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Spanking A Cheerleader - A Cheerleader Sex Story

 This story goes back about 5 years ago when I was a sophomore in high

school.  I will share this story with you because I have enjoyed the many

good

stories I read on this BB.  I request, however, that you do not try to

contact

me for I do not want to reply to a mass of horney, hot blooded men.  Enjoy.

*******************************************************************************

     I was a member of our football’s cheerleading squad and proudly ware

the 

short, pleated purple and gold shirt and was lucky, because at the age of

14, I

well-advanced beyond my fellow female classmates and had full, firm breasts

to 

fill the sweaters we were given to wear on the Friday’s preceding a

football 

game.

     I had little sexual experience but once-in-a-while when my hormones

were 

raging, I would go to the girl’s restrooms on these Friday mornings to slip

out

of my bra so that my long, hard nipples would create a tantalizing

sillouete 

underneath my well-tailored sweater.  Once in a while I would even remove

my

panties so that I could discretely reach up under my shirt when sitting at

my 

desk and play with my most, supple pink lips and bring myself to a secret

hot 

orgasism.  Another favorite pastime was to remove my panties so that when I

would lean over to take a sip form the water fountain I could excite myself

with the though that one of the boys that I wanted to impress would get an

eyeful.

     One week prior to the big game against our long-standing rival school,

had been chosen my a lottery and entered into a pact of secrecy with my

fellow 

cheerleaders to paint our school’s mascot symbol on our rival’s school but.

 It

had been an annual event which was “destined” to become an annual

tradition.  

Unfortunately, however, unbeknownst to me I was caught in the act.

     Friday, the next morning, I rushed to the restroom to stuff my bra

into my

purse and was now proudly outfitted in my pleated short skirt and tightly 

fitting sweater.  Upon emerging for the restroom, I ran into our assistant

vice-principal, Mr. Humphrey.

     Mr. Humphrey was a 6′ tall handsome specimen of a full grown man.  All

of 

the girls in the school held a secret crush on him and I was no exception.

     Mr. Humphrey asked me where I was the night before and I was

speechless.  

He then told me to report to his office immediately.

     When I entered his office, he rose form his desk and come around to 

close the door and told me to sit down.  He proceeded to pace and told me

that

he had anticipated this annual act of vandalism and staked out the area

where 

our rival’s school bus was parked —— I was caught in the act.  He told

me 

that he had little choice but to relinquish my position on the cheerleading

squad.

     The thought of being thrown off the squad let alone having my parents

find

out and giving up my uniform was more than I could bear.

     Tears began to roll down my cheeks and I wept and started to plead

with 

Mr. Humphrey to reconsider his decision.  He stood firm on his decision as

he 

held his chin in his hand as he listened to my continued pleas.  He know

how 

much the squad meant to me.

     I said that I would acquiesce to any other form of punishment other

than 

having to give up my position on the squad.

     He than suggested that 10 firm swats with the dreaded paddle that was

bored

with holes would be considered to be sufficient punishment as long as I

would 

promise never to participate in such dealings again and did not tell my

parents

about this form of punishment.  I naturally made the promises and was happy

to 

receive my spanking.

     He bent me over his leather chair and I grasped the edge of the seat

as my

ass was raised high in the air.  He gave me one large *SWAT*.  He then

said, 

“Christy, I want you to take your punishment like a big girl —- pull down

your panties.”

     At first I was shocked, then my face and body flushed with heat for

the 

idea of my exposing myself was a long-held fantasy for me.

     I reached up under my shirt and pulled my panties down all the way to

my 

ankles.  The heat in my body rose to a fever pitch and I smiled gleefully

at my

handsome, Mr Humphrey.  He must have noticed my excitement because he

snapped 

at me to resume my position and ready myself for the rest of my punishment.

     I leaned over the back of the chair again, raised my hot pink cheeks

and 

exposed pussy high in the air and grabbed hold of the edge of the seat.  

Between my soft young thighs, I could feel my newly furry sprouted thatch

of 

hair that barely covered my pink pussy rub up against the leather chair as

braced myself for the next round of spanking.

