Tyler

I must say I didn't take to Tyler at first. I didn't like the way he tended to boss Mikey around and the kid was a bit of a loudmouth and crude with it. He was a year or so older than Mike and you couldn't find a more different pair. Mike had dark curly hair and Mediterranean good looks while Tyler was stocky, tow-haired and inclined to be chubby. Mike's parents had separated and he was living with his mother next door to me in "Alimony Row" where nearly everybody seemed to be divorced -including me. After a couple of inconclusive dates with Mike's mother, Trish, we both decided that romance between us was unlikely and decided to remain good friends instead. On that level, it worked pretty well: I got my laundry done and Trish was sure of a helping hand with any big jobs around the house. Once Mike was certain that I posed no threat to memories of his Dad, I became a sort of coach-come-uncle to him and we spent a lot of time together. He was a quiet, lonely sort of kid and I was glad that he had found a friend. Although I was still not too sure about Tyler's influence.

There was still a lot of work to be done on the house; the main reason why I had been able to afford it after my crippling alimony payouts, but I was happy enough to work steadily through the long list of things to be done. The two boys helped me out from time to time and they always seemed pleased with the few bucks I gave them. One afternoon, I was painting the back of the house when Mike arrived with Tyler in tow. I've never been too keen on heights, so I asked one of them hold the ladder steady and sent the other to organise some cool drinks for us. As the heavier of the two, Tyler volunteered to anchor the ladder and climbed the first few rungs below me. It was a hot summer day and, reckoning that it was easier to clean the paint off me than my clothes, I was wearing only an old pair of shorts and some sandals. The boys knew by now to come dressed for work whenever they visited and they were cool about my casual dress sense. I carried on with my painting, making small talk with Tyler about his recent fishing trip to Florida, until we heard a call from Mike. My feet ached from standing on the ladder rungs and my throat felt dry from the paint smell, so the break was very welcome.

A few minutes later, as I sipped my ice-cool beer, I noticed that there seemed to be a lot of nudging and whispering coming from where the two boys were sitting, side-by-side on the swing seat. "What's up guys?" I asked innocently. The only reply I got was the usual "Nothin'" you always seem to get from kids, so I gave up and went back to my painting, leaving them to snigger on alone. What I did notice though, was that Tyler seemed very keen to get back to holding the ladder for me once more. We chatted on as before, but whenever I glanced down, he never seemed to make any eye contact with me. His gaze kept straying to my shorts and I suddenly realised that without a jock to conceal them, he was getting a good view of everything I possessed! There was no way that I could cover myself without making it too obvious and I didn't want to embarrass either of us by letting him see that I had noticed, so I decided to carry on with my painting. The knowledge that I was putting on a free peep show was having an effect on me and I could feel my cock starting to stiffen up. Tyler was making no secret of his interest by now, and stared upwards, open mouthed, fascinated by my steadily growing erection. If I came down the ladder, the tent in the front of my shorts would be even more obvious at close range, so I just gritted my teeth and tried desperately to think of something else.

It seemed to take an age before my rebellious manhood finally drooped back to its normal state and I could climb down, hardly daring to look at Tyler. His freckled face seemed a lot more red than usual and there was a sizeable bulge in the front of his jogging pants; he sure had enjoyed the show.

The back of the house painted, I decided to give myself a break for a while, so a few days passed before I saw either of the two boys again, until Tyler turned up on his mountain bike alone.

"No Mikey?" I asked. He shook his head and I suddenly remembered that Trish had gone to stay with her parents for a few days, taking Mike with her. Tyler's own folks lived on the other side of town, so he must have made quite a journey in the heat just to visit with me. With Trish away, I hadn't really spoken to anyone apart from the mailman, so I was glad of his company. He parked his bike against the wall of the house and came over to where I lay sprawled out on a lounger. Despite his long ride he looked cool in blue lycra cycling shorts and 'Simpsons' tee shirt. Good choice; you look a lot like Bart from here. I thought as I passed him a can from the cooler box at my side.

