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Perv Principal 85

Getting sent to the principal’s office should be everybody’s nightmare, but it’s all fun and games for those special trouble makers who live on the edge. And when someone does break the rules, the principals on this premium milf porn site have a certain way of dealing with the situation.[break]If you’re looking for a brand new porn series dedicated entirely to the fantasy of pervy principals, this is the place for you! From the award-winning network MYLF, this brand new series titled PervPrincipal explores all sorts of taboo scenarios where school leaders get nasty with students, teachers, or anyone they want.[break]Whether it’s milf principals, or hot milf teachers sucking up to their boss, this site delivers something for everyone.


PervPrincipal Newest Posts


Perv Principal - Bad Bella

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UPDATED Bad Bella - The Pop Star’s Secret Talent
Released: March 21, 2024

As a famous pop star, Bad Bella spends a lot of time on tour. Her son usually tags along, something that makes him miss school often. When she’s summoned to a meeting with her son’s principal, Mr. Green, she is notified that the boy might get expelled due to his many absences. The milf starts freaking out, as this is an elite school and one of the few that keep her high profile low-key. Desperate, she tries bribing Mr. Green, but that only makes things worse. The only language this pervy principal speaks is sex, so she convinces Bella to pull out her huge boobs and suck his cock. Mr. Green grabs those huge and juicy knockers and enjoys the power of doing whatever he wants to a celebrity. He tells Bella that she can call her son and tell him everything will be alright as long as she makes the call while riding his big dick. Bella obeys and bounces on the Principal’s cock while talking to his boy on the phone.

Perv Principal - Spencer Scott

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Spencer Scott - The Principal's Terms
Released: March 8, 2024

Spencer visits her son’s principal after an urgent call. It seems that Spencer’s son has been secretly stealing money from the PTA, an expulsion-worthy offense, something the proud mother just can’t allow. Principal Rebel was about to spend some solo quality time with a nice porn vid, but he had to call it off because of this meeting. A flexible man, he is willing to look away from what happened if Spencer enacts some of the stuff the principal was hoping to see in his porn. Making her fall to her knees, Mr. Rebel tells her to suck his cock and praise it. Bending the hot milf on his desk, the principal fucks Spencer’s pussy passionately, making the blonde moan loudly. As she rides her son’s principal’s dick on the guy’s chair, Spencer is forced to call her boy and tell him that everything will be ok.

Perv Principal - Mandy Rhea & Serena Hill

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Mandy Rhea & Serena Hill - Learning Experiment
Released: February 29, 2024

Mandy thought her stepdaughter was bound to become her class’s valedictorian, but Serena was caught having sex with the whole football team! Principal Rebel summons Mandy to his office to discuss what happened, in the presence of a concerned Serena, who’s under a lot of stress right now. Mandy wants only the best for her stepdaughter and understands that pressure led her to do this, but she needs to work something out with Mr. Rebel to avoid any consequences in Serena’s permanent record. Lucky for them, the principal comes up with a little learning experiment that is sure to keep Serena out of trouble. The guy grabs Mandy and Serena’s hands and puts them over his crotch, guiding them to his notorious boner. Knowing that this is a valuable lesson for Serena, Mandy watches as her stepdaughter sucks Mr. Rebel’s cock with shame. Soon after, stepmother and stepdaughter join forces to blow the principal, ensuring that Serena gets all of her negative thoughts out of her mind by choking on her principal’s dick with Mandy. As Mr. Rebel moves on to fuck Mandy while Serena eats up her stepmom’s pussy, the pervy school authority promises them everything will be fine and makes Serena call her daddy to tell her nothing is gonna happen to her.

