Disclaimer: All the usual apply: If you don't like consentual sexual acts, then go somewhere else. All this is fiction = a dream / wish.
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Author: © 2016 by Beebob. bo dot be dot th dot st at gmial dot com (translate yourself).
I had just given Timothy his first ever orgasm, and he was now about to do me with everything I had taught him so far.
Hi got on his hands and knees straddling my chest and started kissing me all over my head. My forehead, eyelids, nose, cheeks, ears - even sticking his tongue in my ears and licking them - chin and finally my lips. He didn't use his tongue, he just pecked my lips several times and in different angles. Then he moved to my neck, and again he kissed all over it and giving me a couple of hickies.
Then he asked me to roll over, and then I got a thorough backrub. He rubbed all over my back - occasionally interrupted with a kiss. Timothy then moved down and rubbed my buttocks, kissed them and then used the moisturising cream I had used the day before after the shave to rub up and down my crack and slide a finger all the way in - giving my inside a good rub.
Then I was told to roll back to lie on my back, and Timothy now gave the attention to my chest. Again he rubbed all over and kissed most of it - including nibbling on my nipples and using his tongue to lick around them. Slowly he worked his way down to my stomach, and here he kissed and licked my navel for a good long time.
Moving further down he instructed me to spread my legs, and he then worked all over the inside of my thighs - from the knees and all the way up - but taking care not to touch neither my balls or my dick that was standing at an absolute full mast. After caressing and kissing my legs for a couple of minutes, he finally focused on the main part.
Timothy started with my balls. Lying between my legs he started kissing my balls before taking them into his mouth one by one and sucking on them and using his tongue to roll them around. He even gave the perineum a good lick. Next he used his fingers to slowly stroke the sides of my stiff member. From the base up to just under the foreskin covered ridge of my glans and back down again - just to tease me. At this time I had leaked plenty of precum, which he then rubbed all over my still foreskin covered head and gave this a good rub using a couple of fingers from each hand. Slowly he then pulled my foreskin back revealing my glans. Using one hand to hold the skin back, he used the other to caress all over the head with a single finger.
Finally, Timothy got down on my throbbing dick. First he took just the head, kissed it and let his moist lips glide up and down it a couple of times. Then he let the lips glide down as far as he could until I could feel myself poking the back of his mouth. Then he got off and started licking up and down my shaft and all over the head. After doing this for a little while, he again took the head in, but this time he started wanking me with one hand while using the other to roll my balls around. Then he started moving his mead up and down my shaft together with his hand, so when he moved the hand down, his mouth followed. This way it didn't take long before I was ready, which I told him: "Ohhh, Timothy. You're so good. I'm just about to come."
This didn't stop him. He just increased the pace, until he brought me over the edge. As my dick spasm'ed and spurted all it could, he just held it in his mouth. As I had finished cumming I could see he felt the cum with his tongue and then swallowed it all. Slowly lifting his head sucked any leftovers off my glans, gave it an extra lick to make sure he had gotten it all, moved up, kissed me on the lips and snuggled in to lie on my left with his body half on mine, and his left leg draped over my stomach and dick.
"Was that okay?" he asked.
"OK? That was the best. It was so much better than I have ever dreamed about. You are just absolutely the champion."
"Thanks. It was fun doing it."
I pulled the sheet over us, and within a few minutes we were both fast asleep.
...
Sunday we didn't do much. Played some computer games, went for a walk - where I used the opportunity to go to the pharmacy and get some proper lube, although I didn't tell Timothy about it. When we got back and undressed, Timothy was about to go to the bathroom when he remembered my promise from the day before.
"Yesterday you said we could start working on my bum-hole. Can we do that now?"
"Yes, we can do that" I said, glad that he remembered.
"First we should get you cleaned up thoroughly." "No, first I need to go to the bathroom. Then I can see how thick my poop is compared to your dinkie."
"OK. Call me when you're done. Then I will come and help clean you up."
Timothy went into the bathroom but came back in a few seconds.