When he wasn't trying to impress, Tyler was quite good company, but I began to notice that he was dropping a lot of sexual innuendo into his conversation, as if he was trying to see how far he could go to shock me. From time to time he would sneak a glance at the crotch of my shorts when he thought I wasn't looking and I suspected that he had chosen to sit on the grass rather than on the swing seat for a better view. After a while, I began to tire of his smutty talk and furtive looks and decided that he needed taking down a peg or two. When his glance strayed downwards yet again, I spread my legs wide apart and challenged him.

"Didn't you see enough when I was up the ladder? Why not take a good look and be satisfied?"

The poor lad turned bright scarlet and for a moment I thought he was going to burst into tears of embarrassment. You've gone too far. I thought and clumsily tried to make amends.

"OK...OK, kid. Cool it. I'm not angry with you - really I'm not."

I was angrier with myself than with him, especially when he tried to explain.

"I'm really sorry I was looking at your¡­" He tried to think of a word that didn't sound smutty, but gave up the struggle. "I've never seen a real grown-up 'thing' before."

"Penis." I said bluntly. "It's called a penis." I smiled at the shocked look on his face -I had finally managed to get through to him, so I added. "Anyway, what's the big deal? You've got one too, and judging by that bulge in your shorts, it's nothing to be ashamed of."

He smiled weakly and couldn't resist looking down at the shiny Lycra mound below his waist. His rigid little dick was clearly outlined in the skin-tight fabric, pressed tight up against his stomach. I wonder what it looks like? I thought idly, but my conscience pulled me up with a jerk. Watch it fella! Guy's have ended up in jail for what you're thinking!

When Mikey had timidly broached the subject of sex some while back, I decided to answer all of his questions calmly and objectively, realising that I was the nearest thing to a Dad that he knew. He had just been shown how to masturbate by Tyler and the older boy had fed him all kinds of bullshit, which had left him feeling ashamed and confused. I explained, as best I could, how most guys jerked off at some time during their lives and that it was certainly nothing for him to be worried or ashamed about. My policy of total honesty took a real body blow though, when he asked me innocently. "Do you still do it?"

I took a deep breath and admitted. "Sometimes."

All the while my mind was struggling with a mixture of wild thoughts and emotions, Tyler had been stroking his balls through the stretchy material of his shorts, gazing into the distance and trying hard to look as though he was doing it unintentionally. I pretended not to notice and began to flip through the magazine I had been reading before he arrived. I glanced up quickly and was just in time to catch him giving me a puzzled look, as if he was trying to judge my reaction. He must have felt pretty confident, for when he saw me watching, he smirked and drew his fingers slowly up and over his trapped cock. The shiny blue fabric glinted in the sunlight and I could see a small, damp stain just above the rounded tip. There was little sign of any of his earlier embarrassment and his expression was slightly mocking, as if he was saying "Do you like what you see?"

This has got to stop. I thought, and I heard myself say weakly.
"Please don't do that." His expression turned to one of pained innocence.
"Do what?"
"Stroking yourself like that."
"Oh sorry!" He said casually. "I was uncomfortable."

I should have left it at that, but like a fool, I responded.
"Well, you're making me feel uncomfortable too."
The little devil took a long look at my shorts, and said smugly.
"Yeah, I can see that."

I should have come on heavy and told him to leave, of course. I was still a newcomer in this small town and if any word got out about this -I was dead! They probably still ran lynch mobs in this neck of the woods. 'Relax!' My inner voice soothed. 'This kid's no angel. He knows what it's all about and he's telling you it's playtime. ...So, why not? It's about time you got a bit of fun back in your life'. I gulped hard at the thought: Why was Tyler acting so blatantly with me, of all people? He probably had dozens of kids of his own age for jerking buddies -he was that kind of boy -so why should he think that I might be interested? He must have had some other reason.

I suddenly realised that the answer must lie with Mikey. Yes, that was it! The younger boy must have let slip something about our sex talk that had triggered Tyler's boyish fantasies, while my accidental peep show up the ladder had probably clinched it for him. I guess I had forgotten what is was like to be his age; with all those hormones racing around your body -it was hardly surprising he was so curious.