Perv Principal - Kira Fox

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Kira Fox - Do It For Her
Released: February 15, 2024

Kira Fox gets called into Principal Green’s office because of a recent incident with her daughter. It seems she took things too far this time with her pranks when she brought Nair to school and put it in a girl's hair. Now, all the parents at school are mad, and Mr. Green is threatening to expel her kid. Kira can’t believe what’s happening, so she desperately begs the principal to help her daughter. Mr. Green has always lusted for Kira’s fine body, so he offers her a deal: maybe she can cooperate with him and they can forget what happened. Worried, Kira follows Principal Green’s plan and starts eating his cock. Mr. Green fucks the concerned mother’s mouth, moving on to her luscious pussy. Kira rides the Principal’s cock and moans nice and hard, ensuring the guy is pleased and his silence is guaranteed. To seal the deal, Mr. Green cums all over the milf’s tits, leaving the whole incident in the past.

Perv Principal - Quinn Waters

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Quinn Waters - Expulsion Is Not An Option
Released: February 1, 2024

Quinn Waters' daughter has been struggling with her grades. With the threat of summer school looming over her head, she decided to sneak into her teacher's classroom after school, log into the computer, and change her grades. Unfortunately, they have her on tape breaking into her teacher’s office and she’ll have to face the consequences. As an overprotective mother, Quinn ends up arguing with Principal Joey, who threatens to expel her daughter for this behavior. Quinn is now stuck having to make a deal with the Principal: it’s either sucking his cock and letting him have his way with her pussy to keep her daughter’s grade up or expelling her.

Perv Principal - Tiffani Madison

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Tiffani Madison - Off The Record
Released: January 18, 2024

Tiffani’s son is generally the one getting picked on, but this time around, he is the source of a serious issue. Principal Rebel is willing to help Tiffani and make the situation disappear, but only if she’s willing to do something for him, too. Tiffani accepts, and like a good parent, she gets right to work. Principal Rebel pulls out his cock for Tiffani to suck, and she wastes no time giving him a ten out of ten blowjob. She even finds this little taboo rendezvous to be sort of fun - who knew being bad could feel so good?

Perv Principal - Macy Meadows & Ally Wild

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Macy Meadows & Ally Wild - A Wild Rescue Mission
Released: December 21, 2023

Macy has a little too much fun at the school’s holiday talent show and shows off her sweet petite tits to the crowd. Now in the principal’s office facing expulsion, her stepmom, Ally, will need to do whatever it takes to make Principal Miles turn a blind eye. Stunned, Macy can’t believe she is watching her stepmom suck cock. But even more so, she can’t believe how much she wants to join the fun. Miles has the two women all to himself and gets to fuck around with them to his heart’s content.

Perv Principal - Wendy Raine

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Wendy Raine - Raine To The Rescue
Released: December 7, 2023

Wendy gets a call from Principal Miles, and things are not looking so good at the school. Apparently, Wendy’s son has been causing trouble and could face severe consequences for his tomfoolery. Wendy is willing to go to any length to save her son, and it seems the length this time around is probably around eight or nine inches. Franky put, Miles, wants to fuck this bodacious milf, and if she does, he may be able to pull some strings. Wendy is all game and takes dick like a champ, so this is a no-sweat situation. The two get right to fucking, and Wendy has some fun getting fucked in the office. She knows what she’s doing is taboo, and things will look even worse if they get caught. But that’s half the excitement, and she loves every second of their wild sexcapade.

Perv Principal - Lilly Hall & Renee Rose

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Lilly Hall & Renee Rose - Thanksgiving Is Ruined
Released: November 23, 2023

Lilly rushes to Principal Rubino’s office after getting an emergency call on Thanksgiving–her favorite day of the year. Once she arrives, she finds out that her stepdaughter Renee got caught graffitiing the whole school. The Principal is threatening to call the cops and charge Renee with a misdemeanor. Mad at her stepdaughter and angry for missing her favorite holiday, she accepts Mr. Rubino’s pervy deal to let him have his way with both of them to teach Renee a lesson on actions and their consequences.