     Mr Humphrey’s drew back even further this time and the paddle land

heavily 

on my bear bum with a loud *SMACK*.

     With each repeated round, the strength of his stroke felt more and

more 

intense and I could feel the sting on my reddened hot ass as tears began to

stream down my cheeks.

     I heard him draw back again and instinctively reached around to grasp

the 

paddle to stop it’s approach but discovered that instead of the paddle, I

had 

grasped hold of a large pulsating bulge within the recesses of his wool

pants.

 We were both FROZEN in position.  My twat began to pulsate in the same 

rhythmic speed that I felt form his cock in my hand.  Dampness formed

between 

my legs and moistened what pubic hair I had while the rest of my wetness 

slowly trickled down the side of my leg.  I was ready and willing to

receive 

the slap of *HIS* rod so I unzipped his pants and released his massive 

pulsating chock.  I directed it towards me and I stretched my pink bottom 

backward to approach his “bulls eye” target.  I then put my other hand

between 

my legs and reached back for his throbbing cock  and pulled it between my

hot 

thighs to brush is of my clit.   I ran his head between my legs again to 

further lubricate his hot cock and excite my already ready clit.

     I opened my hand and massaged his cock against the face of my dripping

wet

cunt.  I turned my head around and looked up to Mr. Humphrey with my big

blue 

eyes and said “Slap me with you pole and I’ll *promise* to be good.”

     I leaned over the chair again and spread my legs apart to create an 

opening for his approaching body.  I directed his throbbing head to my

tight 

but wet cunt.  He firmly grabbed hold of both my hip and slowly teased me

with 

the top of his head.  I wanted to drive him deeper but he said I would have

to 

hold still and wait, and should just hold onto the sides of the chair ,

bend 

over and not let a sound out of my mouth.

     I obediently leaned further forward and braced myself for what was to

come.  He drove himself deeper and deeper inside me.  At first his rhythm

was 

slow, but his pace quickened with every approach until he began slapping me

with his dick almost as hard as he had with his paddle.  The noise of his

cock 

and body slamming against mine was as loud as the paddle and his balls

would 

jump up in front of my pussy which excited me evermore.

     The continuing thrust of his body increased to a fever pitch at which

point he drove it harder and deeper within me and I did all I could to hold

back my screams and joy……I was COMING and I felt the rush of his

liquids 

explode within me as he continued to thrash his body forward until he

slowed to

final stop.  I had by then collapsed limp over the leather chair and after

caught my breath, he gave me some Kleenex, told me to wipe away my “tears”,

put

on my panties and go back to class.

     I’ll never forget his last words, “Let this be a lesson to you,

Christy, 

the next time you ever get into trouble again, you will find yourself in

this 

office again and I’ll have no choice but to make you turn in your uniform

right

there and then”.

     This story had a very happy ending for me:  I stayed on the squad, and

today, I am happy to say that the lessons I learned that day were

invaluable 

and will forever be cherished.

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Spanking Sex Story - The Escape

 ”How many do you want?” asked the man gently.

    Loraine started at her step-father in surprise. Her father had never

asked her how many strokes. He’d always just strapped her until she

thought she was going to die, and then he’d given her one or two extra

before he stopped.

    “Uh, what do you mean?”

    “I mean how many strokes should I give you? You were the one who

committed the sin; I think it appropriate you should pick the

punishment.”

    “You mean if I say I should only get, uh, ten strokes that’s all you’ll

give me?”

    The gray-haired man nodded. “Yes. You know best what you deserve. If

you don’t think what you did was that wrong, you may choose a lesser

punishment. It’s up to you.”

    Loraine’s face went into a wide smile, though she tried to hide it by

looking away. She couldn’t believe her good fortune. What an idiot her

step-father was! She’d been terribly frightened when her mom told her he

was going to have him whip her. She remembered her father’s whippings

and they’d been fierce ones. But Jack was one of those modern

“sensitive” guys. He apparently had his own way of dealing with naughty

girls.

