Date: Sun, 10 Sep 2006 17:51:09 -0700 (PDT) From: Will Shakespear Subject: Sissy Brother - 4 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 or 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 - 4 Mom and Dad came home as usual and after dinner we settled into our family "school day" routine of eating, cleaning the kitchen, looking at a little television and then off to our rooms for homework. I had an algebra assignment, some reading for my literature class, and a review of verbs for Spanish. Sometimes school sucked with the amount of work they gave us, but one way or another I managed to get by. It was almost 10:30 before I finished my work and headed to the bathroom to pee and brush my teeth. I dropped my boxers in a heap on the floor and crawled naked into bed giving my dick a quick stroke. I thought about jerking off but didn't have the enthusiasm. I rolled back and forth in the dark trying to figure out how I was going to get Trevor what he had asked for. As my eyes finally closed I settled on a plan, I just hoped Jennifer would go along. The next day it was during lunch that I finally worked up the courage to speak to Jennifer. "Uh, hey Jen?" I stammered while leaning in close so others wouldn't hear. "Ya?" She asked with her usual bright smile. "Um, like do you think you could do me a really big favor?" I said. "You see it's like this. Devon has been giving me this shit about how he has all these girls that are like hot for him all the time. He keeps going on about how they all want to hook up with him and I just know it's a load of crap. I need your help to get back at him." Jennifer grinned, "Sure, no problem". I laughed seeing how easy this was going to be. "Well, I want you to buy me some girl's panties, and wrap them up to give to him." I whispered looking around to make sure no one was listening. "I'll make sure he gets them. But, we won't put any name on the box and he'll totally freak trying to figure out where they came from, and which girl wants him." Jennifer giggled and I saw the twinkle in her eyes. "That will drive him totally nuts!" She laughed. "I'll do it." I smiled and reached in my pocket for sixty bucks. "That's way too much!" She laughed. "You think I'm supposed to know how much they cost?" I giggled. We chatted for a few more minutes and I explained what I wanted. Two days went by before Jennifer and I got to the mall. I sat outside the women's store while she went inside. "Like, I'm really going in there?" I had said as she laughed and pulled on my arm. "Chicken shit!" She teased and finally left me at the door and headed for the lingerie area. Twenty minutes later she was back. "You said about my size, right?" She said as she handed me the package. "Ya, no granny pants!" I laughed and she smiled. "Devon is really gonna shit when he sees these" she grinned. "This must be like the first time ever a girl has bought panties for her boyfriend" Jennifer giggled, "instead of the other way around." We both laughed and headed down the mall for some food. It was Sunday morning before Trevor and I were alone again. Mom and Dad went to church and left us to clean the kitchen. Sunday is pancakes and ham day and it's our job to tidy up. As Trevor put the last of the dishes in the washer I took a rag and wiped the counter. "Hey girlfriend" I giggled and tossed the rag in the sink next to Trevor. He turned and smiled. I grinned back. "You must be horny again!" He laughed. "Maybe, maybe not!" I teased, but "I do have a present for you" I winked. "You got them?" Trevor squealed. "You really got them?" I nodded and smiled; "Bet your sissy ass" I laughed. "Let me see!" He pleaded as he slammed the door on the dishwasher and turned the knob. "My room" I said as I pointed a finger at the ceiling. "Race ya!" and I started running as fast as I could to the main hall and the stairs. We pounded up the stairs and I made it into the room just seconds before my younger brother. I jumped on my queen size bed which was still unmade from the night before. Trev jumped on and sat up, legs crossed. "Here you go" I said as I tossed him the brightly wrapped box and watched his face light up in a wide grin. He tore at the wrapping and fumbled with the tape on the box. Finally inside, he lifted up the top and saw two pair of girl's panties. There was a soft white cotton pair dotted with pink roses with the waist and legs trimmed with silk. The other pair was red satin with lace around all the edges. He turned them over and around. "These are great!" He smiled, feeling the soft texture against his face. Then he leaned over and gave me a quick light kiss on the lips. "I have to try them on he giggled and jumped off the bed, headed to our bathroom. I leaned back with my arms behind me, legs outstretched. My dick twitched and grew firmer in my jeans. A few minutes later Trev was standing in the doorway of the bathroom that connected our bedrooms. He stood there with the red and white striped top he had been wearing at breakfast and the white pair of panties. Nothing else. He leaned on one hip and tossed his shoulder length blond hair back with a flick, acting as girlie as he possibly could. "What do you think?" He giggled as he turned slowly around and bent over slightly showing off his bubble butt. "Nice!" I whispered and my dick went fully hard. Trev ran over diving head first onto the bed tummy down and ass up. "Thanks Jeremy" He grinned as he ran a hand slowly over his rear end enjoying the feel of the panties against his milky