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Jack N Me
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Jack n Me
My earliest memory of Jack was of him pushing me down the street on my new two-wheel bike. I was around six and having a hell of a time learning to ride. Jack Bradshaw was my next-door neighbor and he took it upon himself to teach me to ride. Jack was almost eleven and I loved the guy. I mean he was tall and was starting to get muscles and he was just cool. I was still kind of short and pudgy and not very coordinated so I looked up to Jack like he was a Greek god.
I think he felt sorry for me when I crashed into his mom’s lilac bushes trying to keep the bike upright. I smashed into the big bushes and went over the handlebar and landed on my head. I was upside down in the thick of the bush. Of course I began crying and the next thing I knew, Jack had crawled into it and had picked me up and carried me out into the yard.
I was bawling and had a cut on my chin and Jack held me and rubbed my back and told me it was going to be okay. I felt so safe in his arms and from that moment on I loved him.
It took almost two weeks and many spills, but I finally got it. I’d get on the bike and Jack would hold onto the seat and steady me, and then he’d run along and I’d peddle and away we’d go. Usually when he let go I’d flop over but I finally got it. Jack was very happy and watched me from the middle of the street as I rode down the block.
“You have to make a turn and ride back Joey,” he yelled to me.
I’d never tried turning before. But how hard could it be? I swung to the side of the street and then turned the handlebars to the left and made an arc toward the other side of the street. The only problem was that Mrs. Hardy’s car was parked right where I was headed. I slammed into the rear end of her car and flew over the handlebar as usual and smacked my head into the window and slid off the trunk.
I lay there in the street dazed and then I felt Jack’s hands helping me up. Mrs. Hardy was fussing over me and wanted to call an ambulance.
“Are you okay Joey?” Jack asked softly.
“I think so. Is my bike broken?”
“The handlebars are crooked but I can fix that.”
“My car is fine too, you ran into the bumper,” Mrs. Hardy said. “Don’t worry about that sweetie.”
Jack helped me up and straddled the front wheel and pinched it between his legs and twisted the handlebars back in place.
“I think I’ll walk back,” I said.
“Good idea,” Jack said grinning.
After that day Jack and I became best friends. It seemed strange that an eleven-year old was friends with a six-year old but we lived next door to each other and spent a lot of time together. Jack’s room was on the second floor right across from mine. We were only thirty feet apart and could see into each other’s room.
A lot of times in the morning Jack would look over and ask me what I was doing that day and we’d make plans to go fishing or something. We both liked fishing and camping and swimming so we spent a lot of time together. He had a lot of other older friends but he always made time for me. In the winter we’d play board games and checkers.
Jack taught me to play chess when I was nine. That became our favorite game. We each had a board set up in our bedroom and would he could yell over his move. I’d move his piece on my board and call back my counter-move. We always had a game going. We also played together a lot too on a board at one or the other’s house.
Jack was fourteen then and had really filled out with muscles. His face was even more handsome and I could see that he had hair under is arms. If he had hair there, he probably had some in his pants too, but I was too embarrassed to ask.
That summer we were fishing at the river and it was hot as hell. The fish weren’t biting and we were cooking.
“Let’s swim,” Jack said.
“We don’t have swimming suits,” I said.
“We can wear our underwear.”
“Then we’ll have to wear wet underwear the rest of the day,” I said.
“Well, then lets go naked.”
“Naked?”
“Yeah, it’s no big deal is it Joey?”
“Well, I guess not.”
Jack was on his feet and pulled off his tee shirt. We were already barefoot. He pulled down his jeans and then hooked his thumbs in his underwear and pulled them down and kicked them off his feet. There he stood. There was his peter. He looked at me.
“Get undressed Joey.”
I was mesmerized by his peter. Damn it was twice as big as mine. He had a thick bush of hair around it and I was as hairless as an egg.
“I’m not sure Jack,” I said.
“Joey, if you’re worried about your dick being small, that’s okay. It’ll grow when you get a little older. Mine grew when I was eleven.”
“When did you get that hair?” I asked.
“It started a little after my dick grew. I’ve got some under my arms too,” he said lifting his arms to show me.”
“It looks nice Jack,” I said.
“Come on. I won’t make fun of you. We’re pals.”
I finally got the courage to strip. My dick looked like a little nubbin compared to his big thing that hung down and swung back and forth.
“See, you’re fine Joey. It’ll grow. It might be bigger than mine someday.”
We swam and had a great time. When we finished we lay on the bank for a bit to dry off before we put our clothes on. I looked at his dick lying over his leg.
“You really think mine will get that big?” I asked.
“Sure. Everyone gets puberty.”
Well two summers later, when I was twelve and Jack was sixteen, we were at the river again and I suggested we go swimming. We’d swam naked dozens of times between that first time and now, but I had something to show him since this was the first time that summer. He got naked and stood there waiting.
I made a big production of getting naked and when I dropped my underwear his eyes got big. My dick had doubled in size and I had about twenty hairs. Jack made a big fuss over it and congratulated me on becoming a man.
