Lately, in our neighborhood, someone had been running around in the alleys and spray painting the garage doors. So far, they had not been able to find out the the guilty person or persons were. The neighborhood started a watch to see if they could catch these people. The local kids, in some small way patrolled the alleys in their spare time, but, so far, they had not been able to catch the person(s).
One thing I did notice of the perpetrator was that he seem to be moving futher and futher away form where he first originally started. I came to the conclusion that my alley might be next. I also noticed that this person did it at a fixed time of the day. So with that bit of sleuthing, I decided to stake out my alley to see if I was right. I set myself up in a narrow passage between two garages across from mine. A bush grew right at the entrance thereby giving me a good place to hide. To have hard proof of this person, I had my Polaroid with full film pack. Along with my camera, I also carried the handcuffs and a bandanna if I thought I could handle the person. Once I was kitted out, I took up my hiding position and waited.
As I waited for the person to appear, I heard some construction about a block. In one way, that would mask my camera clicking if he did come through here. As I continued watching, at the appointed hour, I saw some movement coming from the other end of the alley.
As I watched, I noticed it was boy. He could have not been no more than seven or eight. He stood about 3-4 feet tall. He seem to be a bit pudgy. Not fat mind you more like having his baby fat on him. He was wearing Pittsburgh Steelers shirt and a Cincinnati Reds cap. I also noticed he was wearing a pair of elastic shorts who's color was a shade of dark blue. On his feet, he was wearing dark blue socks and sneakers.
He approached a garage door about two doors away from mine and took out a can from a bag he was carrying and began to spray the door in a red color. When he was finished, he moved down to the next door and reached for another can in his bag(How many cans does he have) and sprayed the door in black. I had been taking photos of him as he started painting the doors and had few good shots of his face.
After having enough pics, I pulled out one of the cuffs and stepped out of the hidden place and charged him. With the construction going, he didn't hear me come up and grab him. Before he could react, I knocked him to the ground and handcuffed his hands behind his back. He started to yell but because of the noise the construction was making, only I could hear him.
As I looked down on him, I noticed that he had a rather plump behind. By the looks of it, it might be able to take a good spanking and who knows what else.
Looking around and seeing no one else, I went and unlocked the gate and dragged him in and laid him in the passage. That done, I went across the alley and checked the photos. They all came out good and they show his face real clear. Grabbing the pics, the camera, and his bag of spray paints I went back into my yard. The kid was trying to get up, so grabbing the other cuffs, I cuffed his ankles together so he could not run away.
"Let me go! Let me go now!" the boy started shouting.
"Not yet." I said. "You and I are going to have a little talk first." Then I closed and locked the gate. I went to the back of the garage and unlocked the back door and opened it. I then went back to the boy and dragged him into garage and 'Hideout'. I dropped him in the middle of the carpet and, then bringing the rest of the stuff in, closed and locked the door. Once that was done, I went into the 'Hideout' and sat on the chair to look over this kid.
As I said, he appeared to be about 7 years old and a bit on the pudgy side. What kept catching my eye was his rather plump bottom. I was thinking of the things I would like to do to that bottom,
After a long silence. The kid spoke up. "What do you want from me. I haven't done anything."
I reached down and showed him the bag. "Oh really?"
"Those are not mine. I found it" Was his defense.
"And while you were returning it you decided to spray paint the garage doors, right?"
He seem shock by that but then came back at me.
"Maybe it was you who was spray painting the garage doors."
At that, I reached over and showed him the photos.
"Was that?" he asked.
"Evidence? Of what?"
"Of you spray painting the doors." With that, I bent down and showed him the photos of his act.
His eyes got wide and his mouth dropped when he saw the photos. He looked up at me and still defiant said.
"That don't prove anything."
"True." I said. "But the paint on your fingers along with these pics and the paint cans should be enough for the police to put one and one together."
"The police?" Now he was showing some panic and his bravado was disappearing.
"Yes. I'm sure they'll be glad that I caught the vandal and after they get info out of you, I'm sure your parents would be inform about this too."
At this point, he began to softly sob. "Please! Don't call the cops."
"Why shouldn't I? I was enjoying this.
"Cause they'll tell my parents, and they'll really give me a hard whipping and maybe sent me off to a private school." Was his reason.
