Heather was a nine-year-old girl with a many faceted personality.  First and foremost, of course, was that she was a regular girl although a bit on the bossy side even with adults.  Once, in the park she told a man that he shouldn’t be standing on the edge of the pond because he could fall in.© Y Lee Coyote

Second, she had a fondness for her pink bib overalls that young kids wear although she had learnt not to wear them except in the house because the other kids would laugh at her.

Third, her favorite activity was helping her five-year older sister, Kati, babysit.  She had even learnt how to change a diaper although she did not like it when they were soiled rather than just wet.  Kati was very good teaching her about anatomy with all the correct names.

Heather’s most cherished time was when the charge was an older (eight plus) naughty boy who had earned a spanking.  At first she just watched and gigged for each tried to hide his penis from her view.  She loved when they were naughty for then she got to give them some spanks which was even more fun then helping with their baths.  There wasn’t any better fun until that wonderful day when she had a bare bottomed boy over her lap for the first time and was spanking him.

A few times the boy was a couple of years older than she and he was hopelessly ashamed and embarrassed at the proceedings while she was delighted.

* * * * * * * * * *

Heather’s parents and big sister, Kati, all needed to be out so Jamie was enlisted as her babysitter.  The twelve-year-old boy was a neighbor and not very experienced but truth be told she did not need much watching for an afternoon.  She wanted to play a bit and he said he would watch some TV.

A bit later Heather wanted a drink so she went downstairs.  She heard the TV going in the family room and went in to see what Jamie was watching.  He wasn’t watching the western playing.  Back in the hall she saw the light on in dad’s den as the door was open.  This was a room she was not allowed go enter because it was reserved for dad.

“You best close that liqueur bottle, return it and get outta daddy’s den, Jamie.  We are not allowed in here.” she said when she reached the doorway.

Jamie was quite surprised and did not immediately do as Heather said so she repeated her order adding “you naughty boy” which was effective.

Suddenly she had a flashback triggered by those words.  She was visiting her cousins and fourteen-year-old Wilson caused her uncle to react strongly.

Many times since witnessing Wilson being spanked Heather had relived those exciting moments for it was a far harder spanking than she had experienced.  She often imagined replacing her uncle and having Wilson naked over her own lap as she roasted his bottom.  It was extremely exciting far more so than the little boys she had seen on those many babysitting gigs with her sister.

Now that they were out of the forbidden room, Heather verbally lashed Jamie with the litany of his crimes – going into father’s den, prying there and about to drink alcohol finishing up with “You have been very naughty and if dad doesn’t spank you he’ll tell your dad who surely will spank you very hard.”

“Please don’t tell, Heather, pleeeaase.” the panicked boy begged.

“I have to tell because you were a very naughty boy and must be punished.” she replied trying to sound like one of her strict teachers.  Then she continued with the escape clause.  “I could spank you and that would clear the slate and then I wouldn’t have tell.”

A very surprised boy was the result.  Then he said “You can’t spank me.”

“OK.  I’ll go back to my book but if you change your mind come ask me to spank you politely.  Or you can wait for your dad or mine to whip your naughty butt good and proper.” and she went back upstairs.  She tried to read but only could hope he would come knocking so she could fulfil her dream.

Meanwhile downstairs, Jamie was trying to work out the quagmire he was put into by a little girl.

She was absolutely right that if his dad knew he would get a severe spanking and perhaps grounded as well.  Yet it would be terribly humiliating to be spanked by a little girl although it surely would hurt less.  Both options were terrible.  Back and forth he went and eventually went upstairs and knocked.  Heather’s heart jumped at the sound.

Heather had to coach him to actually ask for a spanking because she wanted to hear “I’ve been a very naughty little boy, Heather, please spank me.”  He was smart enough to make her promise not to tell if she did.

Heather had Jamie stand before her while she was sitting on her bed.  When she started to open his shorts he objected.  “Your shorts were not naughty so they shouldn’t be spanked.” she declared firmly.  He acquiesced.

Then she started to lower his briefs.  Again a discussion about spanking always on the BARE bottom which he had to concede to.  “I know that every boy has a penis and I’ve seen hundreds and they are all alike.  I’m sure yours is just the same.” she said as she yanked his briefs down.

Jamie did not have time to resolve his surprise hearing such a word from a little girl before she pulled him over her lap.  And then without any delay came the first spank.  It was not much more than a love tap compared to those from his dad.  Spank after gentle spank rained down on his bare butt and he was close to deciding this was the right choice.

Then something changed and the spank became a WHACK!  Heather had switched to a hairbrush and the dynamics changed.  Now it was painful WHACK after WHACK on his naked botty.  Then he realized that he was yelling and crying like a little boy.

