Author’s Note: Just a quickie to see if I can still do this or not.
I’ve never felt guilty about my relationship with my sister, although having to say that might indicate I have a tinge of remorse in the back of my mind. I suppose it’s not ‘natural’ and certainly frowned upon in most cultures, but when it feels so good… Anyway, Cheryl and I have done some things most brothers and sisters never get to do and I’m glad we did. In fact, we are still finding new things to try thirty years later.
The first time was during Christmas when I was home from college. I was twenty and Cheryl was eighteen. Our parents went to visit relatives for a few hours and Cheryl and I were left alone. It’s obvious, looking back on it, that she had the whole thing planned out, but it came as a total surprise to me and that definitely made it more fun.
There was a bathroom between our two bedrooms upstairs. I heard the shower running when I walked past it heading to my bedroom and wondered to myself why Cheryl would be using it at that unusual time. About five minutes after hearing the water turn off I was ready to leave my room. The bathroom door opened at the same time I entered the hallway.
Cheryl had a towel hanging in front of her, holding it in place just above her breasts. Her long, thick, brunette hair was wet and hung down her back as she walked toward me. I watched the towel as it moved between her legs, barely covering her pussy. Cheryl smiled the entire time.
She came up to me and stopped, saying, “We’re alone, right?”
“Uh, yeah. I guess for a while,” I stammered.
“Good,” she replied. “There’s something I want to show you.”
She pushed me backwards with one hand on my chest. I stepped back until we were both inside the room. Then she put her body against mine, with the towel in between, and kissed me. It was a short, innocent kiss. Then I saw her beautiful, big eyes looking into mine and we kissed again, our tongues meeting during a much more prolonged caress. I put my arms around her and felt the cold, bare skin of her back. I pulled her toward me, subconsciously also trying to keep the towel in place.
Cheryl took one of my hands and placed it on her breast, over the towel. I pressed on it, still intent on keeping her covered as much as possible. However, the incredible feeling of her soft tit in the palm of my hand began to change my mind. We kissed once more and I felt my cock begin to harden.
It must have been the sign Cheryl was waiting for because she placed a hand on it, rubbing it gently through my jeans.
“Cheryl, no,” I said quietly. “We can’t…”
Before I could stop her, my sister grabbed the towel and flung it onto my bed. I just stood there and stared at her gorgeous body. Her breasts were only starting to fill out. Her waist was small and her hips perfectly curved. Cheryl watched me look down at the tiny patch of dark hair above her clit.
“Touch me, John. Touch me everywhere,” she told me.
I hesitantly put both hands on her tits, squeezing them gently while she returned her hand to my crotch. I was already thicker and longer and Cheryl was able to feel the outline of my cock. I pinched her nipples and she gasped.
Cheryl unbuttoned the top of my jeans and pulled down the zipper. The smell of her shampoo and soap made me want her even more, despite a lingering sense that what was happening was very wrong. I felt the palm of her hand on the outside of my underwear, grasping at my erection. She pushed the jeans down. I reached around and slid my hands down to the top of her ass.
As we kissed, Cheryl stroked my cock through my shorts and I embraced both of her tiny little ass cheeks. She was winning and had to know it when I leaned down to take one of her tits into my mouth. I liked the nipple and sucked on her tit until I heard her moan. Her hand slid inside my shorts and finally took hold of my throbbing cock.
Cheryl bent down and pulled my underwear and jeans all the way off. Then she ran one hand up the length of my cock before lightly kissing the tip. I considered telling her to stop, but the words never came out. When I felt her tongue on the underside of my erection, I never considered telling her again.
The memory of the first time she put me inside her mouth will stay with me forever. Her lips were so soft and her tongue so wet and warm. Cheryl was slow at first, seemingly unsure of herself. Then I began to wonder if, indeed, this was her first time. She gave me a blowjob like no other I’d ever experienced. The combination of her hands and mouth and tongue had me ready to cum within the first minute, but I struggled to hold off as long as I could to appreciate the tremendous feeling.
My sister also seemed to sense when I was close, pulling her head back and slowly sliding her tongue up and down my cock while I calmed down. She licked the precum from the bright pink head and then put me back in her mouth and sucked some more. This was repeated until I was ready antalya escort to explode.
