Free Spanking Videos and Galleries with Cherry English. We have previews with Cherry English from 5 Premium Sites.
Cherry English's TantrumsCherry has been staying with Step Mommy Sarah and she has been rather naughty. She has already had her bottom spanked not once but twice.I give her strict instructions to tidy the house and write some lines for further punishment. When I get home, she has completed the tasks but throws a tantrum when I rip her lines up. This earns her another trip over my knee but this time I use the heavy spanking paddle. As she has been so naughty I tell her she must re write all her lines and leave her to get on with it. Instead of doing as she is told the foolish girl decides to run away. When she realises that the clothes, she is wearing look a bit silly she hides instead. When I find her, I give her such a hard hairbrush spanking that she is soon begging for mercy and telling me she is very sorry.The Leaving Of Cherry EnglishAll good things must come to an end and Cherry feels that she has learnt as much as she can from Sarah. She lets her know that she will soon be moving out and that she no longer wants to be under her strict care. Sarah gives her a goodbye spanking and wishes her well. Cherry is amazed that a few short days later she has been replaced! She jealously watches Gabie get spanked by her new step mommy. As soon as Sarah has left the room Cherry pounces on poor Gabie and rips off her dress and smacks her bottom. Sarah ends up smacking them both before sending them off to bed. She is not impressed when she finds them later playing with themselves and ends up smacking their already sore bottoms again.Diaper Discipline SpankingCherry works in a care home and quite frankly, she hates it. She tries to get out of work at every opportunity. She has rang in sick today and as she is not expecting Sarah to be around. She is laying on the sofa in some really sexy underwear playing with her vibe. Sarah is understandably furious when she comes home. Cherry is going to get a good hard spanking for her bad behaviour. Sarah is told by Cherry that there wasn't a shift available at the care home and that is why she is still at home. Cherry of course gets caught out in this lie and a furious Sarah makes her put some teeny type clothes on before giving her a good hard dose of the paddle and a trip to the corner. To add to the humiliation Sarah also anally probes her bottom when she claims that she didn't go to work as she was unwell. As further punishment Cherry is asked to write lines and is given a time to have them completed by. She has not reached the target so gets another hard hand spanking. Sarah then announces she is going to a party and wants Cherry to come along. Cherry has a bit of a tantrum when she sees the dress that Sarah has picked out. This results in her not only having to wear the frilly party dress but a diaper as well. The back of the dress is pinned up so that anyone standing behind Cherry would be able to see. When they come home from the party Sarah wants to take Cherry to her bed for sex. She pulls down the top of the dress and starts playing with her tits but when she removes the diaper she is disgusted to find that it is full of piss! A furious Sarah puts Cherry in the diaper position and paddles her bare bottom before sending her off to bed alone..Cherry English Should Have Told The TruthCherry does not want to go to school. She foolishly lies to her Step Mommy and claims to be sick. Never a good idea to fake illness but especially more so when your Guardian is a nurse. Step Mommy gets Cherry to strip so she can give her an examination. She snaps on her latex gloves, adds a bit if lube before sticking her finger into her Step daughters bottom. Temperature is also taken rectally and found to be fine. Cherry knows she has been caught out and knows that her Step Mommy will not be happy. She ends up getting her bare bottom spanked hard over the knee.Spanking Punishment For Cherry's Untidy BedroomYoung Cherry is always in trouble, this time it's the state of her bedroom and the fact that she will not get herself a job out of term time at uni. Her Aunt thinks that the best thing will be to try and wake her up with the application of a leather paddle This is a rather nasty leather implement designed with the sole purpose of inflicting pain on naughty bottoms. Cherry certainly feels it.You Don't Act Like An AdultCherry thinks she has the house to herself. She has found some spanking porn in her Landladies bedroom and is watching it and playing with her pussy. Her Landlady comes home unexpectedly and is furious to find that Cherry has broken her privacy. The situation is not helped by the fact that Cherry hasn't had a job for a while and so has not been paying her rent. Sarah decides that enough is enough. Cherry is given a choice. Take a punishment or find a new place to live. Cherry reluctantly agrees to be punished and finds herself over the knee getting a good old fashioned bare bottom spanking. Cherry now finds herself living under her Landlady's