Jimmy, Part 2

[ mb, reluc, spank, anal ]

spank.will@yahoo.com

Published: 14-Aug-2012

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Disclaimer
All people and events in this story are entirely fictitious.

A few days after my fun with Jimmy I headed out early that morning to the five and dime to pick some fresh supplies for my 'Hideout".

Once there, I picked up another jar of Vaseline since I was running low on the other one. While I was also there, I decided to scope out some fountain pens. Jimmy had put the idea in my head and I felt that would be a good thing to add to my 'Toys' if I encounter a liitle boy or girl with a real small pucker. I found a pack of three for a reasonable price. What caught my eye was the fact that they were thinner then the sharpies I had been using and had rounded tips. The caps were the type that screwed on and off another plus. I looked at them and started getting erotic ideas in the store. I quickly went to the cashier and payed for them. I did'nt want anyone noticing the slight bulge I was getting.

Once on my bike, I started heading home. As I went by the street that Stefan lived I saw a couple of kids standing in the corner talking. They appearded to be about 8-9 yrs old and seems to be talking about something. I pulled up and asked.

"What's up guys?"

The two of them, one boy one a girl, had seen me around so they were'nt worried about me. The girl looked at me and said.

"Did you hear about the kid, Stefan?"

"No.", I said, "what happened?"

"He's got the measles."

"Woh!" That's not good." was my answer.

"Yeah," said the boy, "he is in quanrantine for the next week and a half.

"That's too bad. I hope he'll be alright. Thanks for telling me."

I then rode off.

Poor Stefan. Stuck at home for that long. He would probably go stir crazy. At the same time, I thought of the fact that one of my new fuck toys would be off limits to me for awhile. Not that I was worried about getting the measles. I had them so I knew I was immune. Also, my parents had made sure that I was up with all the latest vaccines. Although my butt and arms did not appreciate that.

I continued my ride back to my house. As I turned into the alley I saw a small person by my gate knocking. As I got closer, I realized it was Jimmy. I pulled up to him.

"Was up squirt?"

He gave me a look of someone in desperate need.

"Can I um.... I mean...." he began.

"What's wrong?"

"I need to poop real bad." was his next sentence.

"I laughed to myself and said "Sure, let me open the gate and door, ok?"

I quickly went to the gate and unlocked. I then stepped to the side and let him go in. He did'nt need encouragement. He quickly ran past took his bike around the corner. I gave the alley a good look around before going in and after making sure all was clear, I went in and locked the gate.

As I wheeled my bike around the corner, I saw Jimmy already standing by the back door of my house. I ran up the steps, unlocked the door, and let him. He ran past me. I told him the bathroom was upstairs and he made a beeline for the stairs. I locked the back door and ran after him. I got up to the stairs and got there just as he was about to close the door. I stopped him from closing it and went in. He stood there looking at me. I asked if he knew how to clean himself and he turned and shook his head no. So I said I would stay in the bathroom till he was done.

He quickly went over to the toilet, raised the lid, drop both his pants and undies(These shorts had elastic in the waist) and sat down on the seat. I was next serenaded by the sounds his little pooper was making followed by the occasional plop as his bowels emptied. After a few seconds of concentration, he began to show a relaxed face and looked at me.

"Thanks. I don't think I would have been able to make it home."

Sitting on my mother's vanity bench I looked at him and asked, "How were you planning to clean yourself if your parents were not home."

"I would have wiped myself as best I could."

That would have explained that day I had to wipe his little butt before I could finger him.

"Well," I said, "after you are finished, not only will I clean you out I will wash your butthole and cheeks. Ok?"

He nodded his approval on the suggestion.

After a few minutes he signified he was finished by flushing the toilet for me(Thank you for that). I got up and went over to him. As I approached him, I took some toilet paper off the roll and folded it to use. I then told him to bend forward and hold on to my shorts while I cleaned him. He bent forward and grabbed my shorts and waited.

As I bent over him I could see that I did not need to spread his cheeks to clean him. In this position, his buttcheeks were rudely spread apart and I had access to his pucker and everything else. I began wiping his butt paying close attention to his pucker. After making sure I did'nt miss anything, I gave him a light slap on his right butt cheek and told him to stand up.

As he stood, he began to pull his pants.

"Woh, partner, I said, "remember, I was going to wash your butt for you?"

He suddenly remember and said, "Oh yeah!".