Mistaking my embarrassed silence for approval, Tyler slipped his hand inside his shorts and I saw his knuckles stretch the skin-tight Lycra as he lifted his genitals into a more comfortable position. His visit was turning into a 'Mexican standoff' as each of us waited for the other to make the next move. The freckle-faced kid opposite me was winning hands down so far, and he began to stroke himself under the cover of his shorts, daring me to say something. His sly grin faded and his eyes were half closed in concentration as he worked steadily on himself, while all the time he stared shamelessly at the growing bulge in my pants.

"OK Kid, you win." I whispered finally, and we both got up and entered the house.

My heart was thudding as I climbed the stairs with Tyler padding eagerly behind me. I had run out of second thoughts; my lonely existence and long abstinence had driven them all away, but that didn't mean that I wasn't scared shitless!

The bedroom was the final hurdle: I dithered about drawing the shades and laying an old sheet over the bedcovers, but Tyler was in a hurry to get started and had already dragged off his tee-shirt and struggled out of his lycra shorts, while I still fumbled with the catch of my belt, trying to delay the inevitable. He stretched out on the bed and began to stroke his cock in a lazy motion, but he stopped abruptly when I finally slid down my shorts and my cock flopped into view over the waistband. "Woweee!" His mouth dropped open and he let out long sigh of admiration and delight. As size goes, I wouldn't say that I was major league, but I'm quite proud of it. It's nicely shaped and hangs neatly over my low-hanging ball sac: Compared to his own stiff little pecker, it must have appeared enormous, for he just couldn't take his eyes off it. The sight of his naked young body started to have an effect on me as well and I could feel my cock begin to lift slowly as I lay down beside him.

Shyness seemed to strike us both, so that for some time we lay there, examining each other's bodies. I have to say that Tyler's cock was a bit of a disappointment -like him; it was stocky, thick and not very pretty. It wasn't improved by the fact that he had been circumcised. Why do parents persist in mutilating their sons in that bizarre fashion? I wondered, as I noticed the thick ring of scar tissue circling his stubby shaft. At first glance, I thought that he hadn't grown any pubic hair yet, but when I looked closer, I could see that the mound of puppy fat below his navel was covered in a fuzz of fine blond hair, which was almost invisible in the gloom of the bedroom. His testicles hadn't fully dropped to their adult state yet and nestled in a tight ball close against the root of his cock Tyler laid his head on my chest and watched with a rapt expression as my long tapering cock slowly reached its full pride -it was as fascinating to him as his pert little stiffy was becoming to me.

It was Tyler, of course, who started things off. I felt his hand brush against my hip as he stretched out his arm.

"Can I..."
"Sure you can." I said, "Do what you like, it's your party."

He needed no further urging and gave a little gasp of delight as he grasped the base of my fully erect cock. I flinched at his touch, for this was the first time I had been touched there since the early days of my marriage, so I gave myself over to the sheer sensual pleasure of being explored and let him play with me to his heart's content. He was particularly fascinated by my long foreskin and kept sliding it up and down, watching my purple cockhead peek out and then slip back inside the puckered end. I woke from my dreamy state with a yelp when he tried to pull the long hood right down, though. That's a painful process, even for me, until it has been stretched a few times first. With a muttered apology, Tyler pushed the skin back up and pinched the end together, saying wistfully. "I wish I had one like that."

"No problem." I said cheerfully. "I can soon fix that."

I opened the drawer of the nightstand and took out a tube of KY and a foil pack of Trojans. I had bought them on the off chance that Trish and I might get it together some time, but they had lain there unused ever since. Tyler looked at me wonderingly as I tore open one of the small packets and ripped the teat end off the condom with my teeth. Squeezing out a generous dollop of jelly, I reached out for Tyler and spread it all over his cock. He squealed at the sudden cold but I wasn't finished with him yet. Grasping his slippery little shaft firmly between finger and thumb, I rolled the rubber down until the hard ring butted firmly against his body. "There y'are buddy." I said as I gave it a few experimental pulls. "One instant, tailor-made foreskin."

