I Made His High School Dreams Come True

There was a group of friends from my high school in from out-of-town for an event.  I don’t really like group reunion events so I wasn’t going, but agreed to meet them at a bar afterwards.

Some of the people I have stayed in touch with over the years since graduation and I will see them maybe 3-4 times a year for drinks and laughter.  Others in the group this evening I wouldn’t have seen since my high school graduation over 25 years ago.

My closest friend for years in high school was a boy named Kenny.  He was a year ahead of me and took care of me like no one’s business.  It was the typical relationship of boy-loves-girl but girl-doesn’t-even-see-boy.  I loved him like a brother.  He loved me with all his heart and stood by my side through every heartbreak and all my crazy antics.

We have stayed in touch over the years, but finally really reconnected about 8 years ago and made a point to start meeting up a few times a year when possible.  During these past years, the story unfolded of how much he loved and adored me as we relived many of our glory days.  I always knew, but didn’t….or didn’t want to acknowledge.  When he tells me the story of how much he loved me, you can hear the teenage yearning in his voice.

We never crossed the lines, Kenny and I.  He was always respectful of my marriage and my wishes.  Even after the separation, he never pushed me in a direction I didn’t want to go with him.

I was excited to see Kenny and the rest of his crew.  The laughter was loud and the drinks plentiful.

One of the best parts of the evening for me was in the form of an ego boost.  There was a group of men I had graduated with standing to one side and Kenny suggested I go and re-introduce myself.  I’m really not that kind of person, I stick to the people I know and don’t go looking for social interaction.  But, I figured, why not, I had classes and parties with all these guys and it would be interesting just to hear where they were in their lives.

I walked up to the group and asked if they knew who I was.  They couldn’t even guess but said it was unfair because I was obviously much younger than they were (not true, we graduated together).  After a round of introductions, I watched their faces drop in an admiration that I don’t think I have ever seen “Madeline? Madeline?  Totally not possible!  You look like you’re in your 30s!”

Well, I’m sure I glowed at that point.  Seriously, I had barely put on my makeup and had ripped jeans on since it was just a local joint with people I’ve known since childhood.  Their reactions were fascinating and very rewarding.  I was truly honored and floored at how many more times they admitted they would never have guessed it was me and just how fantastic I looked.

I recall my mother telling me I was going to be a beautiful woman and not to worry so much about being a pretty girl.  Of course, back then, I didn’t care what she said or even believe her, I just wanted the boys to think I was pretty.  But my mom was right, I came into my real beauty in my 40’s.  Sure, some of it is wisdom and confidence, but I really have much more going on for me as an overall package now than I did in my teens.  Plus, I don’t have that ridiculously stupid perm I got in the 80s!

I suppose it helped my ego that every one of these men looked at least 10 years older than their age.  If I saw them on Tinder I would have wiped left without a thought.

We chatted for a bit and I went back to my group of friends and Kenny said he had a surprise for me.  Eric, one of my very first boyfriends when I was about 15 was also there.  He looked great, still very handsome and athletic looking.  I threw my arms around him in a big hug and think he shrunk from fear of me!  Another deer in the headlights look as he exclaimed “Madeline, it’s not possible you look more beautiful now than you did then!”  I’m telling you, I let all these compliments got to my head, I needed the boost and it felt great.  We chatted a bit and caught up on life.  He couldn’t stop staring at me and I later heard from Kenny that Eric was freaked out how attractive I was (he’s married) and was afraid when I hugged him I would figure out how attracted to me he still was!

As the night came to a close, Kenny began reminiscing about happy he is when I go out with this crowd because I’m “his girl, his first love” and always will be.  He said I was his biggest fantasy for years.

So, I asked him if he wanted to come home with me and fuck me.


If you could hear a pin drop or the clock stop, I’m sure you would have in that moment of time.  I have never seen such a startled face on him before as his grin spread from ear-to-ear.  “Hell, yes!’ was his reply.

So, I brought Kenny home with me and we sat on the porch and shared yet another bottle of wine.  By the time we actually moved inside we were both pretty drunk and couldn’t stop the hysterical laughter of childhood that flowed throughout the evening.

We made our way to the bed and had some pretty hot sex.  He was an excellent lover and it went on for well over an hour and several times until he told me I wore him out.

And then he told me I just made every one of his High School fantasies come true.

He spent the night and left early for work.  We have been joking by text back and forth today and just basking in the fun of it all.

I have officially learned the true meaning of Friends With Benefits!

There is no chance of any relationship between Kenny and I, nor do I expect that we communicate any  more or less than usual.  But, I have no doubt if I were to call he would come running even faster than before.

As I sit here and write this post, I realize how happy the coupling made me.  It was merely two amazing friends sharing an intimate encounter with absolutely no expectations.  The icing on the cake is that our sexual compatibility, married to the years of friendship,  made the sex off-the-charts hot and mutually satisfying.  He told me he loved me during sex and I know he meant it from the depths of his heart.  The man has loved me for close to 30 years.

How could I not smile about that?




Author: Madeline Harper

My journey through divorce and an emotional and sexual reawakening. Love, laughter, friendships, family and heartbreak included. And there is sex, lots of it, so close your eyes and turn the page if that's not for you! While I started this blog as an endeavor to journal my thoughts and feelings in an attempt to better understand myself, it has become an amazing platform from which I have met some of the most interesting and wonderful people in my life. My path is often crooked, but I hope you will share in the journey with me.

15 thoughts on “I Made His High School Dreams Come True”

      1. Because I know of many who still dream about their high school sweethearts. It’s nice to know that sometimes some “connection” can overcome all the years that have gone by

        Liked by 1 person

  1. I love this, M, and am so happy the reunion meetings were so positive for you. Love is felt and expressed in many ways and forms, whether it is romantic or platonic or something else in between. And it feels good to be loved so freely and so completely, just as you are in the moment.

    Liked by 3 people

    1. Yes, that’s exactly it Janelle – it was a very free and pure demonstration of love between two people and not something I have experienced before (outside of relationship). Even better, he’s a good man who will always be in my life and this created just one more amazing memory between us.

      Liked by 1 person

    1. Why thank you and welcome! I appreciate you comment!

      I will be very honest, it was lovely…we both felt fantastic and there was nothing but laughter, happiness and love.

      And now…we just go back to being friends with no more or less expectations of the other than we have had over the years we have known each other.

      It’s just doesn’t get any better than that.

      Liked by 1 person

Leave a Reply

Please log in using one of these methods to post your comment:

WordPress.com Logo

You are commenting using your WordPress.com account. Log Out /  Change )

Google+ photo

You are commenting using your Google+ account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s