    Screwing her face into a serious expression, Loraine looked at her the

tall man and nodded somberly. “You are right. I should be spanked for

disobeying my mom. But I think five should be enough to teach me a

lesson.” She held her breath. Would he do it? Just five? She could

hardly not laugh it seemed to ridiculous and paltry. Only five licks!

Her father gave her that many just to warm her up.

    But Jack nodded. “All right, young lady. Bend over the back of the

couch here. Pull those panties tight.”

    Loraine obeyed, smiling as she bent over. The leather came down. Splat!

It was a sharp blow that made her wince, but it was endurable. The

second and third really stung, but she was quiet. At number four,

however, she realized she needed to make this look good, so she yelped

and allowed tears to come into her eyes. At the fifth one she began to

bawl tremendously as Jack put away the strap.

    “I hope that you learned your lesson,” he said calmly, and she nodded

frantically through her tears.

    “That _really_ hurt,” she wept, “I’m really sorry, Jack.” She made a

big show of rubbing her bottom and made her way to her bedroom where she

shut the door and practically collapsed on her bed laughing. What an

idiot! This was like a dream come true. Not only would she get her

punishments over with quickly–no drawn out grounding–but they wouldn’t

even hurt!

    Well, wouldn’t hurt much, she thought ruefully, rubbing her butt and

wincing at little. They had certainly been hard strokes. As hard as any

of her father’s.

    At the mention of his name she glanced at the stand near her bed and

looked at his picture. She felt sad and missed him. She couldn’t believe

it had been three years. She was almost sixteen now, and he hadn’t seen

her grow up. For a split second the horror of the car crash and all the

ugly memories surrounding that mess came to her mind and then she

forcefully pushed it from her brain.

    She remembered how happy her mother was when she met Jack just over a

year ago. Loraine wasn’t very impressed–he had seemed so old at first,

but her mom had been so depressed for so long it was incredible to see

her smile again, and so Loraine kept her feelings to herself. When the

two got married, Loraine wasn’t opposed to it. Jack made it clear he

wasn’t out to replace her father, and her mom was equally clear in

stating that she hadn’t forgotten Richard.

    Over time, Loraine had grown to love Jack. He was kind and friendly and

quite intelligent. She could see why her mom liked him. He was very

different from her father but if she’d had to pick another, Jack was a

decent man. She especially liked that he didn’t mind if she talked about

her real father, or that she wanted to keep his last name. He didn’t put

pressure on her at all and didn’t resent it when she confided in her

mother.

    When her mother told her that Jack was going to start disciplining her,

Loraine wasn’t sure how to feel. With her father it had been easy: he

whipped her hard but she always knew that he loved her. With Jack she

wasn’t so sure.

    But then he’d pulled this “Pick your own punishment” crap and Loraine

thought it was wonderful. She could act it up and pretend like it really

hurt, but since she knew her punishments wouldn’t hurt she was free to

do whatever she wanted!

    She started the next weekend. Her mom told her to be in by eleven and

Loraine agreed. But when the date with Chuck was going so well she kind

of forgot, but didn’t worry about it much. What was the worse thing that

would happen? She’d get a _spanking_, ooh, now there was terror.

    Sure enough, Jack was waiting for her when she got home at midnight. He

shook his head and held up the strap. She nodded and pretended to be

rather sad. “I think two, no, three will be enough,” she said as though

thinking about it carefully. “Yes, three is perfect.”

    Her step-father nodded and she got over the couch, dropping her jeans

so only her underpants protected her bottom. The three strokes stung

like the devil and Loraine yelped and carried on like she was being

flayed alive. When it was over she gravely thanked her step-father and

tearfully apologized. Once in her room, however, she giggled herself to

sleep. This was perfect. If she could escape all her punishments this

easily life would be perfect!

    Actually, she kind of enjoyed just a few strokes of the leather, she

thought, as she lay in the dark and fondled her bottom. More than that

started to really hurt, but just a few, well, it kind of turned her on.

She found this strange, but decided it must be because she was almost

naked in front of Jack, or because her bottom was so close to her pussy.

She touched herself there and blushed in the dark. Thinking of the

whipping, however, made her wet and she couldn’t help but touch herself.

