Debra’s Gift

Growing up, my parents were best friends of a couple three doors up the street, they played bridge every week, and were constantly having each other over for cookouts, parties and things. Really, just any excuse to get together.

When I was little, their teenaged sons and, then, daughter, would babysit me, we just all knew each other really well.

I remember when I was younger, maybe eight or nine, that when I was at our friends’ house, usually watching TV, Debra and her friends would be in the living room making out with their boyfriends and girlfriends and that, sometimes, one or more pairs might disappear into one of the bedrooms but the real import of the situation was lost on me at that age.

Then, when I was fourteen, the four of our parents went to Las Vegas for the weekend, leaving me alone but asking Debra to look in on me. I also had her cell number if anything dire came up. It never did, of course, but parents always think something might.

I went over to her house to have a swim, they had a very nice pool out back which I knew I could use whenever I wanted. No one was home so I let myself into the backyard like I often did.

As I was swimming, I heard, “Hi, Brian, looks like fun, I’ll be right out.” It was Debra, now twenty-two, who, in a few minutes, came running out and dove in the pool with me.

“Oh, this feels so good. Been here long?”

“Nah, just about twenty minutes or so.”

“Time for some sun,” she said and climbed up out of the pool. I followed her up and we both lay down on chaises basking in the sun.

Now, Debra was very pretty, I’d seen her in bikinis for many years, and, yes, I had closely observed every curve of her lovely, shapely body. I was a male, after all, and her’s often was the image I had in my head when I masturbated.

We were laying there close to one another when she said, “You know Brian, we’ve known each other for ages and I’ve watched you grow up, but, in the last year or so, I’ve really gotten excited seeing you start to become a man.”

A man. Wow, that’s really cool coming from such a pretty older friend that I’ve known for so long.

“I’ve always felt so comfortable around you, Brian, and I’ve loved you like a little brother.” She turned to me and continued, “But, Brian, lately I’ve been wanting to love you in a different way,” and she leaned over and gave me a long, unexpectedly passionate kiss. Her hand was up on my cheek, it felt so warm and soft.

She got up and sat sideways on my chaise, turned, and lay down over me with her legs drooped on each side of me pressing down on me kissing me with her tongue as she ground her pelvis into my crotch. There was really no question what was happening, I didn’t have much sexual experience, but I knew enough to know that this wasn’t brotherly-sisterly kissing, it was definitely sexual. For sure.

As she kissed me, I felt her hand slip between us down my front and snake into my trunks and alongside my penis which she rubbed up and down with her fingers. She then pulled her hand out, got up, knelt down next to me and began kissing her way down my neck, my chest where she started licking and sucking my nipples, then to my stomach, tonguing inside my bellybutton.

It was feeling so sexy and wonderful, I just lay there as this beautiful, young woman, eight years older than me, kissed her way down my body, a true first for me.

“Mmm, Debra, you’re making me feel so good.