You are excited for a fun day of swimming and bring me your swim trunks. I let you know you can swim as long as you follow two rules: no creamies in the pool and no peeing in the pool. If you break my rules, you lose your pool privileges, get spanked, and have to go into a diaper and plastic pants.

After you get in to swim, you end up disobeying me, playing with yourself and peeing in the pool. It was not a good idea to test and be disobedient. I grab you out of the pool, pull down your pants, scold you, and proceed to issue you swift spanks to your tender behind with my sandal. Then to further make my point, I put you in a diaper and plastic pants. One way or the other, has to get your attention and you need to learn!

A great vintage Miss Katherine flashback!

Enjoy! xo

Katherine Worthington

Resolution : 1280×720
Duration : 00:09:28

https://way4share.com/98P5/PunishedPool_HQ.wmv

Can Mommy not have a telephone conversation without you getting into trouble? After you see your stepsister come in from soccer and tell me she’s taking a shower, you take the opportunity to sneak away to the bathroom where she is, steal her panties and spy on her while I am on the phone. I hang up and notice you are gone. I go to look for you while you are being disobedient and spying. You know it’s wrong, you hear me calling, but just ignore my calls for you and watch your stepsister naked in the shower instead.

You accidentally knock something off the counter onto the floor and it startles her. She calls me to the bathroom where I find you rubbing yourself with her panties in your hand. You quickly find out how angry your disobedience makes me and how serious I am about your punishment as I grab a wooden hairbrush to give you a spanking you’ll never forget. I scold you and wear your bare bottom out as your stepsister stands behind me, opens up her towel and teases you unmercifully. She silently laughs and makes fun of your misery, embarrassment and pain as you are helpless, watching my angered face and feeling the sting of my hairbrush. Not a good idea to test Step-Mommy. You end up getting a lot more than just an eye-ful!

Shot entirely in a POV/bottom fashion, meaning YOU are part of the action – no male bottom visible, but the spanking you hear is REAL. Only Step-Mom and stepsister are seen. Also includes elements of: spanking f/m, hairbrush spanking, voyeur, female domination, domestic domination, humiliation, role play, MILF, older woman/younger man, confrontation, brat girls, taboo, tease, striptease.

Katherine Worthington, Twiggsy

Resolution : 1280×720
Duration : 00:05:38

https://way4share.com/98P4/Spanked_for_Spying_HD.mp4

Melanie, Vanessa and Josephine have misbehaved and Miss Mathews is not happy. She rudely introduces Josephine to the wheelbarrow position, bending the new girl forward for an embarrassing and exposed spanking on her sore bare bottom. The poor girl immediately begins to sob, tears flowing whilst she shivers in pain over the teacher’s knees. Miss Mathews is not deterred by the anguish, and gives her student a hard hand spanking as a lesson to remember.

Part 5 of 9

Clara Hewitt, Masie Dee, Melanie Graham, Tindra Frost

Resolution : 1280×720
Duration : 00:07:23

https://way4share.com/dkY2/Three_Troublemakers_5.mp4

Both my teacher and student need to learn a lesson about respecting the headmistress! I reach for a birch bundle, driving the point home on Miss Montford’s bare bottom, before moving on to a final hard birching of my lazy student, Susie. Whimpering in pain, these young ladies shiver and shake in pain, as I turn their bottoms into an angry mess of red stripes.

Part 7 of 7 – All Parts

Miss Elsa Svenson, Nicky Montford, Susie Li

Resolution : 1920×1080
Duration : 00:14:58

https://way4share.com/4Wm0/History-with-Miss-Montford-7-HD.mp4

There is very little more vulnerable than a medical examination.

Everyone knows this in theory, of course, but for Jamie that sense of vulnerability is a little more immediate. He’s grateful to have a private room for his hospital stay, but is it just him or is Nurse Matilda’s behaviour a little, well, unnecessary? The humiliation is bad enough all by itself (it can’t be that small…can it?), but when her cruel amusement extends to framing him for indecent exposure he’s sure she’s gone quite beyond the pale.

