Tommy series – part one – chapter 2

sex stories

Tommy Series by Tom Cup

Copyright 2000 – 2004 by TomCup.com, All rights reserved.

This is a fictional story involving youth/youth and adult/youth sexual relationships. If this type of material offends you, please do not read any further. This material is intended for mature adult audiences. Names, characters, locations and incidents are either the product of the author's imagination or are used fictitiously. Any resemblance to actual events or locales, or persons, living or dead, is entirely coincidental.

This story is part of the Tommy Series: Book 1 Mr. Steel; Book 2 Growing up; Book 3 Returning Home

To support these and other stories by Tom Cup, visit: />
TOMMY SERIES
PART 1
CHAPTER TWO

Summer vacation started a week or so after the school camping trip and during the time left at school I didn't see Mr. Steel once. My stomach was churning and I felt sick the last day of school. I couldn't believe I wouldn't see him again. He had said we would get together during summer vacation and I wanted to find out more; and to tell him how much I liked what we did at camp.

But the last period bell rang and school let out with no sign of Mr. Steel. I was half way home when I heard someone calling my name. I turned and running up behind me was Keith waving his hand wildly.

"Man, can't you hear," he said with a smile when he finally caught up with me, "What are you doing for summer vacation?"

"Oh, nothing really,” I replied, “Dad is on TDY and who knows when he will be back; and mom is working all the time…"

Keith was quite for a time and then said, "You can come over to my house some time, you know, I mean if you want too.'

I smiled and answer, “Sure I'd like that."

"I'll walk you home and you can drop off your things and then I'll show you where I live."

"OK,” I said, and off we went.

I became a regular guess at Keith's house for the first two or three weeks after school was out. We explored our sexual awakening at every chance we got. But we could never get very far before his Mom would be checking up on us with calls of, "Are you boys OK in there? You're mighty quiet" or "You boys get washed for lunch" or "Keith, time for your chores."

There was always something. But we manage to kiss a lot and feel each other up. And I learned a lot about jerking off after getting all hot and bothered with your best friend.

So it was about three weeks into the summer, after one of my sessions with Keith, when I was out shopping for dinner with Mom and dying to get home to finish myself off, when I heard Mr. Steel calling my name. He came right over and introduced himself to Mom. He told her that he really shouldn't be saying so but that I was one of his favorites at school. My Mom was just in heaven! He told her that we all had a great time on the school camping trip and that I really seemed to enjoy it (boy was he right about that).

Mom and he chatted for quiet awhile about this and that. Mom told him that Dad was on TDY and that sometimes she worried about me being alone when she was working. That was what he was waiting for! He told her that he didn't live to far and that he really would be glad to have me hang around him for the summer; and that if she didn't mind, he was going fishing and camping for the weekend and could use a fishing and camping buddy.

To my surprise, she said that it would be great and thanked him so much for caring for me. He told her that the pleasure was all his and that he would pick me up in the morning around 4:00am. And just like that, I had a weekend date with Mr. Steel.

It was about an hour drive to the campsite. When we drive up the long twisting dirt road, I was spelled bound by the beauty of the place.

"Here we are," Mr. Steel said as we made a final left turn into a dirt drive. There in front of me was a small cabin facing a rippling blue lake.

"This is it?" I asked, "You mean the cabin?"

"Yes," laughed Mr. Steel, "This was my father's fishing lodge, as we call it. He died right before school let out. It has a lot of good memories for me."

I said, "So that's why you weren't around the last couple of weeks of school."

"Yep," he replied, "Had to see to the funeral and such. Anyway, enough of that, let's get unpacked.

We unpacked the car quickly and then had breakfast. I was standing and staring out the window when Mr. Steel came up behind me and put his arm around my shoulder. We stood like that for a while and then he said, "We gotta talk."

"OK," I said.

We walked over to a large old arm chair that was in the corner of the room. Mr. Steel sat down and I stood between his legs. We were just about eye-to-eye this way. He looked at me and smiled.

