How I ALMOST lost my virginity

It was the summer between sophomore and junior years.  I was 15 years old.  I was feeling frustrated because my sister, who I was so competitive with, had lost her virginity and I still had mine.

Oh, the stupidity of our youth.

So I did the only thing I could think of…. I invited the school flirt* over to my house when my parents were out.

When he arrived, I was skinny dipping in the pool out back.


One thing led to another and before I knew it, we were on the bed fooling around.  He reached down, touched it, freaked out, and left.

It was my Molly Ringwald /Sixteen Candles moment.

I eventually got over the embarrassment and thinking that something was wrong with me. Especially when I found out that he had been a virgin too and that everything that happened that day had been a series of firsts for him.  First time seeing boobs.  First time playing with boobs.  First time seeing a naked woman in the flesh…. you get the picture.

I eventually succeeded in losing my virginity to a total tool.  He was such a tool that people call him “Kanye.”  To this day I wish I lost my virginity to the school flirt*.

*No guessing who the school flirt might be!

One thought on “How I ALMOST lost my virginity

  1. Ok, not quite the story I thought you might have told but there’s certainly a lot of regret from your tone. Life can be cruel and sometimes we’re a little too eager.

Comments are closed.