I am not the original author of this story: I found it in a foreign erotic site and found it great, so I translated and adapted it. I hope you all enjoy!
Massaging Sister and Mother – Part 1
When I was 16 I lived with my parents and my older sister. She was studying body therapy, so twice a week she came home with a girlfriend colleague to practice massage in the afternoon, after classes. They took turns in practicing, and of course they enjoyed themselves. Both my parents work and arrive in the evening, so they had some privacy. They obviously undressed in the massage table and only covered their bodies with a towel, which they were removing to reveal the massaged area. That was actually too bad, but we lived in a small house and my sister and I shared a room, so I always found an excuse to come in and take a peek. Sometimes they were distracted and, and I could see some boobs: Sis’ had big and firm breasts while Stella, her friend, was skinny and had small, perky tits. Once Stella was careless enough and I could see her frontal nude body, with totally shaved crotch, when she stood up from the massage table holding her towel in her hand talking to my sister when I entered the room. My teenage hormones yelled, and I had to sneak out and jerk off, sometimes twice during these sessions, thinking about what I could see and fantasizing about what I could not.
Unfortunately, Stella had to move – she was married to a Military guy – and I thought that all that fun was over: fortunately, I could not be more wrong! My sister was depressed, she missed her friend, the practicing, and the massage sessions. She always arrived from work complaining about a body ache, here and there, and I started to make a plan: she had some professional educational videos in her computer that we occasionally watched together, and I started studying them when I came home from school, before she arrived. It would be a great opportunity to offer myself to replace her friend, so I could not only see but also touch that wonderful body.
A few days later, she arrived looking bad and complaining about a back pain. I took a deep breath and matter-of-factly made my offer. She looked surprised, but immediately agreed, and told me to set the portable massage table while she prepared herself. In a couple minutes she came back wearing a robe and carrying two towels. She spread out the towel on the table, turned back, removed her robe, wrapped the other towel around her waist and lay face down, her arms alongside her body. I couldn’t see much, just the side of her big boobs pressed against the table.
As I had seen them doing and watched in the videos, I started in the head, and moved downwards to the neck, shoulders, and all her back until the lumbar region, where she had the towel. At that time, she said that it was great and that I had a lot of potential. I walked down and started with her feet. She kept her legs together and I could not see much. I worked there a lot and she relaxed, so when I moved up to her calves she had already spread her legs a bit. When I came to the knees I even opened the legs up some more and she did not complain, so I kept moving and went to the thighs. I paid a special attention to the inner thighs, as I had heard her telling Stella how she enjoyed being touched there, and she moaned and said “Wow, there, you are really good, Bro!” I exerted more pressure to the thigh muscles, and with her legs’ movements I could finally see a little bit of her pussy hair. It was nothing, but it almost drove me crazy anyway. Of course, my cock was hard from the very beginning, and I was about to come in my shorts! To my luck – or not – she just stood up, covered her breasts with the other towel, thanked me with a peck in the cheek, and left to the bathroom.
Three days later, on Friday, she came home complaining again, and I offered my massage. She smiled and promptly accepted. She prepared herself the same way, but lay face down over her crossed hands, giving me a better view of the side of her melons. I followed my route again, but when I finally moved up the legs they were not so close and I could take a good look of her pussy hair and lips. I totally lost it, and moved up my nervous hands between her thighs under the towel, my fingers coming dangerously close to her pussy. Suddenly, she seemed to have awakened from a trance: closed her legs, stood up covering herself, thanked me a bit nervously saying it was enough and went quickly to the bathroom.
I spent the whole weekend ashamed and pissed off, imagining I had screwed up everything, but when she came home on Monday she smiled and asked me if I could massage her. I did, of course, and for a couple weeks I tried hard to control myself and not cross the line. My reward was that I could take a better look of her pussy when I massaged her thighs, and see some big pink nipples when she stood up, as she got more and more confident and distracted.
My patience paid off: after some time, she did not cover her breasts before she lay down on the table, and did not wrap the towel around her waist, just leaving it loose over her ass. It was the way she did with Stella. When I finished her thighs, she asked me to do her buttocks, over the towel. Of course I did, putting a lot of pressure and making sure I could move a bit the towel up with my movements, so I could see some pussy and even her rosebud when I managed to spread her cheeks a bit. She said it was great but it would be better to stop there, stood up covering her tits with her arm – or at least trying, as her breasts are much larger than her arm, so I could see a lot – kissed me with a flushed face, thanked me and went to the bathroom. I jerked off three times before I could sleep that night.
