My Little Teddy Bear - 5

Danny and Kenny

As we drove home from Kenny’s, I explained why I knew Kenny. Mike had a right to know. I also explained why a guy like me could not remain loyal no matter how much we loved each other. We needed to understand each other better. But first, I told him Kenny’s story.

Kenny’s family was military. They had moved into my neighborhood years before I met Mike. Kenny’s dad (Jim) and I met and drank together at the tavern near home. I found out that Kenny’s big brother was a disciplinary problem at home. He was a young teen (13) who was rebelling against his step-father. I was a youth counselor for the local juvenile court and offered to meet his step-son and attempt to find out what the problem was. Jim was reluctant at first, but later decided he had to do something. He asked if I would join them at his home for dinner.

At the dinner, I discovered there was four of them. Jim was going to a real estate school to become an agent. He had another son, Kenny, who was nine years old. His wife worked evenings. Not only were they having trouble with the oldest boy, Danny, they had to rely on Danny to watch after Kenny. Danny resented this. He had to give up school activities because of their jobs to watch a little brother.

Danny was as cute as they come for a teen. He was smaller than most boys his age and much lighter. For some reason, Danny and I hit it off from that first night. Gaydar maybe? At any rate, he loved the attention I showed him. He also knew from the start that I was trying to help his dad understand what he could do to get along better with his step-son. Danny was smart enough to know how to manipulate Jim. I think he also knew from the start that I liked him because I was attracted to him.

When I asked if I could help the family out by taking the boys out as a reward for doing their homework from school and for doing their chores around the house, Danny and Kenny agreed. Jim was ecstatic. It was the first time the boys had agreed on anything. He insisted he would pay expenses, and would go when he could. We had a deal. The boys were so cute that I would have gladly paid just to have them with me, but I couldn’t tell Jim that.

Since I lived nearby, it was decided that I could also visit when the parents were gone, especially to help them do their homework or to act as their mentor. I explained that boys would often discuss their problems with an indifferent friend rather than with their parents. Jim remembered that he once talked about things with a close friend because his dad was strict and often criticized him. His dad was not good at listening.

Danny jumped on the chance to get me over to his house when mom and dad were gone. I think that first time we talked about math. Danny was having trouble with algebra. (I discovered a short time later that he just wanted to see if I would do his homework. He was very good at math.) He was also very good at coming on to me. He was very close when we went over his homework. Sometimes he would put an arm over my shoulders while we studied together. And more than once I found myself looking into those beautiful brown eyes just inches away from that cute little turned up nose.

It didn’t take long before I found myself sneaking in a quick kiss on the cheek or the tip of his nose to show I liked him. He usually backed off with a mischievous smile similar to a cat ready to pounce on its prey. I think I knew I was being set up, but I wanted it. Danny was smart enough to let me think I was chasing him. He was also waiting for a chance to close the trap, catching me in some naughty situation I couldn’t get out of.

Kenny was ten when he got into the act. The boys had an outdoor pool in the back yard. When it was warm enough, I agreed to let them have a swim before we got to work on their homework. They loved that, and dad had agreed they could do it as long as I was there to supervise. The first time (and at most other times), Danny and Kenny begged for a swim. I agreed I would watch, but had no swim suit. I would have to just watch. No sooner were they in their briefs than they jumped into the pool. They both wore nylon panty type briefs. I stood there hynotized. Both boys were showing their goodies. The nylon was practically transparent when it got wet. I was looking at two beautiful boys. Danny had a three inch slender shaft that showed a little fuzz around the base, and a ball sac that was just starting to drop. Kenny was showing only a small two inch semierect dicklet with no hair and a very small ball sac no where near ready to change.

I definitely was not ready for this. All I could do was stare while keeping my hands in my pockets trying to hide an instant hardon. I knew it wasn’t working. Both boys gave me that impish smile you get from boys who know they’re putting on a naughty show for an adult who is having sex thoughts about them. And these boys knew more than they should about sex.

