Romancing John
By Shaman
John and I have been very close since our mother passed away some years ago. I started sleeping with him shortly after and until I turned 16 we slept together almost every night. We have a stepmother, but John and I shared everything. I was never close to Evelyn. I started puberty at 12, long before my best friend Beth. I was feeling out of sorts one evening and began to cramp. My stepmother sent me to my room with a hot water bottle and told me it would ease up. John found me in his room curled up on his pillow holding the water bottle against my tummy. He crawled in bed with me and held me until I felt something strange in my groin and rushed to the bathroom to find a red spot in my underwear. I called John and we figured out that I had started my first period. The next month John found me in my bed, with two fingers in my pussy. I confessed to him that I was masturbating to ease my cramps. It sure got my mind off it. He held me as before and I took his fingers and placed them in the folds of my pussy lips, whispering for him to make me feel better. Before he was done I was up on my knees pumping my hips to work his fingers in my pussy, achieving an orgasm that my young body had never experienced. The lights went out for a brief time; it was so wonderful. The blood instantly flowed and John extracted a set of bloody fingers. We both headed for our bathroom. As we cleaned up I could see his half-hard cock through his underwear. I had to do something to repay John. I needed him to feel the same way that I had just felt. He had made me feel so good and the pain was completely gone for now. I knew that he masturbated. I had awakened at night with the bed shaking as he stroked himself. So I asked him what I could do for him. He was breathing heavily from finger fucking me and said he didn't know. I slipped my hand in his shorts and found his half-erect manhood. As I placed my hand around it, he became erect. We returned to his bed and he lay back as I grasped him and began to slowly jerk him off. He became quite erect. It was so natural for us to kiss. We kissed passionately. I was just doing what seemed natural and it felt good to hold him in my palm. He began to buck his hips. I lay beside him as I stroked his penis, watching my small hand consume his cock. I began to smell his crotch and became more aroused as I moved my hand up and down. I wanted to get closer to his essence and as I did it seemed natural to kiss it. I started kissing the sides and then the head as I continued to stroke him up and down. John was groaning and I took the head of his cock in my mouth to taste him. I could not believe how alluring the smell of his crotch was. I knelt beside him in and continued to pump his cock till shots of cum began to escape from the slit in his penis. He was bucking his hips off the bed as each shot went flying through the air. My hand was all messy when he was done. I licked some of the drops and got a pleasant surprise. The taste of him was fantastic. I licked us both as clean as I could. The next time, I progressed to bringing him off with my mouth. I wanted to watch him shot in the air, but when he came, he shoved the head of his cock into my mouth and shot me full of cum. It tasted so good and along with his smell I was in heaven. By the look on his face I had accomplished what I had wanted to do and that was for him to experience the same bliss that I had.
For the first year my periods were no more than just a brief trickle with bouts of painful cramps. But at 13 I began having heavy periods every month with lot's of cramping. By then John and I had continued to discover each other sexually. We slept together most nights and helped each other masturbate. John would never insert himself in me even though I had begged him to. Fucking a man was the talk of my friends. I wanted to be the first to experience a man. Bragging rights you know. John wanted me to remain a virgin, so he would never do it. I was frustrated. So when it was my time, we would huddle together with the water bottle and he would masturbate me to ease my cramps and I would give him a blow job after he brought me off. I really loved to suck him. I loved having my face in his crotch, smelling him and taking his cum in my mouth. I loved to kneel in front of him and look in his eyes as his cum hit the back of my throat and then oozed down my waiting tongue. I would always roll out my tongue and let him watch his cum drizzle down my tongue into my mouth. I would finish him by milking every last drop out of his cock. We had sex together most every night. I couldn't wait to get his cock in my mouth and some nights I would wake him with my mouth wrapped around his cock for seconds.
