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Lending a Hand to a Single Mom (Warming Jackie Jr's Teenaged Fanny)


Copyright on this story text belongs at all times to the original author only, whether stated explicitly in the text or not. The original date of posting to the MMSA was: 18 Aug 2007


Being a retired professor at age 60 had it's perks. A good pension and lots of time to play golf was a dream come true. Of course, one wakes up after dreaming and I was no different. I was bored and I jumped at the offer to be a part time guidance counselor for a new program at the local high school. The program consisted of teaching computer skills to kids who were interested, and of course hundreds were. The classes were held in the summer. My kids were now raised and on their own and my wife was getting tired of me being around the house all the time so I took the gig. My job was to make sure all was well with the kids, that they were rolling along in their studies and towing the line in a behavioral sense. I'll now cut to the chase, or better yet, cut to the spanks.

I interviewed new students in my office and one day, I met a single mom named Jenny and her 15 year old son Jackie Jr. The boy was named after his dad who had died when the lad was 5.

I met Jenny and Jackie Jr. at the front door and then went up to my office with Jackie Jr. As the kid bounded up the stairs 3 steps at a time, I grinned at his pure puppy dog demeanor. Jackie Jr. had a cute face that was always stuck in a grin, a short haircut and he was dressed in the standard teenaged boy's uniform, a loose fitting tee shirt and loose fitting jeans. The jeans were not the saggin' type, not at all. No fashion statement here, just the kind of jeans that were super comfortable. Jackie Jr. seemed to be the kind of rugged boy who would wear a pair of drawyers till they fell off of his ass if his mom didn't do his laundry. Mom obviously did the boy's laundry and Jackie Jr. had the smell of a well scrubed lad.

During the interview, Jackie Jr. connected with me very deeply. I always had a way with kids and Jackie Jr. looked at me as an older person whom he could talk to and trust. The connection was so strong that it was obvious that I become a surrogate dad to the boy, in his mind anyway. Throughout the summer semester, the boy would come to my office just to chat or to just say hello. I was delighted that I could make a difference in the life of a kid who was about the same age as my grandsons.

Life changes of course but the bond between me and Jackie Jr. didn't. In fact, our relationship intensified though certainly not in a way that Jackie Jr. would have expected it to.

During the regular school year, when the computer program was closed down for students to return to their regular classes, I met Jenny a few times on the street and was she ever having problems with Jackie Jr. Boys will be boys of course, especially boys with out a reasuring yet stinging man's hand to guide them, and Jackie Jr. was pure stinky boy. He was hanging out with a rough crowd, dressing in their offbeat style and even had his crew over when Jenny was out of town, almost wrecking the house in the process. I met her about 4 times and she was having a hard time indeed with Jackie Jr.

Finally the summer came and the computer program started again. One day, while I was sitting in the lounge downstairs, in came Jenny and Jackie Jr. I almost laughed when I saw the boy. Now 16 and still pure puppy dog, he had on super tight black jeans, a super tight teeshirt with a vile saying on it and his hair was died partly blond and sticking up in spikes. A hooped ear ring in one ear completed the picture. Jackie Jr. had changed alright. He was pure attitude until he saw me. He ran over to me and talked my ear off. The boy still had that connection to me and it was obviously an important connection to him. As the boy walked up the steps to his class, I grinned at how his teenaged baby bottom looked in the much too tight black jeans. To Jackie Jr., he looked tough and sexy in his jeans, but to me and his mom he looked like a little boy with a baby bottom sticking out of a too tight encasement.

As the lad walked up the steps, without even thinking really, I turned to Jenny and blurted out.

"Jackie Jr. needs a good sound spanking."

Thinking that maybe I had overstepped my bounds, I was surprised when Jenny said.

"Does he ever and if you would like to do the honors, be my guest."

We said nothing after that. We just looked at each other knowingly. We both knwe that Jackie Jr's behavior would only get worse without discipline. In other words, it was only a matter of time before the seat of Jackie Jr's super tight jeans would be dusted.

Jackie Jr. was becoming a problem at the school. Actually, this was fortunate as it gave me a way to respond directly with the appropriate punishment.

I was in my office when I heard a commotion. It was coming from one of the classooms. I opened the door to find Jackie Jr. in direct face to face confrontation with the teacher. I asked the teacher what had happened and he said that the boy was being loud and obnoxious and would not cease when told to.

Jackie Jr. was dressed in super tight white jeans and a tight cream colored teeshirt. Looking at the boy's anger and general bratty demeanor, I decided that this was time for the seat of Jackie's jeans to serve another purpose other then looking cute.