Is it really any smaller than the average he’d always assumed he measured up to? How did he wind up naked over Matron’s knee? And what exactly is this “inside-out hygiene protocol” he’s being threatened with?

Jamie Fenrir, Matilda Caesar, Miss Iceni

Resolution : 1920×1080
Duration : 00:15:33

https://way4share.com/4Wdv/Hospital_Humiliation_Indecent_Exposure.mp4

Governess Worthington & Mistress Daria play roommates that have a contractor over to look at their roof.

While they are entertaining guests in the other room at a party, he sneaks in & goes through their panty drawer. They walk in & catch him redhanded. They give him an ultimatum – either take what they dish out or they tell on him. They go on to taunt him, giggle & laugh while Governess takes him over her lap, keeps him there & sensually spanks him while Mistress Daria takes turns with her, swatting his ass while teasing him & making him sniff her panties/crotch.

Katherine Worthington, Mistress Daria

Resolution : 854×480
Duration : 00:08:01

https://way4share.com/4W95/worthington_panty_HQ.wmv

After the disaster with the last spanking, he will not be getting over my knee again on this trip. As I like to say: HE LET ME DOWN; OVER THE BED and BOTTOM UP HE GOES! And I shall cane him. I even remove my wet skirt to help me to move freely.
I surely tried my absolute best. Unfortunately, the fool didn’t pack my proper canes, instead, he brought some rubbish alternatives. Both of those canes just fall apart in no time, but I promise I beat him still, until there is no much left of them.
I suppose as soon as we get home, I will have to finish it off.

miss Zee

Resolution : 3840×2160
Duration : 00:04:42

https://way4share.com/4W3j/FLR_3_L_251002151039.mp4

This husband of mine puts me through so much. As we returned into our hotel room and I am about to smack his bottom for getting too friendly with another female, I discover something much worse. Clearly this floozy got him so excited that he is fully erected in his little panties. You can understand why this punishment is not going to be just a bit of bottom spanking. He also gets his face and rock-hard cock slapped!
HE LET ME DOWN; OVER MY KNEE HE GOES AGAIN AND HIS BIG HARD COCK RIGHT IN BETWEEN MY THIGHS! On the hindsight, this really backfired! The squeezing of his swollen cock with my fleshy thighs got him worked up even more. A bit of bouncing in the rhythm of me spanking his bare bottom tipped him over the edge and he exploded. Years worth of cum dribbled uncontrollable from his cock and soaked my pantyhose. By the time I realised what had happened, a lot of his mess spread all over my thighs. It was a massive load because he does not get the luxury of orgasms anymore, he does not deserve them! How dare he? Well there will be consequences…

Miss Zee

Resolution : 3840×2160
Duration : 00:17:26

https://way4share.com/4W3i/FLR_2_L_final_251001153517.mp4

Do you remember dirty boy Paul, well he finds himself again in detention with the headmistress for similar infraction, all to do with his interest in what is under girls’ skirts.
Headmistress, who clearly has a bit of a soft spot Paul, decides to deal with this and satisfy his curiosity. She shows him what is under her skirt, lets him touch her panties, sniff them and even lick them. It is possible that she enjoyed herself a bit too much because who everyone’s surprise, she takes her panties off and puts them on Paul’s face. He can feel her warmth and smell the aroma of her body. The she and flashes her pussy several times right Infront of his face! Her leather skirt and stockings are not leaving much to imagination, as she just opens her legs and lets Paul see it all. Paul is surprised and delighted. He sums up the courage to touch it while the Headmistress fondles his penis. Even the spankings he gets from her is light and playful. Shame that she sends him home as he would have like to explore her body a bit more. It was definitely the most fun detention he ever had, and she said tomorrow there will be another one!
Some section of this clip is in POV.

