DISCLAIMER: This story contains graphic descriptions of homosexual activity between two males. If you aren't allowed to read such material, stop now. The author retains copyright. If you enjoy the story, I have a blog with more of my stories. E-mail me and I'll send you the link. Feedback and comments are always welcome. Midtown.expert@yahoo.com Thanks for reading.
Straight High School Cock--Skyler
Skyler Thompson was a high school senior, a stoner, and my girlfriend's brother. He also had a big dick; or so the rumor went. Skyler's "third leg" was legendary at school, however no one could ever provide first-hand knowledge of the giant appendage. It was the usual rumor situation of "the girl who sits behind me in Algebra said her cousin's sister's best friend saw it, and it was huge!" Skyler never confirmed or denied the rumor, and the girlfriends he had either didn't put out or weren't talking. And though Skyler was my girlfriend's brother, I too had no knowledge of the truth. That, however, was about to change.
I had known Skyler since I was in fourth grade and he was in fifth. We met playing on the same little league team. Skyler was the one who introduced me to his sister Staci, and we'd been going out since sophomore year. Skyler had been smoking pot since he was in junior high, and his parents had given up on trying to make him quick. His pot smoking didn't affect his grades, and actually made him easier to get along with. At the beginning of his senior year, Skyler's parents had renovated an apartment over their garage, and he moved in. Their only rules were no parties, no smoking outside where anyone could see, and no legal problems. Skyler easily complied.
Skyler Thompson was tall; almost 6' 3". He had shaggy dark blonde hair, dimples, and intense green eyes. Well, intense green and bloodshot. Skyler also had an easygoing, laid back personality, and was quick to help out when anybody when they were in need. On more than one occasion Skyler would let me and Staci fuck in his apartment. "Just don't jizz the sheets up," he'd laughingly say to me as he took another bong hit, "I don't wanna be sleepin' in your spunk!" And I never did.
While I was fucking his sister, I was constantly thinking of a way to find out if the rumor about Skyler was true. Did I tell you I like dick? Well, straight dick anyway. Yeah, I fuck girls and I like dick; straight dick. I sucked my first straight dick when I was 15, and I've been on the hunt for it ever since. I've had good luck in the past couple years, and I was hoping to have the same luck with Skyler. But, how was I going to do it? As fate would have it, I would soon find out.
One day after school, Staci called me upset and crying. Skyler had been arrested. He had been driving his beat-up Chevy home from school and had got stopped for a busted tail light. Skyler was stoned as usual, so the police searched his car and found one of his stashes in the glove compartment. His parents were furious. One of the rules for Skyler living in the apartment over the garage and being able to smoke as often as he wanted was no legal trouble, and he had just broke that rule. Skyler's parents moved him back into their house, forbid him from smoking, and put him under their own "house arrest." He was to be driven to and from school and could only be with two "trusted" friends; one of whom was me.
Two weeks into Skyler's mandatory exile, his parents decided he could leave the house for short outings as long as the outings were with me. The first few times we went out, Skyler begged me to score him some pot. "Are you crazy," I'd tell him, "that'd be real nice me takin' you back home and you're stoned outta your mind; not gonna happen Skyler." Skyler would always beg me to get him some. "Dude," he'd plead, "you know I'm hurtin' man...you gotta set me up..." A plan was starting to develop in my head. Skyler was in a perfect situation: he was in need. Not the sexual kind of need, but in need none the less. Maybe there was a way I could help both him and I out that would be mutually beneficial.
After two weeks of going out with me, I decided to approach Skyler's parents. I would tell them that Skyler had been really good and needed some type of incentive to continue his success. That incentive would be spending a Saturday night with me; with my parents supervising, of course. After a short amount of debate, and knowing that I had never given them any reason to not trust me, Skyler's parents agreed. Later that night I called Skyler and told him the good news. I also told him I would be supplying him with a little reward of my own; the pot he so desperately craved. I had scored some from another stoner at school, and had it well hidden in my room.
