?! You guys making out in a stall?" Ken yelled at the row of toilets. They both laughed at how absurd they thought that would be. Ken shook off his dick, zipped up and walked down the row looking under the stalls. My heart was racing.
"Fuck off, assholes!" Ray yelled back. Can't a guy take a dump in peace?"
"Where'd Marky Mark go?" Kyle asked as he grabbed the top of the stall door and shook it. I just about puked.
"He wasn't feeling very good. Too much sun, I think. Did you see him? He's fucking bright red." Ray said through the door.
"Yeah, he looked crispy. That's a bummer." It's still early by Vegas time." Ken said.
"Alright, let's leave Ray to stink up the room without us." Kyle said to Ken. "See you, roomie." He said to Ray behind the door. Ray farted and they laughed. Then they washed up and left.
"Alright, get out of here before someone else comes in." I said as I jumped back down to the floor and grabbed his fine, firm ass and walked by him out of the stall. "I'm headed upstairs. Come up as soon as you can get away."
"I'll be there as soon as I can. Be naked." He said, smiling.