She fell asleep smiling broadly.

    Over the next few weeks Loraine took advantage of her step-father’s

generosity many times. Several times a week, at least, she found herself

bent across the couch yelping at three or four sharp cracks of the

strap. A couple of times Loraine said just one stroke was enough and

Jack just nodded. He never questioned her decision, giving her exactly

what she asked for. Loraine found this wonderful. Depending upon her

mood, she’d take just a couple strokes, or occasionally, more.

    Then one day Loraine overheard her mother arguing with Jack. Jack

rarely argued. It was her mother that always shouted. This time she

wasn’t shouting, but she was angry. “Come on, Jack, you’ve got to admit

her behavior is getting worse and worse. You’ve got to really give it to

her. This business of one or two strokes is ridiculous! Her father gave

her fifty if he gave her one!”

    But Jack just smiled and said things were in control. He kissed her and

Loraine slipped away, content that everything was going well with her

scheme.

    The next week Loraine was caught shoplifting. She and her friend Sarah

were at the mall and tried to sneak out of Macy’s with bathing suits in

their handbags. Security caught them and called their parents. Loraine’s

mom took her home, absolutely furious. The store was considering

pressing charges, but since it was the girl’s first offenses, they were

inclined to go easy on them.

    When Jack arrived that evening Loraine heard the two arguing something

fierce. Actually, it was mostly her mother shouting, she heard, but it

was obvious the two disagreed. Loraine had a dreaded feeling she knew

exactly what it was about. She hoped Jack would win.

    Sure enough, there came a knock at the door and Jack was standing

there, holding the strap. “Your mother thinks I should give you about

fifty,” he said grimly. “What do you think you deserve?”

    The phrase “about a hundred” popped into Loraine’s head but she kept it

to herself. “Well, this is a pretty serious offense, so I think ten

should be enough.”

    “Ten?”

    “Yeah, no, well, let’s do twelve. That will _really_ teach me.” She

felt her stomach turn silently as she knew twelve would indeed hurt, but

it was nothing compared to fifty.

    Jack nodded and they went into the living room. The whole house was

quiet. Then “Wack!” “Smack!” “Thrap!” “Floop!” “Smert!” Again and again

the belt came down and Loraine leaped out and yelled out in pain and

cried big weepy tears and went to her room sobbing and rubbing her butt.

    As she closed the door Loraine heard her mother shout something at Jack

but he didn’t answer but only nodded. Loraine shut the door firmly and

retreated, feeling a little guilty. Her buttocks throbbed a little and

some of her tears had been real, but she knew that she hadn’t really

been spanked. It made her feel bad, somehow, as though she had betrayed

Jack. She felt a little sorry for him. Here he was being so nice and all

that got him was her mother yelling at him.

    Suddenly Loraine wished she’d asked for twenty strokes, or even thirty.

“It would have served me right,” she thought. “Now Jack’s in trouble

because of me.” She didn’t sleep very good that night. She felt even

worse the next day at school when she saw Sarah and found out she’d been

well whipped and was to get another thrashing on Saturday.

    “Daddy says I’m grounded for a month, too,” she whined. “It’s not fair.

What’d you get?”

    Loraine blushed and mumbled, “Oh, I got a good lickin’,” but she knew

she was lying to her friend and she felt ashamed.

    A couple weeks passed. Loraine improved her behavior a little so she

only got a couple mild whippings, nothing serious. Slowly the house

returned to normal, though Loraine could sense tension between her

parents, especially if the subject came to her discipline. Loraine

therefore tried to be careful so she wouldn’t have to abuse Jack’s

generosity.

    Then one day Loraine went way overboard. The police brought her home.

She’d been caught at a party where there was alcohol being served. This

was a serious offense and Loraine’s mom went ballistic. Loraine wasn’t

too worried. She’d already decided to ask for twenty this time, more

than ever before, so she figured that would satisfy her mother.