Saturday came and I went to pick Skyler up at his house. After final instructions from his parents, and reassurance from me that my parents were indeed going to be home, we headed to my place. What I neglected to tell Skyler's parents was that my parents were home at the moment, but were going to my Aunt, who was in the hospital, and weren't coming back until Sunday afternoon. On the way to my house, Skyler quizzed me on how we were going to do the pot with my parent's home. "No worries, man," I assured him, "they're leaving in a couple of hours and not coming back until tomorrow." Skyler's eyes light up and he pumped the dashboard. "Fuckin' A," he yelled, "this is gonna be soooo sweet bro!"
By the time we got to my house, my parents were already gone. Skyler jumped out of the car and beat me to the back door. He raced up the stairs to my room, and I stopped to grab some beers from the fridge. When I got to my room, Skyler was sitting in my overstuffed chair, hitting the palms of his hands against the arms. "Come on bro," he said excitedly, "I'm fuckin' ready!" I went to my closet, reached back behind some boxes on the top shelf, and pulled out a smaller box. I opened the box and pulled out a pipe, a lighter, and, I had been assured, a zip lock bag containing the best pot that could be found in my part of the state. One by one I threw the contents of the box to Skyler. When he got the pot, the look on his face was that of a kid on Christmas morning. His eyes widened, he smiled really big, and he opened the bag and stuck his face in. "Ahhhhhh," he said inhaling deeply, "I've missed you man..." Over the next hour, Skyler proceeded to smoked almost half the bag, as I sat on my bed watching. His mood became relaxed and the conversation flowed easily. "Dude," he said after a long hit from the pipe, "I really owe ya one for this...no man, I owe ya a fuckin' lot..." "Anything you want bro," he continued, "just tell me an I'll get it for ya..." Perfect. "Yeah Skyler," I started, "there is one thing you can do for me." "Anything, bro," he said, taking another hit and slowly blowing the smoke out, "tell me what it is an I'll get it..." I looked at Skyler sprawled in my chair, and went for it. "I wanna see your dick, man," I said to him. I don't think it registered with Skyler at first, because he didn't respond. Finally, he blow more smoke out and said, "What'd you say, Sam?" "I wanna see your dick, Skyler," I told him again. This time Skyler laughed as he took a hit, held it, then blew the smoke out. "Why you wanna see my junk bro?" he said, grinning at me. "The main reason," I said, "is because I heard it's really big." This time Skyler laughed even louder. "Dude," he said barely containing himself, "you know who started that shit?" Without me responding, Skyler continued. "It was Joey Spencer," he said, "he saw me changing at the pool, saw me catch him lookin', then ran out faster than shit." "Didn't know a fat kid could run that fast," he added laughing. Joey Spencer was a nerdy kid in my grade, who only lived in our town for about seven months. He was a strange guy, very quiet and always acting like he was up to something. Now finding out that he was the one who started the Skyler rumor, I guess he was.
"OK," I said to Skyler, "so..." "So what?" Skyler said, looking at me. "So, are you gonna show me," I replied back. He was silent for a few minutes, and I could tell he was thinking about it. "Dude, that'd be weird," he finally said, taking another hit from the pipe. "It's not like I'm asking you to do anything with it," I replied back to him, "and...you do owe me..." Skyler sat silent for a few more minutes, smoking more. "Yeah," he finally said, "you're right man...aight." Then Skyler put the pipe on the table beside my chair, got up, unsnapped and unzipped his pants, and pulled them down with his boxer briefs.
With the short distance from my bed to my chair, I'm sure Skyler saw my eyes widen at the sight before me. Skyler's cock was at least 8" long soft, a good 5" thick, had a perfectly cut mushroom head, and hung from a full bush of dark blonde pubes. His balls were also the perfect shape, and hung almost ¾ of the length of his cock in their sack. It was the perfect shape from the root to the tip, and I instantly boned up. "Wow," I said staring at it, my mouth open. I was unable to say anything else. Skyler stood there for a few minutes, then pulled up his boxer briefs and pants like it was no big deal. "Aight Sam," he said, in the same no big deal manner, "let's order some pizzas...I'm fuckin' starved!"