new rules. She has been told that if she wants to act like a teen then she will be treated like one. She has been told to wear a school uniform and has had the back of the skirt pinned up. She is made to wait in the corner with her hands on her head until Sarah has finished making a business call. She then has to ensure a humiliating knicker inspection before being hauled over the knee for a hard bare bottom spanking. Cherry offers her body to her Landlady in return for not being punished anymore. Sarah is tempted as Cherry is beautiful but after toying with her for a while, Sarah turns her down. Cherry is placed in the humiliating diaper position and given a hard spanking before being placed in a diaper. Sarah then announces that she has arranged a job interview for Cherry. Cherry is expected to go immediately whilst still wearing a diaper! An embarrassed Cherry decides that she will hide out in the shed instead and then lie about the job and says she is not well. This transpires to be a big mistake. Sarah is no fool and soon has Cherry bent over the table. Her temperature is taken by putting a thermometer in her bottom and it is left in place whilst she is paddled.Showered, Diapered And Spanked - HQ Photos PreviewCherry is supposed to wear a diaper to bed but has foolishly tried to get out of it. Her Step Mommy is very cross and drags her by the ear to the shower and gives her a good wash. When Cherry complains she gets the front of her thighs smacked hard and this leaves handprints. Step Mommy then dries her before taking her back into the bedroom for a good old fashioned hand spanking on her bare bottom. This is followed by a dose of the hairbrush before Cherry is creamed, powdered and diapered. She goes to bed wearing her little onesie and cuddles her teddy for comfort.Showered, Diapered And SpankedCherry is supposed to wear a diaper to bed but has foolishly tried to get out of it. Her Step Mommy is very cross and drags her by the ear to the shower and gives her a good wash. When Cherry complains she gets the front of her thighs smacked hard and this leaves handprints. Step Mommy then dries her before taking her back into the bedroom for a good old fashioned hand spanking on her bare bottom. This is followed by a dose of the hairbrush before Cherry is creamed, powdered and diapered. She goes to bed wearing her little onesie and cuddles her teddy for comfort.A Lesson To Learn The Hard WayA very sore and sorry Cherry English tries to convince her Step Mommy that she has suffered enough after she was caught playing with herself on webcam in front of a paying customer. Cherry has already been spanked very hard by Mommy Sarah. Now she is dressed in her little nightdress. She pleads with her Step Mommy for mercy and not to punish her bottom any more. No mercy is given. Her Step Mommy wants to teach Cherry a lesson that she will not forget in a hurry. She gets her spanking paddle and her strap and applies it firmly to poor Cherry's already reddened cheeks and to her hands. This young lady is paddled so soundly that she has to sleep on her tummy.Cherry English - Her Temperature Is RisingCherry has skipped school. The register is never taken after lunch so she was pretty sure that she wouldn't get caught. Unfortunately for her there was a fire drill and her Step Mommy has been contacted. When her Step Mommy arrives home Cherry claims sickness. Step Mommy knows she is lying so cruelly takes her temperature by putting the thermometer in her bottom. Poor Cherry is humiliated but her ordeal is far from over. She is caught out in her lie and made to suffer. Step Mommy takes the slipper to her bare bottom and shows no mercy. When the punishment is over her temperature is once again taken in this embarrassing manner. Poor Cherry will think twice before skipping school again.My Diapered Girl - Cherry EnglishBeautiful Cherry English will tell you herself just how much she likes being in diapers, not only that she will show you how she humps her teddy bear. When Mommy Sarah catches her it's time for a spanking over the diapers and on her bare bottom as she spreads herself out in the diaper position. Once she has a lovely red bottom soothing cream is applied before she is put back into her diaper. Oh, not forgetting the pacifier or dummy in her mouth to stop her shouting out. A great age regression film and I have to say you just won't believe how naughty and sexy Cherry can be.Cherry English - Webcam SurpriseCherry wants to earn some extra cash and has realized that the quickest and easiest way to do so is to become a webcam model. She takes advantage of her Lolita looks, dons a little girls dress and is soon getting down and dirty. She plays with her pussy and shamelessly spanks her own bottom over her white cotton panties. She is caught red handed by her rather disgusted Step Mommy. Cherry tries to lie her way out of trouble but soon realizes that there can be no excuse for her behavior. Step Mommy decides that as Cherry likes Spanking so much then she can have a real one. Poor Cherry really