Meg Brown - Generations Part Three 1880
Hope Spring Virginia and with the dreadful civil war over life went on almost as usual . Some of “Hopes” finest boys had been lost to the union f***es. Everyone knew some woman who was now a lonely widow.
Despite the decimation Hope Springs had grown larger than ever.
Fresh bl**d had arrived and the township was doubling in size
Sarah Brown’s dear husband had been killed in the last days of the bl**dy conflict leaving her to bring up baby Meg alone.
How Sarah had managed the small homestead alone no one quiet knew.
Some said she was fucking for dollars or working as a hooker at the Silver Dollar.
Sarah was indeed a beautiful woman with a superb body and Meg had grown into a real beauty too.
This is their story……..
In the days before “junk mail” a letter was a rare thing indeed and Sarah Brown saw little of the town postman.
She saw Joe Ryan through the bow fronted window of her small but pretty farmhouse.
The last letter Sarah had received was to tell her that her husband George had been killed in action by the bullet of a union soldier.
Sarah hated letters.
Sarah ripped the envelope open and read the contents
Dear Sarah ,
It has come to my attention that Meg has not only been late for school on no less than fifteen occasions during the present semester but has on six occasions failed to attend at all.
Meg has told me that you have required her to stay at home for “chore’s” and have failed in your duty to send her to school at the correct time by failing to wake her.
You must know this is unacceptable to the school as you were a student here yourself.
Would you be so kind as to call on me on Friday next at six PM to discuss Megs veracity.
As you must be aware the policy of the school is twelve strokes of the cane for lateness and eighteen strokes on the bare bottom for deliberate non attendance which Meg has received during this period of poor attendance.
Martin White Principal
Sarah was as shocked and horrified. She remember how often she had been bent over Mr White’s desk herself . The older Mr White was a stickler for punctuality and his son was even stricter if that were possible .
She had always woken Meg in plenty of time for school and had never, as far as she knew skipped school .
Sarah also knew it was entirely possible that she herself might be caned for her naughty daughters folly. It had happened before. Mothers had been caned for their offspring’s misdemeanours . Not often but it did happen.
Meg had been caned at least twenty one times and Sarah was completely unaware!
Sarah punished Meg at home all to often but she didn’t have the strength of a mans arm and she only whipped her daughters bare arse with a hickory stick or a butter paddle…….
Sarah made her way down to the creek where she knew girls met boys for illicit fucking . She had done it herself as a teenager and in fact been fucked by her husband there for the first time .
Sarah knew all of the favoured places . Near the creek on the grassy bank by the bridge was the obvious place.
When she saw Meg it came as no surprise.
Sarah was only forty and it had been over twenty years since she had a boy in between her legs fucking her vigorously .
What did surprise Sarah was that Peggy Ryan was also there along with Peter Adams and Paul Young.
Both boys were fucking the two girls bare ass naked in the sun .
Paul Young was fucking Peggy Ryan in the arse and her daughter was sitting astride Peter Adams buried deeply on his large cock .
Sarah watched with a certain curiosity , perhaps with a tinge of jealously as her fingers slid between her legs and she began to stroke her own sparsely haired cunt!
Sarah leant against the huge trunk of the oval cottonwood tree well out of sight as she masturbated slowly and luxuriously.
Peter flipped Meg over onto her tummy and her daughters pert bottom was exposed as Peter began to arse fuck her . Both girls were being seriously butt fucked .
“At least they wont get pregnant that way “ thought Sarah .
The sight of the two girls and the boys arses dipping deeply into the girls arseholes soon had Sarah groaning with pleasure .
“Ohhhhhhhhhhhh Fuck “ thought Sarah “This cant be right , I’m cumming watching my own daughter”
“Argggggggggggggggg Ohhhhhhhhhhhhh” Sarah couldn’t stop it ….. The woman spunk was dripping as she came off as quietly as she could ……….
Soon the big cocked boys were spending inside the girls arses having already spunked from the cunt fucking and they quickly got dressed at ran off to school over an hour late.