Miss Zee, Paul

Resolution : 3840×2160
Duration : 00:34:46

https://way4share.com/98b1/headmistress_2_L_251005160911.mp4

Miss Page is a local judge, and enjoys sentencing the ladies sent to her to firm canings! Having given Miss Lucy Lauren a nasty 4 stroke caning, she turns her attention to Miss Ariel Anderssen, who she sentences to 8 strokes on her bare bottom. But Miss Page has NO IDEA that Miss Lauren has been suspicious that Miss Page’s interest in punishing other ladies isn’t strictly professional, and is caught in a compromising position which Miss Page films on her phone. Will Miss Page be able to charm her way out of trouble this time?

Please note, Miss Page isn’t actually filmed getting caned in this video, just Lucy and Ariel xx

Amelia Jane Rutherford, Lucy Lauren, Zoe Page

Resolution : 3840×2160
Duration : 00:12:10

https://way4share.com/98b0/TheHead-Ariel4K.mp4

Detention with the headmistress can take many different forms, since the message one is trying to teach any particular miscreant might differ enormously. Paul is a dirty boy who is desperate to see what the girls hide in their panties. The fool got in trouble for asking girls at school to show him and offering to show them his bits in return. This bargaining got him detention. The headmistress is understanding and lenient with the punishment, as secretly, she is mused by all of it.
Paul is ordered to strip fully and stand in the classroom fully nude facing the headmistress in his shame. She questions him a little and learns about his interests in female body. It would not be proper to let him go unpunished; she takes him over her knee and administers sound bare bottom spanking. The detention ends with corner time in reverse, instead of his bottom on display, Paul must stand there with his penis on display arms above his hear. The is a feeling in the room that both are kind of enjoying this game… what is going on in their minds?

Miss Zee, Paul

Resolution : 3840×2160
Duration : 00:17:06

https://way4share.com/987l/Headmistress_1_L_251005153447.mp4

Today my step-sister called me to go check on her lazy husband while she was on her business trip. She left him a “honey do” list and wanted me to make sure he completed the tasks but he did not. I reminded her that if it were MY husband he wouldn’t sit down comfortably for a month and that I would blister his bottom for something like that. When he is disobedient he needs to know that his ass is going to pay. She asked me if I would be willing to take care of this for her. I love an opportunity to administer some old fashioned discipline across a disobedient man’s behind.

I marched in with my implement bag to let him know his wife sent me. I let him know SHE may not hold you accountable, but I am. That I’ll be having my way with his bottom today and that he is going to quickly learn the consequences of what happens when he doesn’t do what his wife has asked him to do! He’s a big guy, but completely unfazed by this, I still treated him like a petulant boy, allowing him no modesty and without concern of his privates being fully displayed in front of me, I took his pants and underwear off and told him he won’t be needing it for what I’m about to do.

I know he was completely embarrassed and hated it that his step-sister in law had to hold him accountable for his wife, but he realized he was wrong and went straight over my lap. He knew what was coming and that this was going to be required to atone for his laziness and prove his love and devotion to his wife/my step-sister. I reminded him that some husbands like himself just need a little guidance and with no warm up, I proceeded to thoroughly redden his target rich bottom with my wooden and acrylic paddles. I wanted it to sting and hurt more as went along and to give him a spanking he would never forget, so I then made him get on all fours “doggie style” on the ottoman of his couch, bottom out to continue and proceeded to blister his bottom even more with my cane and prison strap.

He cries out were met with derision. I knew he NEEDED this. the entire experience was humbling to him as it put him in his place. I reminded him it’s his obligation to keep my step-sister happy and that a good marriage takes work and effort. I mercilessly added the final swats to my masterpiece with my acrylic naughty stick, then made him thank me afterwards, leaving an impactful impression as I made sure after that he completed his list with a very sore bottom!

Katherine Worthington

Resolution : 1920×1080
Duration : 00:13:20

https://way4share.com/dkeP/Your_wife_sent_me_to_keep_you_in_line_Sister_in_law_spanks_hard.mp4