It took Danny maybe two minutes to call me over to the edge of the pool. When I got close enough, he responded by splashing water all over the front of my pants. Laughing, he suggested I take them off to dry while I took a dip in the pool. My will power was shot. That kid had out done me. He wanted to see if I would give in and join him in the pool. I had to find out if he would still feel safe with me in my underwear in the pool with him. I peeled off the wet pants, hung them over a lounge chair, and dove in chasing Danny to get even with him. I hadn’t bothered to look down because I knew I was wearing white boxers with an open fly. I was sure my stiff dick was showing through the open hole, but if I didn’t look they wouldn’t see it. Truth is they couldn’t miss it. Both were staring. Both fled as I hit the water. And I think both had got to see what they wanted to see.

For about an hour, we played tag, wrestled, accidentally groped or touched each other while playing games. We didn’t go any further at the time, but we knew we would. As we got out of the pool, my erection had softened. The head of my dick still peeked out the hole at times, but by now had been touched and felt by both boys. We went to the bathroom to shower. Kenny and Danny dried me off. I did the same for them. All of us got semi hard dicks as we dried each other off. Danny looked mine over like he was really curious. He had that look again. Like me, he was hoping for more. Kenny openly stated he liked playing “guy games”. I had the feeling he knew more than he was telling me, but he was too young for me. 

It was a couple days later that I sat with them again. I knew things had changed between us when it was time for Kenny to get ready for bed. We had agreed from the start that Danny was old enough to stay up later. He did that when the parents were home, so Kenny was used to it. At about nine oclock, Kenny was to get a shower and remain ready for bed. On school nights, he went off to bed after the shower. But there was something Danny did for him after the shower. Kenny would return to the den with a towel draped over his shoulder so Danny could dry him off. It was a ritual they didn’t follow at first if I was there. Danny and Kenny weren’t sure I would allow it. But that had changed after the swim. I had been nude with them, and they were now much more relaxed alone in the house with me.

Kenny once more walked into the den nude with his towel. This time, he presented the towel to me, asking if I would dry him off. I was taken a little off guard. I didn’t know about the ritual, but I knew Kenny was telling me he liked the idea of me showing attention to him. He showed no fear of being nude. His little dicklet was sticking out soft and waving. It didn’t appear to be a sexual thing, just a boy who liked being affectionately cuddled before being sent off to bed. And that’s all I did. Sure, I spent a little extra time drying around his thingie, but he simply watched smiling, pleased that I was paying attention to him. Then he accepted my hug and went off to his bedroom. Danny had simply watched apparently not bothered. Kenny would be back to him tomorrow night.

After Kenny had gone, Danny got out of his clothes except for the nylon briefs. He payed no attention to the fact that his semi-hard dicklet was clearly visible. He announced that he was going to take his shower so he would be ready for bed. As he left to shower, I took a long hard look at him. He took his time, pausing to show off his slender attractive body. His buns were perfect.

Danny was back in maybe fifteen minutes. He had a big surprise for me. He had a towel wrapped around his waist. Like Kenny, he stopped in front of me, asking if I would dry him off. He pulled the towel loose exposing his hard slender four inch stiff. He had only a light sprinkling of brown hair and his balls had dropped, but still had some growing to do. He held the towel toward me, waiting for me to take it. I did. It was preventing me from seeing his jewels. There was no fear or shyness in his eyes. He had already shown me his body once, but this time he was asking if I wanted to touch and feel it. He had deliberately left it wet, but couldn’t keep his dick from rising. Typical of a fourteen year old, his dick had a mind of it’s own. It pops up whenever your mind is thinking sexy.

Danny was not cut. His foreskin just barely covered the head, which appeared to be bullet shaped rather than mushroom shaped. The shaft stood up almost flat with his tummy. He had an “inny” navel, which I like.