When the four arrived at school the procedure was for the girls to report to Mr White for the cane and the boys to report to Miss Ryan , the assistant principal for the cane.
Sarah had not been alone in receiving a letter that morning .
Four pretty young Mothers had also been summoned to appear at Mr White’s office at six of Friday evening ………………………………..............................................................
Peter and Paul were ordered to remove there breeches and kneel on the large desk of the deputy Principal.
Miss Ryan was a slim redhead like her predecessor and she could wield a cane on either boys or girls with deadly accuracy!
The two boys arses were solid and well muscled and their large balls hung freely as Miss Ryan prepared the senior rattan for the severe caning.
The evidence of spunk was clear. The boys had been fucking again and twelve strokes was the least Miss Ryan could award.
The two light brown arseholes were winking at Miss Ryan as in in defiance.
The boys had had their fun , now they had to pay .
Many people think that big boys can take the cane better than girls . This is not the case. Boys were just as likely to cry like babies during the caning and so it was that Peter and Paul were bawling like infants after the first three stripes!
Miss Ryan got a thrill out of caning such virile young lads. It wasn’t often she got the change to see cocks and arses and she made the most of it .
Secretly she was jealous of the sluts who were waiting outside Mr White’s office. Miss Ryan had a huge crush on the Principal and she took every opportunity to demonstrate it.
She would wiggle her slim bottom and use every excuse to bend over in Mr Whites presence.
Every evening Jenny Ryan would masturbate and imagine Mr White fucking her in every hole . She imagined taking his huge cock deeply into her mouth and even better Mr White licking her pretty cunt to orgasm . How she would love to service him in every way . He was so very handsome and cultured ,so very strong and educated. Jenny was just a pretty young redhead. Surely he wouldn’t give her a second glance ?
“Twaccccccccccccccccckkkkkkkkkkkkkkkkkkk ,Thwaccccccccccccckkkkkkkkkkk, Thwacccccccccccccccck “
Jenny laid the swishy rattan cane onto the boys bare arses as they yelled in pain ……..
Jenny wore no panties under her light floral dress and her cunt was leaking pussy juice with the stimulation from the caning and the thoughts of her secret love for Mr White.
Mr White was sitting in the very same chair his Father had used so long ago sipping at the coffee the girl had delivered half an hour earlier.
He knew there were girls to be caned because of the light tapping at his door a few minutes ago.
He liked to make them wait as long as possible
Peggy and Meg had been their so many time before and they knew to expect twelve hard strokes of the cane on the bare bottom and both girls were close to pissing their panties.
Mr White felt his cock twitch at the very thought that he would soon have at least one or two bare arses on his desk to do with as he wished .
He had his caning bench of course but he preferred to have the girls kneel on his desk ,sometimes completely nude, sometimes with skirt up and knickers off as he probed the most intimate parts of the girls genitals before caning the naughty girls relentlessly ….
Martin White sipped slowly at his coffee and surveyed his fine office.
The school had grown ever larger and now had four classrooms and four teachers. Two men and two women , all former students at the school .
They all knew the routine and approved of severe punishment just as they received it themselves in years gone by .
The principal was still the master of all he surveyed and the female teachers including Miss Jenny Ryan were still subject to Mr White’s discipline.
Meg and Peggy were jumping from one foot to another as they waited and Meg had pissed a little to add to the creamy spunk in her knicker gusset.
Peggy was slightly damp too and the evidence of recent boy spunk was evident too.
Half an hour had passed before the girls were called in .
“Ah Meg and Peggy again “ said Mr White
“Weren’t you both caned yesterday ?”
“”Yes Sir “ said the girls together”
“Well I don’t know what your playing at “said Mr White “You two must like the cane “
“Both of you on the desk “ said Mr White “And strip naked before you do”
Peggy and Meg were soon as naked as jay birds and kneeling in that familiar position , bottom high and legs wide opened.
The old rattan cane was the old cane from when the school was founded years ago . It was as springy as ever, in fact it was better then ever with age.
Mr White fingered both girls together. First the anus ,then the cunt .
Both were slack and clearly spunky from the two boys and the earlier fucking in both holes.