Jack taught me about fishing and hunting and we did a lot of camping in the next two years. Even though I was four years younger than he was, we were best friends and did everything together. But when he graduated that next spring, I knew things were going to change. Jack was going off to college. I wasn’t sure how I was going to get along without him, and I was miserable.
“You’ve got other friends,” he said a few days before he was going to leave for college. “And I’ll be home for holidays and in the summer.”
“But my other friends aren’t you Jack. We’ve been together forever.”
I cried when he left. He hugged me and said he’d see me at Thanksgiving and drove away. I was miserable.
For the next four years I was without the guy I loved most in the world. He’d come home on holidays and we’d fish and hunt and play chess, and then he’d have to go back to college and I’d be alone again. I turned eighteen during the school year of my last high school semester and my best friend wasn’t there for the big day. It was a very sad birthday for me.
I’d matured from a pudgy short little guy to a pretty tall, slim kid. I was almost six feet tall and had filled out pretty nicely. My hair was medium brown and with my light blue eyes I looked pretty good. A lot of the girls said I was “cute”. Jack had matured too, to a very handsome guy with a terrific body and dark medium length hair. He was about the same height at me and maybe a little heavier with his muscles.
But then one day I looked out the window and there was Jack’s car parked in the driveway. I’d just gotten up and had a big piss hard-on and had come from the bathroom after peeing. I looked across the space between our bedrooms and there was Jack, lying on the top of the covers on his bed. He was naked.
“Holy shit,” I thought.
I
’d seen Jack naked a lot of times but I’d never seen him with a boner. He was still sleeping and was on his back and his cock was sticking up in the air. Damn it was big. Damn it looked nice. Damn, it turned me on.
My cock was still hard from my piss hard-on and I began rubbing it. I’d learned about jacking off from my buddies but Jack and I had never talked about anything like that. Now watching him there, I wrapped my hand around my boner and began slowly stroking it.
I pulled my boxers down and stepped out of them. I picked them up and held them in one hand and began jacking off, watching my best friend sleeping naked.
When I came I held my dick in my wadded up boxers and shot the cum into them. I shuddered and milked the last cum out of my dick.
“Dang,” I thought.
I showered and when I came out of the shower I looked and Jack must have gotten up. I stood there holding my towel in my hand and suddenly he came into his room with a damp towel in his hand. He was naked yet and had just gotten out of the shower.
He looked across and grinned.
“What the hell? Why are you naked Joey?”
“I just got out of the shower, why are you?”
“Same here. What’s up for today?”
“I’m spending it with the best friend I ever had.”
“Really? Who would that be?”
I pulled on some shorts and didn’t even bother with underwear. I ran downstairs and across the yard. His parents were at work and I didn’t bother knocking, and just ran into the house and up the stairs. He had on a pair of loose boxers and opened the door when he heard me stampeding up the steps.
I ran to him and he threw his arms around me. We hugged and hugged. I began crying.
“What’s wrong Champ?”
“I’m so damn glad to see you Jack. I’ve missed you so much.”
“Well I’m home all summer. We’re going to make this the summer of Jack and Joey.”
“Really? What are we going to do Jack?”
“We’re going to fish and camp and maybe take a trip up north. I’m going to work part time to make some money for college next fall but I’ll have a lot of spare time.”
“You’ve been in college for four years already. I thought you’d be done.”
“I’m going to graduate school Joey. I’ll be at the same school as before but I’ll be taking graduate classes.”
“You know I graduated high school this year.”
“Of course, what are you going to do next?”
“I’m going to college at the two-year campus. It’s only ten miles away and I can live at home. It costs a lot less and my parents want me to go there so I can save money. I was hoping you’d be home for good.”
“Well don’t worry about it now. Let’s go up to the diner and have breakfast.”
We were still standing nearly naked with our arms around each other. Jack squeezed me hard and then kissed me on the cheek.
“What was that for Jack?”
“It was because I’ve missed my little buddy so much, and because I love you.”
I kissed him on the neck.
“I love you Jack,” I said.
Jack and I spent the whole day together and it was amazing. We drove around in his car and then we went to the river. We stripped down and went swimming. Jack commented that I didn’t have to worry about having a little dick any more. We laughed about when I had been worried about it.
“I told you it would grow,” Jack said.
“Yeah, it’s almost as big as yours now.”
“They all look the same until they get hard,” Jack said.
He didn’t know that I’d seen his hard, and I knew it was bigger.
Actually over the years that Jack had been at school, I’d come to think that I might be gay. I knew that I liked looking at cute guys and wanted to see their dicks and butts. A few times after I’d turned eighteen I’d even played with a couple of my buddies but real sex was not something that I knew a lot about. We’d jacked off together a few times but never got past that. I really wanted to go father but I was afraid I’d be called “queer” or a “fag” and I didn’t want that to happen.
About a week after Jack got home for the summer it was a very hot day and that night it stayed very hot and humid. I had a fan blowing on me but it was still hard to sleep. I got up and looked over to see if I might catch Jack naked and hard but he wasn’t in his room. That was strange. His car was in the driveway.