I had my hands on the back of her head when I said, “Oh God, Cheryl. Cheryl!”
She never slowed down. I felt my cock hitting the back of her throat when I felt the first rush of cum flowing upwards.
“Cheryl! Now. I’m…coming!”
She couldn’t have pulled back if she tried. I held her in place and fucked her face while shot after shot of warm cum filled her mouth. I saw it dribble down her cheeks and onto her tits. I came again and again until it was over and I stood there gasping for air.
Cheryl’s lips and chin were covered with my cum. She looked up and smiled, her big eyes seeking my approval.
“You shouldn’t have done that,” I managed to say.
“You didn’t like it?”
“I loved it. That doesn’t make it right.”
She had moved over to the bed and was using the towel to clean off. I stepped in front of her and said, “Get on the bed. On your back.”
Cheryl obeyed and I stood over her, my cock glistening from leftover cum. I leaned down and sucked on a tit, getting the nipple rock hard. Then I did the same to her other breast. I could hear her breathing become faster and harder so I put a hand between her legs. The first thing I felt was the warm moisture coming from her pussy. I rubbed her clit for just an instant, watching Cheryl’s body stiffen in response.
I moved down and got on my knees between her legs. She spread them voluntarily and I licked my way up the inside of her thigh until I got to her pussy. I avoided it as long as I could, teasing her with my licks and kissed. The moment my lips found her pussy, my sister’s ass came off the bed. I slid my hands underneath and prepared to give her the best orgasm ever.
“Oh my God, John,” was all she could say the first time my tongue ran across her swollen clit.
I lifted her up to my face and wrapped my mouth around her clit. Her little body quivered as I attacked her nub harder and harder. I squeezed her ass and listened to her whimper the more I sucked on her. Then I moved down and slid my tongue inside her pussy, watching her arch her back at the same time. The taste of her juices was magnificent.
When I returned to her clit, I reached up and massaged her tits, pulling on the nipples and pinching them a little harder each time.
“Yes. Yes, John! Just like that,” she begged.
We went on for almost five minutes, her body trembling as time passed and her orgasm neared.
“John! Oh fuck, yes! Yes!”
“Cum for me, sis.”
I licked her clit and Cheryl cried out, “Yes! Yes!”
I could barely keep in contact with her clit as she came. I held her by the ass and buried my face deeper into her pussy. She might have cum several times for all I knew, but I didn’t let up until her cries ended and she tried to crawl away from my mouth.
I threw myself on top of her and we hugged and kissed for the longest time. That night, after my parents were in bed on the first floor, Cheryl came into my room and crawled into my bed. She was naked and quickly took off my underwear.
“I want to sleep with you tonight, John,” she said before kissing me.
“I would like that.”
I ran my hands across her tits and down her flat stomach until one was between her legs. She clutched at my hardening cock.
“I’m sorry, but…but…,” Cheryl began to say.
“Don’t be. I thought today was wonderful,” I assured her.
“No. It’s not that, John,” she said, stroking my cock. “It’s just that…well…we can’t, you know, we can’t fuck and I don’t want you to be mad.”
“I won’t be mad. But why?”
Cheryl edged even closer and said, “Well, I haven’t…um…I’m a virgin and I kind of want to stay that way for a while. Is that OK? Can we just…?”
I kissed her and rolled on top of her, eventually sucking on a tit.
“Of course it is, Cheryl. Whatever you want. I’ll do anything,” I told her.
“Keep doing what you did today and I’ll be happy forever.”
I smiled and said, “Roll on your side, facing the wall.”
She did and I put my body tight against hers, my cock against her ass and one of my hands on her tits. For the next ten minutes I touched every inch of her body until we were both on the verge of coming. I kissed and licked her neck and shoulder. Cheryl pushed her ass back against me and I let my cock rub inside her crack until I was so hard it hurt. Just as I touched her clit, she rolled over on top of me. In a split second, she turned around and we began a sixty-nine.
I held Cheryl by the ass and repeated, the best I could, what I had done earlier to make her happy. With both of us concentrating on the other, it took several minutes of pure pleasure to be ready to cum. Cheryl was first and she lifted her head from my cock to allow her orgasm to come and go. The second my cock was back in her mouth, I came. God bless her because my sister swallowed every ounce of my cum and licked me until I was dry.