"Come with me Jackie Jr.", I said as I put my arm around the boy and led him out of the classoom to my office. He went willingly as he liked and trusted me. To Jackie Jr. I was the man, the older male whom he could talk to and who would talk to him in a way that was important to the boy. Little did Jackie Jr. know but my right hand was going to be talking to his fanny in about 5 minutes.

When we got to my office Jackie Jr. obviously thought that I was going to listen to his complaints and maybe pat him on the back when I was actually going to scold him as I smacked his can for him.

"Where should I sit?", the lad asked as I pulled my chair out to the middle of the office. I gripped the boy's shoulders and scolded him sternly.

"Jackie Jr., you are not going to want to sit down anywhere for a while, your behavior has gotten totally out of control and I have decided that a good spanking is what you need!"

The boy looked at me in wide eyed shock, the lecture was too much to bear. He turned from white to red as I pulled him over to the chair, sat down and with little effort he was face down across my lap.

"What, no, come on, no", was about all the shocked boy said. His hot shot bravado was melting fast, not that he ever had that attitude with me, really.

"What are you doing, come on", the boy was shocked. I smiled at how cute his little boy buns looked in the too tight jeans. They sure enough presented a good target so I took aim and Jackie Jr's first spanking had begun.

Spank Spank Whack Whap Whap Spank Smack Smack Slap Whack WHack Whap

"Oww, come on, that hurts, stop, come on, owwww, yelp, oww."

The boy's ass started to heat up fast and he was in overwhelm. His world had litterally turned upside down. He had fashioned himself a tough guy in a tough group, not a naughty little boy getting his bottom spanked.

Spank Spank Spank Spank "Oww, oww, oww, man that hurts, oww."

Jackie Jr. was a little boy getting his bottom spanked. His cute little fanny bobbed up and down in direct response to the spanks that I administered. A bottom spanking was so new to Jackie Jr. that he did not move his fanny from side to side to avoid the spanks. His ass just kept moving up and down in total rythm with the hot licks that my hand delivered.

Spank Spank Spank "Oww, stop, come on, please, owww." Still no cursing or yelling at me in a nasty way. The boy's respect for me was so strong that he just yelped and finally begged for me to stop smacking the seat of his tight jeans. I didn't stop.

Spank Spank Spank Spank "Oww, sob, sob, ok, ok, oww, please." The boy, still a kid by all means, broke down pretty fast. His ass must have felt scorched in that tight denim. Serves him right for wearing jeans so tight and acting like a little brat. More spanks to that naughty teenaged caboose.

Spank Spank Spank Spank Spank Spank Spank Whack Whap Whap Whap Whap

"Oww, sob, ok, I'm sorry, owwwwwwwwwwwwwwwwwwwwwwwwwwwww."

Spank Spank Spank Spank Spank Spank Whap Whap Whack Spank Spank

"Alright, you made your point, now please stop, oww, sob, sob, sob."

The boy must not have had on any underwear. As I spanked, his seat got moist from sweat and the pants were wedged up his butt crack. I gave him 5 more stingers dead center on his little fanny and then pulled him to his feet.

Spank Spank Whack Whack Whap "Oww, that hurts, sob, sob, sob."

Jackie Jr., former teenaged rebel, was doubled over rubbing the seat of his tight jeans.

"I want you to behave and succeed in life, kid", I said to the crying teenager as I held his shoulders.

I marched the boy, my arm firmly and lovingly around his shoulder, to the file room to put him to work. He went along with me as he continued to rub his burning pants seat. The boy was now assured a male presence in his life, a presence that would give him what he needed, a good pants warming included.

I put Jackie Jr. to work on some filing and then I left, but not before giving him a good smack on the fanny for good measure.

"Be good." Smack "Oww, ok I will."

I kept the door open a crack and when I checked on Jackie Jr. in about 10 minutes, he had his pants down and he was inspecting his crimson bubbles, bubbles that were totally visible because, I was right, Jackie Jr. did not not have on any under wear, just a thong which showed his bare spanked moons for his inspection. He looked shocked as he rubbed his sore rump.

"How's it going in there, kid?", I yelled in, just to have a little fun.

"Ah, fine, fine", the boy answered as he pulled up his jeans fast, wincing as the denim touched his cheekies.

Many other faculty members thanked me. They had heard Jackie Jr's spanking and had seen the positive change in the boy.

Nothing like a good spanking for a bad boy, that's for sure.

Jackie Jr. still considered me his buddy and now he had a new found respect for me. After all, I was the one who had stepped in and took the daddy role by taking him in hand and spanking his ass, which was exactly what he needed and, down deep, Jackie Jr. knew that he had needed it.

