The Babysitter's Secret
Chapter 3

Copyright© 2016 by Tony Sorrentino

Erotic Sex Story: Chapter 3 - Nancy takes a babysitter job to make ends meet. Her ends start getting met by a lot more than the joy of work.

Caution: This Erotic Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   Teenagers   Consensual   Heterosexual   Incest   Brother   Sister   Spanking   Humiliation   First   Oral Sex   Anal Sex   Masturbation   Petting   Cream Pie   Voyeurism   Babysitter  

Now that my beloved brother Jimmy and I were truly a lot closer than a brother and sister are expected to be, I spent a lot of my free time tending to him and his broken leg still in a thick cast.

At least, he was fairly mobile with the crutches and I helped him get on the stool and private things like that. He was really embarrassed about such things but I made a big joke out of it and we both laughed about it more and more with each passing day.

Jimmy was still pretty upset with the fact that the football scouts would not be able to see him play and have a chance at making the team and a shot at a scholarship. I was in full agreement with him but all I could do was get down on my knees and make him feel a little better about life in general and my mouth in particular. We even managed to get him into position to drill my happy rear door and I could tell he was really pleased by that from the way he always exploded with loud shouts like he had just scored a touchdown when he flooded my slippery rear door with his spunk. Sometimes, he got so carried away that he spanked my defenseless bottom so hard that it was red for hours afterward.

I explained to him that we could possibly get a couple of those same scouts into a compromising situation what might make them more receptive to review his tapes and still giving him a shot at the scholarship. He was a bit skeptical at first but when I told him that all we needed was either a video or a sound recording of the scout getting laid by a young cheerleader, he would be a lot quicker to listen to a plea for making an exception in Jimmy's case.

He told me with a soft voice,

"Bend over the sofa, sis, I think better when I am up inside your pretty ass."

It was so ridiculous that I did it with a giggle knowing that he would be inspired to figure out a way to get up in there mounted on my willing backside even with his cast that kept him from drilling me with a straight shot. The feel of his happy cock and the hard cast rubbing my soft ass cheeks was so thrilling that I had no less than two strong orgasms before he shot his load.

One of the first things we did was to get a cheat sheet from the school office to find out the names and organizations that the scouts represented and then we checked all the hotels and motels in town to see where they were staying while they sorted out the players for possible candidates for scholarship.

I took the additional step of googling the scouts and getting their personal backgrounds looking only for those that were happily married and hopefully with little children at home to add to the leverage needed to score a hit on their blackmail weakness. The single ones were of no use because they would see a one-night stand with a coed cheerleader as a plus in their resume rather than a cause for panic.

We narrowed it down to two choices.

Donald Hardman was forty years old and was married with two lovely children and had a huge mortgage on a house back in Saint Louis that required him to travel extensively looking for football talent to fill the hungry ranks of college football in the Saint Louis area on an annual basis. He made a good living at it and the income supplemented the disability pay he received from the National Football League for injuries sustained on the playing field involving both of his knees. He was well-respected in his neighborhood and was a member of the parent teachers association at the local middle school. He was a bit overweight now since he wasn't exercising as much as during his playing years and eating the food from fast foods and restaurants he found on the scouting circuit that he followed all through the football season.

The other candidate for my horny little cheerleader act was Randy Longmire with diabetic wife needing medical care and saddled with the burden of no less than four teenaged children all requiring supervision from a live-in nanny that looked a lot more attractive than any nanny should look like. I saw the pictures of them together and the smiling young girls and the nanny all clustered around the middle-aged Randy with the invalid wife sitting in a wheelchair like a character from some soap opera and no smile on her face. My over-active imagination saw the fit looking Randy humping them all except his poor wife with older man enthusiasm and a lust for getting that special tingle that dirty old men get with young females.

We both agreed they were perfect candidates for our blackmail scheme and we sealed our decision with a "sixty-nine" session that was difficult because of Jimmy's annoying cast.

I went down to the sports store and got a great cheerleader outfit with the pom-poms and everything needed to support my act. I even put on a show for Jimmy that got him so hot and bothered that he got right on top of me in the kitchen and I worried that one of our siblings would come in from outside and catch us in the middle of doing the dirty deed. Fortunately, we were lucky and all I got was a flood of Jimmy's spunk in my backside and I hoped that the little wad of tissue I used to plug it inside would hold up at least until I could take a shower.

We decided to try Mister Hardman first because he was in the motel right up the street from our house and it would be easy to find a way to get at his front door without much difficulty. All we needed was a good cover story to make my entrance seem innocent and aboveboard so as not to arouse his suspicions. If that didn't work out for some reason, we would make the other scout our primary target for blackmail. It was beginning to look like I had my work all cut out for me and I was more than willing to break every rule and commit any sin to give my brother a chance at the scholarship I knew he deserved more than any of the other guys at school.

 
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