Robert's Story: Chapter One Sex School

While I was born in 1969, my life didn’t really begin until junior year in high school. 

Since middle school I was deemed a nerd. At 16 my life was all about comic books, Star Wars, TV and jerking-off.

I spent the last year of my life stroking it to one girl, Gail, the most beautiful 16 year old in the world. I’ve known Gail for a long time. She was the first girl to get boobs. She was the first to look great in a pair of jeans. Over the past year she got even sexier. She no longer looked like a girl, she looked like a woman.

Before drama class she stood in the hallway talking to her friends. She stood 5’7. She wore a tight pair of jeans. Her white sweater stuck to her body, revealing her c-cup breasts for all to marvel.

In class the teacher informed us that we’d be paired up in groups of two to perform a scene at the end on Monday. All I could think was that I couldn’t go to the comic store, because I had to memorize and practice a scene over the weekend. That stopped mattering the moment he paired me up with Gail. I was nervous. The only time I ever talked to her was in my fantasies. There she was walking over to me.

“Hey Robert.”

“Hey.”

“Do you want to practice at your house today, my mom is having company.”

“Sure, do you want to meet me at the bus?”

She smiled and said, “I have a car.”

As we drove to my house we made small talk.

We entered my house. It was dead silent.

“Where are your parents?”

“At work. It’s Friday, they’ll be home around 5.”

“Where do you want to practice?”

“Let’s go in my room.” My thinking on that was I could brag to all my friends that I had Gail in my room.

As we entered my room Gail said, “It’s obvious you like “Star Wars.”

“The force is strong within me,” I replied.

Dead silence. We stared at each other awkwardly.

“Can you get me something to drink,” she asked.

“What do you want?”

“A Coke.”

“I can do that.”

I ran to the kitchen. Put ice in a glass. Poured the Coke and hurried back to my room.

When I returned I found Gail sitting on my extra bed flipping through an issue of “Hustler” that I usually hid under the above-mentioned bed. I turned a bright shade of red.

“You didn’t do a very good job of hiding it, it was sticking out,” she said.

I just stood there holding the drink.

“Nice collection,” she said.

I was worried that she was going to tell everyone at school that I was a porno-loving pervert.

“I’m holding them for a friend,” I said and prayed that she’d believe my lie.

“Sure you are, put the drink down and come sit next to me.”

I put the drink on the table and went to sit next to her.

“Do you play with yourself when you look at these magazines.”

I nodded yes.

“If I posed like the girls in these magazines, will you let me watch you play with it?”

I didn’t know what to say. No girl really ever talked to me, nor have they ever asked me to stroke my cock in front of them. Before I could say yes or no Gail had already removed her top. Unfastened her bra. Slowly removed her tight jeans. Then took off her panties revealing her shaved pussy.

My cock was so hard.

“Go over to your bed and take it out,” she demanded.

I jumped over to it. She started doing the poses. Rubbing her pussy. As I took off my pants and underwear her eyes got wider.

“Holy shit you have a huge cock. You might even be bigger than the guys in this magazine.”

I didn’t know what to say. Besides porno mags I’ve never seen another guys cock.

“That’s the biggest cock I’ve ever seen.”

I started to stroke it.

“Stop!” she yelled as she crawled over to me on all fours. She then said, “Can I touch it?”

I said yes.

As she started sucking on my cock I thought to myself it’s kind of weird that I’ve never kissed a girl but now I have one sucking my cock.

She then looked up to me and asked if we could fuck.

This was the moment I’d waited for. This was the moment I jerked-off to every night. So of course I said yes.

She climbed on top. I’d love to say I had the stamina of Superman the sad truth is the moment my cock touched her pussy I came.

We held each other on my bed making out. My hands were exploring her body. Her hands were stroking my cock. It was getting hard again.

Once again she climbed on top and started bouncing. While I didn’t set any records I lasted about 3 minutes before I once again filled her pussy with cum.

Afterwards we were making out once again. My eye caught a glimpse of the clock. I jumped-up and said, “You gotta leave, my parents are going to be home soon.”

The lectures I would get for having a girl in my room would be too hard to handle.

Gail quickly got dressed and left.

I spent the rest of the night replaying the events in my mind. The only thing that worried me is that I didn’t last very long. I was worried that Gail was going to tell all of her friends about that and they would start calling me minuteman. I was worried my fucking career was over before it started.

I went to bed that night stroking my cock thinking about Gail.

My Saturdays usually consisted of biking to the comic store with Eric. Then spend the rest of the day and night reading and talking about comics and playing Colecovision. That would not happen this week. At 9:30 A.M. the phone rang.

“Robert it’s for you,” my mom yelled.

I got out of bed, walked to the kitchen and my mom handed me the phone.

“Hello,” I said into the phone.

“Hey Robert, it’s Gail. I know we didn’t get much rehearsing done yesterday, so I was wondering if you had time today.”

“Sure.”

“Come over around 1.”

“Okay,” I said as I hung up the phone.

“Who was that?” my mom asked.

“That’s Gail from drama class, we’re partnered up in a scene. Can you give me a ride?”

“Maybe your little girlfriend would love to come to dinner with us tonight,” my said.

I ignored her.

The ride over was unbearable. All I could think of was Gail riding my cock and my mom was asking me about her life story.

To get my mom off my back I said, “Mom we’re only drama class partners, it’s not like we’re getting married.”

I could understand my mom’s enthusiasm; this was the first time a girl that I wasn’t related to called me.

My mom dropped me off slightly before one. She stayed out front to make sure I got in. That was her excuse she really wanted to see what Gail looked like. But Gail didn’t answer the door her mom did.

Gail’s mom is hot. She had Gail when she was 16. She looked exactly like Gail but only older.