It takes more then one spanking to fully handle a teenaged boy's behavior. The boy would need a lot more spankings, delivered long and hard, when he got out of line. I told Jenny that I was always available to tan some naughty boy ass if Jackie Jr. acted up again.

Jackie Jr. acted up again. He again practically trashed the house with his friends when Jenny was out. Jackie Jr. had gotten some good school discipline and now he needed some domestic discipline. Me and my big wooden hairbrush to the rescue.

I told Jenny that I would be over. I had the hairbrush in my back pocket. When I entered the kitchen, Jackie Jr. was getting something out of the fridge. His eyes popped out when he saw me. Boys, god bless them, know when they have a spanking coming.

"Er, hi John, er hi", Jackie Jr., barefoot and dressed in a super baggy tank top shirt and loose fitting sports shorts, looked shocked.

The boy had that look that said, "I think I'm gonna be spanked", written all over his cute smooth face. I was not going to disappoint the kid.

"Let's go, kiddo", I said, as Jenny looked on with a smile. I put my paternal arm around the little bugger and marched him into the living room. Halfway into the room, I abrubtly pulled the boy's tank top shirt up and off, revealing his upper body, which was smooth and baby skinned.

"Oh, don't, please", the boy begged as I reached a chair, lifted him up, pulled off his shorts , sat down and put his naked little body into spanking position. Jackie Jr's half moons were utterly boyish, which of course, made them utterly spankable. Smooth, silky, round, tight yet tender, the boy's buns were made for spanking and looking cute in super tight jeans of course.

"No, not while my mom's watching, no don't", resigned to the inevitibility of a spanking, the boy begged to get a more private tanning. No go. Jenny watched with a maternal smile at seeing her baby totally naked for the first time in years.

Time to put the hairbrush to work. I brought it down hard on the teenaged half moons and Jackie Jr. screamed out from spank one.

Spank "Owwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwww, no, that thing hurts, please, noooooooooooooooooooooooooooooooooooooooooooooo."

Spank Spank Spank Whap Whap Whap Whap Whap Whap Whack Whack Spank.

"Owwwwwwwwwwwwwwww, ok, owwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwww."

That hairbrush sure could spank some caboose. Big red blotchs were burned into Jackie Jr's ass cheeks, gradually merging into each other. The kid's ass was heating up fast.

Spank Spank Spank "Owwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwww."

It takes lots of determination to spank a bare ass as cute as Jackie Jr's. His ass was so cute that it was made for paternal pats and maternal kisses. However, those buns were also made for spanking and spanking was what was needed now, not kisses and pats.

Spank Spank Spank. Naked as a pin, the boy kicked his legs apart and his crack, filled with boyish peach fuzz, and his baby pink bottom hole came into view. I tore into those cheeks with the trusty hairbrush.

Spank Spank Spank Spank Whap Whap Whap Whack Whack Whap Whap

"Oww, sob, sob, sob, sob, owwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwww."

The boy was blubbering now. The wooden brush was teaching him a good lesson.

Spank Spank Spank Spank Spank "Owww, sob, sob, I'm sorry, I am."

I stopped spanking and held Jackie Jr. across my lap. His ass, from the top of his cheeks down to his upper thighs were bright red.

When I let him up, he stood there rubbing his buns, looking oh so cute and pathetic, as his mom and me looked at his naked boyish form.

I put my arm around the boy, marched him up to his room, laid him on his bed, kissed his forehead, told him to behave or else, and left the room.

Downstairs, Jenny thanked me profusely.

For the next couple of months, Jackie Jr. was a well behaved boy. His spankings had did a job on his attitude and demeanor. He continued to come to me to talk, always excited to share his boyish thoughts with me. I was delighted of course.

Another blowup with Jackie Jr. and his mom came about 3 months after the boy's bare bottomed hairbrushing.

Jenny did the right thing of course. She called me and I headed over to her house, this time the wide leather spanking belt in tow. The belt was the one I used on my own boys and I was anxious to get to use it again to give some positive change to a boy's attitude with a good aplication of the leather to his naughty half moons.

When I arrived, Jenny let me in and then she left. She told me that Jackie Jr. was downstairs working out with weights.

"That little bugger working out with weights, this I gotta see", I thought.

I waked down to the basement quietly. I saw Jackie Jr. laying down and lifting weights. He looked so boyishly cute yet somewhat rediculous doing such a thing.

The boy got up with his back to me. He had on, of all things, a white jock strap, which left his pink half moons bare for the strap. He looked so cute in the jock, so boyish and tender.

"Hey kiddo, how's it going?", I yelled, surprising the kid.

"Ah, ah, oh, hi", Jackie Jr. turned, his eyes popped open, he sputtered and farted out loud. He was shocked to see me standing there with a belt. As I approached him, he trembled, obviously feeling vulnerable in his assless pants.

