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.

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?”

Please wait…

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