Date: Tue, 31 Oct 2006 16:58:03 -0800 (PST) From: Will Shakespear Subject: Sissy Brother -16 Disclaimer: This is a work of FICTION. Any similarity between my characters and real people, places, or events is merely a coincidence. This story contains descriptions of imagined sexual activity between teenage boys. If you are not 18 years old or if it is illegal where you live to read material of this kind, please stop here. If this story might offend you please go to another site. Please do not copy, distribute or reproduce this material for anyone or any site, without the author's explicit permission. Everyone please enjoy and feel free to send comments and story ideas to playbuddy123@yahoo.com. Sissy Brother - 16 My dick was firmly up Josh's butt and I was amazed at how tight he was. "Shit your ass is incredible" I puffed as I slammed into his rear again and again. We were in the equipment room of the High School and I had Josh bent over the pommel horse. His blue gym shorts were bunched around his feet and slightly covered his white sneakers. The band of his jock strap circled his waist and his nuts and dick were firmly held in place by the pouch. I drove my cock between the firm globes of Josh's ass and they quivered with every thrust. Josh grunted every time I stuffed my boy up his rectum. There were circles of sweat under the arm pits of my grey T shirt and a trail of moisture ran down the center of my back. I held Josh's waist and his firm abs were like rock. I feverishly pounded my dick up into his guts and it was clear he is no sissy boy. I looked up at the clock as the class bell rang signaling the change of classes. "Fuck! I'm not done!" I grunted as I pounded my boy's ass faster. The bell rang and rang and rang. "What the fuck?" I complained, cursing at the noise and the fact I was losing my concentration. My vision blurred as the clanging went on and on and on. The room grew dark and Josh's outline faded. Slowly the fog lifted from my brain. "Jeremy shut that fucking alarm off!" Trevor was yelling from the doorway. My hand instinctively swatted the clock and the noise stopped. "It was a dream!" I groaned, " It was all a fucking dream!" I buried my head under my pillow but my bladder was urging me to pee. My cock was rock hard. I tossed my covers off and as I got out of bed saw that there was a wet spot from some dick snot. "Hope mom doesn't see it" I mumbled. I walked into the bathroom and Trevor was at the sink wearing a pair of fruit of the loom briefs. "FRUIT of the looms, how appropriate!" I giggled. Trev looked at me with his toothbrush in his mouth and scowled. My dick was so hard I knew I couldn't hit the toilet so I opened the shower door. Trev pulled the brush out, "Problem this morning?" he giggled. I pulled down my boxers and gave him the finger. "Fuck you!" I said as I started to pee. Trev grinned. "You wish!" He said back and rinsed his mouth. I finished and turned on the shower. My cock was still hard and I gave a thought to taking Trev's ass. But he had walked back into his room and I didn't feel like chasing him. I adjusted the water and got in. "Fuck, what a lousy way to start the day!" I groaned and grabbed the soap. Devon gave me a ride to school. I was appreciating the rides less and less each day. My birthday was fast approaching and dad had finally agreed to start taking me out to practice driving, parking, and shit like that. Each time Devon drove I was reminded how much I wished it was me. "Four more weeks" I mumbled as I climbed in the car, "only four more weeks" and we drove off. Once at school I made a point of looking for Jennifer and checked to make sure we were on for our date that coming Friday night. She was just as cute as always and my dick twitched. She turned and headed for her first class of the day and I got a nice long look at her ass. I groped my dick and it was hard. "Gonna make you see stars!" I whispered to myself as she turned around the corner. I smiled and went on my way. The rest of the day was boring. It was also tough to keep my mind on class work. My dick had boned up a couple of times and my balls were starting to ache. I saw Josh head into the chemistry lab and made a slight detour so I could walk by the door and look in. He was leaning over a desk talking with a couple of kids and I got a nice shot of his ass. He turned just as I was walking by and grinned as he saw me. "Shit!" I said as I quickly looked away. "Busted!" I ate lunch with Jennifer and as we finished she took off to do some quick study before a quiz. I was putting my tray away when a voice called, "Hey, Jeremy!" I turned and Josh was waving for me to come over. He was surrounded by cheerleaders and they were all laughing. I sat down and listened to Josh tell stories about his old school and the friends that he had there. The bell rang and the girls got up and took off. "OK if I walk with you?" Josh asked as I grabbed my books. "Yeah, it's cool" I smiled and we headed to class. We talked a little about the upcoming final game of the season. I was pretty sure we were going to win and told Josh as much. "It should be fun to watch" he said as he turned toward the stairs heading to his next class. "Thinking about my offer?" He grinned. "Umm, I don't know what to say!" I mumbled. My cock got hard again. "For Christ's sake!" I thought as I put my books in front of me. "Another fucking boner". Josh leaned closer. "I'd be the best piece of ass you ever had" he giggled and trotted up the stairs. I'll never figure out how I made it through the rest of the school day. My balls