I, Babysatter - Part 5


by Sawyer

The saga continues...if you haven't read the first four parts, shame on you...go read them, and report back here with your pants around your ankles. Uncle Sawyer has a paddle with your name on it!

Enjoy...more will follow!

****

After all of the crying and the waiting, it had finally come down to this. Here I was, 14 years old, waiting for the first spanking from my young friend, Gavin. This was a special agreement between me and him and my father....

Spank

Gavin's 10 year old hand came down right in the middle of my butt. I have always found that the first whack is usually the worst. It is with my father, who has made spanking me into a science. We had agreed that if Gavin....

Spank

....gave me a "proper" spanking, in my father's absence. I knew what he meant by "proper" too, and it was my job to make sure Gav did it too, since Gavin had never been spanked before, much less give someone a spanking.

Spank

_d_a_m_n_! And he was doing a pathetic job! I couldn't believe this....didn't this boy know how to hit? I had gotten over being pissed about how unfair it was that I was being spanked by Gavin for something that Gavin actually did....

Spank.

....now I was getting ticked off at what a wussy spanker he was. The hits were so tentative, and non-committal. Dad would have had me reduced to tears in the first five swats of his big hand. At this rate I will be graduating....!

Spank.

UGH! I couldn't take it anymore - I had to stop him. It was just lousy.

"Dude," I said turning my head around. "What the _f_u_c_k_ are you doing back there?"

"Spanking you?" he said sheepishly.

"Please! It feels like you are patting a dog on the head!" I was so annoyed. Time was running out – Dad would be back soon, and my ass was far from being properly spanked.

"Well," he began to whine, "I've never done this before." His right hand was now resting on my butt, unconsciously massaging it.

"I know you are a little kid," I said, stopping myself – oooh, his hand felt good. "So you have to bring your hand up high and bring it down fast."

SPANK!

"OOOF!" I said with surprise

"Like that!"

"Yeah, that was better, but you need to do it a little faster," I said slapping the top of the bed, illustrating what I meant. "Do them very fast, and very hard. Don't give me time to react."

SPANK! SPANK! SPANK! SPANK!

"MMMMM!" Once again I was taken off guard by his sudden interest in practicing as we went along with this lesson.

"How's that?" he seemed eager to please.

"Better," I said, in an exhale. "You....you might want to make them a little faster."

"But, isn't it better if I start off slow?" he asked, rubbing my cheeks again. "Won't that make it hurt more, if it sets in or something?"

"No, not with me. I have found that it's much better to start fast, then move slow," I said, shifting on his lap to get more comfortable – man, his hand felt good. "It's much more annoying.

SPANK! SPANK! SPANK! SPANK!

"Oooooh!" I said, grimacing from the sudden, fast sharp pains. My butt was still wet enough that Gavin's little hand was able to make an impression.

SPANK!

He then started doing the slow....

SPANK!

....methodical....

SPANK!

"OOOH!"

SPANK!

....smacks.

SPANK!

_d_a_m_n_! They really were bothering me. I could feel my butt getting warmer with every one of his swats.

SPANK!

Still, I was able to maintain control.

SPANK!

"How's that?" he asked. "Was that enough?"

"Is my butt red?!" I snapped at him.

"A little bit," he said, defensively.

I tilted my head back around again and looked at him, then looked at my butt. "Dang it, Gav!" I said, frustrated. "You need to move your hand around!"

"What do you mean?"

"You were just hitting in the same area," I said, twisting my right arm around, to point at the pinkish area right on my crack. "You're hand is so small, you are going to have to move it all over the place to get my entire butt."

"Well, if your butt wasn't so big!" he said, sullenly.

"Listen, don't make me get the belt out," I growled. "I don't want to have to take a belt because you are too lazy to pay attention!"

"Fine," he said.

"We got a lot of work to do before my Dad gets back."

"I said 'Fine!' Jeez, you are a bossy little creep," he said, taking a stronger hold of me with his left arm. "Good thing I'm going to spank you, or else I might be pissed."

"Well, if you want to know how to spank me, then _f_u_c_k_ing pay attention."

"Fine! Fine! Fine!" he yelled, his voice squeaking. "I understand....I need to smack more of your butt, not just in one place. Happy?!"

"Just make sure and move the hand around a bit, ok?" I was so far beyond annoyed, I couldn't stand it. "You gotta get the right cheek, then the left, then the right, then hit the bottom...."

"The bottom?" he asked, snickering. "I thought I was already hitting The Bottom!"

"Very funny," I said, in no mood to play games. "This part, down here," I said, reaching around again to point at the base of my butt, where my legs began.

"The bottom of your bottom?" he said again, teasingly.

"Yes! The bottom of my bottom," I sighed – ugh! Little kids! "It's a very tender part," I continued. "Smacking that and the top part will get good reactions."

"The top of the bottom?" he said, with another chuckle.

"Yes."

"And the bottom of the bottom?"

"Yes!" I was really getting pissed.

"Hey!" he snapped back. "Don't use that tone with me, young man! I may have to spank you!" He was loving this.

"Very funny," I sighed, tucking my head down, and raising my rump again. "Just get to work, and remember everything...."

SPANK!

"OOOOH!" I said out loud, to his delight, "....that I told you."

