I, Babysitter - Part 28


by Sawyer

Vincent stopped hugging me and went and sat his naked red butt back down.

"I'll have to figure something else for Ike," he muttered.

"Well, you have months and months to plan it," I said.

"And you'll help me, right?"

"Sure, why not," I said, smiling. Man, he was cute!

"Cool beans," he said, finishing up his plate.

"I still don't get something, Vince."

"What?"

"You don't seem to mind getting spanked. What's that all about?"

"Well," he said, thinking about it. "I don't know. It's been like this for so long, ever since me and Ike first moved in with Grandma and Grandpa six years ago, that I just don't worry about it."

"Really?"

"It would be like getting upset every time it rained outside, or every time a commercial came on in the middle of a cool TV show."

"I still don't get it."

"It's like this force of nature that I just can't change or control, so why get upset about it?" he said, looking rather thoughtful. "Like you said, I'll eventually out grow it, and anyway, it's still better than the alternative."

I was really confused. "What alternative?"

"Like I already said, silly: I'd rather get it just once a week, and know it's going to be there no matter what, than have it happen at any time, totally unexpected," he took a sip of orange juice. "That would totally suck."

"It does," I sighed. I suppose it would be better if I knew that once a week I would get spanked by Gavin for everything that I did during the week. The knowing vs. the not knowing. Hmmmm..."I see your point," I added, even though I still didn't quite grasp the admitting to the mistakes of the week, though, so I asked him about that too.

"Confession is good for the soul," he said.

Argh! Catholics!! I bet Father O'Meara taught him that one, too!

"But if you get away with something, I mean something that you know you will NEVER get caught for, ever, WHY would you fess up anyway?"

"But, Matt. I'm really not getting away with it, even when I get away with stuff," he said.

"How can that be?"

"It's like if I stole something and was never caught.," he said, now sounding like a Buddhist monk. "Deep down I will know that I stole it, and deep down I will know that the only way to make it right is if I confess and accept my punishment like a man."

OUCH! That REALLY hit home!

"I see your point," I sighed. I continued eating in silence, as he looked at his empty plate, and fiddled with his fork. I looked at him in amazement. Here he was, eleven - I mean, ten - years old, and already he was more mature than I was. He caught me looking and smiled.

"You're thinking about it, right?" he laughed.

"Thinking about what?"

"My butt."

"Your butt?"

"My red butt."

"I am not!"

"My red, hot, naked little butt!" he giggled.

"Am not!"

"Are so!

"Am not!"

"ARE SO!"

"Am NOT!"

"ARE SO! SO! SO! ARE SO INFINITY!" he screamed, before shouting, "Matt's thinking about my BUTT!" He then repeated it a couple of times for good measure.

"Why would I be thinking about your BUTT?"

"You are thinking about how much fun it would be to make it even more red," he said, putting the fork down he was playing with. "You are wondering how much more would it take to make me cry again."

"I - I am not," I insisted. Is it getting hot in here, or is it just me?

"It's ok, buddy," he chuckled. "It's one thing all of us spanked boys think about."

"Spanking someone else?" I asked, breathlessly.

"Yup."

"So - so, you really, honestly think that I should spank you?"

"Yeah," he said, before confessing, "There was plenty of stuff I didn't tell my grandparent's that I did this last week. Stuff that would require a spanking."

If I didn't know better, I would have SWORN he had a twinkle in his eye!

"Why didn't you just tell them?"

"Because I knew you were coming over."

"You wanted to save up some stuff for ME?"

A-hem...could someone open a window...I can swear that it is getting rather warm in here!

"Uh-huh. I thought you might need to relax," he said, before laughing. "Like Grandpa always says, 'Nothing is more relaxing than giving someone a good, long spanking. Better than a Cuban cigar!'"

OH! He was persistent!! Maybe if I had been this direct with my father on Labor Day? I began to wonder.

"You actually want me to spank you for the stuff your grandparents don't know about?"

"I don't WANT you too, but, like I said, I would think you were a fool not too," he said, laughing. "Heck, dude. If the tables were reversed, this wouldn't even be a discussion. I'd be paddling your naked butt at the drop of a hat."

"But the difference is, if this were switched around, I wouldn't WANT you to spank me!" No matter how I tried to think of something else, I couldn't help but be reminded of the earlier week when I practically threw my butt at my father.