Perv Principal - Vivianne Desilva

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Vivianne Desilva - Ms Desilva Returns
Released: November 8, 2023

Vivianne is back once more in the pervy principal’s office, and she has to do whatever it takes to save her daughter again. Miles remembers their meeting well and knows Vivianne is a dedicated mother who will go to any lengths to protect her daughter. Miles whips out his dick, and Vivianne gets right to work. She’s familiar this time around and knows just how Miles likes to fuck. Even still, Miles has a big dick, and despite keeping her cool, Miles is pushing Vivianne to her limit. The situation still turns her on, though. Here in the principal’s office, getting fucked in secret. She keeps her composure, but the situation is exhilarating. By the end of their sexcapade, Vivianne once again saves her troublemaking daughter. But will this be the last time she finds herself in Principal Mile’s office?

Perv Principal - Victoria June

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Victoria June - Trouble At The Halloween Dance
Released: October 26, 2023

Victoria is the President of the National Teachers Association for her son’s school. She adores the place, as she used to attend it when she was a teenager too. However, what she doesn’t know is that her son Jason is a bit of a rebel. The night of the Halloween dance at school, Jason spiked the punch bowl with vodka while Victoria was Chaperoning. The situation is a mess and Principal Rubino meets with Victoria in his office to explain to her what may happen to Jason. Afraid that her son’s future is at stake, Victoria accepts a hot deal with Mr. Rubino to keep the boy at school.

Perv Principal - Kat Marie

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Kat Marie - Aced It
Released: October 12, 2023

Kat, a successful, smart, and ambitious lawyer, is called to Principal Miles’ office because of her daughter’s behavior issues. The girl is a star tennis player with an attitude problem, and she recently went into an argument with her coach that ended terribly. At the risk of losing her scholarship, Kat would pull out her legal (and sexual) resources to ensure that her daughter’s bright future is secured.

Perv Principal - Eden West & Naomi Foxxx

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Eden West & Naomi Foxxx - Just Like In High School
Released: September 28, 2023

Eden got caught stealing the answers to the final tests and selling them to other students. Naomi, her stepmom, rushes into Principal Fitzwell’s office to learn what happened. It turns out the two used to date each other back in high school, so they are happy to meet again, but this time, they have to discuss a serious issue with Eden present. The girl is about to be expelled, but Naomi is eager to pull some strings with her former lover to make the problem go away. Principal Fitzwell is glad to hear that, as he expects Naomi and her stepdaughter to show him some fun just like his high school days to leave this incident behind.

Perv Principal - Valentina Bellucci

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Valentina Bellucci - Zero Tolerance
Released: September 14, 2023

Valentina is shocked when she learns that her son Jackie has been caught bullying other kids at school. Principal Trainor has a zero-tolerance policy for these kinds of cases, so he's at risk of expulsion. Valentina can't even think of the possibility of Jackie getting expelled, so she is willing to do whatever Mr. Trainor says to keep him in school. Now, Scott has Valentina exactly where he wants her, so the pervy principal will have an intense fuck session with the concerned mom that will satisfy both parties.

Perv Principal - Crystal Rush

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Crystal Rush - Expulsion Isn’t the Only Option
Released: September 2, 2023

When summoned to Principal Trainor’s office, Crystal finds out her daughter was caught selling thongs to her classmates. Not only is it forbidden to sell on school grounds, but the Principal can’t have students exchanging inappropriate items with each other. Crystal tries to fight back reminding Mr. Trainor of all of her donations to the institutions, but the man’s hands are tied, so they have to come to a different agreement. As Mr. Trainor has noticed Crystal is one of the hottest moms in school, she might as well play with his cock for a little while to ensure her daughter won’t get expelled.

Perv Principal - Misty Meaner

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Misty Meaner - Misty Saves the Day
Released: August 19, 2023

Misty gets a call from the principal, Sergeant Miles, and learns her daughter caused quite the commotion with her school prank. Now, Misty’s daughter faces expulsion. Misty does everything she can to help Miles look the other way and let her daughter off the hook.