I used the towel to start gently drying him off, going from the head down to his tummy. Once I reached the privates, I skipped down to the legs. Then I had him lay on the sofa so I could get the feet.

Finally, I went for the crotch. Danny was still relaxed, but he did watch as I patted the little ball sac and the stiff shaft. I had dropped to my knees so that my face was just inches from his cut springy shaft. I looked up at him smiling and slowly lowered my lips to kiss the foreskin while gently lowering it to allow my lips to open and engulf first the head, then the rest of his shaft. Danny let out a soft sigh. He was ready and definitely willing. I could feel him breathing deeply as his entire dick was engulfed. My tongue licked and tickled his sensitive dick head while my mouth worked the shaft. Danny’s hips began to lift to meet my downward strokes. Like most young teens, he did not hold back. He was loving the attention his boy toy was getting. He reached down to grasp the back of my head and hold it as we worked in unison to bring his dick to a climax. That didn’t take long. He thrust hard and fast as his balls grew up tight. His dick jerked and throbbed wildly. No way coud he hold back now. A few drops shot out. Not a big load. He hadn’t been shooting long. I held on as long as he let me, but his dickhead was really sensitive. As soon as he shot his load, he pushed me away.

Danny wasn’t done. Stretching out on his back on the sofa, he suggested I get out of my clothes so he could see me naked. Not believing my good luck, I was more than willing to see where this was leading. As I undressed, Danny took off for the kitchen. He returned moments later carrying a butter dish. Before I could ask what we needed butter for, Danny was rubbing a stick of cold butter all over my hard shaft. The butter soon coated the shaft. When I complained that the butter felt cold, Danny paused, sat on the sofa, and sucked the shaft into his mouth to warm it up. It worked. My dick not only got warm, but within minutes had returned to it’s full size.

That’s when Danny thought I was ready. He laid face down on the sofa asking me to rub some butter around his butt and in the hole. That’s all he needed to say. I worked him up, stretching the hole until Danny announced he was ready. Without asking where he had learned about this, I stretched his legs open, positioned myself over him, and lowered my dick to the entrance still not believing he was all right with this. As I pressed against the hole, Danny pushed back opening up to allow me in. It was still tight, but my mushroom head popped inside. Danny let out a grunt. I knew it hurt even though he was willing. I held it still until Danny once again raised his butt to let me know he wanted more. A little at a time, I slid inside him. When I had it in, I paused long enough to let him know he had it all. He knew. He was relaxed, and smiled up at me.

From there, Danny let me take the lead. He allowed me to move it around and let me know when I touched his prostate gland. He really loved it when I gently blew air in his ear, then paused to suck on his ear lobe. That would cause him to push his butt up against my balls while moving the shaft around inside him. This boy was a natural. There was no way this was hurting. He loved it. Both of us took our time. Both of us were loving what we were doing. There was no doubt in my mind that Danny had been waiting for the chance to have me inside him. When I finally couldn’t hold back any longer, I started a soft rhythm that he quickly turned into a hard and fast long stroke. Danny knew how to make you want more. There was just no way I could stop now. I would be lying if I thought or said I was in control. I think I knew from the start that Danny knew he had me where he wanted me. This was his party. If anything, I came too soon. And he knew the second I blasted away. Even after I had shot my load, he kept me going until he knew he had all he was going to get. We were both exhausted when I finally dropped on top of him to rest.

From that night on, Danny and I became tight. He was more than willing to try any position I wanted to, but his favorite always remained laying on his tummy. He also loved sitting on my lap, face to face with my dick up his butt. I would carry him, hugging and kissing him all over that way. For maybe about a year we were content to let it stay that way.

Then one night, we had just celebrated Kenny’s eleventh birthday. As usual, Kenny took his shower, then came to me to dry him off. I mentioned to both of them that Kenny was getting bigger in more ways than one. His dick had now grown about an inch longer. He was relaxed when I turned him around and opened his butt cheeks to dry around his hole. He was even O K with having me rub and stroke his cut shaft. Danny knew I didn’t go any further than that, but I was aware that Kenny was anxious to go further. He not only allowed me to play with it, he would sit on my lap and laid back up against my chest watching me softly stroke it.