    But once she was bent across the couch and waiting for that first

stroke, Loraine felt a horrible hole in her stomach. She knew twenty

wasn’t enough. Her mom had specifically forbidden her _not_ to go to

that party and she’d done so anyway. She’d known in advance that there

was going to be booze there, too. She had seen the look of

disappointment in Jack’s eyes when she’d told him twenty, pretending

such a large number shocked her, and now she just felt awful. Her mother

had angrily gone to her room and slammed the door shut.

    Suddenly Loraine couldn’t take it any more. She stood and turned to

Jack, who stared at her in surprise, the leather raised. “Hey, get back

over the couch,” he said sternly.

    Loraine began to cry. “Oh, Jack, I’m sorry, I really am. I’ve been a

terrible, terrible, girl, and I know I deserve a whipping, but it hurts

so much–I can’t help it. I know I deserve more than twenty, but I can’t

pick more than that. Can’t you just whip me a long time until I’ve had

enough?”

    “You must tell me how many,” said Jack slowly, his face softening. “You

are the only one who truly knows what you deserve.”

    “Oh, but Jack, it’s too hard. I mean, my dad would have probably given

me, oh, I don’t know, thirty or forty for disobeying mom and going to

the party, but I don’t know about the beer. Maybe another twenty for

that?”

    “Only twenty?”

    “Well, you’re right, it’s very serious. I s-suppose it would a good

amount, maybe thirty or forty for that, too.”

    “Hmmm,” mused Jack. “Is that all you deserve?”

    “Oh, no, I’ve been terrible lately, Jack, and it’s killing me inside. I

feel awful. You and mom are fighting and it’s all my fault. You’ve been

so nice to me and all I do is take advantage of you. I’m horrible, I

know. I wish–” Loraine broke off and turned away.

    “You wish what?”

    “I wish you wouldn’t give me any choice. This makes it feel too much

like I am punishing myself. I wish you would just whip me until I can’t

take it anymore.”

    “But when is that, dear?”

    There was a long pause. When Loraine found her voice it sounded small

and far away. “I-I think a hundred would be good.”

    “One hundred.”

    “Yeah,” she said softly, beginning to cry again. She took a deep

breath. “And another hundred next Saturday.”

    “Another whipping next week! What’s that for?”

    “Oh, just to make up for everything. Please, let’s get it over with. I

can’t take this much more.” Sobbing, the broken girl bent back over the

couch and then paused. “Please, not too hard,” she began and then

stopped. “Oh, never mind. Do your worst. I deserve every bit. In fact,”

with a sudden impulse she reached back and pulled her panties down to

her ankles. “Do it on the bare.”

    Jack nodded. “Loraine, I must say I am very impressed with you. You

have just learned what it means to be an adult, and that’s a big step. I

think you’ve learned a much bigger lesson tonight than anything I could

teach with the strap.”

    Hope gleamed brightly in Loraine’s pretty dark eyes. “Does that mean

you’re _not_ going to whip me?” she implored.

    “Absolutely not,” said Jack sternly. “You are going to get every stroke

you asked for, and a hundred more next Saturday. Now get ready.”

    Fear tightened in Loraine’s chest but she felt strangely content

inside. So there was no escape after all. “That’s the way it should be,”

she thought. She sighed and prepared to receive the whipping of her

life. It was fair. After all, she’d asked for it.

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Sarahs Punishment Part Two - Free Spanking Sex Story

  I was hardly done deflowering her tight little bottom when my member

 began to rise again. 

“Ready for your discipline now Sara?” “Did you think I had forgotten?”

  “First you will get a good

dozen with the cane all across that fat little ass, then I will take

 a 1/2 hour break, and then a bare bottomed lession with the leather

 training lash.  I am going to teach you manners this afternoon.

  I will have obedience from you.  And we’ll have another lesson together

 in two weeks.”

  I picked up the bamboo cane and swished it through the air a few times.

 Sara turned her pretty

round face back around and mouthed a silent “please”, her eyes already

red with tears, her mouth turned down in a woeful lipswell.

  I smiled back at her, my cock now again fully erect and clearly visible

 to the remorseful young  schoolgirl.  I brought the cane down sharply,

 aiming low, and catching Sara not an inch above the flesh crease

dividing her bottom cheeks from her upper thighs..