After the pizza came and we ate, Skyler smoked the rest of the pot. We talked about bullshit stuff, and never mentioned his exhibition. It was almost 2:00 a.m. when Skyler passed out in the chair. After he was asleep, I lay awake thinking about Skyler and his big cock. I was also thinking about how I was going to get that tool stuffed down my throat. After a couple hours of sleep I suddenly woke up. It hit me. In economics class at school we had been studying about supply, demand, and shortage. Simply, if there is demand for a product, and there is no product, a shortage is created. To supply that shortage, the cost of the wanted product will go up. More simply, people will pay more for a wanted product if that product is in short supply. So, I figured if this concept would work in the business world, why wouldn't it work in Skyler's world? Skyler wanted pot. However, pot was in short supply for Skyler. Therefore, Skyler should be willing to pay a higher price to get the pot. However, Skyler wasn't going to pay for the pot he wanted in dollars. He was going to pay with his cock.
Over the next month, Skyler stayed at my house twice. Both times my parents were with my Aunt, and both times we never talked about his cock or the size of it. The nights ended the same each time; Skyler smoking an entire bag of pot, pigging out on pizza, and him falling asleep in my chair with a contented smile on his face. For a guy that was used to smoking on a daily basis, getting stoned every two weeks was beginning to get to Skyler. He would catch me in the halls at school, or text me wanting to know when we were getting together again. For my plan to work, I had to make sure Skyler was really in need of the pipe so I began to stretch out the times between our sleepovers. One day at school, Skyler caught me in the bathroom and told me he was about to "climb the walls." It had now been over three weeks since he had gotten stoned, and the time was perfect. I told Skyler my parents were going to be gone again the next weekend, and we could get together then. A smile came to his handsome face, and Skyler literally ran out of the bathroom yelling.
It was three days until Saturday, and Skyler must have called or texted me twenty times a day. "Are we still on, dude?" he'd say. Or, "I'm pumped, I'm pumped!!" My responses to Skyler were always the same. "Yeah man," I'd say, "we're still on." Saturday finally came, and I went to pick Skyler up in the afternoon. He was his usual amped up self, knowing he was finally going to get high after an almost four week wait. As always, Skyler beat to the back door of my house and up the stairs to my room. He'd learned where I kept the pot and pipe, and when I got to my room he was fishing around my closet looking for it. After pulling several boxes down and pushing more aside, Skyler was getting frustrated. Skyler didn't know that I had moved the box from my closet to the bottom drawer of one of my dressers. "Dude," he said, his voice clearly agitated, "where's it at, man?" "I moved it Skyler," I finally told him. He turned around to look at me, clearly about to get pissed. "Why the fuck you do that, Sam?" Skyler snapped at me. "Because," I said, "things have changed a little..."
Skyler looked at me, confused. "Whatta you mean, `things have changed'?" he asked. "Here's the deal, Skyler," I began, "I think it's time for a little exchange..." I saw Skyler reaching for his wallet in his back pocket. "How much," he asked. "That's not the kind of exchange I had in mind, Skyler," I told him. "Let's just say I've got the good shit that you want, and you've got the good shit that I want..." "I'm confused, man," Skyler said, his face clearly agreeing with his words. "If you don't want cash, what do you want?" "What I want," I said slowly, looking directly at him, "is to suck your dick." Skyler busted out laughing. "Sam, come on," he said between laughs, "quit fuckin' around an throw me the pipe." "I'm not fucking around, Skyler," I said, still looking at him, "I'm serious; I want your cock down my throat..." Skyler was clearly getting more agitated, shifting from one foot to the other and closing and opening his hands. "Come on, Sam," he said, his words short and direct, "just give me the shit, bro." I didn't waiver in my proposal. "Like I told you, Skyler," I said, "I've got what you want, and you've got what I want." "It's pretty simple if you think about it," I went on, "nothing for you to do except shove your hard cock down a hot wet throat, blow a load, then smoke a good bowl after...you got the easy part, man" Skyler's face began to tense and his eyes narrowed. "What the fuck, Sam," he almost yelled, "you know I'm in need.." Then Skyler slammed my closet. "Fuck this shit, Sam," he spat out, heading for my bedroom door. "Fuck this shit!!" I then heard Skyler race down the stairs and the back door slam. I also heard a very loud "FUCK!!" before the door slammed.