skin. "I love them" he said as he rolled over on his back and cupped his dick and balls in one hand and slid the other under his T-Shirt to play with his nipples. "When did you start being so girlie?" I whispered as I lay down next to him and put my hand under his shirt to feel his soft tummy. "I dunno" He whispered back. "I've felt this way for a long time. Since I was little I guess" He said as he turned to look at me. His face grew pink. I felt his breathing quicken a little and my finger played with his belly button. I was getting horny as my hand felt his warm tummy and it rose and fell with his breathing. We lay there quietly for a few minutes, my hand resting on his stomach. His hands were still busy, one playing with his dick and balls and the other his nipples. "He took the hand away from his dick and rested it on the bed as his eyes met mine. We looked at each other for several minutes and I finally leaned in and kissed him softly on the lips. Trev moaned a little. I touched the waistband of his panties and ran a finger inside back and forth across his stomach. I allowed my hand to drift further down and I felt the soft curls of my brother's pubes. Our breathing grew faster and the room seemed to get hotter. We kissed again, only this time with more urgency. Our tongues wrestled and I pulled my brother closer. Trev's free hand reached the front of my jeans and stroked my hardness. We rolled facing each other touching the other's cock. We grunted as the feelings grew. "Jeremey?" Trev pleaded as he moved his hips and thrust his dick against my hand. I wrapped my fingers around his dick and stroked him. He found the zipper of my jeans and tugged it down. He fumbled with the button and finally was inside grabbing for my cock. We kissed with intensity. Thrusting our meat forward and grinding crotches, we masturbated one another. "I pushed Trev onto his back and climbed on top of him reaching behind his butt to ease the panties down off his ass and free his dick. He grabbed a handful of my ass and tugged at my jeans working them down off my rear. We kissed and ground our now naked dicks against each other. "I'm close" Trev whined as he hugged me and thrust up again and again. I rubbed my dick back and forth, and in a frenzy of kissing and simulated fucking I could feel my balls start to tighten. Trev grabbed my ass cheeks and his fingers slid up and down my crack. I wanted my jeans totally off and I wanted to fuck. I wanted to fill my brother's ass with my dick. But neither of us was about to stop what we were doing. "Oh God. Oh God" Trevor moaned as he hugged me tightly, opening his legs wide so our crotches could have more contact. He urged me to continue the pretend fuck. "Ya" I panted, "Me too" I grunted as I felt my dick swell. I held my breath for a moment as my sac contracted and my balls fired their load. "Shit" I groaned as my dick spurted, and fired shot after shot of cream between us. "Uh, Uh, Uh" Trev grunted as he too started to shoot. The spasm of both our cocks at the same time overwhelmed our senses and ropes of sperm shot up and out of our teenage dicks in a flood. "Fuck" I moaned as I tried to squeeze more juice from my dick by clenching my ass muscles but not touching myself. The jism was running down Trev's sac into his ass crack. We ground our crotches together trying to hold on to the magic moment. Finally though, we lay spent and exhausted. My head was to one side and I kissed Trev on the neck and nibbled affectionately at his ear. I gently rolled off and we lay side by side. Our cocks limp and our underwear part way down and bunched at our knees. We looked like what were, two horny kids unable to control themselves as they made out. "Nice" Trevor finally managed to say. Catching my breath a moment or two later, "Very Nice" I said in return." The room was quiet for several minutes as we enjoyed the glow that comes after great sex. Then, at the same time we both heard the garage door open. "Mom and Dad!" I yelled grabbing the waistband of my jeans. "Shit!" Trev squeaked as he bounced off the bed headed toward the bathroom to find his pants, his panty covered ass wiggling back and forth as he ran. I stumbled to my dresser, jeans half down. I grabbed a clean pair of boxers and used them as a cum rag to clean the mess off my chest, crotch, and dick. I pulled the jeans up, did the button and zip and quickly looked in the mirror. "Ok" I said as I let out a long breath and tried to get myself back to normal. "Maybe next time there will be time to do it right" I mumbled as I adjusted my cock in my pants. I thought of my brother's sweet stuffed with my dick and it twitch again. Mom and Dad decided we were going to Grandma's for Sunday dinner. So in a flash, we were all in travel mode. As we climbed into the car Trev looked over as he snapped his seat belt. "Thanks Jeremy" he said and gave me a wink and a grin. Mom looked back over from the front seat, "What's that about?" Mom said surprised at his unusually good behavior. "Nothing" Trev said, "Jer just helped me out this morning." He smirked. "Ya" I grinned. "I guess you could say we helped each other out" I said, as I too buckled up. "Well I'm glad to see you guys finally getting along." Dad said as he started the car. "Yeah" I said, "I guess you could say we're getting closer every day." I said. Trev giggled, and then looked away so he wouldn't burst out laughing. If you liked this story, please let me know. 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