When I had came down the steps, before he saw me, Jackie Jr's jockstrap was a symbol of masculinity. Now it was little more then a partial diaper as the frightened boy farted, sweated and pissed a little, a big wet spot appearing on the cup of his jock strap.

I marched the 16 yeqr old over to a table, hoisted him up, laid him face down with ass and legs hanging over and, after securing him firmly, gave Jackie Jr. a good hard ass whipping. The belt went into action with stinging yelp producing whops that set fire to the lad's tender tushie.

Whap Whap Whap Whap Whap "Owwwwwwwww, owwwwwwwwww, please, owwwwwwwwwwwwwwww." I kept on giving that fanny a whopping.

Whap Whack Whack Whack Whack "Owww, owwwwwwwwwwwwwwwwwwwwwwww."

Whack Whack Whack Whack Whack Whap "Oww, please, I'm sorry, I'm sorry, sob, sob,owwwwwwwwwwwwwwwwwwwwwwwwwwwwwwwww."

The tough little weight lifter was getting a good lashing across his naughty nates, nates that were getting redder by the second.

Whack Whack Whack Whack Whap Spank Spank Spank Spank Spank Spank

Whap Whap Whap Whap Spank Whap Whack Whap Whack Whap Whap Spank

"Oww, waaaaaaaaa, sorry, waaaaaa, sorry, sorry, owwwwwwwwwwww."

Jackie Jr. was crying so hard that I almost felt sorry for him. However, sympathy should never get in the way of a boy's much needed spanking. Teenaged boys are tough and a good spanking never killed any of them as far as I know. This spanking was needed and needed badly.

Whap Whap Whap Whap Whack Spank Spank "Oww, waa, oww, sorry, owww."

Whipping complete, I set Jackie Jr. on his hoofs and he not only doubled over and rubbed his ass, as he always did after a spanking, he had pissed fully in the pouch of his jock strap and he, well, the poor lad pooped right on the floor.

The kid was in overwhelm, so I assured him that it was alright, marched him over to the pot, tenderly wiped his ass for him and then put him under the shower, telling him to clean himself up. The boy climbed out of his partial diaper, quite a dirty one at that, and showered.

Again Jackie Jr's behavior was improved. Of course, I was always on call and about 4 months later, Jackie Jr., now 17, was hanging out with some friends outside his house when Jenny called me and told me what a little bastard the boy was being.

Jackie Jr. freaked when he saw me approach him as his 4 friends, 2 boys and 2 girls, watched curiously.

Jackie Jr. had on a tight sexy tank top with a open cotten shirt over it and designer jeans.

"No, don't, don't", Jackie Jr. begged in a low voice as I got down on one knee, put him over my knee, pulled up his shirt and proceeded to blast the seat of his form fitting designer jeans as his friends watched open mouthed.

Spank Spank Spank Spank "Oww, not here, not here, please."

Spank Spank Spank Spank Spank. Jackie Jr. howled and kicked his big puppy dog feet as I spanked his bottom. His friends were shocked but they did not say a word. The 2 girls looked on with sympathy as I spanked the boy's cute bottom and the 2 boys were developing boners, so obvious in their tight pants.

Spank Spank Spank Slap Smack Spank Spank Spank Spank Spank Whap

"Owww, owwwwwwwwwwwwwwwwwww. sob, sob." Being spanked in front of his friends was not a strong enough deterrent to keep Jackie Jr. from crying. I gave him the standard spanking, meaning it was a butt blaster, designed to produce boyish tears and apologies.

Spank Spank Spank Spank Sank Whap "Owww, sob, sob, sob, sob, owwwwwwwwwwwwwwwwww, sorry, sorry, owwww." Jackie Jr's pants seat was in 'fry an egg' mode so I stopped spanking and the lad scrambled to his feet, rubbed his buns, looked at his friends and ran into the house.

The girls looked like they felt really sorry for Jackie Jr. but the boys had big smirks on their faces not to mention big bulges in their pants.

"Either of you boys need a good spanking?", I asked sternly, in an effort to put the 2 snot noses in their place.

"Ah, no", "No way", were the answers as the 2 boys walked away quickly, the bulges in their pants deflating fast.

A few months later, Jenny got married. She told me, happily, that her new husband was a widow with 2 grown sons and that he was a spanker. Jenny really lucked out.

Both Jenny and Jackie Jr. write to me. Jenny tells me of Jackie Jr's progress in life and of the hot disciplinary spankings that he is receiving from his stepdad.

Jackie Jr. never mentions his spankings to me but he did thank me for helping him out in life.

My response?

"My pleasure, young fella."


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