"Sorry kid." was my response, you broke the law and now you have to pay." I stood up to leave.
"Wait! Please don't. I'll do anything. I'll help you cuts the grass, I'll clean the garage, anything! Just please don't call the police"
I stopped in mid stride and turned to look at him. I decided to get a better look at his face. So reaching down, I pulled the cap off. As soon as I did this long flowing black hair came down on the floor.
He was Girl!!!!
Still looking at him(Errr!) her I took a closer look at her.
There was bit of a curb on her hips and now looking closer at her face realized that it had soft features. She had a nice set of lips and a button nose. Her cheeks were pronounced. The last thing I saw on her was her eyes. They were black.
As I continued looking her over I finally had to ask.
"Why are you hiding your hair under that cap."
"So people would think it was boy doing this."
"What's your name?"
"How old are you?"
"I'll be eight next month."
"Where do you live?' She gave an address about two blocks away from where Jamiya lives.
"So. Will you let me go." she asked again.
"In exchange for what?' was my answer.
Boy! Did she just opened a pandora's box with that word.
I stood up and sat on the chair.
"Tell me." I began. "Would your parents really whip you with a whip?"
She looked at me. "No! But they would bare my fanny use a hairbrush followed by a strap if what I did was real bad."
"I see." I was building up to the offer.
"Well, let me ask you this. What you have been doing is wrong, right?"
She grudgingly nodded her head.
"And if you got caught, your parents would whale the tar out of you and send you off to a private school. Right?"
She nodded her head again.
"Supposing I was to punish you instead."
"What do you mean?" She was slowly taking the bait.
"Well you said that you would do anything. Correct."
She nodded again.
"Well then, let me do what I want with you for say the next two hours and promise not to spray paint anymore garages and you can go and I won't tell anyone that is you doing this."
She became leary now and cautiously asked. "And what would you do to me?"
I answered her by getting down on one knee and started caressing her ass, nippies, and her crotch. The whole time I was smiling like the Cheshire cat.
She gave a rather shocked look and said. "No! What are you? A pervert?"
"No! Just someone who is offering you another way out then the one you are now facing." At that, I patted her bottom.
She kept looking at me and thinking what the alternative was. Finally, her face went long and she said. "If I let you do what you want to me, you will not call the police or show anybody those pictures?"
"So long as you promise me that you'll stop spray painting things. Do we have a deal?"
With a sob, she said. "Ok."
I bent down and released her cuffs of her legs. I then lifted her up on her feet. As she stood before me, I took a photo of her.
"Now! I think you should get a good spanking for all the damage that you have done. Agreed?"
"A spanking?" She exclaimed.
"Why yes, You have been a bad girl. Yes?"
"And of course it should be on the bare bottom. Yes?"
I dragged her over to the chair and began to pull down her shorts.
She tried to wiggle away. "Oh Please don't. Can't you spank me over my clothes?"
"Of course not. Like you said, you get whipped on your bare fanny so it stands to reason that you should be spanked bared."
And then I tugged her shorts down till they hit floor. Her last veil of decency now stood in my way. They were a pair 'Penelope Pit Stop' panties. I just sat there and admired them why she stood there and began to cry.
"Please. Don't take them down." She said in a whisper.
"Sorry. You said you would let me do anything and I'm going to." With that, she gave out a wail as I yank them down to the floor.
She stood before me half naked and sobbing. She kept trying to twist away from me so I could not see her pussy, but, I wasn't letting her. I picked up the camera and took a photo of her bared midriff. She sniffed out a tear when I did that. As I looked at her pussy she had a nice slit so nice that I thought maybe today might be the day that I may try licking one just to see what happens. But that's later. Now, we have some spanking to do.
As she stood before me. I reached over to the drawer and pulled out the Vaseline and a sharpie. Out of the second drawer, I pulled out a ping pong paddle and, just to freak her out, I pulled out the hairbrush. When she saw the last item she sobbed louder. I also got the bandanna out of my pocket.
"Now. I want to make you as comfortable as possible so I will remove the cuffs and tie your hands back with this bandanna that way it won't cut into your wrists. Ok?"
She nodded her head and said thank you for that. So I grabbed her by her white waist and told her to step out of her clothes. She had bit of difficulty but she did it. I then turned her around and, grabbing the bandanna, tied her wrists above the cuffs then removed the cuffs. This also gave me a great opportunity to see her ass and what an ass.