Perv Principal - Alexa Payne

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Alexa Payne - Kissing Booth
Released: July 18, 2023

Alexa received a call from her daughter’s school because the girl just got caught running an unapproved kissing booth that offered a little more than kissing. It would’ve not been so bad had she not also been charging money for her “services”. Now Alexa has to convince Principal Nicky that she’s willing to do anything in order to keep her daughter from being expelled. The pervy principal has Alexa just where he wants. He will demand a little more than kissing to ensure her daughter’s future at school.

Perv Principal - Elana Bunnz

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Elana Bunnz - She’s Going to College
Released: July 6, 2023

Elana goes to talk with Principal Rebel and finds out that her daughter has been skipping summer school. The schoolgirl is at risk of not going to college next year, and Elana simply can’t allow it. Principal Rebel is glad to hear this, as he now has hot MILF Elana right where he wants, offering her a sexy deal that will keep Elana’s daughter on track for college.

Perv Principal - Mandy Waters

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Mandy Waters - Teacher Crush
Released: June 22, 2023

Mandy is a busy woman, but she had to rush to her daughter’s school. Principal Rubino called her because it turns out that her daughter has a crush on a teacher and she has been sending him nude pictures of herself. Mandy’s daughter faces the risk of getting expelled, but her mom won’t give up that easily, so she asks Principal Rubino for some kind of solution. The pervy school director starts fondling her big boobs, a clear sign that Mandy will have to put her sexy skills to the test to ensure her daughter’s future at the institution.

Perv Principal - Angelina Moon

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Angelina Moon - Talent Show Fiasco
Released: June 9, 2023

After her daughter flashed the school in the Talent Show, Angelina is trying to minimize the damage with Principal Rubino. The school’s director doesn’t feel the same way about the girl’s little prank and tells Angelina her daughter might face some serious consequences. The proud mother would do anything for her child, and Mr. Rubino knows it, so he suggests a sexy deal to keep Angelina’s daughter in school.

Perv Principal - Khloe Kapri & Sydney Paige

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Khloe Kapri & Sydney Paige - Double Bogey
Released: May 24, 2023

Sydney and her stepdaughter Khloe are called to Principal Ryan’s office after he discovers that Khloe stole some golf equipment. The girl is now in danger of being expelled from yet another school since this is not the first time she has had problems. Her reputation and future are at stake, so Sydney and Khloe will have to do exactly as told by the pervy principal to avoid expulsion.

Perv Principal - Anya Olsen

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Anya Olsen - Return of the Prom Queen
Released: May 8, 2023

Anya gets a call from her daughter’s school and learns her daughter has been bullying a girl who supposedly bought the same prom dress as her. Pervy principal Ryan explains to Anya that her daughter is facing expulsion because of her behavior. Once a prom queen, Anya knows the importance of ensuring her daughter gets the crown. So Anya does what any good milfy mom would and lets the principal fuck her! Ryan doesn’t hesitate and fucks Anya hard until he busts a giant load right in her pussy.

Perv Principal - Summer Vixen

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Summer Vixen - Caught Her With A Dildo
Released: April 27, 2023

Schoolmom Mrs. Vixen meets with her daughter’s principal Mr. Green because her daughter was caught masturbating with a dildo on campus! Mr. Green says that she’s basically expelled now unless Mrs. Vixen gives him exactly what he wants. He’ll end up using her daughter’s dildo on her to keep her in school!

Perv Principal - Harper Madison

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Harper Madison - The Stalking Student
Released: April 13, 2023

Harper is called to Principal Mclane’s office because of her daughter’s inappropriate behavior. The girl is obsessed with a school teacher to the point of stalking him on and offline. Harper’s daughter is on the verge of expulsion, but the proud mom is determined to solve the issue, so the principal offers her a pervy deal. Harper will have to suck Mr. Mclane’s cock and let him fuck her to ensure her daughter’s future in the school is guaranteed.

Perv Principal - Armani Black

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Armani Black - The Sex Doll Situation
Released: March 30, 2023

Armani is in Principal Steele’s office discussing the fact that her stepson had brought a sex doll to class and now he’s facing expulsion. Armani tries to deny things at first before switching to trying to get some sympathy until finally she realizes the best way to keep her stepson in school is by sucking the Principal’s cock!