I gulped.

"I already said that I, personally, don't want you too. I just thought that you might want to give a little hand, or a big hand, in keeping me in line, seeing that I still haven't been properly punished for everything this last week," he said, before finishing his orange juice, and smacking his lips. "Like I said, if the tables were turned, your bottom would be hotter than, well...you know what... before we even finished breakfast."

"You wouldn't care that you hurt my feelings, or any of that?"

"If it's desired, heck no!" he said. "Not only would it help you, but it would entertain me to no end!" He laughed again. "Spanking is too much fun to be worried about stuff like that!"

This was a lot to take in on first thing in the morning. "Uh-huh." I couldn't believe that I needed to be convinced to spank this boy!?!

And by HIM no less!!!

"And also, I know for a fact," he said, in a hushed tone. "That they will give you extra money if you DO spank me."

"Who?"

"My grandparents."

"No way!"

"Yeah," he said. "If they came home and discovered my butt was freshly tanned with a bright new color of red, they would assume you were such a brilliant babysitter that you got me to confess to some other horrible, sinful misdeeds!" He paused to be dramatic. "They would pay you extra!"

"Aren't you afraid that they will want to know what the misdeeds were?"

"No way, they really don't care. And best of all," he admitted, "They will leave me alone for the rest of the day!"

"They'll leave you alone?"

"Yeah. Grandpa can finally throw away that horrible belt!"

Ah-hah! There was the rub. I knew this was leading to somewhere!!

"I see," I said, as the light bulb suddenly went on.

"I hate that belt," he muttered, unaware that I had just figured him out.

"When your grandparents come home from church," I began, slowly, "Do they often find OTHER reasons to spank you?"

He was silent. He just looked at me and nodded his head.

"How often?"

"I don't know."

"Yes you do. Don't lie, Vincent."

He sighed, and closed his eyes. "Every - every week."

"Grandma spanks you every Sunday before church, and..." I took a deep breath, "...your grandfather beats you with a belt every Sunday after church?"

Vince nodded.

"That's just not right, Vince," I whispered. "I can't believe they would think of that."

"It was Father O'Meara's idea," he said softly.

"Because you are so 'aggressive'?"

He nodded again - no wonder he was so f u c k i n g "aggressive!" The boy is an orphan, living with grandparents who beat him every Sunday, as often as they can find excuses, and his only brother is never around, and when he is, he would pick on him. _d_a_m_n_! I would be AGGRESSIVE too!

"And YOU think that if they see that I spanked you..." I said, sighing. "...then they will lay off of you for the rest of the day?"

He nodded, before whispering, "I shouldn't have told you that s h i t."

My eyes began to water...even as they widened further...

"Please don't tell them," he pleaded.

I couldn't take this.

I was being encouraged by a boy to spank him...!!

I really couldn't take this.

I was being encourage to spank him so that he wouldn't get spanked worse later...!

I really, really couldn't take this.

I was being encouraged by the boy's grandparents to spank him...!!!

I mean I really, really couldn't take this!

I was even being promised even more additional money if I DID spank him...!!!!

Oh man, but I really, really needed this!

I would have to do it...just this once...just to see if it was too good to be true!!! Just to HELP this boy out, JUST THIS ONCE!

"I'm sorry, Matt," Vincent said. "You must think I'm a terrible person."

"Not at all," I insisted. "It's not your fault." He was the only one in this whole story who WASN'T a terrible person, as far as I was concerned - and at that moment, I was including myself in that equation for even considering being a part of this insanity.

Oh, man...what to do? I couldn't cope with this pressure - this was all too much for someone still fourteen years old to deal with.

What to do...what to do...what to do....?

Oh man....! No one who only has a couple dozen pubic hairs should have to deal with anything this heavy!

What to do...what to do...what to do....?

I didn't say anything, as I finished breakfast in silence. Then, the moment I was done and he stood up to clear the table, I took him and grabbed him around the back of the shirt and asked, "Do your grandparents allow you to cuss, Vince?"

"Ahhh, no sir?" he said, his eyes wide with surprise.

"I thought so," I said, clearing my throat. "You know you just said the 'S' word, don't you?"

"Ahhhh, yes sir," he said, gulping. "I guess I sure did."