We lara escort slept very well that night with my head on her chest and her arm around me.
We were together at every opportunity the rest of the time I was home that year. Although it was very hard to resist, I did not fuck Cheryl, as she had requested. In turn, she made me cum with her hands, mouth and tongue until I didn’t think I could have another orgasm. We did it in every room of the house, clothed and unclothed, whenever we were alone or, occasionally, when we could get away with it even when we weren’t alone.
Years passed quickly and my little sister eventually got married to a nice enough guy who probably didn’t give her the attention she deserved. They had two kids by the time Cheryl was in her late twenties. Still, when I saw her, she seemed lonely. She grew even more beautiful and filled out her body perfectly. My lust for her never waned.
The year I turned thirty, Cheryl surprised me with the most wonderful present. I traveled a lot for business back then and told her I was spending a night close to her and asked her if she was available for dinner. She answered that she couldn’t make it to dinner but, with her husband also traveling, could hire a babysitter and join me in the evening. We agreed to meet in my hotel room.
I guess the thought had gone through my head that maybe something would happen, but kept pushing the idea aside because my sister was married. I never wanted to get in the middle of that and cause trouble. Cheryl, of course, had other ideas.
When I opened the door when she knocked, I froze in place at the sight of her in a sweater and very short skirt. The moment she was inside and the door was closed, we embraced as if I was back in college again. I held her against the wall and kissed her harder and longer than ever before. Instinctively, my hands were all over her before I caught myself and backed away.
“John, I want you to make me cum just like you used to. I miss you so much,” Cheryl said.
I smiled and said, “OK. But I have a request this time. I want you to strip for me so I can what a beautiful woman you’ve turned into.”
Cheryl laughed and said, “All these years I’ve tried to keep a figure just for you. But get naked first so I can see if you like me or not.”
I knew exactly what she wanted and I took off my clothes in my own slow strip tease. Once I was naked, I sat on the bed with my cock already beginning to react. Then Cheryl kicked off her shoes and, with a big grin on her face, pulled her sweater over her head. She wore a sheer bra that did little to hide the erect nipples on her full breasts. She unzipped her skirt and let it gradually lower until her tiny panties were visible. Cheryl threw the skirt aside. My eyes never left her breasts as she unhooked her bra in the back and let the straps fall down her shoulders.
“They’re gorgeous, Cheryl. Just gorgeous,” I said.
I put my hard cock in my hand, much to Cheryl’s delight, as she ran her own hands over her tits and nipples. I stroked harder when she pulled on the nipples just like I used to. Then she got naked and I had to let go of my cock before I came. She slowly turned around to let me see her luscious ass. That’s when I had to get up.
I held her from behind, letting my erection press against her ass and my hands caress her tits. I never wanted to let her go again. When I touched her pussy she was soaking wet and moaning from desire.
“I could cum on your ass right now, little sis,” I whispered to her.
She giggled and said, “I believe it. Let me do it instead.”
Cheryl turned and lowered herself until my stiff cock was in front of her face. It was just like she was eighteen again when I felt her lips close around my cock and she began to bob her head up and down. Her hair wasn’t quite as long now, but it was still thick and I held her head as she gave me another incredible blowjob. Her hand was around the base and her lips and tongue concentrated on the rest as I came closer and closer to cumming. When my moans signaled to her it was time, she aimed the cock at her tits and stroked me like a pro.
I came in buckets, each shot delivering a fresh stream of white cum onto her tits. By the time I was done, even Cheryl’s hand was covered in it.
“Oh my God you’re the best,” I told her as she sat on the edge of the bed.
“My turn?” she asked, leaning back erotically and spreading her legs.
As I approached her, she added, “Same rules apply, John. I want your mouth and tongue.”
As always, I would do anything for her and I tried to tease her as long as I could before taking her wonderful clit and pussy into my mouth. I played with her tits while she writhed on the bed in delight. I stabbed at her clit with my tongue and thrust it deep inside her pussy. Her legs were on my shoulders when I took her clit into my mouth and brought her to a long, loud climax.
We rolled naked on the bed together, manavgat escort each of us cumming two more times in the next hour and a half of mutual fondling.