The stains on both girls panties were self evident . Megs were wet through and spunky and Peggy’s were very damp and equally spunk stained.
The finger fucking was a ritual Mr White enjoyed as it served no other purpose other than humiliation for the girls and pleasure for Mr White .
The girls liked it as well and they knew that Mr White always fingered their cunts prior to the caning……………
“Keraccccccccckkkk, Twackkkkkkkkkkkkkk. Therwacccckkkkkkkkkkkk”
Three strokes landed on Megs fat bottom cheeks
“Keraccccccccckkkk, Twackkkkkkkkkkkkkk. Therwacccckkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
Three harder strokes left three red stripes across Peggy’s well spread arse.
“Ahhhhhhhhhhhhhhhhhhhhhhhhhhhhh Ohhhhhhhhhhhhhhhhhhh” cried Peggy
“Keraccccccccckkkk, Twackkkkkkkkkkkkkk. Therwacccckkkkkkkkkkkk”
Three more for Meg and her anus dilated as if ready to let rip a huge fart.
“Keraccccccccckkkk, Twackkkkkkkkkkkkkk. Therwacccckkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
Cried Peggy as her anus dilated too and it looked like Peggy was about to shit herself ……………….
With the caning half over Mr White broke the news that the girls mothers were coming to the school on Friday two days hence along with Peter and Paul’s Mothers since it was school policy and always had been ,that the parents were responsible for all c***dren to attend school at the proper time
It was written into the towns charter of 1764 during the headship of the schools headmaster and ratified by the town council in 1765 .
“Don’t you feel proud of yourselves” said Mr White that your Mother’s will be punished for your crimes” said Mr White
“Your going to cane my Mom on the bare” ?said Peggy
“”Indeed “ said Mr White , it is not without precedent and Mothers do have a duty to ensure that their c***dren attend school at the proper time “
“You may wish to inform you respective Mothers what to expect when they come her on Friday”
“Oh fuck “ thought Meg “How am I gonna tell Mom her ass is gonna get whopped for me”
The caning was complete and the two naughty girls were sent back to class bare bottomed to sit on the hard wooden seats.
The dreaded day arrived . At half past five Mrs Brown , Mrs Adams, Mrs Ryan and Mrs Young made there way to the school and their destiny .
They all met up on the road . They were all neighbours and old school friends and had all had good reason to stand outside the Principals office on many occasions .
They were expecting a good telling off but Sarah had a memory of a Mother being caned for neglecting to send her daughter to school long ago .
“Oh surely not” said Sally Ryan nervously .
“Oh surely yes “ said Betty Adams “ even Miss Ryan used to be caned and she was the deputy principal “
“Its all true ladies “ said Molly Young “Mothers were caned all the time for that “
“I remember being outside waiting for the cane when two Mothers were caned for not sending their k**s to school “
“I remember it because that was the day I pissed my panties in the corridor” Molly blushed at the memory………..
“Oh fuck” said Sally “I don’t even have any knickers on “ !
“I wish I didn’t have knickers on “ said Sarah “because I just pissed mine”
At six o’clock exactly the four Mothers stood outside Mr White office waiting nervously .
At ten past six Mr White opened the door and the four walked in and stood before Mr White desk . The memories came flooding back as if it were yesterday .
“You are all aware of the reasons for being here I take it ?“ said Mr White
“Yes Sir “ they all said in turn.
“It is entirely your responsibility to get your c***dren to school on time and you have all failed to do this”
“By virtue of Hope Springs statute of parental care I have the authority to cane you all with twelve stroke of the senior cane on the bare bottom here and now” !
“Do we have any choice” ? said Sarah Ryan
“You do have the right to be tried by Mr Johnson the town Magistrate” said Mr White “ but he has the power to send you to the state penitentiary for three months which he most certainly will and you will certainly be caned and probably ass fucked every day for the whole twelve weeks” !
“Seems we have no choice then” said Sarah
“Not really” said Mr White
“There isn’t enough room on my desk to accommodate all four of you “ said Mr White “Therefore I will cane you two by two “
The senior cane was familiar to them all . It was as yellow and swishy as it had ever been and looked fearsome .
