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The Night my Sister and I ALMOST fucked!

Posted by: Age: old enough Posted on: 38 comments
28 likes 76 views Category: Sex Stories First Time Tags: brother, sister, incest, first time
One night of sweet and blissful sexual exploration lead to a lifetime of fantasy!

It had been a couple of years since I hit puberty, and maybe a year since my sister had.

She and I were friends. Like, we actually enjoyed spending time with each other. There were not a lot of other kids our age who lived near us, and so the two of us found ways to hang out.

About the time her body started to develop, I began to be curious what she looked like naked. I wasn’t trying to be a perv. I was just curious. One time I was hanging out in her room and she had to change into a swimsuit.

“I need to get ready for swimming lessons,” she said.

I decided to try taking a shot at her letting me see her naked. So I was just like, “Ok,” and then I stayed put, trying to act natural. She stared at me for a second, and then I could see the realization cross her face. She understood what I wanted.

“You can’t stay in here while I change!” she laughed! And then she pointed at the door, telling me to leave.  I tried a few more times to let her let me see her naked, but each time she just laughed and waved me out of her room.

So this amazing thing happened one night when our parents were out. It must have been winter because we were both in our flannel pajamas. We were sitting on the couch watching some movie on our VCR (no memory of what it was) but the couple on the screen started to kiss.

Out of the blue my sister says, “Have you ever kissed like that?”

“Nope” I said. “Have you?”

“Nope.”

Then we both just kept watching the movie as the kissing on-screen got more intense.

“Are you curious what it’s like?” she asked.

“Yeah, of course I am!”

A bit of a pause, and then she blew my mind with…

“Should we try it?”

I looked at her in surprise. “Us?”

“I mean of course we’re not gonna... you know…” she laughed nervously. “But we could just try kissing, just to see what it’s like. If you want.”

Truth be told, the idea didn’t at first really do much for me. But she was so cute in asking, I just shrugged and said, “Ok, if you want.”

So she scooted her little butt over next to me and we faced each other. Then we both puckered our lips and did a quick little peck. This made us both giggle.

We turned and looked at the couple on the screen. They had now advanced to being under the covers, their bodies writhing under the sheets, and their lips and faces locked together in deep passion.

The unspoken understanding between my sister and me, in that moment, was that our quick little peck hadn’t nearly measured up to what we were seeing. So we faced each other again, puckered our lips, and kissed for a little bit longer.

It wasn’t a long kiss, but in the moment that it lasted, something changed between us. The chemistry in the air grew thick, and when we pulled back from that second kiss, we didn’t giggle this time. We looked into each other’s eyes, and we both saw the same thing.

We both wanted more.

The third time our lips met, there was fire behind it. We mashed our lips together and started to truly make out. I did what I had seen the guy do on the screen, and I wrapped my fingers around her head and pulled her face into mine. Sitting up soon became awkward, so I laid down on the couch and she followed me, laying her skinny little body on top of mine. My penis of course swelled instantly, and I wondered if she could feel it.

She answered my question by pulling her face off mine just long enough to say, laughing, “You have a boner!”

I wondered how she knew that word. It was a question that would forever go unanswered, because as soon as she said this, we went back to kissing, only this time she was rubbing herself on my shaft. (I don’t know the word “grind” at the time.)

If my boner didn’t scare her away and put an end to this fun, I decided to be brave and attempt to cop a feel of her cute little butt cheeks, over her pajamas. I slowly slid my hands down her back, expecting at any moment for her to tell me to stop. But she didn’t! With my heart now nearly pounding out of my chest and my penis throbbing with anticipation, I slid my hands over her cheeks and gently squeezed.

All fears that me groping her cheeks (over her pj’s) might bring an abrupt end to our fun were immediately put to rest and when moaned out loud as I squeezed her cheeks. Taking this signal, I wasted no time!

“I’m doing this!” I thought to myself, and with our faces still locked together, I slipped my fingers under her pajama pants AND under her panties. Before sliding them down further, I waited for a brief second just to see if she would object, but getting no reaction, I let my hands slide over her cheeks!

Holy Shit! I was doing it! I was now touching her ACTUAL cheeks! I caressed and groped and squeezed at will as we continued to kiss.  But… the movement of my hands were terribly restricted by the tightness of her panties, so I started to try and pull them down! As soon as she knew what I was doing she pulled her face away from mine, and for a moment I thought she was finally putting end to this, but the look on her face said otherwise.