So he stood there with his pants and undies on the floor. He was wearing a white t-shirt today that did not go past his hips so I had a good view of his pricklet. I grabbed a washcloth of the rack and some soap of the washbasin. I turned the water on and waited till it was warmed. Once it got to the right temperature, I put the washcloth under the water and then lather it up with the soap till it had a nice soapy foam.

Turning to Jimmy, I walked over to him and I open my leags. "Put you head down and between my legs." I ordered him.

He shuffled over to where I was standing, bent down and put his head between my legs. I reached down and, holding him by his left buttcheek, proceeded to wash his little butthole and the inside of his cheeks. I made sure I got what was soon going to be the entrance to my cocklet squeeky clean. After rinsing his buttcheeks with another washcloth, I pulled a towel off the rack and proceeded to dry off his hole and butt cheeks and any other place that got wet.

"All done." I said.

He got out from under my legs and began to pull his undies and pants.

"Thanks."

"You are welcome."

We left the bathroom and headed down stairs and out the back door. As we went down the porch steps, he made towards the garage door .

"Where are you going?" I asked.

He stopped and looked at me with a quzzical face and in a low voice said.

"I thought that since my butt and butthole were real clean you would want to play some more games with me."

I thought to myself, that's a hell of an invitation if there ever was one.

"Ok. If you want?"

"I do." was his response.

So I went past him, unlocked the door to the garage and let him in. Once inside, and making sure the door was locked, I followed him in to the 'Hideout'.

Once in, he stopped at the candy bowl and looked at it then he looked at me. I nodded my approval and he grabbed two pieces for himself. He again walked over to the toybox and agian he looked at me for approval which I gave. He turned around with a smile and bent over to look in the box.

As before he gave me a great view of that little butt of his. A little butt that soon was going to be feeling my cocklet deep in its butt hole. After a few minutes of looking at my stash of toys, he stood up and walked back to me. He was finishing up the second piece of candy. He stood in front of me and seemed to be waiting for something.

I sat down in the chair and look back at him and asked, "Well, what do you want to do?"

He looked up at me and then lowered his head and mumbled, "Would you play games with my butt?"

"What kind of games would you like to play?" I was baiting him.

"I don't know, something that will give me that good feeling again."

"Well, there is one but I don't think you could play it?"

"Why not?" he was taking the bait.

"Because is for big guys." was my response.

He stood at his full height and said, "My parents say I'm a big guy so I can play the game."

"Are you sure?"

"Yes! was his answer.

"OK", I said, "but if we play this game we can not stop. You have to play it all the way"

"Was it called and how do you play it?"

(I had him).

"Is called 'Doggie Hump'."

"How do you play it."

And just like I explained it to Stefan I gave him the same story.

"Will it hurt?'

"At first it will. But once we keep playing it, the pain will go away."

He thought about it for a few minutes and finally said, "Ok. Let's play."

"Ok. But first, you must take a spanking. Remember?"

"Do I have to?"

"You know why."

"Ok."

I felt that it would be better for me to fuck his little ass on the floor rather then on the ottoman since he was a little smaller then Stefan. So I pulled him towards me than grabbed the bottom of his white shirt and pulled it over his head. I told him that I did'nt want to get the shirt dirty on the floor which he accepted. I then reached down and hooked my fingers under the waistband of both his red shorts and undies and pulled them both down. Like before, he stepped out of them and gave them to me. I did'nt need to check his undies after what we had just done upstairs. I then turned him sideways and lifted him by his armpits and draped him accross my lap until he was in the old familiar possition.

I now had a naked little five year old boy accross my lap and I was loving it. Once again, I reached out with my right hand and began to rub his adorable baby cheeks. After a few minutes of enjoying the feel of it, I reached down with both hands and pulled his butt cheeks apart. Just like before, his little pucker was winking an invitation to me. One that I was going to accept today. Already my cocklet was straining to get out. And just like before I had to tell myself to be patient. Spank his cheeks light red then butt fuck him.

Before I spanked him I decided to prepare the area and try out the fountain pen on his pucker. So reaching into the top drawer, I pulled out the Vaseline, and the fountain pen. I told Jimmy I was going to prepare his butt hole for the game. With that, I opened the jar and smeared some Vaseline on my middle finger. I then spread his buttcheeks and began to lubricate, his entrance. I tickled his pucker till I felt it relaxed then slowly pushed the finger in.