My friend Beth was staying over one weekend. She came into my room carrying her bag rather peaked saying that she was cramping and her mother said she might be becoming a woman. We played games, listened to music and talked, but her cramps got worse. I got the hot water bottle and sat with her, but she was really in pain. Beth loved John and asked me to call him. She had a crush on him and I think she wanted him to know she was becoming a woman. She fanaticized all the time about fucking him, when the lights were out and we were falling asleep together she would paint this romantic story of John taking her for the first time and falling madly in love with her forever. Sometimes we masturbated each other as we whispered love fantasies. I never revealed my relationship with John. That I too fanaticized about him, but in a different way. When John arrived I asked him to hold her like he did me and I confessed to Beth that John often helped me with my periods. She smiled as John held her in his arms cradling the hot water bottle on her tummy. He slowly massaged her tummy with the bottle. She held his arms and closed her eyes. I could tell she was dreaming her dream. It wasn't long before she was hurting again and the cramping was getting worse. I whispered to John for him to touch her. He looked at me hesitantly, but when Beth nodded, he began to move his right hand from the bottle to her panty-covered tummy. He massaged her tummy his fingers beginning to caress the top her mound. She began to move her hips into his fingers coaxing him to go forward. She opened her eyes and smiled broadly at me and opened the top of her bikini panties inviting John to push into her wetness. I could see the top of her black bush as he slid his hand in the top of her panties. I was beginning to breathe hard from watching the two of them go at it. I took Beth's hand and placed it on my crotch. Immediately, she began to rub my lips through the cotton. She moved up and slid her hand into my panties and pushed two fingers into my lips. I was dripping wet as she nestled my clit between her two fingers and pinched it as she stroked her long fingers in and out of the opening of my vagina. I began to buck my hips. We exploded in orgasm at the same time, riding the waves of electricity. She grabbed John's other hand and had him massaging her breast as she bucked against his fingers trying to bury them in her cunt. We sagged into the bed as we came down from our high. Within minutes Beth became a woman. Her panties turned red and I took her to my bathroom to clean up and get protected. She was so proud. To Beth, her dream was coming true. That night Beth started cramping again. She woke me up and we stood on our knees facing each other and masturbated ourselves to another great orgasm. Beth's fingers were so great. She had a magical touch. I was beginning to prefer them over John's. I began to caress her breast and she returned the pleasure. When I finally came we were bucking each other's fingers and pinching each other's nipples. I was so taken with my orgasm that I kissed her on the lips. I was startled by my own actions, but when the kiss was returned I lost myself in the emotions of the moment. We cuddle for a long time finally falling back to sleep just before dawn. The next morning we kissed good morning. We were both having emotions that we had never experienced. Our friendship had just jumped a couple of boundaries. While Beth took her morning shower, I found John and gave him a thank you blow job for helping Beth. He was eager to relieve himself and I was eager to taste his cum.
That night, I felt Beth leave my bed. When the commode didn't flush I silently went looking for her. I found her with the water bottle sitting between my brother's legs with his hands wrapped around her. Their tongues were dancing sexually inside a smoldering kiss. Soon John's fingers were inside her panties and Beth was working her hips back and forth assisting his fingers in and out of her vagina. Beth was moaning loudly. I crept in and stood in the darkness watching them. My pussy was getting wet thinking of how good Beth's fingers felt inside my womb, I began to caress my slit, working my fingers under the edge of my panties and into my hole. Beth rolled out of her panties and pulled off her sleeper revealing her taught breast, which John immediately took a liking to with his tongue. She caressed his head as he consumed her nipples. Beth bucked her hips into his fingers and found his manhood with her right hand. Within seconds he was fully erect. She massaged him as he fingered her. Beth rolled onto the bed and peered up at John. She opened her legs and whispered, "John take my pussy, make me a real woman". John didn't hesitate and began to push his erect 8 inches into her pussy. He came against her hymen and then stroked out and in, measuring her depth. On the next thrust, Beth slammed her hips upward, taking her virginity and burying him. She was so taken with lust that the pain on her face did not deter her from the sexual encounter she was playing out with my brother. I was both turned on and mad at the same time. Turned on watching my brother fuck my best friend, but angry with him for fucking her and not me. I massaged my clit watching the two of them fuck for minutes. John finally whispered that he needed to stop before he came. Beth whispered for him not to stop and fill her with his cum. She wanted his cum exploding inside her. It was all right; she was bleeding. As she mouthed these magic words I could see John's hips move forward and his back arch as his orgasm started and he instinctively pushed deep inside her to deliver his load. He bucked and bucked as shot after shot of cum burst into her womb. When he was spent he lay on her chest. Beth wrapped her arms around him and kissed him tenderly. John rolled over and they lay together, hand