"Cool" He giggled. "Very kewl."

That broke the ice between us and we soon lost our shyness. Tyler played with his new foreskin for some while, deciding that he rather liked the feeling of it sliding over his sensitive glans. But he couldn't keep his hands away from me for long and rolled onto his side to reach over to fondle and tug at me once more. He started to rub me with a clumsy masturbatory rhythm and I could feel him humping his plump body against my thigh in time with his stroking, feeling his little pecker riding up and down the hairs of my leg. I listened to his breath hissing through his tightly clenched teeth for some time until he rolled onto his back and started to beat his own little meat in earnest. He thrust his head back into the pillow, his hand flying up and down his dick in a blur, the rubber making a slapping sound as it was stretched and relaxed. When I looked over at him, his eyes were tight shut and his teeth were clamped over his lower lip in concentration, while all the time, he was uttering a low continuous moan, which began to rise in pitch as he approached his climax. Suddenly he gave a series of low grunts and spurts of sticky cum flew out from the tip of his rubber-clad cock onto his belly. As the last few drops dribbled down his fingers, he opened his eyes and gave me a sleepy grin. The sight of his youthful eruption had roused me into action and I set to work on my own badly neglected member, while Tyler looked on intently.

It didn't take very long for 'it' to happen: Months of repressed frustration were in every thick jet that flew onto my chest and trickled down my ribs. I slumped back exhausted, to the sound of a breathless "Wick...ed!" from an impressed Tyler. Looking back, I think what probably amazed him was that any adult could enjoy jerking off as much as he did. Like all kids, he thought he'd invented it first!

As I lay recovering, I heard a rubbery snap as Tyler slipped off his makeshift foreskin and scraped the gooey mixture of jelly and cum from his drooping cock with his fingers. As my desperate urge faded away, all my doubts and fears came flooding back. 'You fool! ' A voice in my brain nagged me. 'This little loudmouth will brag about this all over town. You're in it deep, pal! '

I went hot all over and jumped off the bed leaving Tyler gaping with surprise.

"I think you'd better leave." I said shortly as I reached for my clothes.

He flinched at my curt tone, as if I'd hit him.

"O.K..OK..But why? Did I do something wrong?"

"No, it's not you." I tried to sound reassuring. "It's me. We, no I, shouldn't have done this. You're probably still a minor, or juvenile, or something in this State."

He nodded slowly, looking wiser than his years as he tried to reason with me.

"But you didn't force me, or anythin'. You were real kind and gentle and I thought it was great and I wanted to..." His voice broke suddenly as he got more upset. "...I needed to do it with you real bad."

I tried to reason with him. "It's far too risky. I could end up in jail if anybody found out."
"Oh -I get it!" He looked at me fiercely through his unshed tears and said in a fierce tone. "You think I'm gonna blab about this...No Way!"

He paused and took a deep breath before adding. " I like you a lot, Mark." I blinked; it was the first time he had ever called me by my first name. "Mikey likes you too. You don't push us around or treat us like kids...you're different! I won't ever tell anybody about us -not even Mikey. It felt like it was somethin' extra special between us -somethin' real secret."

I looked down at him in surprise. This was a different Tyler to the one I thought I knew. The pudgy, freckle-faced youngster, sitting cross-legged and naked on the bed seemed suddenly grown up and I immediately forgave him all his brash talk and redneck ways. I knew that I would be skating on very thin ice by relying on his silence, but in the back of my mind, I knew that I was as keen as he was to try it again.

I threw up my hands in a gesture of defeat.
"Alright, Tyler, you win again. I'll think about it."

He flung himself off the bed and rushed to hug me, pressing his naked body close to mine, sobbing with delight and relief. I pushed him back gently and wiped a few drops of my sperm from his chest, before saying. "OK, OK...We've had our fun for today. I'm going to clean up and take a shower." I grinned at him. "Wanna join me?"

He raced me to the bathroom and, needless to say, Tyler won yet again.