I, Babysitter - Part 29


by Sawyer

Every Sunday, for eight consecutive weeks in the autumn of 1999, I babysat Vince Taylor while his grandparents were at church. It was a pretty lucrative gig (I got $7.00 an hour! - totally unheard of in the babysitting community), and, besides, Vince was a great kid. He was so smart, and funny, and quite sweet natured, with a slight undercurrent of "aggression" (his priest's word, not mine) that most boys entering the scary world of puberty can appreciate.

Nevertheless, not all was well in the world of my young friends. Gavin, for instance, tried to hide it, but I knew he was jealous as hell of me spending time with another little boy.

"Can't they get someone else to babysit him?" Gavin asked. "I thought Angela Cooper was his babysitter?"

I didn't want to explain WHY Vince didn't want Angie watching him anymore. I just tried to assure him that Vince was no threat to our friendship.

"It's just once a week, dude," I said. "Only on Sundays when his grandparents are at church."

"But we could be playing or stuff."

"Dude, I'm usually watching football with my Dad anyway, and you hate football."

"I do not!" he growled. "I watch it all the time. Even Monday Night Football!"

Oh yeah - I had forgotten. "Well, that's fine too, because, I'm out of Vincent's house before the 1:00 kick off."

"Well, it sounds like more than that," Gavin said.

"What do you mean?"

"On Monday that's all Vince talked about, is how much fun you two had!"

Ahh - it was cute that he was so jealous. My two little preteen warriors, fighting for my hand. It made me feel so...so..well, so queer.

(But in a good way, mind you!)

Vincent and I did have a lot of fun, those Sundays together. What I couldn't tell Gavin was WHY were having so much fun!

"What do you guys do?" Gav asked.

"Just hang out."

"Well I can come over and hang out too."

"No, his grandparents are pretty strict about not letting anyone else over."

"Well, Jamie said that he was over there!" Gavin said, pointing at me.

"Well he's lying!" I said, pointing back. "If he was ever over there, it was before I was watching Vince."

"I can' t belive you two just hang out?"

"For crying out loud, Gavin," I groaned. "We just play games, sheesh!"

"What, like video games?" Gav said, softly. "Because if you want to, you can always come over and play Final Fantasy VII or Dino Crisis? I still haven't figured Final Fantasy out yet!"

"No, not those kind of games," I said, hesitant to go any further - how could I explain to Gavin that, for the most part, Vincent and I spend our Sunday mornings trying to come up with new and interesting games that all, somehow, end with me spanking him?

The idea came to Vincent after that first week I babysat him, but I didn't find out what he had been cooking up until after I arrived that second week (on time!!), when I showed up still wondering if I would (again) be expected to spank him (again).

(Did that make sense? Ahh...who cares...!)

"Vincent is upstairs in his room, crying," Mrs. Hanson said, greeting me at the door.

"You've already paddled him?" I asked. Even though I felt I was really on Vincent's side, I had kind of enjoyed watching it the week before.

"Well, I was in a hurry," she said, as she began fumbling for her keys.

"She left the paddle up in his room," Grandpa said. "Don't be afraid to use it!" he laughed.

"Oh, I won't," I said, nodding my head.

"You did such an excellent job last week," Granny Hanson said. "Pa-pa couldn't have done better himself!"

"That bottom was red!" he chuckled. "Saved me from giving him the once over later that night. Never know what that child is up to. Glad you got to the bottom of it, I am!"

I nodded my head again - Vincent was right! Not only were they (indeed) sadists, but his plan had worked. This made things all the more tougher on me. I couldn't just spank him again, just because they all wanted me to! That was wrong, right?

After they left, I went up to see him. He was still on his bed, naked and bawling.

I knocked on the open door, and he looked up. Still crying he jumped out, and into my arms.

"Hey, buddy," I said. "How you feeling?"

"Terrible," he sniffled, wrapping his legs around my waist as he hugged me - I could feel his beefy penis pressing up against my Pittsburg Steeler's jersey. "Are - are they gone?"

"Yeah."

"Good." He didn't let go of me, as I went to the bed to sit down, carrying him in my arms. He just clutched me like he had never clutched anyone else before. I slowly rocked him, and slipped my hand underneath his very warm bottom. It must have been a blistering paddling.

"I can go make breakfast," I whispered.

"No, not yet," he said, holding me tighter. "Don't go...not yet...not yet..."

I comforted him for about ten minutes, reminding myself of the first time he grabbed a hold of me - at the water park during Gavin's birthday. I couldn't believe that was only about 4 weeks earlier. So much had changed...

Then, without saying anything Vince got up and walked to the bathroom. I sat on his bed and looked around his room. It wasn't anything special. He had posters of comic book characters, football players, and Jennifer Lopez.

When he came back he looked very sorry for himself. He had a wet towel he pressed on his bare fanny. I smiled at how pathetic he looked (well, that and his handsome little weiner). Him being totally naked only made the sorry urchin routine that much worse.

"Why don't you put some underpants on," I suggested. "Your grandparents won't be home for hours. You can take them off by the time they get back."