  Sara let out a low gutteral moan and her pale skinned rear mounds

 compressed and surged as she attempted to defuse the smarting impact of

the cane.

  I struck again, across the fat swell of her upturned bottom.

 Sara swept her head from side to side,

  “p.l.e.a.s.e,   a.a.h.h.h.o.w.w.w.   o.h ……p.l.e.a.s.e !”

  Sara’s bottom was bounding up and down, thrusting her bottom in to the

air,

 and pulling  her puppy fat cheeks hard apart, revealing her still

shinny anus,  with each upward thrust.  She turned her head and gnawed

 her lower lip, her hands clenching in to desperate fists, her hips

 shifting and tensing as she waited for the next strike.

  I tapped the cane lightly across the crowns of her milky hillocks,

 watching the fleshy orbs quiver slightly.

  I gave her four quick sharp strikes across the middle of her smooth

skinned white ass, watching as the red lines of the cane became visible.

  “Do you want to be a good little girl now Sara, want to behave ?”

 ” Ohhhh,   aaahhhhh,….god yessir…..”

  I raised my arm and whipped the back of her bare tomboy thighs with

 two severe strokes.

  There was wild protests and Sara’s schoolgirl ass did a dance that

 would have made a bride

blush on her honeymoon night. She squirmed over the leather sofa, her

 ass cheeks quivering and her hips raising and lowering in a lewd

dance of pain.

  I caned high on the back of her legs, then two more across the very

 bottom of her fat little ass cheeks, and four or five right through

 the middle of her churning ass.

 I was using full arm swings now,

snapping my wrists at the point of impact, and repeatingly stripping

 her fleshy young ass with savage cane strokes.

  Sara was past bounding her ass up and down.  She was weeping low and

deep

 within her chest, her ass doing slow rotations from side to side,

 one knee jammed behind the other.

  I let the cane fall and sat down in my chair directly behind Sara.

  Her ass was a mass of welts, some red, some starting to turn a deep

 purple.  The back of her pretty young thighs showed evidience of at

 least 6 or 8 cane stripes.  Her head had fallen forward, and her

 body was convulsed with deep sobs.

  I ran my hand across her reddened ass, feeling her flinch at the

 lightest touch, and felt the heat radiating from her bottom.

  My cock was standing straight out, its head purple and angry with

lust, and it took all of my resolve not to sodomize her again right then.

  I stood and walked around to oak armoire and swung open the door.

 The shelves revealed all that a disciplinarian could have hoped to find.

   I reached in and took the dispenser of liquid soap and a long pencil

 shaped glass squirt with a large rubber ball attached to its end.

  Filling the squirt with liquid soap, I again pulled up the chair and

 sat directly behind Sara’s red, upturned ass.  I let my fingers trace

 up and down the inside of Sara’s cheeks, and warched as her legs

 tightened against the leather restraints.

  “In the mood for some more fun Sara” I teased her as my hand continued

to stroke her betwen her plump bottom halves.

  Sara turned her head, flippng her brown hair across her forhead and

 looked back.  Her eyes were still red, but grew large with fright upon

 seeing the glass squirt.

  I gently intruded the soapy tip of the squirt in to Sara’s anus,

 twirling the tip as it first breached her anus. 

  Sara’s arms pulled against her restraints, her protests questioning

  ” what is that, what are you doing, aahhhh, pp  pp  pleassseee… “.

  I slowly pushed the six inch length of the glass squirt in to Sara’s

bottom, continueing until only the black bulb remained visiable.

  Sara’s broadened bottom cheeks tensed desperately at the cool depth of

 the glass squirt , and she turned her head in dismay and disbelief.

 I pressed the rubber bulb and smiled as I watched Sara’s body give an

involeentary shiver at the feeling of the cool, soapy slipperiness so

deep in her behind.

  I pumped the bulb two or three more times until I was sure all the

 liquid urgent had been pumped up young Sara’s ass.

  Sara’s anus went quite small and tight as I withdrew the glass

intruder, and she compressed her puppy fat ass cheeks in an attempt

to avoid disgracing herself.