in hand. After a few minutes they noticed me kneeling in the dark. John motioned for me to join them. Beth was grinning ear to ear as I crawled into bed with them. She kissed me and felt my wet crotch. She told John they had to fix me. So they began to fondle my body and explore every hole that I had. I was getting so turned on, that I got on my knees between them and pushed my pussy into Beth's face, she responded by planting three of her long luscious fingers into my pussy. I took John's cock in my mouth and began to stroke him. He tasted so good, having a mixture of cum and Beth on his cock. My heart was racing as I bobbed up and down on his cock and had Beth running those lovely fingers in and out of my pussy. She had such a touch. She knew how to be aggressive and gentle at just the right times. It was like she could read my body. At one moment I knew she had three fingers in my pussy stretching me to my limits and my clit pinched between two fingers of her other hand. I came all over her fingers, lunging back into them as the waves of ecstasy rolled through my juvenile body. My nipples get so tight when I cum, Beth rubbed them as I came off my high. John rewarded me with a mouth full of cum. I sucked him dry, savoring every breath of his essence, before turning to lay a passionate kiss on Beth.
Two days later I was in an adult shop buying a dildo. I had changed my mind about John. I now wanted Beth to have my cherry. On Friday night we went to a movie. In the dark we had our hands all over each other. I intentionally wore a short dress with no panties, and got her fingers on my clit soon after the movie started. She is so so good. We got each other off during the show. We walked home arm and arm trading kisses when we could. At one point I pulled her in some bushes in front of a house and French kissed her while I mauled her tits and ran my fingers in her wet cunt. She was moaning when someone turned on the porch light. We raced home and went to the shower. John was out and my folks on an overnight trip, so we had the house to ourselves. We took each other's clothes off as we continued to kiss and fondle each other. I sat her on the open potty and spread her knees. I fondled her pussy lips till she was good and wet, then I grabbed the shaving cream and shaved her legs for her. I tried to be so sensuous. While one hand guided the razor up and down her skin I worked the fingers of the other hand into her crotch. When her legs were finished I whispered that I wanted to shave her pussy. I had started shaving mine when I was 13, but Beth never had the courage. She smiled wide as I creamed her cunt hair. She leaned back against the water chest and I began to shave her very slowly, usually with one or more fingers in her slit as the razor slid over her skin. Sitting on that open lid made it easy for me to get my fingers right into her pussy and shave her at the same time. I left just a sliver of hair in the middle of her mound, just like mine. I trimmed it short with some scissors, God her pussy looked so luscious shaven. She had full poutty pussy lips and her inner lips formed the wings of a sensuous butterfly, just waiting to be eaten. In the shower I stood behind Beth, starting with her hair, I washed every square inch of her, making sure that I fondled and prodded every sensitive spot that she had. When I finished her, she had had two orgasms. She began to do the same thing to me. She washed my hair slowly, then she over soaped a cloth and turning off the water, soaped every square inch of my skin. She worked the towel and her long fingers extra long between my legs; I spread my knees to give her more access to my slit. She almost brought me off before I pushed away wanting the first to be when she took my cherry. We toweled off and I took her to my bed. I sat her nude body on the side of my bed and kissed her passionately, while I raked my fingernails over her erect nipples. They were getting so hard under my supervision. I spread her knees and began to caress her newly shaven lips. I placed my head between her knees and began to kiss her inner butterfly. She lay back on the bed as I drove my tongue into her vagina. She moaned softly when I spread open her inner lips and kissed her clit with my mouth sucking her clit in between my teeth. I gently tongued and chewed her clit until she started to buck against my face. I stopped and moved onto the bed with her. I whispered that I had something for her. She opened her eyes. I displayed the hot pink dildo to her as I stood on my knees. I whispered for her to use it on me, "take my cherry". She smiled passionately grasping the dildo and beginning to move it across my wet lips. Soon she started to work it in my opening. We gazed in each other's eyes as she plunged the dildo inside me. I pressed her face into my breast and she licked and chewed my nipples as I bucked against the dildo hard against my hymen. We were both breathing hard when I felt the start of my orgasm. Beth sensed it to. I rotated my hips into the dildo and she took both hands and firmly pressed it against my hymen. With one strong shove she pushed it through my hymen at the same time that I had the first electric wave of orgasm. We kissed passionately as she continued to work my pussy with the dildo. She explored my depths, pushing hard against my cervix. The pain vanished quickly and I was in heaven. My lover had taken my cherry and made me a woman. I was so proud. I lay her down and pushed the other end of the dildo in the entrance to her pussy. I shoved it in with my hips and began to gently fuck her. Within minutes, I brought her off to a raging orgasm. She bucked and bucked against the dildo before collapsing on the bed. Her nipples were erect for a long time before they softened. I kissed both of them and whispered that I loved her. We made love several times that night.
