This is the true story of the sex challenge that my sister, Jen, and I conceived one semi-drunken night a couple of years back.
I'm Sarah, a fifty-year-old mother of two grown kids, both of whom are presently at college in Texas. Jen is a couple of years older but it's easy to tell that we are sisters; we're both tall, around five feet eight, and blessed with blonde hair and bright blue eyes, thanks to our Scandinavian heritage. In addition, we've both worked hard to maintain our figures; me by working out in the gym every day and Jen, through a combination of long-distance running and cycling. As a result, it's probably fair to say that we are both lucky enough to have figures that your average fifty-year-old woman (and man) would die for. I'm a little larger than Jen up top, 34c rather than 32b, but other than that we could probably be mistaken for twins. We've always been very close and even when Jen went off to college we'd talk for hours on the phone and spend our weekends together, going on double dates and having fun with boys.
While we have both been blessed with wonderful children, life and careers have unfortunately taken their toll on our personal relationships. I've been divorced for seven years while Jen and her husband, Geoff, though still together, pretty much stopped having an intimate relationship about five years ago. According to Jen, Geoff just seemed to lose interest in sex and she's never found a way to rekindle that part of their relationship. Consequently, each of us is often to be found complaining to the other about the lack of sex in our life.
In large part, I attribute the failure of our personal relationships to the emphasis that we placed on building our careers and our business. In retrospect, if we'd lavished as much care and attention on our marriages as we did to climbing the corporate ladder we'd both still be happily married. However, our genetic heritage seems to have endowed us with a drive to succeed above all else. Right from the time that we entered high school we were both laser-focused on being at the top of the class and excelling at everything we did.
Jen graduated with a Masters in Chemical Engineering from MIT, joined ExxonMobil, and worked overseas for fifteen years before returning to the US to settle down with her family when Geoff accepted the position of James T. Scott Professor of Chemical Engineering at Stanford University. Strangely enough, I had received my PhD. in Computer Engineering from the same institution twelve years earlier and had built a successful career in the tech industry, eventually ending up as a VP of development for Google.
Jen and I had always dreamed of forming a startup tech business together and that's exactly what we did when she quit Exxon and settled in Stanford. Our company, Alexon, designs and manufactures smart process control devices for refineries and chemical plants. Thanks to Jen and Geoff's chemical engineering expertise and my own background in computer engineering, Alexon grew quickly and within a few years, we found ourselves running a very successful company that had a multi-million dollar order book from all over the world. Three years ago Alexon was acquired by a global manufacturing conglomerate, an event that made both Jen and I extremely wealthy. Though we both still work at Alexon, we now enjoy the luxury of being able to decide on how we strike an appropriate work/life balance.
Ever since our kids were in high school, we've both been deeply involved in the Parent Teacher Organization, initially as volunteers and eventually as board members. Even though all of our kids have graduated and moved on, we've remained involved in organizing fundraisers, building and funding specialist programs and leading a mentoring project for Seniors interested in a career within the tech industry.
One evening, not too long after we had concluded the sale of Alexon, Jen and I were enjoying a bottle (or two) of wine on my deck. As I mentioned earlier we have always been best friends as well as sisters and it was no surprise that our conversation eventually found it's way to the sad state of our sex lives.
"I Just don't know what else to try! I've arranged date nights, bought sexy lingerie, tried to spice things up with porn and still I can't seem to get Geoff's attention. I'm lucky if he fucks me more than once a month!" bemoaned Jen with a loud sigh.
"At least you're getting some," I replied, giggling a little. "I haven't had a good lay since Jim and I divorced. Sure there's a long line of guys ready to date but either they turn out to be douche bags or, if they do manage to get inside my pants, they can't perform or have no clue whatsoever about what we women want in bed! I've all but given up hope that there is any man of our age out there that can satisfy me."
"Well, all I know is that I need to have a cock inside me soon!" Jen said, slurring her words slightly. "I'm only fifty-two and there's no way I'm ready to give up on sex! We need to come up with something, Sarah!"
"I know, ... I know," I said. "I'm just like you, almost going crazy having to use a vibrator to get myself off." I laughed, "You know that David Eaton kid from the school? You know, the one who plays Point Guard on the basketball team and wants to go to Vanderbilt?"
"Oh, yes...I know who you mean. What about him?"
"I've taken him on as a pool boy and was watching him skimming the pool the other day. My God, he is fit! He was out by the pool in just a pair of shorts and flip-flops and it was all I could do to hold myself back from going out there and dragging him back to my bedroom! I bet he is hung like a horse!"
Jen stared at me in amusement "Not that you or I are ever likely to be in a position to confirm that fact! I could probably walk past him naked without so much as a turn of his head."
"Not true at all! Haven't you noticed how the boys look at you when you are at the school? I'm sure there is a long list of them that are eager to get in your pants!"
"Seriously, Sarah! I'm fifty-two and while I think I've aged pretty well, I doubt that any eighteen-year-old boy is likely to have the hots for me."
"Think about it Jen, ... think about it," I said, my mind turning slowly as a result of the alcohol we had consumed. "You are beautiful, have a bank account that affords you the finer things in life and, to boot, have the sexual experience of a fifty-two year old woman! Isn't the MILF and cougar role meant to be the 'it' thing that young men salivate over these days?"
"It is! However, I'm not sure that I qualify for either of those tags!" she said with a giggle. "Though it would be nice to have an eighteen-year-old toy boy to look after me in the bedroom!"
"Wait! Maybe that's the solution! We both need to find ourselves a young guy that we can mentor and train to satisfy us in bed! It's a win-win for both parties; we get well fucked by an insatiable eighteen-year-old and he gets to learn the secrets of what keeps a woman happy in the bedroom! Not to mention the benefit of unlimited blowjobs and fucking a beautiful woman on a regular basis!"
Jen laughed. "Sarah, you can't be serious! How would we find guys like that? And, even if we did, think what would happen when it got out that we were screwing seniors from the school!"
"Granted that we'd need to pick carefully and be ultra discreet in how we go about it, however I'm sure that there must be a way. I'll give it some thought and see what I can come up with!"
That drunken conversation was, my dear readers, the genesis of the Stanford Sex Challenge which Jen, I, and two of our friends, Mary and Crystal, have been running for the last two years. The essence of the challenge is this; at the start of the summer break we each pick a male Senior that we intend to seduce and fuck over the course of the coming school year. We use our PTA connections to carefully screen the incoming senior class; first to ensure that each of our targets are over eighteen and secondly, to ensure that we are choosing the brightest and the best, both academically and physically. Call us elitist if you like, however none of us are willing to give ourselves to just anyone!
Fast forward to mid-July last year and you would have found the four of us once again sharing wine and conversation on the deck.
"OK, ladies...we've discussed the potential candidates and narrowed it down to Bob Stillwell, David Grant, Ryan Anderson and Mark Hood. All of them are over eighteen and exceedingly hot, so it doesn't really matter who we draw."
Crystal laughed. "Speak for yourself, Sarah! I'm definitely hoping to get Ryan...he does my yard work on a regular basis so I know just what a hot body that boy sports!"