  “Feeling a need to use the rest room Sara” I chided her, “better not

 be rude, I give extra stokes for girls who can’t seem to control

themselfs during their punishment sessions”

    I walked around to the front of the sofa, and  gently cupped Sara’s

 chin in the palm of my hand and raised her head.  In my other hand

I held the single tailed leather training whip.

  I think I have something that will help Sara.  I showed her the

fine penis shaped whip handle, its girth about seven inches, at its

 head an elongated sphere about the size of a plum.

  Sara’s face had turned red from the effort to hold her bottom

in check, her eyes misty and her breath ragged and comming in small

gasps.

  I walked back to my chair and again sat directly behind the fleshy

orbs that had for so long been the material for my night time fantasies.

  I coated the rounded end of whip’s handle and the adjusted knob

againsts Sara’s vulnerable anus.

  “Since I’ll be taking a half hour break, you get a half hour of this

 whip handle up your ass.  I’m sure it will be a little uncomfortable

Sara, but this is something you can remember next time you wonder if

 you should be obedient or not.”

  Sara flicked her hair back  and twisted her firm younf face around.

  This time there was panic and her large brown eyes were damp with tears.

  “I must say Sara, I feel a certain peverse thrill in buggering your

 cute little bottom with the same whip I am going to use in a short

 while across your naked ass cheeks.”

   I used my first finger and my thumb on one hand to open Sara’s

 bottom cheeks wider and with my other hand I pushed with steady

pressure the whip handle positioned against Sara’s exposed anus.

  Sara had been strapped down, her buttocks fully rounded, her young

tight anal cleavage pulled wide open.  There was shrill mewing from

 her as the plum headed whip handle slowly crossed the anal ring and

nosed its way in to Sara’s ass.

  I grinned, my eyes riveted to the handle of the whip as  six

 inches were ever so slowly pushed up Sara’s ass.  My erection was

as hard as a steel rod, standing straight out from my lap as I sat

not a foot behind this young tarts welted and buggered ass.

  After inserting the handle full measure up Sara’s bottom, I spent

 a few minutes rhythmically buggered her with slow deep thrusts.

  Sara was streached harder than see ever could have thought possible,

 her anal ring streached wide against the whip handle, her inside

giving off small little bursts of urgency as the liquid soap started

working. 

  I watched her strong young cheeks writhering and contorting in a

way that looked sexually suggestive, and wondered if I would be able to

wait the whole 30 minutes before I gave her a lesson with the leather

 pony switch, and before my aching cock could replace that lifeless

whip in her hot tight ass.. 

   I’ll be back in 1/2 an hour Sara…….”         

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Sarahs Punishment Part One - Anal Sex Story With Spanking

The three matrons marched her in to the punishment room while Sara

kicked her legs and cursed. Fortunately the three were a match for the

young schoolgirl, but it was very

obvious that she would need to be strapped down for her discipline.

The three matrons hoisted her over the sturdy leather sofa, and while

two of them held Sara in position, the third drew her arms down full

stretch and strapped her wrists firmlyto the base of the heavy sofa

legs.. A stout belt was pinned around her waist over the sofa, and a

third strap secured around her knees, and Sara was firmly secured.

I found it very pleasing to have this sturdy ruffian, dressed in her

white blouse and short wool skirt, the image of so many of my night time

fantasies, now actually strapped down in front of me.

“In the mood for the cane Sara?” “No?” “Lets see how you feel about

it after we remove that little skirt you are wearing!”

My hands trembled slightly as I found the small side clasp and drew

the skirt down her trim teenage legs. Now I had this squirming tomboy

in her underpants. The elastic tightness of her white schoolgirl

knickers straining with the plump fullness of Sara’s rear cheeks,

broadened and fattened by her bent posture.. She had struggled hard

when being strapped down, and Sara’s panties had ridden up the cheeks

of her bottom, laying bare the fat lower curve of her bottom cheeks.