Heather was delighted and continued spanking until the naughty boy was blubbering like the little boys she helped her sister spank when babysitting.  It would be fair to say that she could not have been more delighted that she broke the older boy who was babysitting her although that concept was beyond her.

She stopped spanking and held him a while until he stopped crying.  Then she took him to the bathroom and helped him blow his nose and washed the tears and snot from his face.  She even held his penis at the toilet when she got him to urinate.

When they returned she put him in the corner so she could admire his bright red glowing botty.  She felt very good seeing her handiwork.  After a while she called him to her and pulled up his briefs and shorts.

Jamie promised to be a good boy and to do as she told him to do.  Then she got some milk and cookies for both of them.

Jamie was most quiet after that.  Never again would he see her as a little girl.

Heather was extremely proud of herself for having acted as the big babysitter and spanking the naughty little boy throughly.  She told her parents that he was a great sitter and to get him again.

* * * * * * * * * *

It was a week later and Heather needed a sitter once again.  She demanded that they get Jamie as he was so nice.  Jamie, understandably, was reluctant but his mother insisted that he take the gig to gain more experience.

Tony, Jamie’s nine-an-half-year-old brother, wanted to go along as he didn’t have anything to do on the blazing hot day.  Well, that is what he said but he sensed something was going on that big bro did not want to talk about after the first time.  The boys walked over to Heather’s house wearing just shorts and flip-flops.

It wasn’t long before the three kids were alone.  Heather and Tony knew each other as they were classmates.  She wondered if she had two boys to spank and if Tony knew she had spanked his brother on his  bare butt.

After they had played a board game, Heather started to question – actually interrogate her sitter about things he did.  Jamie thought he could impress the younger girl by boastful remarks that showed how tough he was.  Tony was not so boastful and so he said little.

Heather suddenly changed and “Jamie, you are a very naughty boy doing all those bad things that you just boasted about.”

“He sure is.” interjected Tony.

“And naughty boys get spanked.” she finished.

“They sure do and on their bare bottoms.” added Tony helpfully for he loved seeing his big brother get spanked.

“You can’t spank me.” protested Jamie.

“Of course I can spank you just like I did last time.  Now drop your shorts and briefs and wait in the corner with your hands on your head while I get my hairbrush.”

Tony was beaming at all this and realized why his brother had been acting strange.  Heather returned in a skimpy bathing suit with the heavy spanking hairbrush and sat on the couch.

“Jamie come get over my lap like last time.” she ordered.  Tony was elated watching as his big brother obeyed and the spanking was proceeding.  She did a warm up with her hand and when Jamie’s neither cheeks were rosy she switched to the hairbrush.  Now each WHACK caused a yell and wave of pain to course through him.

“Tony help me a bit and give your naughty brother a few spanks.”  He could not resist the invitation and gave him a few spanks.  Of course, he felt it in his hand and grabbed a flip-flop which impressed his brother a lot more which was most satisfying.

Heather resumed with her evil hairbrush and in just five minutes he was crying.  She sent him back to the corner.

Heather then confronted the younger boy.  “Tony have you been a good boy?  Tell the truth for I shall know if you are lying.  Have you done all your homework?  Your chores?  Obeyed your parents?  Told lies?”

Tony was confused.  He wasn’t perfect and but he didn’t feel naughty.  She pressed him looking hard into his eyes.  He could not resist succumbing to her will.  “I’m just a little bit naughty.  Please don’t spank me.” he pleaded definitely now sorry he did not stay home.

“Well a little spanking will get you on Santa’s Nice List.  You want to be on that one or the other and get coal in your stocking?”  She paused and sat down “Now drop your shorts and get over my lap.”

Heather’s force of will was irresistible and he obeyed her just like his big brother had.  Once Tony was in position she gave him a few spanks on his briefs and then tugged them down.  She spanked some more to a make his behind a nice rosy hue.  Then she added a couple of whacks with the hairbrush on each cheek.  “Now no coal for you.” she joked.

“Let’s cool off in the lawn sprinkler.” she said. “Come.”

Jamie was already naked for the boys had not worn shirts but just shorts and flip-flops.  “Lose the briefs, Tony.  I know about penises and stuff and your brother is naked already.”  Tony wasn’t shy especially with his big brother naked.

Once in the cooling water Heather embarrassed Jamie saying “Tony, I see your penis is bigger than your brother’s little pee-pee.”  That made Tony very happy that he came even though he was spanked naked by a girl classmate.  He had a thought that he kept to himself.  The hairbrush really hurt but there was something nice about her touch.