About an hour later I got a text. I looked at my phone and saw it was from Skyler. "Come to the door," was all it said. I went downstairs and into the kitchen. From the porch light I could see Skyler standing at the back door. I opened the door, turned around, and he followed me in. I went to the fridge, grabbed two beers and threw him one. He caught it easily. "Dude," he said opening his beer, "I didn't think you were gay; I mean, your fuckin' my sister..." "I'm not gay Skyler," I said to him, opening my own beer. "I just like to suck on a nice cock every now and then...I'm not gay." Skyler was quiet as he took quick sips of his beer. "It's just," he finally said, "I never done anything..." I cut him off quickly. "That's the fun part Skyler," I said, "you don't have to do anything except enjoy, shoot your load, then have some good shit." Skyler took more sips of his beer, but said nothing. Finally, he took a big gulp from the can, set it on the counter, turned around and headed for the stairs. "Aight," he said as he was walking up the stairs. "Let's go..."
When I got to my room, Skyler was standing against the wall, by my closet. He looked at me, then looked away. In anticipation of him agreeing to this, I had pre-packed a pipe and had it in the box, on the bookcase beside where Skyler was standing. I walked past him, to the bookcase, and took the box. I pulled out the pipe and a lighter, and handed them both to Skyler. "Here ya go, man," I said, "some incentive for ya." Skyler's eyes lit up when he saw the pipe. "Sweet," he said as he took them, and held the lighter up to the pipe. As I was getting on my knees in front of him, I looked up at Skyler and watched him take a long hit, hold it, and slowly blow the smoke out. "Sweeeet," he said again. My head was now directly eye-level with Skyler's crotch and I reached my hand up to place it on top of his zipper. Slowly, I rubbed with my open hand, tracing the outline of the huge cock that lay beneath. While I was in mid-rub, Skyler reached down and put his hand on top of mine, to stop me. "Dude," he said slowly, "no one can..." I stopped Skyler in mid-sentence because I knew what he was going to say. "Relax man," I said to him, brushing his hand away from mine, "I ain't Joey..."
Skyler stood against the wall, his legs slightly apart, while I rubbed my palm up and down his crotch. Beneath his shorts and underwear, I could feel his cock come to life. I felt it moving and then begin to harden. Skyler squirmed a little against the wall, and moved his legs. I looked at him as I began to rub my face against his crotch. Skyler's eyes were closed as he took another from the pipe. The only sound that escaped his lips were the sound of him exhaling, blowing the smoke out of his lungs. I moved my face back and the hardness beneath Skyler`s shorts moved with it. I reached up to unsnap his shorts, brushing my hand against his bulge. My right hand unsnapped while my left unzipped the shorts. Skyler's hardened mass pushed the now opened flaps of his shorts aside, and they lay on either side of his growing mound. I reached my hands up and pulled, and his shorts fell to his feet. My hands then went to the band of Skyler's black boxer briefs, and I slowly pulled them down.
Skyler continued to take hits from the pipe, and made no other sound than inhaling and exhaling. With his shorts and boxer briefs now at his feet, Skyler's dick was in full view. When I had seen it before, soft, I was impressed. Now seeing it begin to thicken and grow, I was amazed. I had estimated it before at 8" soft. Now growing, I was sure it would be a good 10. In the two years I had been sucking straight cock, this was by far the biggest I had ever had. By far. I reached my hand up to touch it, and Skyler flinched. With my hand wrapped around it, half-way down the long shaft, I could feel Skyler's cock grow and harden. Slowly I pumped my hand back and forth, and watched as his perfect balls moved in their sack. Skyler still said nothing, but he did moved his legs farther apart. As far apart as his shorts and boxer briefs would let him. I took my hand from his shaft, and watched as Skyler's cock twitched before me. Too big and heavy to stand straight up, or even at a 45* angle, Skyler's cock trembled at the perfect angle to slide into my throat.