SPANK! SPANK! SPANK!

"I'll try and remember, teach!" he said, in the midst of the rapid-fire swats that seemed to find every part of my naked butt this time.

SPANK! SPANK! SPANK! SPANK! SPANK!

He did quite a few fast spanks – much more than before.

SPANK! SPANK! SPANK! SPANK!

Then he slowed them up.

SPANK! SPANK!

Making a point of covering much more of my unshielded rump.

SPANK! SPANK!

Especially taking special care of swatting the bottom - of my bottom!

SPANK! SPANK! SPANK!

"OOOOOOH!" I said, twisting my body up.

SPANK! SPANK! SPANK!!

I reached out across the bed, and grabbed up the top covers in two clinched fists, and held on tight.

SPANK! SPANK! SPANK! SPANK!!!

Finally Gavin was getting a hang of it, and I was really starting to experience some significant discomfort back there.

SPANK! SPANK! SPANK!

I wiggled a little bit more, but still tried to maintain my composure, as I fought back any tears.

SPANK! SPANK! SPANK!!

They were getting louder and louder, as his confidence was obviously increasing.

SPANK! SPANK!

I couldn't take it anymore....!

SPANK! SPANK!

I arched my back up, against his small left hand and cried out, "Nooooo!"

SPANK!!

"OOOH GOD! Stop!!"

Gavin immediately halted.

"Oh my god, are you ok?" he asked, in all sincerity. "I'm sorry! Oh god, I'm so sorry Matt." He started to rub my bare butt, trying his best to soothe it.

I twisted my head around and looked at him dumbfounded.

"WHAT IN THE _f_u_c_k_ ARE YOU DOING?!?" I shouted, with a sniffle still in my nose.

"I'm sorry, Matt," he said again. "I guess I got carried away."

"SO!?!" I yelled again. "You are suppose to be spanking me!" I said again, as I began to get very angry with my young pupil.

"But you cried out."

"I'm being spanked!" I said with disgust. "Of course I'm going to cry out!"

"But you told me to stop!" he said, himself almost crying. "I wouldn't have stopped if you hadn't told me to stop."

"Dang it, boy, this isn't a game!" I said, sounding more and more like my father every day. I slipped off his lap and gingerly sat next to him, ignorant to my own nudity. "Listen, I know you don't want to hurt me, but when you are spanking someone, that's what is suppose to happen."

"But I like you....I don't want to hurt you," Gavin whimpered.

"That makes it even more important," I said, taking his hand in mine. "When you are spanking someone you care about, you are doing it because you care about them so much that you don't want them to make the same mistake another time."

"But shouldn't I stop when I see that person is crying or upset?"

"No," I said, shaking my head. "In fact, that is when you know to turn it on even more, and spank even harder."

Gavin's eyes bulged out. "That doesn't make any sense."

"For all you know, I could have been faking it," I said standing up. I gently rubbed my blushing ass as I looked around our hotel room.

"Were you?"

"No....but you didn't know that," I gave him a quick wink, as I continued looking for something.

"But since you weren't faking it, why do I have to spank you harder?"

"When someone finally cries out, it lets you know that you are finally getting through," I explained, as I went back to the bathroom.

"So I should spank you harder then?" He was totally confused. "Harder than before?"

"Yes," I said from the bathroom, as I found what I was looking for.

"Why?"

"To drive home the point," I said, walking out of the bathroom, pointing a plastic fly-swatter at him. "You can't show me any mercy, Gavin. You need to make sure that I know that I have been spanked, do you understand?"

Gavin had a smirk on his face, as I shook the swatter. Once again I became acutely aware of my own nudity, as I could feel my penis and balls shake along with the waving swatter - It must have looked pretty funny.

"Yeah, I understand," he said, almost with a sigh.

"There are only two times that you stop spanking someone," I said, as I resumed the position across his small lap. "The first is if a number has been agreed on before-hand."

"Like, if I were to say, 'I'm gonna give you twelve whacks,' right?" he said, as he took hold of my side again.

"Exactly," I said, exhaling, knowing that the nightmare was going to continue very soon. "No more or no less. If we had agreed on the number, then you stick to that. It's very important."

"But we didn't agree on a number before hand?" he said, quietly.

"I know, and that's why you have to be extra strict with me, Gav," I said, turning my head to look over my shoulder, again. Tears were starting to form in my eyes. "You only STOP spanking when you are convinced that I have been totally beaten. When I have no more fight left in me."

"How do I do that?"

"By just beating me harder than you feel I can stand, regardless of how loud I am sobbing," I said, handing him the swatter. "Next time, when you hear me hollering for you to stop, or whatever, use this on me."

"A fly-swatter?!"

"You have to use it hard too, Gav," I sniffled. "That's the only way it's going to make any sort of impression, got that?"

"I suppose."

"And right when you think I have had enough, switch back to the hand for another round, just for good measure," I said, wiping my nose. " You can never be too sure."

"Ok," he sounded really uneasy about this who arrangement.

"I should be weeping harder than anyone you've ever seen."

"That's going to sting!" Gavin said, looking at the swatter.

"I know," I said, turning my head back around the front, as I prepared myself again for this final spanking of my young life. "We gotta show Dad that he can't get the upper hand on me anymore."


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