hurt like hell and almost any thought I had turned to sex. I grabbed my book bag and lined up to take the bus. Trevor stumbled in behind me giggling at Michael. "Hey Jer" Trev laughed as he bumped against me. "Not riding home with Devon tonight?" I mumbled a little angry that my brother had been monopolizing my best friend's time. "He has to work for his dad" Trev said as Michael whispered in his ear. Trev nodded. We climbed on the bus and scored the seats at the back. I expected Trevor to sit next to me but at the last minute he let Michael scoot in. I turned to the window as we pulled away. It was going to be a thirty minute ride for us. I leaned my head against the window and closed my eyes. About five minutes later Trevor and Michael were laughing and moving around on the seat. In the back there was room for four kids, but we had thrown our books and crap in one corner so the three of us had the rest to ourselves. There was a bump in the road, and a moment later I felt a hand on my leg. I opened my eyes and Michael grinned. Trev lifted a finger to his lips urging me to be quiet then he pulled his jacket off. Michael did the same. They tossed their coats over their legs and Michael raised his eye brows and winked at me. "No way!" I whispered and both boys nodded and grinned. Michael cupped the front of my jeans and winked again. My cock boned up again for like the thousandth time that day. I wiggled out of my jacket and laid it across my lap as well. Within seconds I felt Michael's hand at my crotch. From the way Trev moaned I guessed he was getting the same treatment. "Sissy Sluts!" I whispered and grinned at both boys. They grinned back. I put my hands under my jacket and unbuttoned my jeans and pulled the zip down. In an instant Michael had his hand on my dick and was jerking it up and down. I slipped my right hand under his jacket and found that Trev had Michael's dick out and was already massaging it. "My turn" I whispered and took over stroking. Grinning, the three of us took turns masturbating one another. None of the other kids on the bus even looked back. It seemed so nasty to be doing it in the bus. It was the danger that made it sexier. I was so fucking horny. Michael was totally into the circle jerk and it wasn't long before he was grunting and thrusting his hips up against whatever hand was beating his meat. "Close" he moaned as he thrust up against Trevor's hand. Trev took a quick look around and scooted down on his knees and tucked his head under the jacket. Michael gasped when he felt Trev's mouth cover his dick and it was just enough to put him over. He shot a huge load. "Oh Shit!" he whispered. He let go of my dick and grabbed the jacket covering Trev's head. He pushed down on the lump and thrust upwards three or four times and then lay back with a big smile on his face. "Get your nut?" I giggled. "Fuck yes!" Michael grinned and reached for my cock. Trev climbed off his knees and a kid saw him getting up. "Dropped my pencil" He said waving one in his hand. I laughed. Michael stroked me a few more times, but I saw our stop was coming up. "Later!" I whispered and tucked my dick back inside my jeans. Trevor did the same. We got off the bus and Michael waved at us from the back window making a crude gesture with his finger going in and out of a hole. We both laughed. We opened the door and Trevor yelled, "Mom? Dad?" we tossed our books and jackets to the floor. No answer. "Race ya!" Trev giggled and we both knew what we were going to do. Trev ran up the stairs and straight to my room. He was quickly unbuttoning his shirt and kicking off his shoes. I was doing the same. He giggled as he pulled down his pants and underwear in one motion. As he bent over my dick jumped as I looked at his cute rear end. I was just four seconds behind him in stripping. He jumped face down on the bed and raised himself up on all fours. I walked to the bed and he watched my cock bounce up and down and my nuts swinging. "Little sissy want some cock?" I laughed. Trev grinned and wiggled his butt. "Yes, and hurry up!" I squirted hand lotion onto my dick from the pump bottle on my night stand. Trev's long hair hung down his neck and flowed onto his soft smooth back. His round bubble butt was perfect. "Let's see what ya got stud!" Trev grinned. I climbed on the bed and crawled on my knees behind my brother. "Fuck I've been hard all day" I said as I stroked a couple of times. "I'm going to drill you a new one!" I said as I placed my hands on my brother's rear. "Well?" Trev giggled and moved his head lower and spread his legs. "Put the fucker in then!" His nut sac was hanging low and his ass opened like a flower. He turned his head and rested his cheek on the bed. Ass up, he eagerly waited. I eased my knob into his butt and he took in a deep breath as he felt me pop in past his sphincter. "Deeper" he whispered and he tried to back his ass up onto my penis. I thrust two inches more into his rear end and pulled back. I was teasing him as I fucked in a little further each time. He whined, desperate for cock. "Oh Christ!" he moaned as I finally hit bottom deep in my brother's ass. "Gonna fuck the shit out of you!" I warned and then started some serious pounding. I thrust into Trevor's butt with fast hard lunges. He grunted and groaned as I slammed into him again and again. He raised his head up and tossed it from side to side, his long girly hair flopped back and forth. "Fuck me" he pleaded with almost every thrust. "Fucking little sissy" I grunted as I slammed into his ass, my balls making a slapping sound