I took the tail of Sara’s white blouse and tucked it up under her

waist strap. I hooked my thumbs in the waistband of her panties and

slowly lowered the material, watching as her ass flesh rolled out from

under the desending material. Sara’s ass was now completely bare to

my view.

I pulled my desk chair up behind Sara and sat down right behind her,

inspecting this exciting

rear view. Sara let out a gasp as she felt my hand fondle the slight

heaviness of her rear cheeks.

“Presently I am going to use a bamboo cane across these pretty little

bottom cheeks of yours Sara. I am going to enjoy it and I am sure I

will have to unbutton myself and you will be able to feel the proof

of my pleasure while I thrash you”

I leaned forward and was confronted with the fattish swell of Sara’s

broadened buttocks. I gave her a smarting smack on the near cheek of

her backside, and then another, causing sara to squirm and utter a

curse under her breath.

Imagine the scene if you will. Me alone in the punishment room with

this teenage girl, the low lighted lamp shinning on the bare pallor

of Sara’s sturdy schoolgirl hips, thighs, and rear cheeks.

No need to hurry. I was the school master and my decision to punish

was absolute

My fingers traced gentle outlines across her ass cheeks. I leaned

forward and kissed the soft white skin, tracing my tongue across the

lower swell of her ass. I fondled and fiddled with her

ass and between her bound legs, reminding her from time to time that

this was only a prelude to the punishment session that was to follow.

I parted sara’s bottom cheeks and enjoyed a long and close inspection

of her tightly closed rear hole. Sara’s gasped and her soft young

legs flinched as I touched the pad of my finger to her tight rear flower.

Ignoring her protests I leaned forward and settled down and applied my

lips to kissing her bottom cheeks again. I parted her cheeks and placed

little pouting bumble bee kisses all along the inside of her rear cheeks,

sucking and nipping her rear flesh along the top of her legs.

My lips traveled kissingly across the plump white ass cheeks, musing and

nuzzling her soft robust ass. I fingered back the soft folds of her girl

flesh

and pouted gentle kisses up and down her pussy untill sara was flinching

her

legs and gasping.

I pushed my chair back a little and started kissing sara low down on her

fleshy

bottom lobes, continuing down the back of her sunkissed legs, almost to

the knee, and then started working my way back up the other slim leg.

I pulled my chair back up and once more ran my lips across the silky

white ass cheeks now so proudly displayed befor me. I pulled her cheeks

apart and leaned forward, pushing my lips in to the warm space between her

bottom halves.

Sara let out a little gasp as she felt my lips touch the dark little

vortex of her ass. I was quite mad with desire now, my dick screaming to

sodomize this sturdy little tomboy.

Sara turned her head and watched over her sholder as I unscrewed the

lid to the jar of vaseline.

She watched me as I scooped the jelly out of the jar and slowly ran

my finger up and down between her bottom cheeks. Sara’s bare rear

cheeks clenched on my finger as I found her anus and lightly

traced small gentle circles around her anal bud. She gasped as I

slowly inserted my finger in to her bottom, making small lazy half

circles with my finger inside her anus.

While she was still gasping from the sensation of having her bottom

lubricated, I stood and nosed

my hardened cock head between her clenched bottom cheeks..

With a resolute thrust i impaled Sara on my swelling manhood.

At once I pressed my cock to the hilt, and heard Sara’s muffled whinny.

I smiled at her in the mirror. “Does that feel rather big in there

Sara?”

“I think it must, much bigger then what you are use to in the usual

place?”

I rode the young schoolgirls bottom for 15 minutes, pausing from time

to time in order to prolong the delightful sensation. “You’ll be

getting plenty of this in the future you little tease, bottom upwards

over the sofa Sara, just you and me all alone” “I wanted to do this

to you since the first day i saw you in class you little scrubber,

teasing all the boys in that short little skirt” “Oh your ass,

right up your

tight little ass……shooting my seed right up that

tight little bottom hole….”

I was quite out of my senses, uttering nonesense, as I discharged

my sperm in to her backside.

With cautious squeezings the youngster expelled the now deflated

serpent.

It lolled across her bare seat, leaving a few tell tell signs of the

rude sodomy.

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