I was back in my home town for the wedding of a friend and was browsing for wine at the grocery store, when I heard my name called. “Mr Nelsen!” I turned to see Gina Woodley grinning at me.

Ten years earlier, Ms Woodley had moved into the house two doors down from my boyhood home. My friends and I were enamored by our new neighbor. Not only were we sixteen-year-old boys with raging hormones, but she was a beautiful buxom older woman. She was probably nearly twice our age, but had a movie-star-esque presence. To me, she seemed like a modern-day Marilyn Monroe right next door.

At night, I imagined Gina naked and could not get those images out of my head. Seeing her bare was a fixation and I schemed on how to realize my fantasy. She had moved into a house where a friend of mine had previously lived, so I knew the layout of the house well. It had been early autumn. Windows were still open but evenings were dim, so I figured to stake-out her bedroom window in the hope of getting a glimpse of her undressing before bedtime.

I waited for nearly an hour and was about to give up when I heard movement inside. I watched her undress and was thinking I was about to get my wish. Clad in just her underwear she headed into the bathroom and I heard water running and then silence. Was she taking a bath, I wondered. Then I heard a bit of splashing and she came back into the bedroom wrapped in a towel. She turned her back to me and the towel dropped revealing the most splendid bottom I had ever seen or imagined. She pulled on panties and turned sideways, giving me a view of her magnificent breasts in profile.

She left the room and I waited hoping she would return facing me providing a frontal view. I wondered where she had gone, walking around the house half-naked. That thought alone was intensely arousing. I nearly jumped out of my skin when from behind me I heard, “Mr Nelsen!” She was standing behind me in her bathrobe. I stammered trying to excuse the obvious purpose of my presence at her bedroom window. “Let’s go talk to your parents,” she scolded sternly and turned as if to lead the way to my house.

“Please! No!,” I pleaded.

“This is inexcusable behavior and you deserve to be punished,” she growled.

“Yes, ma’am,” I admitted meekly.

“Are you willing to accept a punishment from me,” she queried. I nodded my agreement. “Are you sure? It won’t be pleasant!” I again nodded my assent, punishment at her hands couldn’t possibly be worse than the blistering I’d get at home, I thought. “Ok, let’s get inside and get this done,” she commanded and led me inside. She pointed to a straight-backed chair in the kitchen and instructed, “Bring that chair along.” I picked up the chair and followed her down the hall and into her bedroom. “Put it there,” she directed, indicating an open area of the room. She picked up a hairbrush from her dresser. “Do you get spanked at home?” she asked.

“Yes, ma’am,” I replied. In fact, the week before I had smarted-off to my mom once to often and she had hauled me over her knee and paddled my bare butt with a brush much like the one Gina now wielded. She sat in the chair and looked very solemnly. “Spying on me while I’m undressing is a serious invasion of my privacy. Now drop your pants and put yourself over my lap!” she scolded. I fumbled with my belt and undid the buttons and zipper of my jeans. I glanced over and her robe was hanging open, revealing her splendid breasts.

I looked down and realized I would be laying across her bare thighs when she became impatient and tugged my jeans and underwear down. She almost giggled seeing my erection and guided me over her lap, my cock tucked between her thighs. She proceeded to paddle my ass perhaps longer and harder than any spanking I had ever received. When she released me, I jumped up and began rubbing my fiery ass. When I looked up she was holding a hand towel. She pointed to my boner and suggested, “Wanna take care of that?” It took only a brief time to reach climax and shoot into the soft towel.

Now, ten years later, I stood in the wine section seeing her again and could only think of that gorgeous body, the intensely painful spanking she gave me and how she then watch me masturbate. “How’ve you been?” she asked.

“Ok. How about you?” I replied. We chatted for a bit, what we were both doing and how I had returned for the friend’s wedding on the next day.

“Have you been behaving yourself?” she asked slyly. I shrugged noncommittally. She glanced at her watch and gasped, “I’ve gotta go. It’s been great seeing you. Feel free to drop by if you have time.”

I was left trying to conceal the bulge in my pants that thoughts of that spanking still created. I wondered how sincere her offer really was and what my chances for another spanking from her might be.