This time, there was'nt too much resistance from him. I complimented him on his braveness and continued pushing in. I left the finger in for a few seconds then I slowly withdrew it. It was now time to try the pen. I grabbed the pen and lubricated the tip and a beyond it and then I spread the cheeks and rubbed his pucker with the pen and began pushing it in. The pen went in real easy. So easy that I might have been able to stick all 5 inches into his rectum. Through it all, except for an occasional grunt or moan, Jimmy did not resist.

With that, I began to move the pen in and out of his asshole. Just like before, Jimmy raised and lower his butt in rythm to the pistoning. We went like this for a few minutes before he stiffened accross my lap and let out a mewl. As he caught his breath I slowly pulled out the pen and set it on the ledge of the nightstand.

I then wrapped my left arm around his naked back and raising my right hand, proceeded with the spanking.

Smack, smack, smack, smack, smack, smack, smack, smack, smack, smack. I began to rub his little bottom. Jimmy was still enjoying the feelings I had just given him with the anal probing.

Smack, smack, smack, smack, smack, smack, smack, smack, smack, smack. I rubbed his now pink bottom some more. By now, Jimmy was beginnig to feel the spanking.

Smack, smack, smack, smack, smack, smack, smack, smack, smack, smack. I rubbed his now light red bottom. That last set of spanks made him wiggle a bit on my lap and he uttered and ouch or two.

"Ok, Jimmy," I began, "your spanking is over and we can now go on to the game."

He looked over his shoulder and asked, "What do I need to do?"

"Get off my lap and get down on the floor on all fours." I said.

He slid off my lap and got down on the floor and took up the position I told him to take and waited.

I stood up and reached for the Vaseline. As I got down on my knees, I had already had dropped my pants and undies, and now kneeled behind Jimmy with my cocklet aching to get into that butt. I told Jimmy to spread his legs out. As soon a he did that, his butt cheeks spread open giving me a view and acces to his pink little baby pucker and pricklet. I scooted forward, took the lid off the Vaseline,and proceeded to lubricate my cocklet the whole time watching his little pucker beckoning me as it winked at me.

I instructed Jimmy to put his head down on the floor. When he did that his ass opened even futher. Grabbing his hips, I moved forward and placing the tip of my cocklet on his pucker I began to push. Between the lubrication and the anal probing I had done earlier, his rectum was ready to receive me. That's not to say that he was'nt tight. On the contrary he was making love to me with his ass muscles as my cocklet went in.

Through it all, Jimmy took this anal assault with only a few grunts, groans and and a ouch or two slipping through his lips.. Once his spanked baby cheeks were against my hips, I began to slowly piston in and out of his hot, squeezing, baby hole. I would pull out till I could just see the head of my cocklet then I would slide it back in. As I began to pick up speed, I watched my cocklet slide in and out of his hole. I became excited as his little buttlips wrapped tightly around my cokclet and they were given me the most raptous feeling in the world. After a while, my hips were spanking his little ass again.

Of course this was not a one sided pleasure trip. My little fuck toy began to get into this anal fucking too. He began with a few moans and an occasional ooo. Like before, I saw him pushing his little ass back at me a few times as if begging me to go deeper. Finally, he began to utter more sounds of pleasure to add to my grunting and moaning. We continued down this runaway train of lust for the next few minutes till finally, we both exploded in orgiastic passion.

I kneel back on my knees dragging Jimmy with me. My cocklet was beginning to feel like it was shrinking and it finally fell out of his hole. I looked down to see if I had done any damage, but again, luck was with me.

After catching my breath, I stood up and got the roll of paper towels(Must get some more soon). I tore off a few sheets and wiped my cocklet of the lubicant. I then pulled up my pants and undies and button the pants.

Jimmy was now getting up and looking at me.

"Wow, that was wild."

"Did you like it?' I asked.

"At first, no. It did hurt. But when you started moving in and out, my wee wee began to get stiff again and stayed that way till it exploded."

"Would you do it again?"

He reached back and cupped his butt cheeks. "Maybe when my butt hole stops hurting."

I laughed at that one. I then picked him up and laid him over my lap. His butt was a little pink from the spanking

"Your not going to spank me again are you?" he said with just a hint of fear

"No silly" I answered. "I'm just going to clean your butt hole of the lubricant I used on you, that's all."

"Oh! Ok."

And with that he relaxed accross my lap while I clean his now little back entrance making sure I left no evidence that he had been butt fucked.

After cleaning him, I put him down on the floor and handed him his clothes. He got dressed and we left the 'Hideout'.

As he got on his bike and waved I could'nt help noticing that he sat gingerly on the bike chair as he rode away.

I snickered and went inside to take a nap.

END

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