I looked down and saw him lying on the pull out couch on the front screened-porch. It was always cooler on the porch so he slept there when it was really hot. He had a sheet over him and it was part way off, and I could see he was naked under it. I got hard looking at him.
I could see he had a hard-on from the tent in the sheet. I pulled my boxers off and stood there in the window and watched him and began stroking my cock.
I’d just started when Jack rolled around and threw the sheet off. His cock was beautiful. It was bigger than mine and I’d measured mine at six-inches. His was thicker too.
I could see him plainly and he rubbed his cock a few times and then, damn, he wrapped his hand around it and began jacking it. He started slowly and I watched as his big balls jumped around as he jacked himself. Then he did something that kind of surprised me. He took his free hand and put it under his balls and stuck his finger in his ass.
“Holy shit,” I whispered.
Jack began jacking faster. I sped up too. I wanted to cum together. It didn’t take long and he squirted a big string of cum up onto his belly. Then he had a couple more squirts that dribbled into his pubes. I closed my eyes and came onto my boxers. I milked my cock out and then wadded them up. I opened my eyes and Jack was lying on the bed… watching me.
I turned away from the window and hurried to the shower. Oh fuck, what the hell was I going to say?
I saw Jack pull out of the driveway in his car a bit later after I’d gotten out of the shower. Shit he probably thought I was a pervert and our friendship was over. I lay on my bed and cried.
“You really fucked that up Joey,” I said. “The most wonderful guy in the world knows you’re gay. Fuck!”
A while later I heard Jack pull into the driveway. He walked over to the yard between us. He looked up to my room. I was kind of standing back away from the window.
“I can see you Joey.”
I moved closer to the window.
“Come down will you?”
Oh fuck here it was. Jack was going to tell me never to talk to him again. I walked down the stairs and out to the lawn. I walked up to Jack.
“Let’s go upstairs to my bedroom,” he said. I followed him through the house, his gorgeous butt right in front of me. As we climbed the stairs his beautiful butt cheeks were right in my face and I had all I could do not to reach out and grab them. We went into his room and he sat on the edge of the bed.
“Jack, I’m sorry I shouldn’t have been spying on you.”
“Are you gay Joey?”
I began crying.
“I think I am Jack. I’ve never done anything with anyone but I think about it a lot. I’m so sorry Jack. Can we just forget it?”
“Have you done gay stuff with other boys?”
I shook my head.
“Well a couple of times I jacked off with a couple of my friends, but we never did anything more than that.”
“Then how do you know you’re gay?”
“Jack, I’ve thought about gay stuff for years. Ever since that first time we went naked swimming and I saw your cock. I thought about it every time I got horny. I dreamt about it.”
“Have you watched me before?”
My face turned red.
“I’m sorry Jack. I can’t help it that I’m gay.”
“There’s nothing wrong with being gay Joey. A lot of guys are gay and some are bisexual. It’s just how we are.”
“What do you mean Jack?”
“I mean I’ve been with girls Joey. And I’ve been with guys too.”
>
You could have knocked me over with a feather.
“You’ve done gay stuff?”
He nodded.
“Holy shit Jack. With guys at school?”
He nodded.
“What did you do?”
He grinned.
“I’m not going to talk about my sexual exploits to you Joey.”
“Well I’m eighteen, why not?”
“Because you’re four years younger than me and we’ve been friends since we were kids.”
“But I’m curious Jack. You could teach me.”
“I don’t feel right about us doing anything,” he said. “I mean we’ve been neighbors and friends for twelve years. It would be like messing around with my brother, and you’re so much younger than me.”
“So what Jack? Why would it matter if we’ve been friends for a long time? I’m eighteen. I can do what I want to.”
“I still don’t feel right.”
I turned away and began crying. I felt so empty. Jack had rejected me and now I had no one.
“Joey, come on, we can still be friends.”
“I don’t want to just be friends Jack. I want to be more than friends.”
He sat down on his bed. I could tell he was very conflicted.
“Joey, what if you just think you’re gay? What would happen if we did something and then you found out you didn’t enjoy it after all? That would really wreck our friendship.”
“How will I ever know if I don’t try it Jack?”
“Try it with one of your friends.”
“And what happens if I try something and he’s not gay and he tells everyone?”
“Jeez Joey, you’re making this very hard for me.”
I grinned.
“I’d like to see it hard Jack.”
He grinned.
“You little shit. I don’t know.”
“Come on Jack, just try it with me. Just once.”
He shook his head and then crooked his finger. I walked over and stopped in front of him.
I didn’t say a word. He lifted the bottom of my tee shirt over my head and pulled it off. Then he pulled down my shorts and underwear to the floor. I stepped out of them and he motioned for me to lie back on the bed. He took off my tennis shoes and then my socks and massaged my feet. Then he leaned over and kissed each foot and licked the soles. I was getting very excited as he sucked each toe into his mouth. My cock was leaking like a hose as he worked up each of my legs and licked and kissed them. When he got to my crotch he licked my balls and raised them up and licked under my sack. I could hardly stand it.