The summer of 1986 started out sad.
It started with Gail breaking-up with me, and my father bailing on us. My dad’s actions devastated my mom and my sisters. I was glad he was gone, after what happened between him and Gail after we broke-up made me hate him.
Did I hate Gail? Part of me did. The other part of me was still hopelessly in love with her. She introduced me to a world of sexual activities that were once only reserved for my masturbatory fantasies. Now that our relationship ended I was terrified that stroking my cock was once again going to be my only sexual outlet.
I know that doesn’t sound very confident. Back then I wasn’t. Here’s why. Before I dated Gail I was one of the biggest nerds in my high school. Heck even though I was fucking the girls in one of the most popular cliqs I was still a geek. For the most part my life revolved around comics, Star Wars and pussy. So how did a loser like me, end up a high school Casanova? The answer would be my cock. Me, a gangly 6’1, 175lb 17-year-old with a 10 3/4 inch long, 4-inch wide penis was very blessed with something very special.
Sadly most of the girls I had sex with were Gail’s friends. And at this time it was very obvious they had sided with her in the break-up. I was not just a nerd, but I was a lonely horny nerd. I needed something to take my mind off my troubles, and when I looked out my window I found my distraction.
I had the best view in the house. Not because I had an epic view of my backyard and the woods, because I had an amazing view of the Rosenbaum’s pool. The pool itself wasn’t amazing. Lisa Rosenbaum laying out beside the pool is what gave the view that extra something special. And on this June afternoon she was making this hot day hotter.
If you looked up Jewish American Princess in the dictionary there’d be a picture of Lisa. She was extra spoiled. Every year on her birthday she’d get a brand new car. She went to a private school in Europe. In the fall she’d be attending in the University of Michigan. She was also very beautiful. At 18 she had long black hair that went half way down her 5’5 frame. She probably weighed 120lbs and had beautiful D-cup breasts.
I raised my blinds so I’d have no obstruction of Lisa’s body. She was wearing a skimpy pink bikini that barely covered her and sunglasses. By the way she was barely moving I was guessing she was asleep. I unbuckled, unbuttoned and unzipped my shorts before letting them drop to the ground. My boxers soon followed. As I gazed onto Lisa’s hot bod I started stroking. Before I could even get started, she bolted up from her lounge chair, looked right toward me and shouted, “I can see what you’re doing Robert Cohen and I’m telling.”
She then ran into her house screaming, “Mom, mom.”
I stood there motionless. The evidence was now shrinking in my hand. I started to back away from the blinds, but ended up tripping over my shorts and boxers still between my legs.”
“What’s all the noise?” my mom yelled from downstairs.
“Nothing,” I yelled back, “Just my comic boxes falling over.”
Before she could respond the phone rang.
I heard her answer.
It was Mrs. Rosenbaum.
I started panicking. I wondered what she was telling my mom.
I then heard Lisa’s Porsche speed off her driveway.
Then I heard my mom hang-up the phone.
Seconds later she yelled, “Robert.”
I opened my bedroom door and shouted, “What?”
“Get down here,” she responded.
I slowly walked down the staircase wondering what my mom and Mrs. Rosenbaum talked about.
My mom stood at the bottom of the stairs with a stern look on her face. All I could think was that she told my mom that her son is a pervert.
“Mrs. Rosenbaum, wants to know if you can help her hang some pictures,” she said. “I tried to tell her that you’re afraid of heights, but she didn’t seem to care.”
I stood there in shock.
“Are you going to do it?” my mom asked.
“Yes,” I said.
“If you get one of your dizzy spells and fall and break you neck, don’t call me,” she said, as I was halfway out the door.
As I nervously walked over to the Rosenbaum’s I was beyond nervous wondering what Lisa’s mom was going to say to me.
Seconds later I knocked on the door and Mrs. Rosenbaum answered. She was wearing a black skirt and a yellow blouse with flowers all over it. Like Lisa she had long black hair, and D-cup breasts. She was a bit taller and probably weighed130lbs. When she opened the door she didn’t look happy. She stared at me and coldly said, “Follow me.”
We walked into the family room. She had me sit on the love seat, which was directly across from the couch she eventually sat on. For what seemed like an eternity she just there staring at me. It was if she was trying to find the right words to say.
As we sat there silently I looked around the room. There were pictures of Lisa and her siblings everywhere. Just seeing her face was getting me excited. All I could think about were the things I wanted to do to her. I closed my eyes and imagined I was fucking Lisa in the shallow end of the pool.
Mrs. Rosenbaum’s cough interrupted the daydream.
She just sat there staring at me. Her gaze was killing me. Before I could blurt out anything she finally opened her mouth and said, “What do you think your mom would say if she knew you were exposing yourself to my daughter?”
I sat there unable to answer her question while nervously shaking. As nervous as I was I still had a massive boner due to all the pictures of Lisa.
“Do you think she’d be happy to hear that?” she asked.
“No,” I answered with a whimper.
“She wouldn’t be happy,” she said. “And with everything going on in your mom’s life I’m not going to tell her.”
“You’re not?” I asked in disbelief.
“No, I’m not,” she answered. “Since I’m doing you a favor, you have to do one for me.”
“Anything,” I replied.
“Show me exactly what you showed my daughter,” she demanded.
I sat there in shock.
“Don’t act all shy,” she said. “You weren’t acting shy when you were stroking your plaything in your window for my daughter and the whole neighborhood to see.”
“That was different,” I cried.
She went to pick-up the phone as she said, “Let’s see what your mom thinks.” “Don’t,” I cried.
I stood-up, took off my shirt and shorts revealing my large erect cock.
“Oh my,” Mrs. Rosenbaum said while she gazed at my unit. “That’s very impressive.
She then stood-up and dropped her skirt and panties. She then sat back down and started rubbing her pussy.
“Sit down and stroke,” she said as her finger circled her clit.
I did as she said.
“Did my daughter do that to you?” she asked.
“Yes,” I responded.
“Do you wish she was her to put that in her mouth?” she asked.
“Yes,” I said as I increased the speed of my strokes.
“Imagine her putting both her hands around it, stroking it, while her tongue circled the tip,” she said as she stuck two fingers into her pussy.
I started stroking faster.
“Now imagine her bending over this couch and looking at you and demanding that you fuck her,” she said.
I closed my eyes and imagined Lisa begging for my cock. This made me go faster.
“Imagine going in and out of her,” she said.
My body started shaking.
“You continue fucking her faster and faster, until…” she said.
At that point my cock exploded and I came all over the couch and me.
Mrs. Rosenbaum got up, walked over to me and scooped the part of the load that landed on my stomach. “Mmmmmm,” she said, as she tasted it.
She then walked toward the kitchen before returning with a hot washcloth and a roll of paper towel. She handed them both to me and said, “Clean yourself and the couch off.”
Again I did as I was told.
Ten minutes later the couch and I were both clean and I was dressed to leave.
Before I could exit, Mrs. Rosenbaum kissed me passionately and said, “If you don’t want me to tell your mom what you did to my daughter, just remember I own you.”
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<a href="http://www.lushstories.com/stories/taboo/summer-of-86-prelude.aspx">Summer of '86: Prelude</a>