He shook his head. "No, I can't. I have to st-stick up to part of the deal we made." He got a t-shirt and put it on; this one was bigger than the week before. "This will be ok, besides, I have a game we can play later on." He then tossed the wet towel at me and giggled.

"A game?" I was intrigued. "What kind of game?"

"A game where you will always be the winner!" he laughed, coming over and grabbing my hand as he lead me down the steps. "I'll tell you about it later. After breakfast."

After we ate Vincent explained what he had been thinking about all week - about new and interesting ways that I can spank him before his grandparents got home.

"I told you last week, dude," I sighed, sitting him in my lap. "I don't want to spank you."

"I know, but you need to."

"It just doesn't feel right picking you up and punishing you, for no good reason."

"But I told you that there are things during the week...!"

"I don't care about that," I said, shaking my head. "That's a bunch of crap made up by some twisted adults so they can abuse a child in the name of Jesus and not feel bad about...er...."

Oops! I had said too much...!

He just looked at me, with his mouth hanging open.

"That's just my opinon, Vince," I explained. "It's just ME not feeling right about spanking YOU. I mean, I suppose if I saw you actually do something wrong, or if I knew first hand that you did something naughty then, yeah, I guess I would have no problem spanking you."

"Well, that's what I'm trying to tell you!" he said, putting his small hand over my mouth to shut me up. "We can play a game!"

"A game?" I said from behind his fingers, before he moved them. "I really don't understand, Vincent."

"We can play games, and the object of every one is to spank me!" he said so proud of himself, as if he had just discovered the Polio vaccine.

"That doesn't sound like much of a game."

"Sure!" he insisted. "We can play father and son, or teacher and student, or Tom and Huck, or Michael Jackson and Macauly Culkin, or Zeus and Cupid, or a Beverly Hills Cop and Robert Downey Jr., or even Batman and Robin! See!" he was jumping up and down on my lap as he screamed those examples of what he was talking about. "See how many we can play! See how easy that would be!!"

"Ahhh-huh." This was really weird, but strangely enough, I was following him.

"And every week we pick the two characters that we are going to play, and we play them."

"And my motivation, of my character, is to eventually spank you, as your character?"

"Yes, because it will be MY motivation to do something for you to spank me!"

"Ahhhhh- huh."

"It will be fun!"

"Well, not for you!"

"Just at the end part, silly," he laughed. "And not if you play YOUR part right!"

"You think this is better than me just putting you over my lap and spanking you, like we did last week?"

"It can't be worse," he said, with an 'ouch - that still hurts!' look on his face.

I thought about it for a moment then laughed.

"I don't know..."

"Please think about it," he pleaded. "You are like - like the only person I can trust with this. You're like the brother I wish I had!"

"But I'm not your brother," I said, really torn on what I should do. "It's not even like we're family, or that we've known each other that long...!"

"You have so many relationships in this life," he said. "Only one or two will last."

"I understand, but..."

"You're going through all this pain and strife," he continued. "Then you turn your back and they're gone so fast." Tears were welling up in his eyes. "Do you understand?"

"I wish I could help you, Vince..."

"Please, Matt!" he got off my lap and got before me and began begging, on his knees. "You know how horrible the belt is! As my grandfather told you, I will do ANYTHING to avoid that."

"Even play some stupid spanking game?"

"Yeah!"

"Really?"

"I even have a great one planned for this week!"

Somehow that didn't come as a surprise. I looked down at him, still begging, and sighed. Who was I to refuse a naked boy when all he was asking, on bended knees, was to be spanked?

"Sure, why not."

"Excellent!" he said, jumping up to hug me. "You rule!"

"Thanks," I laughed. "So, who are we going to be playing today?" I asked.

"I was thinking about playing Cowboys and Indians!"

"I would be the Cowboy...?"

"And I would be the Indian!" He then leapt out of my arms, and said, "Wait there! I'll be back in a moment!

About a minute later Vincent showed up wearing a loincloth, and an Indian head-band. I broke out laughing.

"DUDE!" I screamed. "Where did you get that?!"

"At Toys R Us! Is't it cool!" He spun around, as the fabric blew up, showing off his ass and penis. "It was actually in a costume for the Disney animated film, TARZAN."

"Did you see TARZAN?" I asked, still laughinig.

"I had to sneak in," he whispered. "Shhhhh!"

"Why did you sneak in?"

"Because Disney is a whore house filled with Commies and fags!" he said, laughing.

"Oh, according to THEM!"

"Yeah."

"Well, it sounds like there's another perfecttly good reason to paddle your butt, bud!"

He winked at me. "I told you. There are always reasons!"

Vincent then went on and on about this game of Cowboys and Indians - one he had played at summer camp the summer before.

"I didn't know you went to camp?" I asked.

"Sure," he said. "It was a blast."

The game he created from that was an elaborate hide and seek. It took us the better part of an hour for us to play, and when I found him, I was more than ready to work his bottom over with my hand.

"A-HA!" I said, finiding his hiding place in the basement.