It was as plump as I had envision. By the looks of things, she still had some puppy fat on them and a bit more puppy fat spread out on the rest of her body. I reached out and squeeze her cheeks. As soon as I did that, she let out a yelp of surprised and looked over her shoulder to see what I was doing. I just looked up and smiled. Again, I picked up the camera and took a photo of that soon to be spanked ass of hers.
"Nice fanny. I'm going to enjoy spanking this naughty bottom."
"Please don't hurt me. I'll do whatever you want."
"You'll certainly will." Was my sarcastic answer. And with that, I turned her around and laid her over my left thigh. After adjusting her, I had her with her plump ass the highest part and her feet off the ground. In this position, I noticed her legs were splayed out a bit out giving me access to her pussy. Her cheeks were slightly apart.
I reached out to her rather puppy fat cheeks and sread them apart. She wailed when I expose one of her intimate areas. As I looked down the crack, I couldn't help admired her rear hole.
It was a nice shade of pink and wrinkled. It was closed tight I'm not sure if it was she holding it close or that's the way it was made. I reached down with my middle finger and tickled it. As soon as I did that, her upper body jumped up and she almost came off my lap.
"PLEASE! Don't touch me there! She yelled.
"That's not decent."
So I continued tickling her rectum and she attempted to wiggle her ass away without any success. After a few minutes of teasing her like this I stopped. She finally let out a breath and again laid over my thigh. Grabbing the Vaseline and smearing some on my middle finger, I felt it was time I introduce Debbie to what was in store for her later.
I again spread her ass cheeks apart and, without warning, put my finger up to her rear opening and pushed. I was in her back passage before she knew it.
"Aiiiiiiiiiiiiiii!!!!! Take out. Take it out Please!! It hurts!! It hurts!!!!" she yelped out and, once again, she almost fell of my thigh. I held her down with my left hand and proceeded to push into her back door. As my finger wormed its way in, I could tell she was going to be a good ass fuck later. Her ass muscles were contracting tight around my finger to the point that it almost felt like she might cut off the circulation to my finger. Her anal tunnel was hot and a tad moist. Once I was fully embedded in her rectum, I turn the finger one way then the other. Through that she kept shaking her ass and yelling for me to stop. I then started to move the finger in and out of her ass.
As I worked at making her ass hole ready for her ass fucking later, she continued to shake her bottom in the hope of dislodging my finger out of her asshole with out succeeding. Throughout this exercise, she kept yelling at me to take my finger out how she would do anything if only I would stop fingering her butt hole. Through it all I ignored her and continued to loosen her back door for some fun later. After I felt she had loosened up a bit, I pulled out the finger. When she felt that she said.
"But I'm not through yet." As I lubed the sharpie. "That was just the warm up."
She looked over her shoulder at me and said "What????"
"You have more coming." As I said that, I parted her cheeks and put the sharpie up to her rectum and pushed.
"Aiiiiiiiiiiiiii!!!!! Stop it!!! It hurts!!!!!! The sharpie continued his trip deep into her rectum to get it acclimatized for the anal sex.
I move the sharpie in and out of her ass, enjoying how her butt lips were being pulled in and out. She continued to voice her discomfort and began to sob.
"Pleeeeease stop!!!! Pleeease! I can't take any more!!!! Pleeeease!
After a few more minutes of giving her rectum a work out, I pulled the sharpie out. "Ow!!! She yelped out and collapsed across my thigh breathing hard and sobbing.
After putting the sharpie down, I pushed her down a bit with my left hand and. This made her bottom sit a bit higher up and spread her ass cheeks a bit. Rubbing those cheeks with my right hand, I looked down on her and said. "Ready for your spanking, Debbie?"
The answer I got was surprising, but, predictable.
"Yes! Yes! Please. Just don't play with my fanny hole."
And so I proceeded.
Smack, smack, smack, smack, smack, smack, smack, smack, smack, smack, smack, smack. I began her spanking the same way I had spanked Jamiya and Tammy. I wanted to let her know that she was being punished and she would not walk away with a few love taps. That first dozen got her attention. She wiggled across my knee and voice her discomfort. My hand prints looked so nice on her bottom.
