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You are here: Home / Adult sex stories / Henry his Sister and Mary

Henry his Sister and Mary

Adult story Editor June 22, 2023 Leave a Comment

Now I understood. This was her fantasy, perhaps even her fetish. It explained why she had rejected me in the kitchen. It was because Mary wasn’t with us. Touching me inappropriately, and getting me to do the same to her, was allowed, but only when our friend was with us. And our illicit actions must remain a secret, Mary must never know.

So I now knew the rules of her game. And the reason for her wanting to play it was obvious, it excited her, but why start now? That was a mystery. I was curious, and I might ask her, but later. I had better things to do than quiz her about it. There was a pussy that needed playing with!

When my hand reached behind, I knew that I was playing with fire, but I didn’t care. The animal part of my brain had taken over. I was driven on by lust, all logic had been pushed aside.

Her skirt was short, according to our parents, too short, so it was easy to get my hand under it. With Mary it would have been more difficult, because her skirt went down below her knees.

I would have liked to take it slowly, caressing her thighs before getting to her pussy, but there wasn’t time for that. Soon, perhaps in just a few minutes, Mary would stop working on the document. There was only so much that could be done without doing more research.

When my hand got near to her panties, she helped me, by stepping back and then standing with her legs slightly apart. As I extended my hand the extra inches that was needed, I looked at Mary. Thankfully, all her attention was focused on the Word document. Such was her concentration, that we could probably leave the room and she wouldn’t notice, but more importantly, would she notice me playing with my Sister’s pussy?

What I was doing now wasn’t subtle, it was the fumbling of an inexperienced lover. That wasn’t me, I was better than that. It was just that we were short of time, I needed to quickly find her clit. When I did, she confirmed it by whispering, “That’s it.”

It had become a race between Mary and my Sister. Would the document be closed, and Mary get up from her chair, before her friend had climaxed, or with my expert help, would my Sister win?

As I furiously rubbed her little pearl through her panties, she was helping me by moving backwards and forwards against the two fingers that were on it. Only slightly at first, but now, as she was about to come, more exaggerated.

“Just another paragraph and I’ll be finished.”

That got a quick OK from me, and then I prayed that she wouldn’t suddenly turn around, and that the paragraph would be a long one.

A minute later, she reached it. I held my breath. If she was a screamer then we’d be caught. Mary wasn’t a prude, in fact, from conversations we’d had I knew that she was quite broadminded. But what we were doing would almost certainly be a step too far for her.

Fortunately, she wasn’t. And I was impressed with her ability to stay silent when it was obvious that she wanted to make a lot of noise. Just a single loud moan would have made Mary suspicious.

When it started her body went stiff, but only briefly, then her body seemed to go limp. I held her around the waist to stop her falling. Then, with the same suddenness that it had started with, it was over. And during all of that time, while she was climaxing, she never uttered a sound.

Not long after, Mary declared, “Finished!” And because she was good-natured, and a good friend to us, she didn’t point out that she’d done most of the work, especially towards the end, when unbeknown to her, I was making my Sister come.

Shortly after, Mary went home, leaving the two of us alone. I looked at Helen, hoping to see something in her face, or in her body language, that would tell me that she wanted more. My throbbing cock, that was trapped uncomfortably in my jeans, was desperate to come, and not by my hand. It wanted to be deep up her pussy, fucking her hard.

But there was nothing. Her face was impassive and she was sitting casually at the edge of the bed. She looked, and was acting, as if nothing had happened. I stayed with her for another half an hour, in case she changed her mind, wanting to be intimate again, but she didn’t.

When I left her to go to my own room there was only one thought in my mind. We needed to spend more time with Mary!

Now that I knew the key rule to my Sister’s game, that Mary had to be with us, frustratingly, it was a week before we saw her again. It was OK for my Sister because she had Jed. Strictly speaking, he wasn’t her boyfriend. She referred to him as, ‘A friend with benefits’. Two days ago she’d gone out with him, and so she would have enjoyed those ‘benefits’. However, I was all alone. Still searching for my next girlfriend, hoping that when I found her, she would last longer than the previous one that had dumped me after only two months. So, because Mary was now with us, I was eager for something to happen, even if it was my Sister that was going to be getting most of the pleasure.

After only a few minutes it became obvious that my expectations had been too high. I wasn’t getting anything, and it was going to stay like that. My Sister was doing the typing, and despite our complaints because she was not doing a good job, she was insistent on continuing. When we’d finished I went to my room to sulk. I was in such a foul mood that I didn’t even bother masturbating.