does not know what has hit her. Step Mommy spanks her hard over her panties but soon takes them down and continues to spanking her hard on her bare bottom. After a prolonged and very painful spanking Cherry is told to go upstairs and put on her pyjamas. But is there more punishment to come?Your Temperature Tells The Truth - Images PreviewYoung Cherry English has not been attending her first year at University and now the doctor has been asked to make an assessment and get her motivated. Cheery complains of having a high temperature, so Dr. Stern decides that the best thing to do will be to take her temperature anally. When this proves to be normal she informs Cherry that she will be punished and though the punishment her temperature will be taken to see, if there are any adverse effects. Cherry is not happy but she does have to agree an a hard paddling starts.Cherry Caned In Her BedroomOnce again Cherry finds herself in trouble. Not satisfied that the lecture on tidiness, punctuality and laziness have been absorbed Aunt Sarah resorts to the tried and trusted method of instilling learning in the younger ones. A good hard naked bent over caning. Sure to work every time.The Head And Aunty Katie Are Caning LuluIt is now time for Lulu to face the wroth of the headmistress and Aunty Katie. A double caning is called for and it is hoped that it will teach this naughty young lady that she does have to behave at home and at school. Bent over the cane soon has the desired effect on her tender bare bottom.A Hard Caning For CherryCherry English has been punished for not attending her lectures and now despite the fact that she still thinks she may have a high temperature she is to be caned for lying to the lady doctor. She has to remove all her clothes and lay over some pillows on the bed, her bottom raised she takes her full allotted punishment caning. Once the caning is over Dr. Stern once again takes her anal temperature to ensure she is still in good health.A Double Caning For CherryAunty Katie does not know what to do with Cherry and Lulu. They simplify will not behave and all the corporal punishments so far have been vain. She calls upon the headmistress to help her sort these two out. The head brings 2 canes with her and together they apply the cane with real meaning to the bare bottom of young Cherry.Anal Temperature Tells The StoryYoung Cherry English has not been attending her first year at University and now the doctor has been asked to make an assessment and get her motivated. Cheery complains of having a high temperature, so Dr. Stern decides that the best thing to do will be to take her temperature anally. When this proves to be normal she informs Cherry that she will be punished and though the punishment her temperature will be taken to see, if there are any adverse effects. Cherry is not happy but she does have to agree an a hard paddling starts.Cherry English Paddled At HomeLulu and Cherry are in real trouble, punished at school, and now being punished again in turn at home. Aunty Katie is not a very forgiving lady. She is a firm believer in the application of leather paddles to naughty girls' bare bottoms, as Cherry is now discovering. Over the kitchen table, bottom in the air as the paddle swishes down.Breaking The PhoneThis is the second charge laid against Cherry English. It states that she willfully broke her brother's expensive phone. She of course denies this, but there is ample evidence that she is not telling the truth. After considering the evidence Judge at home Stern decides Cherry is guilty and that her punishment will be carried out immediately, a hard thrashing with the tawse of justice.The Truth Is OutBack at Unladylike Manor, Lady Sarah is determined that the long lost daughter, Cherry English, shall not get her hands on Lord Stern's money. She wants to make the girl's life one long hell and she enlists Dr. Parker to help. She is lured to a bedroom and in her maids uniform she is subjected to a long hard double skippering. Painful and humiliating.Punished At School - Punished At HomeLulu and Cherry are just home from school and Aunty Katy is in a good mood. This soon changes when it turn out that Lulu has been spanked at school for smoking. Cherry told tales on her. Aunty has very strict rules, punished at school gets punished at home and luckily she has her paddle to hand. Lulu is bent over the kitchen table, school dress raised and knickers taken down. Aunty Katy has a strong right arm and boy does she leather poor Lulu's bare bottom. BembyTindraLuna IIIApril MayLola MarieLucy PureDanielle HuntMrs WilliamsonRokkyVerityBellTammyLorna ShannonMolly MaloneAmy Fox IIEllie IIIAshley IIIKiki HelixAriana ArwenMar 24, 2025Gia DerzaMar 23, 2025PreamMar 23, 2025LeoroyMar 23, 2025AvaMar 22, 2025Nun IIMar 21, 2025Kim ManyakisMar 21, 2025Keira LoveMar 21, 2025Coco ScorpioMar 21, 2025Mandy MonroeMar 21, 2025Lindsey FTV IIMar 21, 2025Jadynn StoneMar 21, 2025Axel HazeMar 21, 2025Angela WhiteMar 21, 2025Erika MoriMar 20, 2025Bella RosenfeldMar 20, 2025Sasha ReignMar 20, 2025Alison Rey