"YOU CAN'T GET ME!" he screamed, running to the stairs.

I took two giant strides and caught the mostly naked kid, and picked him up in my arms from behind in a huge bear-hug.

"You are going to find out what we do to red-skins like you!" I said, as he laughed hysterically - the boy was very ticklish.

I took him over to a stool, and put him over my lap.

"No! NO!" he said, in mock pleading. "Please, sir! Don't spank me! Don't lift up my loincloth and spank me on the bare bottom!"

"You be quiet, Dances With Jamie," I said, as I lifted the back of the cloth up. "Your red hide is about ready to be a lot redder!"

SPANK!

My hand came down right on the center of both of his pinkish butt cheeks.

SPANK! SPANK!

"OOOOOH!!" He wiggled as he cried out.

SPANK! SPANK!

"You will take this spanking like a brave Indian Brave!" I told him.

SPANK! SPANK!

Vincent reached behind him.

SPANK! SPANK! SPANK!!!

At first I thought he was going to cover his butt...

SPANK! SPANK! SPANK!

But he grabbed the top of the loincloth...

SPANK! SPANK!

...and pulled it up his back...

SPANK! SPANK! SPANK!

...so that I would have more of his bare ass to spank!

SPANK! SPANK! SPANK!!!

"OOOOH!! OOOOOOH!!! OOOOOH!!!"

SPANK! SPANK! SPANK!!!

With one hand wrapped around my leg...

SPANK! SPANK! SPANK!! SPANK!!!

....and another clutching the top of the loincloth...

SPANK! SPANK! SPANK!!! SPANK!!!

,,,Vincent took that spanking very well, never once breaking character.

SPANK! SPANK!!

"OOOOH! I TELL YOU ....OOOOOHHH!!!...NOTHING..."

SPANK! SPANK!!!

"OOOOOH...WHITE MAN!!! YEEEEOUCH!!!"

SPANK! SPANK! SPANK!!!

Never once asking that I stop spanking him!

SPANK! SPANK! SPANK! SPANK!

"OOOH!! HOOOOO!!! HHHHHHOOOOOOOOOO!!!!"

SPANK! SPANK! SPANK!!

Sure, he cried. He's ten years old, after all.

SPANK! SPANK! SPANK! SPANK!!

"OOOH! OOOOH! OH! OH! OH!!!!"

SPANK! SPANK! SPANK!!!!

But he took it like a trooper, and when I was done...

SPANK! SPANK! SPANK!!!

...I held him in my arms, and found myself asking my new young friend if he wanted to come to my birthday sleepover at the end of the week.

"Really?" he asked, through tear stained eyes.

"Sure," I said.

"You won't mind that a little kid is there?"

"Nah!" I laughed. "Gavin might be there too."

"Really? Gav might be there?"

"Yeah, I was going to invite him and my friend Lee."

"You're friends with Lee too?" he asked, sniffing.

"Yeah, you know him?"

He just giggled.

"I'll ask your grandparents when they get home, then."

"That will be great," he said, snuggling into my chest. "Has Gavin spent the night before?" he asked.

"Actually, no," I said, looking down into my lap.

Oh - MY!!

"But you think he will be there this week?" Vincent said, as he was non-chalantly masterbating his thick, preteen penis.

"Ahhhhh," I said, at a loss for words. "If you are there, he should be there."

"Why?" he asked, closing his eyes.

"AHHHH...maybe he'll not feel as left...AHHHHHH...out if another kid his...AHHHHH...age is there."

"MMmmm!"

Man! Part of me wanted to throw him off my lap, while another wanted to leave him alone and let him finish, and still another (!!) wanted to help him with his job!

"That should be fun!" he said, as I carefully stood him up on his feet. As I did this, he opened his eyes and stopped stroking his pecker. It was as if he was woken up from a dream. Did he even realize what he was just doing?

"We'll - we'll have to ask you grandparents," I repeated myself.

"Oh, that will be cool," he said, shimmying out of his loincloth and letting it drop to the floor. "They love you."

"They do not," I laughed, my eyes glued to his erect pecker quivering up and down. He didn't seem to notice it, as he bent over to pick up the cloth and twirl it in one finger.

"They'll love you even more after they see what you did to my poor, bare butt today!" he laughed, turning it around. "On a scale of one to ten, how red is my rump?"

"Hmmm, I would say a good eight," I laughed. "Maybe next time I should use the paddle again, huh?"

"Yeah," he laughed. "The paddle is great for bringing out it's naturally, rosey color."

"Too bad, even with the Indian Summer, it's too cold to play Cowboys and Indians out side," I laughed. "I would have had fun spanking you out in the backyard!"

"Well, if you are still my babysitter next summer, we'll see, bud," he said, going to the steps. "So, next week do you want to play 'Tarzan'?"

"That depends," I chuckled. "Are you going to be Tarzan or are you going to be Boy?"

"I was going to be Little Tarzan, and you were going to be my Giant Gorilla father who is tired of me messing around."

"Now THAT sounds like fun!"

Up next...Matt finally turns 15!


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