I grabbed Skyler's shaft again and moved down farther on my knees. I lifted the heavy rod slightly, stuck out my tongue, and licked on the underside from just below the ridge head forward to his slit. I looked up at Skyler and his eyes closed tighter, but still he made no sound. I continued my licking and added encasing his cock head between my lips. Skyler's legs shivered. I moved my hand farther up on his shaft, toward his pubes, and slowly raised his rod. I opened my mouth, took a breath, and swallowed half of Skyler's huge cock. Leaving my hand in place, I took a deeper breath, and swallowed the large tool. Midway, I could feel the head of Skyler's cock hitting the back of my throat. Meeting with no resistance, it slid past, and moved farther down my throat. I could begin to feel Skyler's wiry bush, and with a final push forward my nose was buried in its center. At first, Skyler's body stiffened, but then relaxed as long deep breath escaped from his mouth. I held my position for a few seconds and my throat muscles slowly milked the giant cock. Then slowly, I pulled back and watched as it left my throat. Skyler continued to take hits from the pipe, but his breathing had become more heavy. Wanting to hear some kind of noise from him, other than inhaling and exhaling smoke, I repeated my swallowing three more times. The third time, with his pulsing cock buried deep in my throat and my throat muscles milking, Skyler suddenly grabbed the back of my head and thrust his hips forward, away from the wall.
"FUUUUCCCKKK," Skyler finally said, as his hips began to slowly fuck his cock in and out of my wet throat. I looked up, and watched as Skyler put the pipe on bookcase and brought his other hand to my head. With both hands planted firmly on the top/back of my head, Skyler pulled his cock out of my throat, slid across the back of my tongue, then fucked it in deeper. I tasted a salty sweetness in my mouth, and knew he had begun to leak. His legs moved farther apart, and the pressure on my head increased. Skyler's breathing was heavy, but he didn't say anything. I looked up at him again, and his eyes were only slightly closed now, and his eyebrows were raised. He had a slight smile on his face. Skyler was enjoying the face fucking and I intended to make him enjoy it even more.
I learned early on that nothing turns on a straight guy more than thinking his cock is too big for me to take. And since I have no gag reflex, that has never been the case. So each time Skyler pushed his long leaking cock down my throat, I began to make short gagging and choking sounds. True to straight-guy form, this made Skyler's cock throb and leak more. Then I heard a small low laugh come from him. "Fuck yeah," he growled as he pushed his cock in farther, "choke on my fuckin' dick..." I kept the noises up, and felt Skyler's cock pulse and expand in my throat. His fucking became deeper, and each time my nose was pushed harder into his pubes. Spit, mixed with his pre-jizz, was now dripping from my mouth, hitting the base of his cock, and falling onto Skyler's balls. I brought my hand up to feel, and Skyler's nuts moved easily in their heavy sack. Skyler's body flinched as I rubbed his nuts, and his cock tensed in my throat. Skyler's breathing was now becoming heavy and short. His face fucks were getting shorter, and he left more of his cock in my throat before he plunged it back down. Skyler's sack began to constrict in my hand, his balls drawing up tighter to his body. He was close, and both of us knew it.
Skyler's breathing was now short and quick, and his chest moved in and out rapidly. His grip became tighter on my head and he began to jab his perfect cock in quick short fucks down my throat. I felt as Skyler's hips slowed to an almost standstill, then he sped up and his cock made three short jerks down my throat. At the end of his third thrust, Skyler's hands clamped hard onto my head. He pushed his cock into my throat deeper than it had ever been, and held it there. I heard the groan start deep in Skyler's chest, and felt a cock vein push out against my tight throat. His groan became louder as the vein moved up my throat, carrying his load with it. Skyler's body froze as the first cum shot blasted out of his pulsating rod and shot deep into my gut. "AAAGGGGHHHH," Skyler groaned as a second, third, and fourth load shot out. Though he was holding my head tight in place, I forced it back until the head of Skyler's cock was now at the back of my throat. He continued to shoot his jizz as I brought my hand to his erupting shaft and jacked it. The sweet taste of Skyler's cum filled my mouth and slid easily down my throat. Skyler released my head, and I continued to jack his cock as my mouth moved up around the head, and began to suck. His jizz still flowed out of his slit, at a slower rate, and I coated my tongue and wet my lips. I looked up at Skyler, and saw he was looking back at me. He had a somewhat puzzled look on his face at first, but then it turned into a half grin. Skyler watched me as I cleaned the remaining jizz from his cock, then let his massive tool once again lay against his heavy balls. Then, he reached over, grabbed the pipe and lighter, and took another hit.
I blew Skyler a few more times that year, always when he was stoned and always under the condition that "no one finds out about this..." Skyler made it through his probation with no more problems, graduated, and started college. I still hear from him sometimes when he's bored or when he's home on break. It's usually when his supplier is out of commission or when he's "in need" of something else.