"And you also said that you did other things during the week? Things that you should be spanked for?"

"Yes- yes sir," he said, as the corners of his mouth turned up into a smile.

"Do you want to tell me?" I asked.

"No, not really, sir," he said. At least he was an honest kid!

"That's ok," I said. "You don't have to tell me." In one quick move, I slipped his t-shirt off, so that he was now standing before me totally nude.

"I don't, sir?" he seemed perplexed.

"Not as long as you realize," I said, patting my lap, "that you are being spanked for all of that, and for anything else that no one else knows about. You can just keep it to yourself. Do you understand, Vince?" I patted my lap again.

"I understand, sir," he said, obliging me.

"Good."

"Thank you, sir," he said softly, once in place.

"I also want you to understand," I began, staring at his beautiful butt that was still red from the earlier paddling. "That I don't like this."

"I know."

"I don't like this at all!"

SPANK!

"I - I know, sir!"

SPANK!

"This isn't right!"

SPANK!!

"UH-HUUUH!"

SPANK!

"I will not feel comfortable spanking you every week..."

SPANK!

"...just so you can avoid getting it with the belt!"

SPANK!

"OOOF! I know - I know, SIR!"

SPANK!!

"Good."

SPANK!

"As long as we understand each other then."

SPANK!

"OOOOOOOOH!" he cried out.

SPANK!!

"I'll take that as a yes."

SPANK!!!

"USE -USE TH-THE PADDLE!" he demanded.

SPANK! SPANK!!!

"I'll use the paddle when I'm ready to use the paddle," I said.

SPANK! SPANK! SPANK!

And I wasn't ready to use the paddle.

SPANK! SPANK!

Not yet...

SPANK! SPANK! SPANK! SPANK!!

"OOOOOH! NOOOOOOO!!! OOOOOOOH!!!!"

SPANK! SPANK! SPANK!

Vince got himself quite the second spanking from me that early September morning.

SPANK! SPANK! SPANK! SPANK!!!

He was crying and wiggling like a worm, but as his grandmother said...

SPANK! SPANK! SPANK!

He knew his part really well.

SPANK! SPANK!

He (basically) stayed put through the entire spanking, even when I...

SPANK! SPANK! SPANK!!!

got out the dreaded PADDLE!

WHACK! WHACK!! WHACK! WHACK!

"OOOOH!!! OOOH! OOOOOH!!!

WHACK! WHACK! WHACK WHACK! WHACK!

I was much faster with the paddle than his grandmother was...

WHACK! WHACK! WHACK!! WHACK! WHACK!

"OOOOOOOOOHHHHHHHHHH!!!! NOOOOOOOO!!!!!!!"

WHACK! WHACK! WHACK!! WHACK! WHACK!

But I ended up taking the same amount of time to do the job!

WHACK! WHACK! WHACK!! WHACK! WHACK!

"OH! PLEASE PLEASE! PLEASE! PLEASE!!!!!!"

WHACK! WHACK! WHACK!!! WHACK!

OH MAN!!

WHACK! WHACK!!

They were all right about this...

WHACK! WHACK! WHACK!!!

It was an amazing way to relax!

WHACK! WHACK! WHACK!!!

"OOOOOOOH!!! HOOOO!! H-H-HOOOOOOOO!!!" he wailed.

WHACK! WHACK! WHACK!!! WHACK!

I eventually finished and left him on my lap to cry it out.

"That...that should stay red until they get home," I panted.

He didn't say anything as I rubbed his bottom.

"You go rest on the sofa," I said, softly after about five minutes. "I'll do the dishes, after...after I go to the bathroom."

An hour later I gave him another, less intense, hand spanking just to keep the little rump glowing - he told me it is usually best to spank him really well about an hour before they get home. I nodded, but didn't say anything. I wasn't sure I wanted to be a party to this every week.

About 12:30 they returned home, and were delighted to see his (still) very red butt, and were pleased to hear from Vincent how I had properly spanked their little mischief maker.

"Didn't I tell you!" Mrs. Hanson said, slipping me an extra $10.00 bill. "Little boys are always up to something."

"Yes they are," I had to agree, as Vincent gave me a big, broad smile, followed by a wink. I somehow already knew he had the plans for the next week all figured out, or at least was close to it. "Yes they are," I repeated, winking back. "They are always up to something."


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