Next time, it was even better: when I set the table, she disrobed, went on all fours and then lay totally naked. After what seemed to me like an eternity, she gave me a very small towel to cover her ass. I did my best to tease her all the way with my routine, and when I started with her ass over the towel she asked if I wouldn’t mind touching her under the towel. Of course not!! I could then spread her thighs, her cheeks, and it was unbelievable how moist her pussy was, her lips swollen, and her asshole occasionally blinking when I touched the cheeks near it. She simply enjoyed it, moaning occasionally, and never objected. My cock was throbbing, I couldn’t think clearly, and I decided it was worthwhile to go bold: I asked if she would like to try a frontal massage. I couldn’t believe when she accepted and simply turned around, letting the towel fall down and totally exposing her full melons, hard nipples, and trimmed wet crotch. I stared speechless for a moment, and she stayed with her eyes closed. I started with my shaky hands in her soft boobs, and I could not believe that it was really happening. I paid a lot of attention to each of them, with my full hands, and then delicately touching the aureole and the nipples, which from large and light pink originally had become very hard and dark. I moved down quickly through the belly to the thighs and pussy, massaging the side of the lips, opening them to see the pink and the hard clit inside, moving down through the inner thigh until close to the asshole. I moved back to the pussy, the lips, near the clit, smelling that inebriating odor, when she started to move her pelvis up and down. I tried to sync my rhythm with hers, her breath accelerated, she started to moan, said “Yes, yes, this way, don’t stop…” and started to come. I couldn’t hold anymore and came a lot inside my shorts. She stood up naked, looking at me for a moment, saw the wet spot in my shorts, wore her robe and then embraced me, kissed me in the cheek and left. I had to clean up before Mom arrived. In the evening, when I was watching TV, she approached me from behind, embraced me, kissed my face and whispered in my ear: “Sorry about that, Bro, I will make it up for you next time. You did great to me!” and then she quickly licked my ear. Of course I masturbated four times during the long night remembering her gorgeous body, her smell, and that hot scene.
Next Friday, she arrived smiling, and called me for the massage. Everything was as usual, she undressed carelessly and exposed her naked body before covering herself with a small towel, and I started my routine. When I got to her ass, she simply removed the towel, saying nothing, and opened her legs some more. I paid a lot of attention to her inner thighs and intimate area, and when she turned over I could see she was already very aroused. She did not cover herself any more, and I started with her lovely tits. When I moved down to her thighs and pussy area, I was standing exactly in the middle of the table, and I felt her hand in my butt: caressing, pressing, stroking, and then moving to the front. I had obviously a big tent then, and she caressed my hard cock from over the sweatpants, feeling all its length and hardness. She took it out, and started working on it. I kept focusing on her pussy, opening the engorged lips and gently touching her clit, when she pulled me towards her face, and started licking it: first, soft touches with the tongue tip, then licking, until she finally devoured the engorged red head. I bent over and did the same to her pussy, her legs wide open, alternating from soft touches in the clit and lips to deep tongue insertions into her damp vagina. That situation was amazing, her smell was incredibly arousing, and I started to cum: she sucked hard and drained all the available drop of sperm inside my body, and I came like hell, like it would never stop! And then she came too, squirting her warm juices all over my face and filling my mouth. We stayed there for a while, catching our breath, and then she stood up, embraced me tight and kissed me deeply in the mouth – an exciting taste of spunk in her mouth and pussy in mine – and went to the bath.
A couple days later, she arrived, showered, and called me up for a massage. I started to set the table, but she said the bed would be just fine. She did not wear a robe, just a towel, which she unwrapped and lay in bed face down, totally naked. To my surprise, she told me to start with her feet and move up. She spread her legs so I could knee between them to do her thighs, buttocks and lumbar. I was wearing coarse surf trunks, and she told me they were making her inner thighs itchy, so I should stay only in my underwear. I said I was not wearing any, and she told me she did not care anyway. I immediately removed my trunks and released my cock, pointing up. I worked a lot with her special area, and I could see how aroused she was. My dick was throbbing, my balls hurt, and I couldn’t stand much longer. When I moved up to do her back, my cock laid exactly in the middle of her cheeks, drooling with warm pre-cum.
She felt the heat, the hardness and the moist, said it was time to do her front, and turned around: there she was, looking at me kneeling between her legs, my drooling hard cock pointing up, and looking most extatically to her melons and watery pussy. I noticed she had trimmed. Like in a judo fight, she put me down and moved on top of me, sitting on my legs and pinning my open arms down. She smiled, kept looking at my face and my cock, and slowly moved up, until her ass was over my throbbing dick. Without touching it or releasing my hands, she adjusted the head to the entrance of her pussy, put it inside a bit carefully, and in no time sat down until her ass reached my balls. It was amazing, my pole is average in size and very thick, but she was so wet and I was so full of precum that it entered her like a hot knife in warm butter. She moved up and down slowly, bent over to put a nipple in my mouth, and I came the way I never thought it would be possible. When she felt I was coming she sped up, up and down, and soon she came to, moaning and contracting her pussy around my pulsing spitting rod.
I had made out and had oral sex with girlfriends before, but officially my sister was the first woman I saw fully naked and to whom I lost my virginity to. We discovered a new life after that, experienced everything together – anal, rimming, sex with or without massage. She taught me how to do a prostate massage, and when she masturbated me with a finger compressing my prostate and a big boob in my mouth I literally squirted to the ceiling, which I had to clean up later. We even slept in the same bed sometimes, first having sex and then spooning naked all night long. I occasionally woke up with a hard-on pressing her ass, and it was great sticking my meat in her pussy or asshole for relief, instead of my usual middle of the night wanking.
It was very difficult when she finally got married and left home. I also married several years later, but we still are best lovers and friends: we know that we love our spouses, but our sex lives with them and even the complicity are far away from what we developed between us.
Luckily, we own a body therapy clinic – she got a therapy degree at the end of the year and I followed her steps four years later, so it’s a very serious and professional place, no happy endings – and we can spend a lot of time together, including our twice a week brother-sister special sex sessions. All the happy endings are only for us!