“Gail’s in her room,” she said. “It’s the door next to the bathroom.”

I walked there.

Gail’s mom went out to introduce herself to my mom.

Her door was closed so I knocked. Seductively she told me to come in. I opened the door and saw Gail, wearing a white nightie laying on her bed and playing with her pussy.

“We can’t do anything your mom is home.”

“She’s cool.”

Parents cool with their kids having sex? I was in shock the only thing I could utter was, “Are you sure?”

“Yes. Don’t I look pretty?"

I shook my head yes.

Then she said, “Now get naked and join me.”

I didn’t have to be told twice. I removed my clothes as if I was the Flash and jumped on the bed with her. My cock was already rock hard. Then I heard something I didn’t expect.

Gail yelled, “Mom his cock is hard.”

Jessica (Gail’s mom) entered her room wearing the same white nightie. “Let me see that cock,” she demanded. When I turned over and showed it to her, like Gail the day before her widened.

“Gail,” she said, “get me a ruler from your desk."

Gail did as she was told. Handed the ruler to her mom. She put it against my cock and measured it. “Fuck,” she said, “your cock is over 10 inches, that’s the biggest one I’ve ever seen.” She then told Gail to jerk me off.

As Gail frantically stroked my cock, Jessica was telling her to go faster. “I want to see him cum,” Jessica said.

Gail was stroking faster and faster. I could feel it. Soon I was spraying cum all over the place. Jessica started kissing me at that moment and afterwards said, “Good boy. Gail get a wash cloth and clean him up.”

As Gail left the room Jessica took her finger, scooped up some of the cum that landed on my chest. “Mmmmm,” she said, as she tasted it. Then she started stroking my cock and said, “Robert, you have a beautiful gift, you need to know how to use it. Today I’m going to teach you how to fuck. How does that sound?"

“It sounds good,” I responded.

She continued to tug at my cock. She kept on repeating that I have a beautiful penis.

Gail returned with the washcloth. She cleaned the cum off of me. Jessica told me to start making out with Gail. She intently watched as we kissed. “Gail is he a good kisser?” Jessica asked.

“Oh yes Mom,” Gail answered.

Jessica pulled me toward her. We started kissing. She guided my hand toward her pussy.

“Rub it,” she whispered in my ear.

I did what I was told. As I stuck my fingers in her pussy I could feel how wet she was.

“Move them in and out like you would your cock,” she instructed.

With every thrust Jessica’s moaning got louder and louder. My finger thrusts got faster and faster. Suddenly she took my fingers out of her pussy while she screamed she was cumming. She then started kissing me passionately. She then looked over toward Gail.

“Robert, look at Gail.”

I glanced over at her. She had now removed the nightie and sat on her bed rubbing her pussy. 

“When you fucked my daughter yesterday did you eat her pussy?”

“No," I replied.

“Do you know how to eat pussy?”

Once again I said no. We moved toward Gail. Jessica told her to spread he legs. Gail did as she was told.

“Robert, I’m going to show you how to eat pussy.”

Jessica then put her head between Gail’s legs. She pointed to the clit and said, “This is what you want to concentrate on." She started rubbing Gail’s clit. Gail started moaning. "I want you to kiss her clit and suck it. Your tongue can go anywhere, just as long as the clit is your bulls eye." Then she demonstrated by eating her own daughter out in front of me. My cock was getting rock hard. I started to play with it. Jessica slapped me on my hand and told me not to do that. She then told me it was my turn.

I did exactly what Jessica did. I guess I was doing something right because Gail was moaning.

Jessica tapped me on the shoulder and said it was her turn. She had me lay on the bed. She sat on my face and told Gail to suck my cock.

I soon realized they were both sucking my cock. I wanted to see that but Jessica’s beautiful ass was obstructing my view.

I soon heard Jessica ask Gail if she wanted to sit on my cock. Gail said yes. Jess climbed off my face as Gail mounted my cock.

“Do you like his cock baby,” Jessica asked.

“Oh yes Mom,” Gail replied.

As Gail was riding me, Jess was talking dirty, this combination was too much. With a short warning my cum filled Gail’s pussy. Jessica lifted her up and licked the cum from Gail’s cunt.

After a short break round 3 began. It started with Gail and Jessica making out. They kissed each other all over their bodies. My cock was once again getting rock hard. Instead of waiting for Jess to instruct me I walked over to her and entered her pussy from behind. She squealed with delight.

Gail looked up and shouted, “Fuck my mommy.” She then moved to me and we started kissing. Gail then said, “I want to taste Mommy’s pussy on your cock.”

I pulled it out and Gail started sucking my cock. Then Jessica joined in.

Jess then instructed Gail to get on all fours. I entered her as Jessica got below and started licking my balls. Jess then had me lay on the bed. She got on my cock. Gail sat on my face. They were moaning so loud. Finally they rested on the bed. Jess told me to fuck them both. My cock went from pussy to pussy. Jess could tell I was about to cum and demanded that I blow my load all over them. I did. Then I plopped on the bed.

As they cleaned themselves up Jess asked if I had one more load in me.

“I think I do,” I replied.

Jess looked at Gail and me and told us to have fun. She then left the room.

Gail plopped down next to me and we started making out. All I’ll say is that I used everything Jess taught me and gave Gail the fucking I used to fantasize about,

As I was getting ready to leave, Jessica told me that I shouldn’t waste what I have and that I should come over everyday after school for practice.

“I’ll be there,” I said.

Jessica kissed me and said, “By the time we’re done with you, you’ll be an expert at fucking.”

I could see my mom pull up on the driveway. I kissed Gail goodbye. Ran out the door.

As we pulled away my mom asked if we got all our homework done.

“No,” I replied, “I guess I’ll have to come back tomorrow.”