Perv Principal - Isabel Love

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Isabel Love - One For The Team
Released: March 9, 2023

Isabel is the PE teacher at her son's school. She gets called to Principal Rebel’s office to discuss his grades. His son is doing great in sports but he is failing in math. He even tried to bribe his teacher, so he is at risk of getting expelled. Isabel would do anything to prevent this from happening, something her boss likes to hear as he starts rubbing her. Isabel is willing to let the principal do a couple of things to her as long as her son’s future is not at stake. Principal Rebel promises her son a bright future as he pulls out his cock to fuck Isabel.

Perv Principal - Chloe Temple & Tiffani Madison

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Chloe Temple & Tiffani Madison - Selling Nudes
Released: March 2, 2023

When Chloe is called into Principal Rebel's office, she's not too worried about being in trouble at first, but then her stepmom Tiffani walks in and Principal Rebel tells her about Chloe sending nudes to members of the faculty. Tiffani is very distraught and offers to do anything to alleviate the consequences, so Principal Rebel takes her up on her offers and instructs her to suck his cock! Chloe will have to help stepmommy make Mr. Rebel cum or there'll be hell to pay!

Perv Principal - Kristi Kream

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Kristi Kream - Promise I'm on Top of It
Released: February 16, 2023

Principal Fitzwell meets with blonde schoolmom Kristi to tell her about her son getting caught stealing his credit card and making very expensive and inappropriate charges. Unfortunately, he’s facing expulsion so Kristi starts negotiating with Principal Fitzwell, saying she’s willing to do absolutely anything to get to an agreement. Principal Fitzwell closes the door to his office and starts coming on to Kristi, assuring her that if she makes him happy she won’t have to worry about her son anymore.

Perv Principal - Tiffany Fox

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Tiffany Fox - What About Your Reputation?
Released: February 2, 2023

Schoolmom Tiffany gets called to Principal Miles’ officer after her son gets caught changing students' grades on the school system. Tiffany tries to sweep the inconvenience under the rug but Principal Miles insists this is a serious matter with serious consequences such as expulsion. Tiffany then figures there’s only one way to help her son, so she starts undressing and climbing on top of the Principal’s desk, willing to let him fuck her in order to make the issue go away!

Perv Principal - Jazmine Cruz

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Jazmine Cruz - School Contraband
Released: January 19, 2023

Mrs. Cruz is called into Principal Peter Fitzwell’s office after her stepson is caught playing some porn DVDs in school and in front of other students. Mrs. Cruz cannot believe her stepson would be capable of this and now there’s a big chance that he’s gonna get expelled. Principal Fitzwell explains how serious the situation is and assures Mrs. Cruz that her son will suffer grave consequences. Luckily, Principal Fitzwell is willing to work something out that could benefit everybody… starting with Mrs. Cruz sucking his big, thick, cock!

Perv Principal - Sandy Love

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Sandy Love - A Good Exchange
Released: January 5, 2023

Schoolmom Sandy is called into Principal Green’s office after her son is caught stealing test answers and cheating. Principal Green explains that something like that merits an expulsion so Sandy begs him not to do that, and says she’s willing to do anything to prevent her son from being expelled. Principal Green then approaches her from behind and starts feeling her up! Sandy understands what she must do now and starts sucking the Principal’s huge cock!

Perv Principal - Chloe Cooper

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Chloe Cooper - Christmas Compromise
Released: December 22, 2022

Chloe is called to principal Green’s office because of her son. The kid sabotaged the protagonist of the high school Christmas play to take the role himself, but was discovered and now faces expulsion, a terrible mark on his record. Chloe would hate to frustrate her son’s dream of going to Drama School, so she’d do anything to avoid his punishment. Sleazy Mr. Green has an idea on how to prevent this: Christmas is right around the corner and Chloe can sit on his lap for some hardcore fun. Chloe follows principal Green’s orders as she lets him get a hold of her big boobs and tight ass. The shady principal lets her call her son while being fucked to let him know he is not expelled anymore.