Smack, smack, smack, smack, smack, smack, smack, smack, smack, smack, smack, smack. She was now yelling out the pain I was inflicting on her bottom and really squirming around on my knee trying to get out of the way of my hand without success. I placed my right leg over her legs so she would stop kicking. When she felt that happened, she wailed out knowing she was losing her ability to move around.
Smack, smack, smack, smack, smack, smack, smack, smack, smack, smack, smack, smack. With her movement restricted, the only thing she could do was arch her bottom up each time my hand made contact. Unbeknownst to her, everytime she did, she would show all her charms to me. A few times, I saw her little pucker open up like a flower and wink at me.
Grabbing the ping pong paddle, I let her know the next part of her spanking was about to begin. "Well, Debbie, looks like your bottom might need a bit more attention. " Before she could respond, I began to paddle her rump.
Smack(Aiii!), Splat(Owww!), Whack(Eeeek!), Thwack(OOOUCH!!) That one landed where her bottom meets her thigh. Whack(Ow!), Splat(Noooowww), Whack(Ouch!) I gave her a dozen smacks with the paddle and stopped to look at my handiwork. During the paddling, she showed more and more of her charms as she was offering herself to me. Her bottom was a nice light red now.
I started again. Splat(Eeeek!), Whack(Lordy!), Thwack(Stooowww!) That one I think I caught her about to say stop. Whack(Nnnnn!), Thwack(Oww!) On it went till I gave her another dozen. By now, I knew all her charms rather well the way she arched her bottom up to me everytime the paddle made contact. I also noticed that her bottom was now a nice cherry red. At the other end, I could hear Debbie sobbing.
She turned her head to me and said. "Please! No more(Sob)! I'll be good(Sob)!"
"I don't know. I think your bottom can take some more from here."
"Oh pleeeeease! No more. My fanny is sore enough already."
"But you still have the hairbrush coming."
"Oh no! Please no! Do anything else, but, pleeease don't give me the hairbrush."
She looked at me when I said that and she broke out in fresh tears. "Yeeeeesss!" She whined out still crying.
"I'll make you a deal."
She looked at me. "Yes!"
"I'll use the hairbrush."(She wailed when she heard that and begged again.) "But, I'll use it lightly and make you feel good while I use it."
"Like this." Reaching for the brush, I released her legs and bringing my left hand around her waist, I started to rub her slit.
"Eeeek! Don't touch me there. That's not decent."
I ignored her pleadings and continued masturbating her. As I worked on her pussy, I began to feel her little button coming out of his place. Once it was out, I began to frig her.
"Eeeek! Eeeeek! Eeeek! What are you doing to me. Stop iiiiiiiiiiiit." I had just flicked her clit.
As I continued introducing Debbie to this new sensation, I lined the brush up and began to lightly smack her bottom.
Again, I was teaching a little girl the ups and downs of pain and pleasure. I timed my hairbrush smacks with my frigging her clit. As I got into a steady rhythm, my little vandal began to change her tune. As I continued to apply the hairbrush to her nether regions, my finger continued to aroused and irritate her clit to the point that she was arching her bottom up to the spanking.
Through it all, she moaned out her lust no longer complaining but accepting the ravagement that was being done to a part of her innocent body.
Finally, she reached that point of no return and raising her head she yelled out "Ohhhhh! Was appeningggggggggg." and collapsed across my knee.
As I removed my hand away from her pussy, I couldn't help noticing that my hand was covered in her pussy juice and that her bottom was showing a deep color of red. I grabbed the camera and took a picture of her well spanked bottom.
After wiping my hand off of her juices on her red bottom, I put the hairbrush down and, lifting her off my knee, carried her over to the bench. Laying her on her back with her hips on the edge, I crossed her upper body with ropes and tied her down till she was secured. Then taking some small towels, I wrapped them around her ankles. Once that was done, I tied some rope around her ankles and, taking the ends , pulled them up and over her body tying one leg to an eyelet and the other leg to another on the top of the bench. When I had finished, I stepped back and gaze at my handiwork.
The gilr was tied up lengthwise in such a way that her ass was on the edge of the bench an her legs were tied up and apart. I had an unobstructed view of her wet pussy and asshole. Grabbing the ottoman, I placed it in front of her ass. I then got a couple of feathers then sat down in front of her open pussy and waited. Before beginning the next part, I took a photo of her pussy and ass in this position.