"If I poop into the toilet then I can't see the size properly. How should I do it?"
"Hang on a sec" I said. "I will be there in a minute, then we can do it together.
I picked up a few items, and then I went to the bathroom.
"First you should start to pee."
Timothy went to the bowl and started peeing. Then I called him over to the bathtub. There I spread some toilet paper in the tub and asked him to squat over these and then poop. This he did, and then he used his fingers to measure both his poop and my dick. As expected his poop was about 3/4 of my dick in thickness.
"That is not so different" Timothy said. "And I remember that sometimes I have had thicker poops where it was harder to get them out."
"There you see. We will get you stretched with a little practise."
We cleared a way the poop, and I brought out my enema tools.
"Now, we are going to get you all clean inside as well. This is called an enema kit, and it will help to clean the inside of your butt extra."
I spread a couple of towels on the floor, lubed the tube, filled the bulb with lukewarm water with a little soap added and told Timothy to lie down on his back. "Now, lift your knees up to your chest."
I slowly inserted the tube in Timothy's anus and slowly pushed it about 12 cm in.
"Now I am going to start squirting the water into you, but I will do it slowly. You should just try to relax and not push it out. OK?"
"Yeah, I will try" Timothy replied.
With that I started to slowly squeeze the bulb, pushing the water deep into Timothy's anus. When it was all in I pulled the tube out and asked Timothy if he could hold it for a minute.
"Yeah, I think I can do that."
"Good. After a minute go sit on the toilet, and wait until you feel it natural to push it out."
Timothy did so, and soon he had emptied his anus and wiped it with paper and washed it with one of the disposable cloths used for this.
"Now that you are clean inside and out, I think we should go to the bedroom for the next exercising" I said.
I spread another towel on the bed and again asked Timothy to lie down on his back and lift his knees up.
Using the lubricant I bought earlier I gave my fingers and Timothy's rose bud a good cover and started the stretching exercise.
"Now, I am going to start with just one finger. Are you ready?"
"Yes. I think I can take one finger."
"I am sure you can, but it is best to go slow with this."
With that I placed my index finger at his opening and caressed it a little. Moving my finger in a slight circular motion I gently pushed at his hole.
"It is not really necessary at this stage, but just for practice try pushing out against my finger a little - just like when you poop."
Timothy pushed out a little, and I could feel his sphincter loosen up. This made me push until I passed his sphincter and continued till the first knuckle was just inside.
"How is this?" I asked.
"It feels good" Timothy said. "How much is inside?" I showed him with my left hand and said that I would continue. Still rotating my finger a little I pushed deeper in, and in a few seconds my entire finger was in.
"How does this feel?" I asked. "This is my whole index finger." "It is still OK. No problem" Timothy replied.
Now I moved my finger in and out a little, letting his sphincter get used to the knuckles passing. After a little of this I pulled my finger out, and lubed up both my index finger and my middle finger.
"Now I am going to try with two fingers, and this is where you will need to push outward when I tell you. OK?"
"Yeah, I am ready. One finger was no problem at all."
I positioned my middle finger at his anus and pushed it a few millimetres in until my index finger rested on the edge of his hole on top of my middle finger. I applied a little pressure and asked Timothy to push out while I increased the pressure and pushed my middle finger down to make room for the index finger on top. Suddenly my index finger could pass hiss sphincter, and I pushed it in about a centimetre. This made Timothy give a little gasp, and I asked if he was alright.
"Yeah. It just felt weird for a little while."
"No problem. I will take it very slow" I said.
I waited for about a minute before he told me I could continue, and I pushed my fingers in a little further before taking another break.
At the next go-ahead I pushed my fingers all the way in, which caused another gasp from Timothy. After another minute to get used to the feeling I started pulling my fingers halfway out and all the way in. I did this a couple of times until he felt comfortable with it.
Until now my fingers had been like a vertical bar, so I started to turn them 90 degrees so it was like a horizontal bar. I did this as my dick - when it would be time for that - is more or less circular.