“Sally and Betty will be first I think “ said Mr White sternly
“If you are wearing those silly knickers you ladies wear these days , leave them on , I will remove them for you “
“I don’t have panties Sir” said Sally
“Very well then” said Mr White “ Mount the desk ladies , I’m sure you remember the routine”
Betty Adams was a plump lady of just thirty eight years and if anything her cotton knickers made her arse look even fatter than it was .
Sally was slimmer and taller and of course was already bare.
Sally had an almost hairless cunt and a nice pink arsehole.
Sally was a vain creature who quiet liked exposing herself to the Principal
Her cunt was already dripping as her husband was an older man who couldn’t fuck more than once a week and had a small dick .
Betty however was ashamed of her fat ass . Her husband was a simple sharecropper and he only fucked her in the arse these days as they couldn’t really afford to have more c***dren .
Betty knew her arsehole looked well used and that only added to the shame she felt as Mr White slowly lowered her panties …………….
It was all as plain as could be to Mr White. The female bottom could hold no secrets from him . He could see that Betty’s arse was well used and her cunt was as tight as could be .
Betty’s arse was indeed large but Mr White liked that . It made a pleasant change!
Both women had good sized tits but Betty’s were much larger.
“Bottoms a little higher ladies” said Mr White and the two woman raised even higher displaying their charms to the fullest .
The custom had become to deliver three strokes, in series of four and Betty was to be the first …..
“Twwwwwwacccccckkkkkkk, Thwwwwckkkkkkkkkkkk , Thwwwwwwackkkkkkkkk”
“ARGGGGGGGGGHHHHHHHHHHHHHHHHHHHHHHHHHHHH OHHHHHHHHHHHHHHHHHHH ,OOOOOHHHHHHHHHHHHHHHHHH”
This was much worse than she remembered . They say that pain has no memory and Betty had obviously forgotten how much the cane hurt on a bare arse. And still nine more stroke to endure …. Oh dear
Moving over to Sally he caressed her pretty cunt and fingered her asshole .
There was little use in protesting , they knew that . Mr White was the Principal and a powerful f***e in the town . He could do almost as he wished.
The women wouldn’t dare complain lest it earn them a prison stay or a visit to the woodshed from their husbands and the dreaded “hickory stick”
“Twwwwwwacccccckkkkkkk, Thwwwwckkkkkkkkkkkk , Thwwwwwwackkkkkkkkk”
“OHHHHHHHHHHHHHHHHHHHHH AHHHHHHHHHHHHHHHHHHHHHH” Cried Sally
“Fucking hell that stung Sir” said Sally
“Yes Sally “ it does rather doesn’t it “ said Mr White smiling ……
Back to Betty , Mr White caressed the twin hills of her arse cheeks then probed her tight cunt deeply with his middle finger.
“Hmmmmmm , nice and tight Betty “not getting any cock Betty? Said Mr White.
“ No sir” said Betty , we dare not in case of little ones coming along”
“Well perhaps its just as well” said Mr White since you cant get one c***d to school on time”
“Twwwwwwacccccckkkkkkk, Thwwwwckkkkkkkkkkkk , Thwwwwwwackkkkkkkkk” went the cane on Betty’s fat arse.
Poor fat bottomed Betty was in trouble now as a squirt of piss escaped her tight twat!
“If your going to piss yourself you should wear a diaper “ said Mr White
Betty was a natural submissive he could tell . He would certainly have some fun with her!
Sally was wobbling at the knees as she received her next three whacks.
“Twwwwwwacccccckkkkkkk, Thwwwwckkkkkkkkkkkk , Thwwwwwwackkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
Screamed Sally as her holes dilated!
Sarah and Molly were standing in the corner waiting their turn wishing they were anywhere else but here awaiting the cane .
Sarah had pissed her already wet knickers again and the pee was running down her legs openly
Molly thought she was going to shit herself and needed a potty urgently.
“Twwwwwwacccccckkkkkkk, Thwwwwckkkkkkkkkkkk , Thwwwwwwackkkkkkkkkkkkkkkkkkkkkkkkkkkk”
Betty received the ninth stroke and farted loudly .