When she finally came back, she tried to move and realized she couldn't. That's when she opened her eyes and looked around finally looking down to where I was sitting.
"Hi! Been waiting for you."
"What are you doing?" Was her first question.
"What are you going to do to me?" Was the next question.
"Anything I want. Remember? Right now, I want to lick your pee hole and get you all excited again."
"Cause I can."
I moved forward and brought my mouth close to her pussy.
She looked at me wide eye and realized what I was going to do. "Please! Don't! That's not nice! That's dirty!" Don't do iiiiiittttt!!!"
I had put my tongue up to her wide open sex and licked it. The reaction was amazing. She arched her back and tried to move her pussy away from me, but, saw that she couldn't.
I continued licking her and enjoying this new found way to get a girl going. My tongue worked its way all around her small pussy. Occasionally, I would move up her slit and lick her clit. When I did that the reaction was fun to watch.
"Eeeeeek! Eeeeeee! Aaaaooouuuu! Mommmmmyyyyyyy! Don't! Don't! Don't! Lick me Theeeeeerrrrrreeee!" she screamed out.
I continued working that little button of hers till finally she gave out and ear splitting scream and collapsed again(Thank God for the construction noise).
As she laid there catching her breath and coming down, I wiped my face of what she just spilled out of her pussy on some paper towels. I also wiped her very wet pussy till it was dry. Picking up the feathers, I waited for her to come back down.
When she finally did, she saw me holding the feathers.
"What are you going to do with them?" She asked.
"Guess!" I slowly brought the feathers up to her wide open pussy.
"No! Please don't. My pee pee is to sore for you to play with."
"Really!" And with that, I lightly caressed her pussy lips with them.
"Eeeeek! Stop! Don't do that. Do something else! Do something else!"
"Anything, just please don't touch my pee pee, please."
"Well", I said, "there is one other place I could play with."
I slowly moved my hand down till it tickled her butt hole. She looked at me with a panic like look on her face and said. "You played with that already."
"I haven't doggie it yet."
"Doggie? What is that?"
"That's were I get my pee pee all hard and push it deep into your back hole and move it around till I explode."
She gave another wide eye stare and said. "You pervert. You can't do that to me. My fanny hole is still sore from what you did to me earlier."
"That was to prepare you for it. Now! Are you going to ask me to Doggie you, or, should I go ahead and use the feathers on you." And at that, I flicked the feathers across her pussy lips again.
"Eeeeeek! Stop it! Stop it! Doggie me. Doggie meeeeee!" I had just touched her clit with the feather when she said that last word.
"No! I want you to beg to be doggie and make it sound real good, or else." I was holding the feathers just over her pussy.
Sobbing and realizing she had no choice, she raised her head of the bench and said. "Pleeeease! Would you doggie my fanny hole. Pleeease!
I decided to really knock whatever pride she had in her out of her.
"Say, tie me down on the bench, put your pee pee in my fanny hole, and doggie me like I was female dog and I'll tell you that I love you playing doggie with me."
She just looked at me slackjawed at what I just said, but, when she saw the feathers moving to her pussy, she knew she had no choice so she said it.
"Please(Sob!) tie me down on the bench,(Sob!) put your pee(Sob)pee in my fanny(Sob) hole, and doggie me like I was a fe(Sob)male(Sob)dog and I'll tell you(Sob,Sob) that I(Sob) love(Wail) you playing(Sob) doggie with me. At that she broke down and cried.
Untying her legs and her upper body off the bench, I picked her up and gave her a kiss on her lips which caught her off guard then turned her around and tied her face down on the bench. When I was through I had her in a position with her ass up, legs tied apart. She still sobbing at what she has just done to herself. I decided to take a before picture of her in this position.
I dropped my pants and underwear, all the time gazing at how her reddish cheeks twitched one way and another, she still sobbing. I coated my cocklet with the Vaseline and leaning forward, I pull one of her cheeks apart and applied a dollop of Vaseline to her rear opening. I pushed the finger in and, as I did, she moaned out her protest. Once she was well lubricated, I moved forward and, spreading her cheeks apart, lined up my cocklet to her anus and pushed.