Thus I spent a couple of minutes moving my fingers in and out while turning them from horizontal to vertical and back.
When I pulled my fingers out I again asked Timothy how he felt.
"It feels fine. It takes a little getting used to, but it doesn't hurt or feel annoying."
"When are you going to put your dinky inside me?"
"Not just yet. As you can see, my dinky is a little bigger that two fingers, so let's take it slow."
"I want you to take this moisturising cream with you, and then every night before you go to sleep, you should rub it in your skin around your anus, as moist skin is more elastic and can be better stretched."
I showed him the moisturising cream and showed him how to apply it.
"Then we can find another occasion where you can come over and we can continue the stretching."
"It can't be next weekend" Timothy said with a little sadness in his voice. "I am going to a gymnastics meet from Saturday to Sunday."
"Then we will find another time. I am sure something will come up" I said.
Then we had dinner, played some WoW and went to bed. Monday morning I sent Timothy off to school and made sure he packed the moisturising cream.
...
Wednesday evening I got a call from Timothy.
"Remember I told you that I am going to a meet this weekend?"
"Yes. What about it?"
"Something has come up, so my mom can't drive me, and the cars with my teammates are already packed full. Can you drive me?"
"Whoa. Hold on. First I need to know a little bit more. Like where it is and when it is and so on."
"OK. I'll give the phone to my mother. Then she can explain."
Timothy's mother explained the meet was about four hours' drive away, started Saturday at 11 and ended Sunday at seven in the evening. I should bring my own bed linen as we would be lodged in some rooms in a nearby previous school, but mattresses were there. On the way home I would also have to take one of Timothy's teammates Nicholas.
"I know it is a lot to ask, and I will of course pay your gas. But otherwise Timothy won't be able to go, and he has really looked forward to this meet."
"No problem. Timothy is a nice kid, and I have no other plans for the weekend. Besides, I like driving."
With that everything was agreed, and I was to pick up Timothy Saturday at 7 in the morning.
...
Saturday morning I packed some clothes, a set of bed linen, my trusted Nikon D300, the video recorder and a cooler with some water and sodas. I picked Timothy up at 7, and we were soon on the highway. Timothy was still sleepy, and soon he was asleep, and as I felt him up I noticed that he was going commando. I pulled the front of his shorts down and spent some time caressing his small member. Eventually Timothy woke, but I just continued. For a while Timothy just sat still half asleep and enjoyed being fondled. As we had to drive through a town, I moved my hand and pulled his shorts up. After that the rest of the drive was uneventful.
When we got to the gym hall, we met up with the rest of the team. One of the coaches had had to stay at home with a fever, so there was only one coach. As the parents to the other kids all had plans and wouldn't return until Sunday evening the coach asked me if I would assist - not with the coaching, but with some of all the other small things that needed to be done like collecting the sandwiches when it was time for that and so on. As I had nothing else to do I of course agreed.
As the coach had to go to the initial coaches meeting my first task was to help find the teams dressing room and make sure the boys got changed into training shorts and t-shirts. We soon found our dressing room - there was one for each team - and each boy found a spot.
The team consisted of 10 boys - all around 12 years old. As they undressed I noticed 6 of them had been going commando, and in a little while all 10 of them were completely naked - apparently they were not going to be wearing underwear in their shorts. Then they all lined up next to each other and asked me to take a picture of them. (I had brought my camera with me as I didn't want to leave it in the car.)
"What" I said. "What is this? Do you want me to take a picture of you naked?"
"Yes. Usually we take turns doing it when the coach is not here, but since you have such a great camera, you can do it and then mail it to us afterwards. Then we can get a picture whit us all in."
I couldn't argue against that, so I started taking pictures. It soon turned into a whole session where I had to take pictures of them together and individually - both full frame and close-ups. When this was done I told them to get dressed and then we headed to the gym where the coach was ready to take over.