The next day Mary was back again, but this time I was managing my expectations. So, when, after briefly doing some college work, and we were watching television together, I was content with it just being that.

But to my surprise, and great delight, my Sister wasn’t!

At first it was annoying. Mary had nodded off and she was snoring, at times loudly. It was spoiling my enjoyment of the film. But when my Sister moved closer to me on the sofa, and whispered, in a seductive voice, “I want your hands on my big tits,” it stopped being a problem. On hearing her say it my heart had skipped a beat. Regarding her breasts, I was their number one fan, and now she was offering them to me. But when I looked over at Mary my excitement started to fade. She’d fallen asleep in the chair in such a way that if she was to wake up, she’d be looking directly at us. It would be risky. Then my eyes were on my Sister’s melons. I smiled, it was a risk that was worth taking!

Before starting I told myself that my hands would stay on the outside of her T-shirt. It was safer that way. But as my hands caressed and fondled her tits I knew that I’d have to go inside. When I did, she surprised me by reaching behind her back so that she could unhook her bra. As the large cups of the bra fell away, freeing her breasts, both my hands were instantly on them.

I was making the most of it, touching every part of them. I even put my hands under them so that I could feel their weight. They were heavy.

My fingers were now on her plump nipples, and they must be sensitive because even the gentlest touch was making her squirm. That didn’t stop me giving them the attention that they deserved. Over time I became rougher, pulling and pinching them. Eventually it became too much for her.

“You have to stop,”

I was a gentleman, so I immediately did, but I couldn’t hide my disappointment.

“Don’t worry, you can now have my cunt.”

That brought a smile to my face, and when she spoke again, it got even bigger.

“And I can have your cock.”

It was as if we were alone. I was unzipping my jeans and getting my cock out, and she was taking her panties off.

As my hand went between her legs, heading towards her pussy, or as she preferred to call it, her cunt, her hand reached for my swollen member. She got there first, and when her hand was around it, gripping it tightly, she said, “Nice cock.”

After pushing two fingers into her, so deep that it made her gasp, I returned the compliment. “Nice pussy.”

“Thanks, but call it a cunt. That’s a word that always excites me.”

I was happy to oblige her. For letting me finger her I was willing to call it whatever she wanted.

“Nice cunt.”

The time for talking was over, it was time to act.

My fingers were now moving in and out of her, and it was making her moan, but the noise was being drowned out by Mary’s snoring. To reward me for the good work that I was doing, she was stroking my cock at just the right speed and with the right amount of pressure. I wanted this to last forever.

Then I had a sudden thought, and it instantly dampened my excitement. What if one of our parents came downstairs? That never happened. After going to bed they stayed there until morning. However, there might be a first time, and if it was tonight then we would be dead meat.

Being caught by our friend would be bad enough, but being caught by our parents would be ten times worse. They were old-fashioned. They could just about tolerate their children having sex when they weren’t married, but finding out that they were doing it together would freak them out.

So should we stop? Don’t be silly, but we should hurry up.

When I went faster, she did as well. She was keeping pace with me. Both of us were now close to reaching it. I got there first, shooting several strings of cum high into the air. Seconds later, with the additional help of a finger rubbing her clit, she boiled over. And this time she was noisy, even louder than Mary’s snoring. I was worried, holding my breath until she’d finished. When her climax was over, and she was silent, I breathed a huge sigh of relief.

Ten minutes later, when the film was ending, Mary woke up with a snort. Apart from a large stain on my jeans, by then, we were back to normal, and that damp patch wasn’t a problem because I was covering it with my hands.

“Did I miss anything?”

Somehow we managed to keep a straight face. Then my Sister shook her head, and I said, “No, it wasn’t very good.”

That was true of the film, but not of the sex. That had been good, made special because it had been risky. Excitement, danger, and incest, a heady mixture!

For all of the next week Mary was away, camping with some of her friends. That gave me the opportunity to think about my Sister. We had done a lot of things together that we shouldn’t have, but I didn’t have any regrets. In fact, I wanted to take it further. I wanted us to fuck. Was that even possible? I gave it some thought. I quickly came to the conclusion that it was, but Mary would have to be asleep again. For that to happen we might have to wait for weeks, or perhaps even months. Then I started thinking about drugging her. Slipping a sleeping potion into her food or drink, but that was silly. There had to be a better way.

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