As I penetrated and began my journey into anal bliss, she wailed out her discomfort. "Ooooooowwwww!!!! You're hurting me! It burns! It burns!."
"Did you forget something?" I asked and slapped her sore ass.
"Ow! No! No!"
"Then say it." And slapped her bottom again.
Sobbing, she said. "I love you playing doggie with meeee."
As she said that, I continued in and felt her muscles squeezing my cocklet. When I finally felt my hips against her spanked ass cheeks, I decided to make this ass fucking for her memorable. I reached out for one of the feathers and brought around to her pussy. As I expected, her reaction was for the record.
"Eeeeeeeeeeek! she yelled out. "Don't do that. No! Pleeeeeeease!" The feather had found her clit and when it did she pushed her ass as far as the ropes would allow into me. So with the feather doing its work and my cocklet in her ass, I began to have my fun with her body.
I slid in her and out of her tight ass enjoying the wonderful feelings she was giving my cocklet. With the feather doing his work on her clit she had no choice but to endure this ravaging of her.
As I continued fucking her ass, I noticed that her attitude was changing. As my hips slapped into her ass cheeks and the feather continued to arouse her, she began to moan more and more and wiggling and pushing her ass into me.
"Oh! Oh! Oh! Oh Mommy! Ooo! Ah! Ah! Ooo!" On and on went her verbal reaction to this double teaming on her.
As I got closer and closer to my orgasm, she was now showing signs that she was enjoying this and also reaching her peak.
Finally she let me know she was coming when she yelled out. "My pee pee is explodinggggggggg!" As she achieved her orgasm I felt her ass muscles contract around my cocklet making have my orgasm and collapsed on top of her.
After catching my breath, I slowly got up and grabbing some paper towels, wiped my cocklet of the lube and her ass scum. I the grabbed a few towels and went over to her to wipe the inside of her cheeks till all the evidence was gone. Checking her ass hole, I noticed that there was no visible damage, although I'm sure her back passage would be sore for a few days.
Once I was through cleaning her up, I removed the ropes and bandanna of her and went to the drawer, put the stuff away, got dressed, and then sat down to rest.
After a few minutes, she stirred and slowly got up. I noticed as she was moving that her bottom was a nice pink color. As she stood up, she winced and reached back and held her bottom. "Oh my poor fanny." I snickered at that.
Still holding her ass, she slowly walked over to me and stood in front of me. She had a humble look on her face.
"I guess you taught me not be a vandal."
"More ways than one."
"Yeah!" She said as she continued to rub her ass.
"Like me to put some lotion on your fanny?"
She looked over her shoulder at her ass then turned back to me. "Could you please."
I took the lotion out of the bottom drawer and, taking her by the left hand, I pulled her over my knee and began to apply the lotion.
"Oooooooo! That does feel good. Thank you." A I continued applying the lotion to her bottom till it was back to her normal color. After few more minutes of applying some TLC to her bottom, I gave her a light slap and told her "All done."
She slowly got off my lap and bent down to pick up her panties and shorts. She had her back to me as she got dress. So taking the camera, I took a photo of her naked bottom. When she heard that, she looked over her shoulder.
"That I am." she just smiled at that.
She looked at me and said. "Did I pay for my crime."
"And you promise not to tell anyone what I did?"
"Ok." She still stood in front of me. She seem to have a question in her mind.
"What is it?"
Looking at me sheepishly, she asked. "If I came back some other day, after my fanny hole stops hurting, would you, would you."
"Would I what?"
"Would you play with my pee pee and fanny hole some more?"
"Who's the pervert now?" I chuckled.
She lowered her head and blushed.
"On one condition."
"What is it?"
"That you take a spanking again from me."
She reached back and rub her bottom and grudgingly said. "Ok. If I have to."
"You have to."
And with that she gave me a hug. As she started walking down the alley, minus the spray cans, I felt that maybe she would be a regular to my place. At this rate, I may have to set up a schedule for the kids I have converted.
After our meeting, I heard that whoever had been spray painting the garage doors seem to have stopped. The rumors were that either they were caught or they moved on to another town. If they only knew(Chuckle).
But that's another day. Right now I have to get ready to babysit Stefan and set up a time for he and Chrissie to come over and play the day after.
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