with each push. "Oh fuck, oh fuck," Trevor panted as I boned him. I pushed him forward onto his face, his ass up. I lay on top of him and kept pounding his little sissy butt. "Fucking your pussy bro!" I grunted as I thrust downward into Trevor's butt. "Oh God" he moaned and he tried to raise his ass up to meet my dick. We fucked like dogs in heat for 15 minutes. We were both covered in sweat. I could feel drops of sweat run down my back, between my ass cheeks and roll off my sac. "Gonna cum" I panted as I felt my orgasm near. "Fill my butt" Trev grunted as I dicked him again and again. Finally I couldn't hold back any longer. My balls let loose and I squirted my stuff. "Cumming!" I grunted as I shot two, three, four, and a final fifth volley. Trev whined as he felt the hot juice squirt deep into his bowels. "So good" he whispered and twisted his ass trying to keep me in. I slammed in and stayed there as long as I could. Then, I rolled off his back and lay next to him. "Awesome" I whispered. He turned and gave me a kiss. "Boys need enemas!" I giggled reciting a line mom used on us when we were little and she would squirt our ass full of water once a week. "Definitely" Trev giggled, "If they're the sperm kind!" we both laughed. A few minutes passed then Trev crawled closer to me. He tucked a pillow under my head and straddled my chest. "What?" I said and then caught sight of his still hard dick. "No, no way!" I protested as he inched closer on his knees. "I don't suck dick! You know that!" I wiggled, but his weight held me down. "You're the fairy in the family, not me" I argued. Trev scooted closer and grabbed the headboard of the bed. He was now just inches from my face. He bent his cock down. "You had my ass" he grinned," Now, I get your mouth!" I turned my head away and he twisted it forward again. "Come on Jer" He whispered. "It's only fair!" He playfully wiggled his dick in my face. I looked up and our eyes met. I could have said no, but he had just given me his butt and a terrific ride. I grunted, and scooted up on the pillows just a little more. "I won't swallow" I said firmly, deciding one way or another I was going to keep a little dignity. Trevor grinned and eased his penis to my lips and I opened my mouth. He held on to headboard of the bed and pushed his cock into my mouth. I did the best that I could to make it good for him. I licked his knob, stroked him, wrapped my lips around the shaft and sucked. He whimpered as he fucked my face. "So good" he chanted as he moved his hips and his dick entered and exited my mouth. I held his ass as he pounded my face and felt his soft cheeks. I ran my fingers up and down his crack and teased his hole. "Put it in" He begged as my finger worked around his ring. "Fucking put it in!" He commanded. I centered my middle finger on his hole and forcefully pushed up. My finger went deep into his rectum. I could feel the warm sperm I had dumped there just moments ago. "Fuck yeah!" He grunted and his thrusting became more urgent. I slid my finger around and found his prostate and he squealed. I was concentrating on fingering his butt and almost forgot about his dick. "Jeremy!" He called out with urgency but it was already too late. His cock twitched and he started to squirt. I struggled to breath. I pulled air in through my nose but his cock kept spurting into my mouth and down my throat. I had to swallow the shit or drown. He grabbed my head and thrust into me again and again until he had emptied his balls. Finally he pulled his dick out and I coughed and sputtered. "Bastard!" I grunted. I tasted his semen on my tongue, in my throat and filling my belly. "Sorry!" Trev whispered as he crawled off my chest and curled up next to me. He laid his head on my shoulder. "I couldn't help it." He apologized, "Mad?" He asked in a whisper. I thought about pounding him and then thought "What the fuck?" I rubbed his head and ran my fingers through his hair. "It happens fast sometimes" I said, and he knew I wasn't angry, and things were OK. My balls finally stopped aching as we lay there exhausted and smiling. "You smell nasty!" I giggled wriggling my nose at the smell of cum and something from Trev's butt. "Look who's talking!" Trevor snorted. "Shower!" we both said at once and laughed. I was going to let him go first, but then I decided why not both of us? The most fun was when I shampooed Trev's hair and he did mine. The soapy bubbles felt erotic and somehow very sexy. Trevor helped load supper dishes and then grinned as he yelled from the kitchen to the living room to where mom and dad were sipping wine. "Going out!" He yelled, and winked. "Devon?" I asked, just moving my mouth and not saying the word. He nodded yes. "You won't be able to sit on your ass tomorrow!" I giggled and Trevor stuck out his tongue at me, and then he too laughed. I went upstairs and finished the last of my homework and checked my email. There was a new message from "jockboi69". I couldn't think of anyone with that screen name and was about to delete it when I thought "what the fuck!" and opened it. It read, "Something for you to think about!" and there was a video file. I doubled clicked the file and the media player came on. There stood Josh in the equipment room at school. He waved and then turned around. He pulled down his gym shorts showed off his bare ass. His shorts fell to his ankles and he bent over the pommel horse, looking back he mouthed the words "Want this?" The clip ended. "Fuck!" I whispered. "How in the hell?" Readers ideas are always welcome. Write Playbuddy123@yahoo.com