She stood up on the floor and said, “You have to take yours off too!”

“No problem!” I said.

And in a flash we were both naked from the waist down. She was standing and I was still laying on the couch. We took a moment to look at each other, but neither of us spoke. I took in the sight of her pussy (first I’d ever seen in real life) with a fresh crop of hair on it, and I could feel her staring at my boner.

But we only looked for a brief moment before she got back on the couch. And, just before laying back down on me, she whispered, “It DOES NOT go inside. Only outside!”

I nodded and motioned for her to lay back down. I was dying for more!

Naked brother-penis now pressed up against naked sister-pussy, we went back to our full face-lock kissing, with my hands now totally free to roam and grope and caress her tight, perky little cheeks at will!

It was glorious. It was sublime. It was never to be forgotten.

After I don’t even know how long it lasted before we final ran out of breath. The kissing stopped, and we both took a deep sigh. She laid her head on my shoulder, and I relaxed my grip on her naked bottom (but kept my hands on her cheeks), and for a few minutes, we didn’t speak.

Finally she said, “We can never tell anyone about this.”

“I know,” I said.

“And we can never do it again.”

I didn’t answer right away on that one, and this caused her to sit up.

“WE. CAN. NEVER. DO. IT. AGAIN.” 

She was smiling as she said this, but I could tell by the look in her eyes she was also dead serious. I stole a glance down where our bodies were joined, and she saw me smile at the site of her pussy squishing my shaft.

“I know what you want,” she said. And as she said this, she scooted back just enough so my boner came out from under her. Then, to my utter surprise and delight, she took my shaft in her hand. “But this penis,” she said wiggling it, “is NOT going inside my vagina. Ever. We will both have sex someday, but not with each other!”

“Wait,” I said, as she started to stand up. She paused, and looked at me. “I just want to know, with my finger, what it feels like… inside.”

She thought about this for a half a second, and then she smiled, got off the couch, stood next to me, and spread her legs.

“Thanks,” I whispered, as I sat up, and then reached up, and with shaky hands and entire body giddy with excitement, I slid my finger alone her still mostly bare and hairless slit, fumbling and looking for where to penetrate. I was pressing the tip of my index finger gently against her, and as I slid it downward, it suddenly gave way, and I slipped inside her up to my first knuckle. She flinched, and I instantly pulled it out.

“Did that hurt?” I asked.

“No,” she said softly. “It just felt… weird. Do it again.”

So I slowly and gently put it back in, and this time she seemed to accept it and embrace it. I was surprised at how silky, smooth, and soft it was, and at how much the walls of her pussy hugged my finger. The thought of slipping my penis in there made my boner literally throb!

She took my hand. At first I thought she was going to pull me out of her, but instead she said, “Let me guide.” She slowly moved my hand closer to her, and my index finger went insider her up to my middle knuckle.

“Wiggle it just a tiny bit,” she said. So I did, and she smiled and did a soft moan, or giggle, I wasn’t sure which, and her knees seemed to have given way just a tiny bit because she swayed on her feet. It seemed like she was really enjoying this, and for a brief second I was hoping we might take things further!

And then, all at once, she dropped my hand, and stepped back. My finger slid out of her.

“We HAVE to stop now!” she said, and the look on her face was one of curious alarm. I have wondered many times what made her do such a quick about-face and put such a sudden stop to our fun. I’ll never know, but I like to think it was because she was enjoying it too much, and was suddenly afraid that if didn’t stop right then, that she might end up pregnant.

She smiled at me. It was a warm, genuine smile. But it was also communicated, without question, what she had said earlier. We were done, and this would never happen again.

We both got dressed again, and then she got a blanket, sat down next to me, and we finished watching the movie. Sometime later our parents came home and saw what they always saw when they came home after an evening of being out… two siblings, two good friends, sitting on the couch, sharing a blanket, and watching a movie together.

We never did anything like this again. We never even saw each other naked again. And we never said a word about it with each other again. Now that we are both married and have kids of our own, and there is multiple decades between then and now, I have thought about bringing that night up, and asking her if she remembers it the same way I do.

But I don’t think I ever will.

And I most certainly will never EVER tell her that I have masturbated thousands of times over the course of my life to the fantasy of us fucking each other that night!

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