First time with my sister-in-law

First time with my sister-in-law

I first met Sheila, my wife’s sister, the day Sandy and I were married. She had the most gorgeous long dark brown hair I’d ever seen and the cutest smile that made me want to grab her and kiss her for an hour.


I found myself briefly disappointed that I hadn’t met her before Sandy. I know that’s a terrible feeling to have on ones wedding day, but I couldn’t help it. Sheila was just so gorgeous! Sandy had short brown hair, which was cute enough, but I wanted to bury my face in Sheila’s long luxurious hair and fuck her from behind as we stood there among the guests.

And to make matters worse, she would be staying with us for two weeks before we left on our honeymoon because Sandy had to work another two weeks. How was I going to sleep with my new wife while Sheila would be sleeping nearby?

As the three of us talked or watched a movie, I tried to keep my eyes off of Sheila, but couldn’t. They kept being drawn to her gorgeous hair and my mind would create fantasies of getting between her legs and fucking her slowly. We’d roll around and do it in all our favorite ways. Or I’d imagine her standing up and coming over to me, kneeling down and giving the most fabulous blowjob I’d ever had.

On our second night after the wedding, we went out to dinner and Sheila said, “Guys, I have a shocking secret to tell you. Please don’t judge me because it’s my choice and I love it, to say nothing of the good money I make.”

Sandy and I both stopped chewing and said, “What!”

“Well, believe it or not, I’m a professional escort. I make one thousand dollars an hour to ‘entertain’ men.” She made the air quote jester.

There was a long silence as Sandy and I tried to get our heads around what Sheila had just said, as her eyes darted back and forth between us waiting for our reactions.

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I was shocked because I’d never met an escort before. But my main reaction was to think, “Oh my god! Sheila fucks for money! Maybe I can fuck her for free since she’s now family?”

Sandy was first to speak. “Wow Sheila! I never would have thought you’d do something like that. But it’s your choice and I still love you.”

“Thank you, Sandy. I really appreciate your understanding.” Then she turned to me. “And what about you, Bill?”

I swallow my bit of bread whole and cleared my throat. “Well, I have to agree with Sandy. You can choose what you want to do and we’ll still love you.”

But my thoughts were definitely on getting Sheila into the sack. Now that I knew that she loved sex and was most definitely good at it, I knew that the possibilities were endless. I was absolutely going to try to get between her legs (even though I had just married her sister).

“Thank you, Bill. Both of you are just great! Now let’s not mention it again. Okay?”

Sandy and I both said, “Okay.”

But I lied. I was somehow going to approach Sheila, at least to get a blowjob; even more if I could swing it.

– – –

When we got home and I was briefly alone with Sheila, I came up behind her, grabbed a handful of her gorgeous long hair, squeezed it tightly and whispered in her ear, “Would you consider giving your very aroused brother-in-law a free blowjob?”

I knew I was taking a big chance in saying that, but I was aroused and very horny for her. I got the impression that she was not the kind of girl who would ruin her sister’s new marriage by saying anything.

She leaned back and pressed her nice ass against my bulging cock, looked at me over her shoulder and whispered back, “Wow, Bill! You just married my sister!”

“I know, but you’re so irresistible that I can’t help but want you.”

Then she slid one hand behind her and squeezed my cock. “Oh my goodness! I think you have a nice one down there!”

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“Do you want to find out?”

“Maybe tomorrow while Sandy’s at work. We’ll have all day if that’s what you want.”

“Are you kidding? All day won’t be enough, Sheila.”

Then she turned around while keeping her hand on my bulging cock and we kissed more passionately than I’d ever kissed Sandy. She was moaning and squeezing my cock when Sandy walked in.

“What the FUCK’s going on here?” she yelled.

Sheila and I immediately broke our kiss and turned to Sandy. We’d been caught and there was nothing we could say.

“Bill, we just got married two days ago and already you’re making out with my sister?”

“Sorry Honey. It just happened,” I said inadequately.

Sheila tried to take the blame by saying, “It’s my fault, Sis. I was trying to seduce him. You married a very handsome and sexy man.”

“I can believe that, Sheila. You’ve always been provocative and forward. It’s just hard to believe that you’d try to seduce my new husband!”

“Sorry, Sis. I know it was wrong and it won’t happen again.”

Then Sandy surprised the hell out of me when she said, “I guess I can’t blame you. Bill is sexy and horny all the time. So, and I can’t believe I’m saying this, you two can do whatever you want, just do it when I’m at work and get it out of your systems. Understood?”

Sheila and I said simultaneously, “Understood.”

“Okay. We won’t speak of this again.”

– – –

That night Sandy fucked me like a porn star. She was insatiable! I guess she was trying to show me that she could fuck as good as her personal escort sister. And she was probably trying to wear me out so that I’d have nothing to give Sheila.

And she did wear me out. I slept hard all night. I didn’t even wake up when Sandy got out of bed, showered, and got dressed. I finally woke up when she kissed me goodbye.

“Bye Honey,” she said as she ran her fingers through my messed up hair.

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“Bye. See you tonight,” I whispered and went back to sleep.

It was probably an hour later when I felt Sheila slide into bed behind me, cuddle up to me, and reach over to find my flaccid cock. She got in my ear and whispered, “Good morning, Bill. Are you ready for a day of great sex?”

My cock started to grow as she played with it, so I rolled over and got between her legs. She looked so gorgeous lying under me with her long hair spread out on the pillow. I knew that I was going to get the best fuck I’d ever had.

“I hope you’re ready for what I have planned for you,” I said just before we kissed.

“Mmm. I’m ready for anything you want to do. I’m all yours today. We can fuck anyway you want.”

By that time my cock was rock-hard, so I quickly pushed it into her. Her eyes rolled back in her head as she moaned from deep in her chest.

“Oh god your cock feels so hard!” she whispered as she raised her legs up and wrapped them around my waist.

I grabbed her hair in one hand and slid the other hand under her ass so I could lift it as I thrust. We fucked and kissed for almost thirty minutes as she had two great orgasms. I wasn’t even close to cumming yet, thanks to Sandy and the night before.

I rolled off of Sheila and she said, “Oh wow! You are amazing, Bill. Your self control is amazing, too.”

“That’s because I have big plans for you today.”

She rolled on top of me and said, “Tell me about them,”

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