“Ohhhhhhhhhhhhhhhhhhhhhhhhh Sir ,please Sir I’m sorry ,Ahhhhhhhhhhhhhh Ohhhhhhhhhhhhhhhhhhhherrrrrrrrr”
Molly raised her hand .
“What is it Molly” said Mr White impatiently
“I need to p*o sir , urgently sir” said Molly
“So do I sir “ said Betty almost crying
“Oh for fucks sake” said Mr White “ your just like babies “!
Mr White retrieved a large floral chamber pot from his cupboard and placed it before his eyes n the desk so that he could get a good view so that he could see the ladies humiliate themselves completely
Molly was marginally more desperate and she sat her bottom on the pot and shit immediately , then farted and said “Thank you Sir” Molly was red in the face.
Betty’s face was almost as red as her arse as she quickly replaced Molly.
“Thrrrupppppppppppppppppppp” Betty farted “Thrupppppppppp, thrupppppp ,thruppppppppppppppppp” and finally a long “Ahhhhhhhhhh” as a large turd emerged from Betty’s big red arse.
“Molly” said Mr White “go and empty the shit pot in the cess pit”
“ I don’t want my office stinking like a public latrine” !
“Yes Sir, right away sir” said Molly as she left the office
Molly was tempted to make a run for it but thought better of it .
She would be hunted down and sent to prison for three months or more and the stories of the state penitentiary for delinquent women were almost beyond belief.
Mr White delivered the final strokes to Betty’s and Sally’s bare bottoms and bade them to stand in the corner with hands on head to witness the caning of Sarah and Molly .
Molly had no knickers either and Sarah’s were soaking wet with piss and stained with shitty sk** marks.
Surely this would earn her more strokes of the cane ? It always used to when she was at school and she expected a couple of extra’s.
Her daughter Meg was no different . It seemed to run in the f****y . Damp knickers were a f****y trait .
Only yesterday when Meg was being caned for lateness Mr White had noticed the usual pissy knickers on Meg ,the shit stains and the signs of spunk lingering in the gusset.
“I think you two can strip naked” said Mr White to Sarah and Molly .
“Yes Sir” said the two and began to take off their simple dresses and shoes.
They really had no choice in obeying Mr White because Mr White knew Sarah and Molly’s little secret ………………………….
Both ladies were in fact part time whores at the saloon . They could never earn much as they couldn’t compete with the dozen or so young hookers who were so much younger and knew the tricks of the trade.
Molly and Sarah were lucky if they could extract two dollars each from local farmers at fifty cents a throw.
Mr White had used the two women himself on occasion for either an arse fucking or a nice long blow job .
It wasn’t exactly i*****l to go whoring but Mr White could have had them arrested for a breach if the peace if he wanted to.
He still could in fact and the women knew it !
Mr White had almost a hundred young girls at his mercy and several of their Mothers . If he wanted more he could use the services of Sarah and Molly at any time in any way he chose . If that were not enough he could use the pretty young whore at the Silver Horseshoe which he often did !
Right now he had two bare bottoms to cane and do with as he wished.
Betty with her nice fat arse would be used later .
Both women were perfectly positioned on the desk . They knew what Mr White wanted and presented perfectly .
Mr White always marvelled at how different each arsehole and cunt were. No two were alike in pussy hair and tightness. Even the cunt flaps were different on every girl !
Some were even totally bare cunted which was a novelty which was catching on quickly especially in Richmond and some of the larger cities.
Mr White considered selecting a different cane . There was the willow senior and a nice long handled Paddle made from Yew wood but he was eager to get these two whores caned and done with so he could get Betty alone for special treatment….
He had never fucked Betty and her large arse and tight cunt fascinated him !
Not that he intended to go easy on the two . He meant to cane them very severely indeed!
Standing back he addressed Molly’s arse………
He decided to vary the caning by delivering three sets of four hard strokes . That would make them squeal !
Two on each arse cheek in rapid succession ……..
