This story is a fantasy and the events described here never happened. This story contains descriptions of sexual activity between teenage boys of various ages. If material of this kind offends you, or if it is illegal where you live, or if you are not of legal age to read material of this kind, then please stop here. The names and places described here are fiction and any resemblance to real places, people, or an event is a mere coincidence. Please do not duplicate this story or distribute it without the author's permission. Enjoy the story and send comments or story suggestions to playbuddy123@yahoo.com.
My cell phone rang as I was watching MTV. It was Trevor, the kid I had just finished fucking. "Did your mom see me leaving the house?" Trev asked with an urgent tone in his voice. "Yeah, but don't worry about it, it's cool. I told her you were here looking for some help." Trevor giggled, "Yeah, and thanks again! You really know how to fuck!" The kid laughed and I laughed with him. It was quiet for a second, "Jared? Do you mind if I give your cell phone number to a friend of mine?" He's really anxious to meet you!"
I thought for a second. "Why?" I asked. I was kind of puzzled. "I'm in High School why would one of your middle school buddies want to meet me?" Trev giggled again. "Duh! You're the quarterback of the football team!" I interrupted him, "Backup quarterback numb nuts! Austin is the quarterback!" Trev grunted, "Like, big difference?" Anyway, he's, well he's like me and really wants to meet you." Trev whispered.
"You mean there are two fairies in your class?" I laughed. Trev whispered again, "Quiet! Don't let your mom hear you say that!" I pulled my legs up on the couch and sat with my back to the arm rest. "She's still in the kitchen with the groceries. Your little secret is safe!" I giggled. "So who is this guy anyway, the one that wants to meet me?" Trev spoke a bit louder this time. "You know the big house at the end of the circle by my place, the one with the huge pool?" I told Trev that I did. "That's Derek's house. He's in my grade, blond, about my size."
I thought for a minute, "Oh, yeah he's the kid that plays soccer, a good forward, aggressive when he charges the net." Trev answered quickly, "Yeah that's him!" I thought I knew where this was going, but I didn't have time for another neighborhood kid unless there was something in it for me. "And?" I prodded; Trev was quiet for a moment and started to whisper again. "He thinks you're hot!"
I grinned, "So does the entire cheerleading squad, so what?" Trev hesitated, "He wants you to fuck him!" I couldn't help but laugh, "HE WHAT?" Trev tried to hush me up. "Quiet! You know, he wants it, like me." I couldn't believe what I was hearing. In the space of fifteen minutes I had just finished fucking one thirteen year old boy and now was hearing that his little buddy wanted the same thing.
"Listen, I like girls. I'm straight!" I started to explain. Trev interrupted me, "But you're the big man on campus and a hole is a hole. You know it feels good!" I smiled faintly, he was right about that! "Ya, it does feel good." I admitted. I thought for a second. "The only reason I might consider it is because Jennifer recently told me to get lost and I don't have another girl yet."
The fact of the matter was, that even when I was going out with Jen all I ever got was some time making out, a hand job or two and a BJ on my birthday.
Trev was whispering again, so I assumed his mom or little brother was near by, "So? Can I give him your number?" I thought for a second. "No. I don't want to give that out. But, if he stops by school after practice Monday I should have the car and I'll see that he gets home."
Trev must have been grinning because I thought I could hear it in his voice. "Excellent! Thanks Jared. Oh, and by the way my butt is still sore" he giggled "but that's the way I like it!" and he hung up the phone.
The rest of the weekend was pretty boring. I went to the mall, saw a movie with a couple of the guys from the team, and went to mass with mom and dad. Monday was clear, cool, and crammed with work. A fucking quiz in history started things off and then I got my literature paper back with a D. School sucked sometimes! "Damn" I thought, keep this up and coach will have my ass for grades and I'll be on the bench instead of the field.
The afternoon went better and finally I was on the field for football practice. Austin was in great shape and was doing well with the play book. It was unlikely I would get much playing time, but I did the drills and stayed sharp. "You never know" coach would say as we both listened to the strategy for the next game. I was heading out the gym door toward the parking lot when I saw the blond hair kid walking toward the field. "Derek!" I yelled and he turned, saw me, and a big smile crossed his face.
Derek is about 5'10 maybe 130 pounds. Not much if he was playing football, but as a soccer guy he was fine. He wore jeans, a T, and a hoodie sweatshirt and carried the usual backpack. "Hey!" I said as he got closer. ""Hi" he replied. His face had a huge smile." So, you need a ride home?" I asked, knowing full well the answer. "Yeah!" Derek said still smiling and showing a couple of cute dimples.