Another ten years passed without another encounter, partly because of the distance between our cities and partly because I think we both knew if we started doing it regularly it would never stop. When I did see her at family gatherings, you could feel the sexual tension between us, but we never acted upon it. So I was ecstatic when I received the invitation near my fortieth birthday to meet Cheryl privately once again. Except, her idea of privately was at her office in a thirty five story building. But I trusted her and counted down the days until we saw each other again. I should have known to never doubt my little sister. Cheryl had fantasies just like the rest of us and, luckily, she chose me to fulfill one of them.
I checked in at the security desk of the large office building and received my pass to get to Cheryl’s floor. There, I met a receptionist who called my sister and announced that I was there. I sat in the waiting area for only a minute before she appeared. As usual, she looked stunning in a silky blouse and short, black skirt. We hugged and she took me back to her office.
It had huge windows that looked out over the city, but that was the only way you could see into the office. I heard Cheryl lock the door after she closed it and she came to me immediately.
“You aren’t leaving until you’ve made me cum, John,” she said with a grin. “We still can’t fuck, but I want the city to see you make me cum.”
She reached for my cock, which was already getting hard, and she said, “Can you do that, John? You know I’ll pay you back if you do.”
I kissed her so hard she had to lean against the desk to remain standing. All the time, my hands were unbuttoning her blouse and pulling it out of her skirt. As soon as I had access to her bra-covered tits, I clutched at them roughly and heard my sister moan with joy. As I began to kiss her cleavage, I saw the front clasp to the bra. In seconds, it was open and her beautiful tits were exposed. Cheryl was rubbing my cock frantically as I took a breast into my mouth and sucked on it. I bit the nipple just enough to make her cry out and then switched to the other one.
A minute later, I stood and took her by the arm.
“Over here,” I said, pulling her behind the desk and in front of the windows.
Standing behind her I pulled aside her blouse and bra, giving the city a good view of her chest. We were twenty one stories up, but there were buildings across the street and plenty of pedestrians within sight.
“Is this what you want, Cheryl?” I asked her with a smile.
“God, John. I’m so horny right now. Make me cum…now!”
I kicked the chair aside and lifted her onto the edge of the desk. I forced her legs apart and pushed up her skirt until I saw her panties. I yanked them off, removing her heels in the process. Then I took the skirt in my hands and lifted it, with Cheryl raising herself a few inches to free the skirt from under her ass. With it completely out of the way, I had access to the clit I knew would let her cum. Cheryl leaned back, her pussy aimed out the windows and her tits in plain sight.
I saw the excitement on her face and I let her revel in her fantasy for a moment. I did wonder, at that instant, if anybody in the closest building would happen to look over and watch. I had to admit it was an exhilarating feeling. Then I started to make her cum.
All the tastes and smells I was used to from all the years before came back and I methodically worked on her clit and pussy until I knew she was close. I stopped. Started again. Brought her closer. Let her beg me. And then I let my sister cum in torrents.
Her muffled cries were music to my ears as she squirmed on top of the desk, pulling my face tighter against her, forcing me to suck on her clit and making her cum again and again. Beads of sweat glistened on her forehead when I was done. I licked her juices from my lips and we both laughed at the intensity of it all.
Then I pulled her off the desk and had her lean against the windows, her chest still uncovered.
“All these years I’ve wanted to cum on this tight, little ass. Now I’m going to,” I told her. “Spread your legs.”
I lifted her skirt and threw it onto her back. Cheryl steadied herself with both hands on the windows as I took out my cock and placed it on top of her ass. Soon it was rock hard and I was sliding it up and down her crack.
“John! John, I see somebody watching. Do you see that woman straight across maybe one floor above us?” she said excitedly.
It only took a second to spot the middle-aged woman. I smiled, as I’m sure Cheryl did, at the sight of her hand inside her pants. I never felt as aroused as I did at that moment.
“Got it,” I said. “Let’s give her a real show.”
I turned Cheryl slightly so the voyeur could see my cock, or at least knew where it was the whole time. Then I grabbed my sister by the hips and forced my cock up and down her ass, using the cheeks as substitutes for hands. It didn’t take long.
“Almost there,” I warned Cheryl. “God, I’d like to do this all day.”
I had another thirty seconds.