"I love the color of your eyes," he said as he brushed my bangs away for a better look, "You have the most beautiful green eyes I have ever seen."

I blushed and he reached out and lifted my chin so we were looking into each other’s eyes.

"Tom," he started, "I really liked what happen on the school camping trip but if you don't want to do anything like that again it's OK. We can still be friends."

"I know," I replied, "but I do want too. I really, really like you."

"I just want to be sure you understand what is happening here, and that you know you are in charge. If you say 'no', then that will be fine with me."

"I'm not gonna say no," I said.

He seemed a little shocked at first but then started to laugh.

"Come here," he said.

I moved in closer between his legs, into his embrace. He held me tight and I could feel both of our dicks getting hard.

"You can have all of me," I whispered, "I want you too".

He backed me away and looked again in my eyes. He then touched my lips with his fingers and asked, "You mean this?"

"Yes," I replied, and he kissed me gently as I parted my lips and welcomed his tongue. He looked at me again and gently rubbed my chest through the white BVD T-shirt I was wearing.

"And this?" he asked.

"Yes," I replied again. He pulled the T-shirt over my head, tossed it on the floor, and slow ran his tongue over my chest and nipples. I groaned; he stopped and kissed me passionately. His hands roamed freely over my chest, back and stomach as we kissed.

Again he stopped to ask, as he felt my cock through my tight fitting Levis', "What about this?"

"Yes," again I replied. He unzipped my pants and pulled them down around my ankles with my underpants. He kissed me again as his hand played with my cock and balls. I was in heaven.

But he stopped once more as his hand rested cupping my ass. "Even this?" he asked.

"Yes," I said, "Anything you want." With that he scooped me up into his arms, and standing up, took me to the bed that was in the opposite corner of the room.

As Mr. Steel laid me on the bed, I kicked my sneakers off to make it easier to get my pants all the way off. Mr. Steel pulled them off and then my undies. But left my white gym socks on. He was kneeling between my legs and rubbing his hands up and down my groin and all over my body. Finally he paused long enough to get undressed.

I watch him, loving how muscular and handsome he was. Then he climbed back into bed and we held each other. I could feel the warmth and hardness of his boner pressing against me and my boner pressing against him. We kissed as he cupped, kneaded, and played with my ass.

His kisses began to leave my lips, and he kissed and sucked on my ear. was my only rely. His tongue slipped down to my neck and on to my chest. He played circles around my nipples. My breathing became rapid. He continued, tonguing my stomach, and licking my belly button until finally I felt the warmth of his breath on my cock. His lips wrapped around it like he was savoring his favorite lollipop. He sucked me slowly but firmly, licking my balls as a side dish. I played with his hair as he did this, and lifted and lowered my hips as it went along.

He grabbed my ass at one point and began to lick, suck, and poke his tongue in and out of it. That made me thrash back and forth on the bed wildly until he slowly came back to my balls and cock. I was ready to explode when he stopped and reach over to the dresser drawer next to the bed.

I begged, "Don't stop."

He bent over and kissed me. "I'm not going too," he whispered.

He rolled me over on top of him and I could feel his finger playing with my ass and sliding in. He pulled it out, and it was then I saw that he was putting something on his hand and then massaging it into my ass ring. I didn't care; it felt so good and whatever he want to do I wanted to do. I really loved and trusted him.

He continued fingering me until I was grinding on his finger ever time he put it in my ass. My cock was still as hard as a rock. He rolled me back onto my back and lifted my legs. He sucked me just for a bit and then put the head of his cock at my ass entrance.

"If it hurts too bad," he said, "You tell me and I'll stop, OK?"

I nodded and closed my eyes, preparing for what was coming.

The first thing I felt was the warmth of his cock against my asshole and butt; and the pressure of him leaning into me. I felt my ass begin to part as Mr. Steel gently but firmly continued to push. Then there was a slight pop and a sudden flash of pain. I gasped and Mr. Steel stopped pushing. The pain was intense but subsided as quickly as it had started.