I don't get to drive the car nearly as much as I would like. Mom and Dad have this idea that giving me a car would deprive me of the privilege of earning the money and buying one for myself. I managed to get the car a couple of times a week from them, and just accept that's the best I can do.
We tossed our things in the back and both got in and buckled up. "Thanks for meeting me" Derek said as I started the car and headed for our neighborhood. "Just being a good neighbor!" I laughed, and Derek laughed as well. We didn't talk much, just a few awkward sentences here and there. There was an obvious tension in the air. My dick twitched a little as I glanced over at the cute teen boy sitting next to me thinking about what it would be like to see him naked.
I didn't need directions as Derek's house stood out from the rest in our neighborhood because it was larger and more expensive than most. "Here you are" I said as I pulled into the drive and turned the engine off. "Thanks" Derek said softly, but made no move to open the door. "My folks won't be home for another two hours." Derek whispered as he looked at me, his big blue eyes staring into mine. "Nice" I said, but I resisted making any move. If the kid wanted something he needed to do more than drop a hint. "Um, would you like to come in for a while? Play a video game? See my room or something?" I smiled a little. "I'm not much into video games anymore."
Derek lowered his eyes and I could see he was really nervous now and slightly disappointed with me answer. "Oh yeah, I guess you're too old for that. Well, I could show you my room" he said.
Then, he looked up at me again, "Please?" he whispered. I smiled, "Okay." I said, and he grinned and headed out the door. In five minutes we were inside the house and up in his room. I looked around and saw it was filled with soccer posters, trophies, and other gear. "You really like soccer!" I said as I came in and jumped on the bed. Derek looked around and smiled. "Yeah, it's awesome!" I sat with my back against the headboard and my legs stretched out in front of me.
Derek was nervous again. "So?" I said softly and looked up at the kid. "So" Derek said slowly and then grew quiet. I smiled, and reached down and stroked the front of my jeans. "Trevor said you might want something?" I asked quietly. Derek stared at my crotch. "Yeah" he whispered. I rubbed myself a little more. Derek's face grew a bit pink, and I could tell he was getting hard.
I knew I was being a bastard, but the game was fun. "Well?" I grinned and tucked my hands behind my head like I was going to do a sit up. Derek stepped closer to the bed, hesitated, and looked me deeply in the eyes. I glanced down at the bulge growing in my jeans. "You want it? You have to suck it!" I said quietly. Derek swallowed and then gently crawled onto the bed and straddled my legs. "Go ahead, I urged" He reached out and carefully unbuttoned my jeans and unzipped me. I helped him scoot my jeans and boxers down so my cock rolled out.
Derek stared, "Fuck, that's nice!" He whispered and wrapping his hand around my shaft he slowly stroked my cock and played with my balls. "Suck it!" I whispered, as he bent closer. He looked up at with me with his cute face, blue eyes, and dimples. Then he opened wide and took me into his mouth. "Oh yeah!" I moaned and raised my hips a couple of inches. I eased the tip of my penis between his lips and felt the warmth of his tongue.
I heard the soft sounds of licking, sucking, and slurping as Derek went to work on my dick. "Yeah, eat it you little cocksucker" I whispered as I lifted my hips again and urged the teen to swallow more of me. Derek gagged a little and pulled back. "Too much?" I giggled and he glanced at me with a grin. "Try again" I urged, and he went down without a whimper. Maybe five or ten minutes went by like that. Derek was doing a pretty good job sucking me off, but that's not what either of us really wanted.
When he took a brief break and looked up at me I stared into his eyes. "So, are you a little pussy boy like Trevor?" I asked quietly. Derek blushed and sat back a little. "Go put on your soccer uniform!' I ordered. Derek grinned, and went to his dresser drawer and pulled out some shorts and a top and hurried into his bathroom. Three minutes later he stood in the doorway with the shiny green top and shorts. "Cute!" I said and smiled. I gave my cock a couple of strokes, "So you really want this?" I asked? Derek slowly nodded. "Get the Vaseline" I said and he hurried back into the bathroom and I heard the medicine cabinet door quickly open and close.
As he came to the door again, I motioned to him to give me the lube. He handed me the jar and I popped the top off. I got up from the bed, dropped my pants and boxers to the floor, and stuck my dick into the jar getting a big glop of grease on the knob. "Do your hole" I said and tossed the jar to Derek. He blushed red, got some jelly on his fingers and pulling his shorts down in the back he greased himself up.