Perv Principal - Gigi Dior

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Gigi Dior - The Panty Sniffer
Released: December 8, 2022

Gigi’s son has been accused of peeping at girls in the locker room, and stealing their panties. The boy is at risk of expulsion and losing his scholarship, and Gigi can’t pay for his tuition, no matter how much she works for it. At the principal’s office, Gigi begs for a way to sort things out, something the sleazy Mr. Fitzwell likes to hear. As he pulls his cock out, the devoted mom blows the principal in hopes of keeping her son in school. Mister Fitzwell fucks Gigi nice and hard, making her call her son while getting plowed to tell him that everything is gonna be alright. There’s nothing Gigi wouldn’t do for her panty-sniffing son’s future.

Perv Principal - Lolly Dames

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Lolly Dames - I’ve Got Your Answer Right Here...
Released: November 24, 2022

Lolly gets a call from principal Miles after her son gets caught attempting to sell test answers at school. The principal is furious, but Lolly has a solution she thinks they can both get behind. She pulls out her huge tits and easily seduces the naive principal. Miles takes the opportunity to fuck the busty milf right then and there.

Perv Principal - Kendra Heart

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Kendra Heart - You Shouldn't Be A Principal
Released: November 10, 2022

Schoolmom Kendra gets called into her son’s Principal office for an urgent meeting. Principal Green tells Kendra that her son has been airdropping inappropriate pictures into other students’ phones which is considered sexual harrasment and warrants expulsion. Kendra tries offering some money to help fix the problem but what Principal Green really wants is to fuck this pretentious mylf!

Perv Principal - Mandy Waters

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Mandy Waters - The Nude Problem
Released: October 27, 2022

Principal Miles has a talk with schoolmom Mrs. Waters about her son getting in trouble for wearing an inappropriate costume for the school halloween celebration. The consequences of his actions indicate that he must be expelled for this, but Mrs. Waters argues that her son doesn’t deserve such a harsh punishment and there must be some sort of agreement they can come to. Principal Miles grabs her hands and places it on his hard cock as he tells her that if she’s good to him, he’ll find a solution.

Perv Principal - Demi Diveena

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Demi Diveena - The Naughty Diary
Released: October 13, 2022

Principal Miles meets with Nurse and school mom Demi to let her know that they found her daughter’s diary in which she confesses to some naughty things that she did with the school coach. To avoid expulsion, Demi will let Principal Miles have his way with her!

Perv Principal - Robbin Banx

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Robbin Banx - Buy Her Out Of Trouble
Released: September 29, 2022

Mrs. Banx is meeting her son’s principal Mr. Fitzwell who tells her all about her son’s mischievousness and wrongdoings. Mrs. Banx tries to explain away his behavior but Principal Fitzwell insists the only step forward is expulsion. At this point, Principal Fitzwell recognizes Mrs. Banx as one of the dancers from their local gentlemen's club, so he locks his office door and gives her a naughty alternative solution as a way of saving her son from expulsion!

Perv Principal - Joslyn Jane

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Joslyn Jane - Fucking For The Best Education
Released: September 15, 2022

Mrs. Jane is called into Principal Rubino’s office to discuss her son being caught watching pornography on campus. Principal Rubino tells Mrs. Jane that these are enough grounds for expulsion, unless she’s willing to let him have his way with her in order to save her son’s education!

Perv Principal - Nina Dolci

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Nina Dolci - Exploring Our Options
Released: September 1, 2022

When Principal Fitzwell tells Nina that her son was caught with drugs on him she’s surprised and overwhelmed. Principal Fitzwell tells her that it’s a serious offense but since he knows her from high school, he’s willing to work with her to explore their options. Nina says she’s willing to do anything to avoid repercussions, so Principal Fitzwell takes his dick out!

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