Cherry Cheeks

Missy has returned after curfew, which already earns her a punishment! But when she confesses to Big Step-sis Sephie in the sorority, she says that she got a bad grade on a test! Sephie takes Missy over her lap for a long, hard, bare bottom spanking with her hand to start things off. She then spends several long minutes mercilessly probing Missy's naughty bottom hole with a glass dildo!

Many people underestimate or can't see the way self spanking can help improve a dynamic or relationship. Miss Sephie talks about what sort of spanking you can give yourself and how to make that spanking feel more like it came from someone else! She orders you to strip and kneel, talks about how to get into the headspace, and directs you on exactly how to spank yourself the way you should be spanked!

Missy snuck her girlfriend into her room! For this, she is laid out on the couch in the middle of the common room and strapped with 3 leather straps until her bottom is a glowing and sorry red!

Instead of staying in time out like a good girl, Step-sis Sephie receives word that naughty Missy has been covering her bottom when the other sorority step-sis walk by! She goes back over Sephie's lap for a fresh bottom warming lesson with Sephie's slipper!

Missy's place in the sorority is in jeopardy! Her grades have been slipping. Big 'Step-sis' Sephie decides to give Missy the motivation that she needs to improve her grades so that she's not made to leave the sorority house! A bare bottom OTK spanking! She starts with her hand, then moved on to a hair brush, turning Missy's bottom a cherry red! Then she plugs that tight little bottom up and leaves her for the other sorority sisters to see!

Miss Sephie has Missy's help for houseboy Fox's next training session. They lay Fox over the arm of the chair and pull down his shorts and panties, before Missy plugs his naughty bottom with a plug! Miss Sephie then gives him a hard belting, which he struggles to take with the plug inside! After that she uses her hairbrush on his sore bottom, showing him exactly what he can expect out of discipline in this household!

Missy has been going around campus showing her spanked bottom to anyone who asks! Headmistress Sephie decides that if she's going to show other students what's waiting for them if they misbehave, they might as well make her bottom a better warning stop sign red!

Three naughty students tried to sneak out after curfew! All three are scolded and made to hold implements that will be used on them while they are. One by one the naughty students get the strap, the ruler, and then the paddle with increasing difficulty the guiltier that they get! First Lusty, then Missy, and finally Wolf!

Three naughty students have been caught smoking in the bathroom! Missy, Fox, and Wolf are all in deep trouble! One by one they get the school strap, then the cane, followed by the wood paddle! Three very sorry bottoms are then made to kneel on display while Headmistress Sephie finishes her work.

Missy is bent over the ottoman and chair, made to spread her bottom wide open for Miss Sephie so she can spank her sensitive bottom hole with a wooden spoon and a rubber flogger! Missy squeals and twitches as her hole turns red under the discipline. Still spreading her bottom, Miss Sephie puts in the wicked "manticore tail" plug! A long and thick black beaded and knobbed plug! Missy squirms, whimpers, and whines as her sore bottom hole is stretched by the plugs nobby beads. Once it's finally inside, Missy gets a HARD spanking with a belt, and hen brings Missy to tears with a hairbrush. An unforgettable lesson.

Miss Sephie has a pair of dice, a d30 and another one naming implements. Missy is feeling brave and wanting to play hard, so she asks to play with them! One after another Missy rolls the dice and receives a number of swats with the implements chosen!

Miss Sephie imparts discipline onto her staff with weekly maintenance. For this week's lesson, she gives senior maid Missy and maidboy in training Fox a dose of four belts! They each take turns receiving each belt, with the other beside them with their spanked bottoms on display while the other gets theirs!

Missy hasn't been communicating very well with all of her contacts! Because of this, miscommunications caused some bad timing and worried people! Miss Sephie gives her a long, hard session with leather straps, which has Missy's bottom glowing red and tears flowing halfway through!

Fox has stolen another pair of panties! Still wearing the stolen panties, he's blindfolded and cuffed to the spanking bench for Missy and Miss Sephie's game of punishment! The girls take turn spanking him with an array of implements, making him guess what it was and who gave it, or he gets more swats!

Missy is in for a good girl funishment, but she'd gagged just to make sure she doesn't let her bad habit of cursing during a spanking come out! She wiggles, whimpers, and groans into the gag as Miss Sephie colors her breasts with red welts this time!

Missy is in for a good girl funishment, but she'd gagged just to make sure she doesn't let her bad habit of cursing during a spanking come out! She wiggles, whimpers, and groans into the gag as Miss Sephie colors her bottom and thighs with stinging, wicked welts!

New houseboy Fox has been following KJ's bad example, and been lax on his own chores! Not only this, but he arrives for his discipline wearing Miss Sephie's panties! She starts with a hard hand spanking for this! She punishes this naughty boy's bottom with her hand, rug beater, leather strap, and the wicked birch! With a glowing red bottom by the end of it, Fox is sure to do his chores!

KJ has been slacking on his chores, both inside and outside! To counter this, Miss Sephie first takes KJ out to the chicken yard where she gives him his first dose of real discipline on his bare bottom with her wicked rug beater and birch! After that they go inside, but Miss Sephie doubles down his discipline with her heavy leather strap, another rug beater, and a paddle! All this while KJ is handcuffed to the heavy wooden stool! With a glowing red bottom, KJ is sure to do his chores on time!

The household has a new maid; maidboy Fox! Maid Missy is due for discipline, so Mistress Sephie decides it would be a good teaching moment for maidboy Fox! She gives Missy hard swats with different implements, and after each one has Fox take her place to receive his own swats! He bravely takes as many as Missy on most of them!

Miss Sephie scolds the camera for a variation of offenses, from smoking to bullying, from the position of teacher, step fam, or strict wife! She'll even spank Missy and others just to show you what you'll get!