“Whaccccccccckkkkkk , Whackkkkkkkkkkkkk, Whackkkkkkkkkk Whackkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
It was pointless asking Molly to moderate her language and in any case Mr White liked to hear a woman screaming in agony
Poor Molly’s arse was aflame ,
Moving to Sarah ……..
“Whaccccccccckkkkkk , Whackkkkkkkkkkkkk, Whackkkkkkkkkk Whackkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
“Arrrrggggggggggggggghhhhhh fuck oh fuck ,cuntttttttttttttttttttt”
Somehow the screams eased the pain , or so it seemed.
“Whaccccccccckkkkkk , Whackkkkkkkkkkkkk, Whackkkkkkkkkk Whackkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
“Ewwwwwwwwwwwwwwwww Arghhhhhhhhhh, fuckkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkking fuckkkkkkkk” , yelled Molly
“Whaccccccccckkkkkk , Whackkkkkkkkkkkkk, Whackkkkkkkkkk Whackkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk”
Four more strokes each and Molly and Sarah’s arses were glowing like red hot coals on a fire!
Mollys arsehole was fully dilated , Mr White felt certain he could insert his entire hand inside her……….
Sarah’s cunt was leaking what seemed to be cum juice.
Mr White had noticed the same phenomenon in Meg many times and was never quiet sure if Meg was in fact having an orgasm .
Perhaps there was a link between pleasure and pain ?
Mr White wasn’t quiet sure . He did have the same girls waiting outside his office often enough and he had seen that same spunky liquid so often before ………….
He fingered Sarah’s wet twat with interest , Her clitoris was swollen and red and she was twitching like a whore about to cum ?
He increased the frigging and used two fingers …….. Then three fingers and Sarah started to groan ….
“Ummmmmmmmmmmmmmmm Ahhhhhhhhhhhhhhhhhhhhhhh ,Ohhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh” please sir ,don’t stop ,I cant stand it Sir “ said Sarah .
Mr White slowed the tempo but used four fingers thrusting deeply and slowly……..
Sarah was gushing ! “Ohhhhhhhhhhhhhhhhhh ,Ahhhhhhhhhhhhhhhh, OHHHHHHHHHHHHHHHHHHHHHHH, Im Cummmmminngggggggg Sir “
Mr White could feel the pussy contractions over and over . Sarah certainly was a little whore if her soaking wet snatch was anything to go by !
The pool of cum juice on the desk was evidence of that !
Despite the agony of the cane all of the women were wet with excitement!
“Whaccccccccckkkkkk , Whackkkkkkkkkkkkk, Whackkkkkkkkkk Whackkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkkk” the cane lashed down on Molly’s arse for the final four strokes .
“AHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH .OHHHHHHHHHHHHHHHHHHHH. FUCKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKKK”!
“Time to test Molly “ thought Mr White . Inserting his middle finger he found that Molly too was soaking with cum !
He tested Molly’s arsehole and that was wet too , and Molly began to groan in a similar fashion !
Mr White had this very day learned what men throughout history had discovered but seemingly kept secret.
The women too had guarded their secret carefully .
The secret was ………. That many if not most girls and women actually enjoyed being caned and spanked …… Hard.
In some ways Mr White felt deceived. No girls had ever said “Please Mr White ,can you cane me please Sir”
Instead they had connived to get themselves caned whilst pretending they dreaded it ,which in some ways they did but in others not.
He had thought that women opened their legs to please their men and do their duty .
Now it seemed he was wrong …………….
Mr White allowed the women to go but kept Betty back for his own pleasure .
He fucked her cunt and arse solidly , He fucked her between her large tits and made her suck his huge cock for ages until he emptied what seemed like a gallon of spunk into Betty’s sweet mouth . She didn’t need to be told to swallow it all . She just did it with relish !
“If you want me again Sir” said Betty slipping on her dress “Just send for me” she said with a smile………………………………...............................................................
That night ,four very happy women took four unhappy girls and boys to the woodshed for a good whipping with the hickory stick as a matter of course but not one of them were told never to be late or play hooky again …..
Chapter four takes us to another age and another generation in 1930
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