I was taking my time that night because Danny had already left us to go get his shower. I figured that would give me and Kenny a few extra minutes to play. I had already given Kenny a watch he wanted for his birthday. He loved it. With danny gone, he pushed me back so I was laying on my back on the sofa, then laid on my chest to kiss me, but this time on my lips. Then without any warning, he slid down far enough to open the zipper of my trousers. He reached in, found the hard tool that easily popped out, and without a word he engulfed half of it to suck and nurse it. He was still at it when suddenly Danny appeared in front of us, still naked, his towel in his hand.

Kenny looked up at him, but continued thanking me for his gift. Danny just smiled, told me Kenny deserved something special on his birthday, and we should include him in a special party tonight. I suggested Kenny had already started the party without him. He just laughed, went back to the bathroom, and came back with a jar of vaseline. Laying Kenny face down on the sofa, Danny used the vaseline to stretch and lube him. Kenny had already agreed to play if he could stay up later. Danny agreed. Kenny dried and blew Danny while I got undressed. Then Danny straddled him and screwed him. Danny was shooting off pretty good by this time, but like any teen, he didn’t know how to make sex last. He and Kenny had been doing this before. I got the feeling that Kenny was just like his brother. He was loving this too much to be new at it. I wondered how long these two had been practicing. Danny had no trouble at all entering. Kenny didn’t hesitate to let him in. And they went at it. Kenny knew about me and Danny. Danny had told him he loved it.

When Danny got up, Kenny told me he was ready. He just wanted me to go easy. He had never done this for an adult. Knowing Kenny needed to feel he was in control and could take me inside him at his own pace, I sat down on the edge of the bed. Then I picked up Kenny and sat him down on my lap. Kenny moved up until his hole was lined up with my shaft. He slowly and gently pressed down on the rock hard shaft, pausing when it felt too tight. His butt was already well lubed and stretched.

The first attempt he popped my dick head through the outer hole, paused a moment, then slid the big shaft a little further in. Pleased that it felt big and full, but not painful, we both watched as my shaft slowly disappeared inside him. Kenny gave me a big smile as I moaned in pleasure. His pace picked up a little. As much as I wanted to take over, I held back. Kenny continued to push down until all the shaft had disappeared. He looked up at me again as my pubes were all he could see. He had it all. I pulled him close and gave him a hug. He had done it.

Danny looked on pleased that his little brother had done well. Kenny was relaxed and ready. Danny had taught him well. Now he would lay back in a recliner playing with his toy while Kenny continued to please.

After working up his tight little butt, I had Kenny making cute little noises as I found his sweet spot and massaged it well with my dick. He responded by moving his buns up and down while watching that shaft exposed then once again gone. He was still happily playing games as I turned him over on the sofa to get down to business. We make loud slapping sounds as I pounded those well padded cheeks. When I pulled him tight and shot my load deep inside, Kenny was pushing up against me to get me deeper inside. Tired, sweaty, and happy, I rested on my prize before pulling out.

It was getting late when I kissed both my boys goodnight and told them I had to go. There would be many more nights when we would share talents. I was there when both boys shot off their first load. Danny and Kenny both found friend their age. I met Mike.

We saw less and less of each other. Mike accepted that I had other friends too. We still loved each other, and continued seeing each other until Mike became more interested in playing in a small rock and roll band as a drummer than in spending his nights in my bed. One day, he left with the band. We kept in touch. Mike met a girl he liked and they had a baby. He still came back to see me at times. We are still friends. Mike thinks I need to find a woman and get married. He says we had fun, but I need a family. I know he’s right, but I can’t get him to understand that just because it worked for him, that don’t mean it would work for me.

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