The next day we showered together and headed off to the mall. I looked at Beth, I could tell she was horny for a man cock. I told her what I was thinking and she laughed. She said she was thinking the same. Where is that brother of yours when a couple of horny teenagers needed a big cock. So we headed over to one of John's hangouts. He wasn't there so we flirted with a couple guys for a while. John didn't show, so we went to his second hangout. There he was making small talk with this blond. He didn't really appreciate being interrupted by his sister, but when we broke it off with the blond we took him to the women's restroom and after sneaking him in to a stall took turns on his cock till he shot his cum down my throat. We had him hooked then. We headed for home. In the back door and up the back stair case we went. Beth wrapped her lips on his mouth as we went up the stairs and I had my hand in his crotch. We made it into my room, where our clothes disappeared from our lean bodies. John and Beth were all over each other from the start and I had to weasel my way in little by little until Beth and I were taking turns kissing him and playing with his rock hard cock. I pushed him into my pillows and placed Beth on his chest. While they kissed I took turns licking and sucking both of them. When they could stand no more Beth moved over his cock and buried his length in her pussy. She rotated around on the head of his cock before plunging hard against his pelvis. When she bottomed out she thrust her hips hard toward his face trying to drive his cock in her womb. John groaned with delight every time she did this. Beth made one final lunge and splashed her cum all over his cock. She wilted on his chest. Beth had John really heated and she was spent. Now was my chance to have him. I moved Beth off and assumed her position. At first John resisted my aggression, but when I whispered that I was no longer a virgin, he seemed to soften. Beth regained her composure and joined in my conspiracy by telling John that she was the one to take my virginity. He looked at us with lustful eyes as Beth and I embraced and kissed passionately. I moved over his cock and settled on the head. I looked into his eyes and there was passion there not the usual no. I melted down on his wonderful cock. I went slowly never loosing eye contact as I explored his length. He was nicely big and long. I could feel the veins as I moved toward his pelvis. When I finally arrived there I sat motionless for a while. I could feel his racing pulse in his cock, thump, thump, thump. I had wanted this for so long. I wanted it to last forever. I started to move my hips and then I thrust into him the way Beth had. We both loved it. I was finally feeling my brother's cock inside me; fucking me. I went at him hard, then coaxed him over. Now I was under him and he was thrusting slowly into my depths. Our eyes continued to communicate the lust we had for each other. Slowly he began to gather speed and I raised my legs up over my shoulders to give him access to my cervix. He pounded the last few times and without hesitation filled my womb with his sperm. I orgasmed with him and he continued to pumped me slowly a long time after his cock had emptied his balls. Beth could see the love between us and we all hugged and kissed together for a long while. She was jealous. We spent the rest of the day in my bed sleeping and fucking. Beth and I put on a show for him with the pink dildo. It really turned him on. He fucked us both doggie style. I took his cum twice that day.
The three of us stayed together through high school and college continuing to share our sexuality. Once John and I had each other it seemed that we could never get enough. Even when he had dates with girls, I would have him when he came home. I was never jealous, but I loved it that he always came home to me and emptied his seed in my womb. John and Beth are happily married now. I live down the street. I love both of them too much to ever leave them. We still have sex together often. I was there when their daughter Patty was conceived. I wish I could have a baby with John. Beth and I talk about it a lot, but the risk are just too high. Maybe some day I can. I'm ready to try.