I was still standing by the side of the bed and Derek stared at me mesmerized. I nodded toward the center of the bed. "Head down and ass up" I said simply. Derek didn't say a word, but obediently got into position. Once on his knees he turned his head toward me and rested his face against the mattress with his ass up and then waited. "Ever done this before?" I asked as I crawled on the bed behind the boy. "Yeah" Derek whispered, his voice cracking with emotion. "None as big as you though" he whispered. I slowly pulled his soccer shorts down to expose Derek's sweet rear end. As his butt crack appeared I noticed it was baby smooth, not a hair on it, almost virgin. "Don't worry" I said and I gazed at his perfectly formed ass. "I won't hurt you!" I promised as I crawled closer and let the head of my cock nudge his fanny.
The angle was perfect, and my cock had no trouble finding the hole. Derek moaned when he felt the head of my dick at his entrance. "Here it comes" I whispered and then eased my hips forward putting steady pressure against his anus. "Oh God" Derek moaned as he realized the size of my cock in comparison to the size of his hole. "It's not gonna work" he whined and he wiggled a bit to find a more comfortable position. "I held the teenager tightly by the waist and continued to push."Your ass is mine pussy boy!" I grunted and screwed my dick left and right forcing a tiny bit of my head into his rectum. "No, no," Derek grunted as he felt himself being entered. "It hurts!" He whined. I could hear him whimpering and wondered if he had started to cry. "You asked for this" I groaned and didn't hesitate. I continued to enter the boy. "Oh God!" He cried again as finally the head of my penis popped past the tight ring and entered his rear end.
The rest as they say is history. My cock slowly moved deeper and Derek groaned as he felt himself being filled with high school dick for the first time in his life. I nudged his legs further apart so I could get further up his ass and pushed his soccer jersey toward his head so I could feel the softness of his skin and the warmth of his back.
I pulled out a little and then fucked back in. Derek's was trembling but his whimpers had grown quiet. I stopped balls deep and held firm. Neither of us moved for a couple of minutes. "Still want me to take it out?" I whispered. Derek moaned with pleasure. "Oh God no, I want you up there forever!"
I grinned."Pussy boy just like Trevor" I grunted and pulled out a bit and fucked back in hard. "Say it!" I demanded. I fucked him again a little harder. I heard a moan of pleasure "I'm a pussy boy just like Trevor" Derek groaned. I smiled. "Damn right!" I grunted and started to fuck the kid in earnest. I slammed into his ass again and again. I loved the smooth feel of the soccer jersey and warmth of his skin. I glanced over and saw our reflection in the dresser mirror. The little soccer lad on his knees taking cock up his ass. I tried to go deeper. "Fuck" I grunted as I sodomized the teen and he groaned his appreciation.
Derek's tight ass and the pounding were getting to be too much and I felt I was near the edge. "Gonna cum!" I groaned as I felt the sperm rising and filling my cock. "Not in my ass!" Derek grunted, as the first shot of my cum erupted and squirted into his butt. I pulled out and jacked my dick two or three times and shot the rest of my cream over Derek's butt cheeks. I took the head of my dick and swirled it around and around in the gooey mess and smeared cum up and down his crack. Then, in a final gesture I stuffed my greasy pole deeply back into the kid one more time. Derek groaned, and I felt myself start to wilt and pulled out.
Derek rolled on to his back with a contented look on his face. "Awesome" he whispered as he slowly stroked his own dick. I watched him as he closed his eyes and started to masturbate. Derek's hand started a steady stroke on his penis while with his other hand he fingered his butt. His breathing grew shallower, and his hand moved faster on his cock. "Oh, Oh, Oh," he grunted as he stroked his dick and fucked himself with his finger. He jerked off for three or four minutes but he stiffened up and stopped breathing. I watched as his dick twitched in his hand and then squirted a stream of cum onto his chest again and again. One shot went so far as to hit his upper chest and neck.
He finally relaxed, and with his eyes still closed dreamily ran his finger through the puddle of baby juice on his tummy. "That was special!" He whispered . He opened his eyes and looked up at me. I smile softly. "Glad you had fun!" I giggled.
It was a eerily quiet as Derek scooted into the bathroom and grabbed a couple of towels tossing one to me. We wiped up our mess and then dressed. I headed for the door. "Thanks" Derek said with a grin. I laughed. "Well, you can show me your room again anytime you want!" and tell Trevor he has some competition now for my time. We both laughed at that, and I was on my way home.
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