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The Challenge Ch 1

Published September 4, 2024 tag category
The Challenge Ch 1

Here's another story involving Jacquee and Wayne, .

Jacquee and I are brother and and our relationship as siblings, reach far beyond that of your typical brother and sister relationships. Throughout our life we have gotten along well with each other. Although there is a span of five years, me being the oldest, our personalities have never clashed to the extent where we have ever had any serious conflicts. There is a special love between us, which grows with each passing day.

Jacquee has been married to Trent for five years. Trent's the type of person who is really easy to get along with and what you could consider your typical "good guy", someone easy to talk to and just enjoy being around, so I thought. Trent is good to Jacquee giving her almost everything she asks far. Recently I received a phone call from Jacquee regarding some difficulties she and Trent were experiencing regarding Trent's inability to sexually satisfy Jacquee and Jacquee's concern that Trent was losing interest in her.

One day Jacquee calls me, inviting me to lunch at a neat little cafe in town near where we both worked. I thought it was unusual but I agreed. We met and it was nothing but a session about her work, Trent, and her nosey neighbor's wife who was always trying to look in their bathroom at her naked. Wow! That" thought got me a bit turned on and I felt a nice coming on just thinking of seeing Jacquee naked again. Jacquee and I had experimented in exploring each other's bodies growing up but never actually had sex together but coming close to it several times. I don't know what started to turn me on, but almost every time I went to visit she and Trent, I would almost always get a hard-on. It was kind of kinky thinking of my sister and sex after all these years.

Anyways, she seemed so flustered I thought I'd have to duck tape her head to keep it from exploding. I made the comment that she needed to chill out and relax, maybe even seduce Trent into having some good . Jacquee laughed and said he was good for a quick fuck lately but that was it. I laughed because this was the first I Jacquee had talked about their sex life. Seeming irritated Jacquee asked me, "What are you laughing about? Do you think you could make me have an orgasm?"

I was a little stunned by her comment. Then she smiled and said, "Got you, big brother."

I didn't know what to say, when all of a sudden I said, "I bet I could make you have multiple sex tape forced orgasm."

She smiled and said, "Were not suppose to do that, we're bro and sis, remember?"

"Chicken!" I said not really knowing what I was saying my dick talking for me again.

She smiled, but it was a smile of disappointment, like she wanted to but with both of us married, we shouldn't be doing that, let alone, being brother and sister.

It was getting late and I had to go back to work so I said, "I had an appointment I had to go to. Paying the check I said, "Becky is out of town on some business, but if you want to take me up on that challenge, I'll be home for lunch tomorrow at 12:30, be there and you'll have your multiple orgasm." Kissing her on the cheek I left her sitting there and went to my appointment. My dick was so hard the remainder of the day and was very uncomfortable that it hurt. I felt so guilty about what I said and hoped that she didn't show for lunch and it would all be forgotten.

The next day, as I arrived home for lunch, I was relieved that she was not there. But as I got to the door, she beeped her horn and pulled in the drive. I was stunned and I could see she was too. She jumped out of the car wiggled her beautiful ass up to me and said, "So, you ready for that challenge, bro?"

All I could say was "Sure."

We went inside and she sat on the couch. I said, "Are we sure we want to do this?"


She started to say not really, but then I pulled her up and kissed her, gently at first then in a moment of total lust I let my tongue unroll into her mouth. Our kisses became more intense as my hands drew her into me molding our bodies into one. I didn't waste any time as my hands and went down to her dress, unsnapping the buttons. I slowly allowed the dress to fall from her shoulders as I looked into her eyes and saw a new little sister full of lust. As the dress slid down my eyes surveyed her body and wow, my little sister had a magnificant body. As my hands un-snapped her bra, releasing tits so firm and so perfect Jacquee let out a low moan.

Taking one hand, I placed it upon her mound of joy rubbing it gently through her silk panties. She moaned and as I started to remove her panties her already hot and leaking love juices met my hands. I ran my fingers through ever so slowly and touched her lightly. I looked up at her and she was in another world. I sat her down on the couch spreading her long, apart and brought my tongue in. I made slow love to her thighs and the junction between them. Up and down and over her belly button. Her moaning was getting labored and a little more vocal. I let my tongue roll through her public hair and then I allowed my tongue to enter her. She gasped! I ran my tongue up one side of her pussy lips and down the other. She was now panting loudly and I was spreading her lips wider to find her clit. I was poised right above it and when she made a gasp for air, I flicked my tongue over it. She screamed and she came all over me. To keep the momentum going I sucked on her clit like there was no tomorrow rolling my tongue and gentle nipping with my teeth. Her scream did not subside, but started waves of screams and waited till she hit a peak. I sent my middle finger deep into her pussy. She screamed an empty scream since she had nothing left and panted profusely. My whole hand was soaked and she went into another orgasm. I could feel the shudder of her second orgasm pulling my tongue and finger deeper within her.

"FUCK ME Wayne!" was all I heard as I pushed two he finger in her.

She kept screaming, "Fuck me, please fuck me..."

I knew she was spent totally, but I wanted one last hurrah. I took my finger out of her ass and then place fingers on both hands in her pussy and nibbled on her clit. She screamed a scream of enjoyment, her body again buckling, her hands pushing my head closer molding my tongue deeper within her but I was holding on for the ride.

After a few minutes, she looked down at me, soaked from sweat, and said, "Oh my God. I've never felt anything like that."

I smiled up at her and with cum filled fingers I placed them in her mouth and said, "I guess I met and surpassed the challenge then!" Jacquee just wiggled her ass and moaned, "Oh yes... ...Sweety you were terrific."

She sat there for a while and told her she was welcome to freshen up here but I had to return to work. I cleaned up a bit

Walking me to the door, she asked, "What do you want for winning ?"

I told her, "Eating you out was my prize."

She smiled and said, "No. A bet is a bet."

Being a smart-ass, I told her, "Okay then, I want to shave your pussy bare."

She smiled and said, "What would Trent think?"

I just smiled.

She looked at me and after thinking a second, "Okay, you can shave my pussy as long as I can fuck your brains out after you're done." Kissing her again and saying goodbye for now I said, "You name the time and place sis and I will take you up on that offer."

To Be Continued...

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