"It's OK," I said as the pain began to leave, "It doesn't hurt anymore."

Mr. Steel smiled and said, "I know but let's just wait a minute."

He laid on top of me with the head of his cock in my ass and looked deep in my eyes, rubbed my cheeks with the back of his hand, and kissed me. My ass really began to relax and he slowly moved forward. This time it wasn’t pain but extreme pleasure I was feeling.

"God," I groaned, "I think I'm gonna cum."

"Not yet," replied Mr. Steel and backed his cock out a bit to give me time to calm down. We waited until my cock stopped jumping up and down and then he said, "OK?' I nodded and he slid his cock into me to the hilt.

I had never imagined that such pleasure existed in the world. Mr. Steel would pull his cock almost out and then slide it slowly back into my ass. Each time the warmth filling my ass made me gasp for air. He was bent over me slowly fucking me and at the same time either kissing me or sucking on my ear or nipples. I knew I couldn't take much more of this without shooting my load; and yet I wanted him to fuck me forever.

He began to pick up the pace fucking me in short thrusts. He was deep in my ass and it felt like his dick was clear up in my stomach.

"You OK? " he asked.

"I don't… think I… can take… much… more," I replied, in the rhythm of his thrusting cock, "I'm… gonna… cum."

"I'm close too," he replied, "You wanna?"

I nodded and managed a with that he began to fuck me in earnest.

Each time he thrust into me I could feel my balls fill with more cum. I could feel his cock pushing me to the brink of orgasm. I could feel my ass opening wider to accept more of his pulsing member. And then I felt the first spasms of fulfillment.

I grunted as my ass began to spasm and clamp around his cock. Cum began pumping out of my dick.

"Oh god," he moaned and thrust one last time deeply into me, as he shot his hot cum into my ass.

story by: Tom Cup



Tags: fiction masturbation consensual sex mature anal gay boy / boy sex story

Author: Tom Cup



Related sex stories:

  • My best friend sex story

    My husband tasted her pussy by putting his fingers into his mouth, then smiled and extended his finger to my direction. I slowly walked to the bed to taste my best friend’s pussy but I already knew how it tasted. He lowered his head onto her clit sucking her cunt lips, sending Terry shivering and screaming. I was very excited to be marrying the man of my dreams. I had fantasized how magical our marriage and sex life would be,...

  • Hot Story of Sex with Twins

    I brought my tongue to rest on her joy, holding it pulsating it with small movements direct on the place she wanted kissed the most. She grabbed hold of my head again. I started to run my tongue in small circles around her clit slowly, direct, purposeful. I licked not moving my head just working my tongue so she grabbed my hair and pulled my head down. Sometimes dreams do come true.I had lived next door (more…)

  • Sex in a taxi with Jane

    I jumped in the back seat and Jane slid in next to me. I told the driver where we were going and we took off. Before I even had the address complete Jane had undone my zip, pulled my cock out and started wanking me. My pre-cum was oozing again. Jane whispered in my ear‘I want to suck you and lick you clean.’ I had been seeing Jane for about 6 months and our relationship was pretty solid.She was 43...

  • Quite a surprise

    Not into long stories. Been divorced about 25 years and was surfing sls to meet some new poeple. I had previously been successful meeting couples and really wanted to meet some new couples in Florida. Finally, I got an e-mail form an sls couple and agreed to meet them at their home. They are very nice looking and obvuiousy very comfortable intheir lifestyle. We talked for a while and looked at the computer and just relaxed. I had a couple...

  • The backseat adventure

    I had always told my wife of my desire to keep our sex life exciting. I would go to swingers sites and talk to people but couldn't get her to join me. We have a great sex life and I do everything I can to keep it that way. I was talking to a single guy, Mike, and telling him how we just started and she was very shy and not sure if she was ready to try swinging. After...

Our first crazy exsperience at exclusive sex party

Lila was so beautiful

Lelo Gigi show over Skype

The ride home

She gets seduced

Leave a Reply

Your email address will not be published.