The rest of the day was spent with trainings, where I sat in the spectators area and took a lot of pictures - interspersed with tasks concerning the lunch, afternoon snack and other minor items.
After the training the coach went to another meeting which meant I had to supervise the boys showering and getting dressed. As you can imagine this gave the opportunity for more pictures of naked boys washing themselves and playing with their peckers. Then we all went to the currently unused school where all met in the cafeteria for dinner.
After dinner it was time to get our classroom. One of the organizers came up and explained that there had been a broken water pipe, so the room we were supposed to be in was unusable. So we were moved to the adjacent wing where we would be the only team - if that was OK. I didn't see this as a problem, so I was given the key - "please take good care of it, as it is the only one we have here and otherwise we have to get the spare from the city hall" - and the whole team went to the other wing. The coach had a friend in this town that he hadn't seen in many years, and he asked me if it was OK if he went to the friends place and spent the rest of the evening and the night there.
"No problem. I can handle the boys. Have fun and see you tomorrow."
The room we had been assigned had previously been used for some kind of exercises, so it had an adjacent dressing room with showers and toilets. This meant we didn't have to go to the other wing where all the other teams were until next morning.
As soon as we were in our room, the boys threw down their bags and all huddled in one corner of the room whispering. I could see that Timothy was the centre of attention, so I guessed mischief was underway. After a couple of minutes the huddle broke apart, and they all started undressing - with Timothy in the lead.
"Hey," I said "what is this?"
"We have all decided to go natural as you do at home" Timothy explained.
"Whoa. Let's just take it easy here" I objected.
"Don't worry" Timothy interrupted me. "I have explained your three rules and the rules about going naked, and we all agree."
"Hmm. Everyone - look me in the eyes and say that you agree that you should all go natural" I demanded.
Then I went to each of them and asked them if they really wanted to go natural. As they all answered confidently and without hesitation I let them continue.
When they were all completely naked they demanded that I should also go natural. As this is natural to me I didn't object, and soon we were all 11 naked. At this time they wanted a new group photo, but this time they wanted me in it. So I set up the D300 on a tripod and we got a couple of good group photos. Suddenly they all huddled again, and shortly they came to me and asked me if I could take a lot of pictures and video of them all night. Then we could find a way to share it afterwards. Again I asked for confirmation from them all, and when I had that I readied myself for a busy evening.
The first I got to video tape was when they all cleaned up according to the instructions I had given to Timothy the previous weekend. He called them all into the dressing room and explained how they should clean themselves. Then I taped the next 10 minutes they spent cleaning each other, and Timothy took over the video camera to tape how they all cleaned me.
As we were all clean we went back to the classroom, spread the mattresses, chose were each would sleep - I started selecting a spot, and then Timothy chose to be next to me and then the rest spread out from there.
When we had all made our bed it was time for games and fun. There were competitions in handstand and other gymnastics feats as well as a game of spin the bottle - but with nothing more than just petting involved. I took pictures and video of it all.
At 11 we all went to bed, and even though we started on separate mattresses Timothy was soon cuddling with me and a couple of others were also cuddling.
Next morning the gym meet continued, and at 7 it was over. I took Timothy and Nicholas in my car, and we headed for home. After about half an hour I pulled in to the gas station in a small town to get some more petrol. As the attendant started filling the tank, he suddenly stopped and called me over.
"Look" he said, "it seems to have sprung a leak."
I looked under the car, and indeed there was a leak - and it looked to be rather big.
I asked him if there was a mechanic nearby that we could contact, but he said the nearest was in the next town, but he knew he was out of town for the weekend. I tried calling my auto service, but they couldn't do anything for me until Monday morning. Then I asked the attendant if there was any other means of getting home this evening, but he informed me that we were so secluded that there was no option but to stay until the next morning.
I called both Timothy's and Nicholas' mothers and explained the situation, and they said not to worry - we could just get a motel room and come home the next day. Fortunately the small town did have a motel, so I got us a room with an extra bed, picked up some burgers and we settled in for a night together just the three of us.
More to come ...
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