Double Bogey 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

Teacher of the Year Abi is a teacher at the school. She has been a trusted staff member for many years and she has been praying for the prestigious “Teacher of the Year” award. When she gets called into the Principal’s office, she is positive she’s going to get one of these awards. To her surprise, Principal Steele is actually thinking of firing her because some students have complained of her coercing them to vote for her as the teacher of the year. This won’t be tolerated at Danny’s school, and it doesn’t matter how good Abi is at her job, she has to be let go. Desperate, the disgruntled teacher tries to make a deal with him. What if she shows him some “appreciation” and she can keep her job? Mr. Steele stands behind Abi and gropes her tits firmly. Abi freezes and lets the principal touch her however he pleases. Worried that it might not be enough, Abi gets a grip of the principal’s large cock and sucks it raw. Next, the hot milf takes Danny’s dick deep up her pussy, finally winning herself the “Teacher of the Year” award but for very different reasons. Abi doesn’t mind–she has finally been recognized

NNN Challenge Day 14 Milf Tries Edging With Filthy Principal Anya is a busy professional and barely has time for herself, but when the principal from her son’s school calls her to talk about the boy, she hesitantly rushes to meet him. It seems that Anya’s son has been holding a No Nut November competition among his female classmates. The girls have been challenged to tease him to see how long he’ll last, and have begun to bet amongst each other to see which girl makes him last the most. The school has become a fuckfest for Anya’s son, something that Principal Green cannot allow. This sexual tomfoolery is enough reason to expel the student, something Anya can’t accept. Noticing how worried about her sons future Anya is, Peter gives the busy milf a chance to save her son from expulsion if she can make him edge for forty minutes. Anya reluctantly accepts the offer and starts playing with the principal’s dick. Realizing that its not easy to make him cum, Anya takes it as a personal challenge, actually enjoying a wild ride on Peter’s dick

Desperate Submission LustCrazed Principal Takes Full Control I love the power I feel as a principal, especially when I tell vulnerable moms how problematic their sons are and watch the desperation in their eyes as they’re willing to do anything to make their problems go away. Today was a special case not only did I get a meeting with two of the hottest milfs at school, but they were also willing to team up to make me forget what their sons did. That’s okay, I’m a very understanding man all I need is a few big breasts to grab, a couple of tight pussies to fill, and her asses to spank and we can all be on our way. My desk is already the perfect height for them to bend over

A Filthy Deal Ivy’s son is a regular troublemaker. He and Mr. Steele, the school’s principal, are archenemies, prompting Ivy to visit the principal’s office occasionally. However, this time is different as her son went way too far and stole Mr. Steele’s credit card and ordered inappropriate items to his house. He’s been sending bags of manure, glitter bombs, and, worst of all, a box of dildos to tell him to go fuck himself. The Principal wants to press charges with the police, but he is willing to forget the whole thing if they come to a filthy agreement he won’t press charges against Ivy’s son if the milf fucks herself with the dildos her boy ordered. But first, Mr. Steele wants to grope the hot mom a little bit and feel her juicy tits. The proud mom remains still to save her son while the pervy principal enjoys filling her up. Up next, Ivy pulls up her cocksucking skills to ensure Mr. Steele’s cooperation, licking every inch of his meaty cock with lust. An intense fuck takes place as Ivy takes the principal’s dick and a dildo to seal the deal

The Sex Doll Situation 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

Save Your Daughter, Suck My Cock The Park Ranger Mil

Buy Her Out Of Trouble 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 gentlemens club, so he locks his office door and gives her a naughty alternative solution as a way of saving her son from expulsion

The Druggie When Principal Miles tells Mandy that her son got caught selling drugs at school, she asks if there’s some sort of deal they can make to prevent him from being expelled and arrested. The principal has only one thing in mind now, and that is to wrap those lips around his hungry cock!

Trouble At The Halloween Dance 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.

College Cougar Strikes Again Professor Bree Brooks, a respected professor known for her engaging lectures and mentorship, finds herself embroiled in a scandal that threatens to destroy her career. Caught in a compromising position with not one, but two of her students, Bree faces the harsh reality of her actions when videos of her little sexual adventures surface. She thought she was playing cautious, but this kinky material has reached the hands of the university’s authorities and now she’ll have to face the consequences of her actions. Mr. Mclane, the campus president, is left with no choice but to confront Bree about the allegations. He calls her into his office, his expression a mixture of disappointment and disbelief with a subtle hint of kink in his eyes. Bree, desperate to salvage her career and reputation, pleads with President McLane for a second chance. Using her sexual prowess to seduce a man already expecting to be seduced, Bree gives the president’s cock the same treatment she gave to her favorite students.

Busty Teacher Plays With the Principal’s Cock To Hide Her Secret Taylor is the school’s Chemistry teacher. The blond and innocentlooking milf is loved by her students, but she has a dark secret she has been utilizing the chemistry room breaking bad style to make narcotics. Her husband’s health is not good and she desperately needs the extra money to pay off the family debts. Her plan seems to be working fine until Principal Rebel calls her into his office. The pervy headmaster has her on tape manufacturing illegal substances in the school’s promises, so Taylor breaks up and starts crying. She tries to explain the situation to him but Mr. Rebel cannot put up with it…unless she collaborates with him. Nicky loves striking filthy deals with the staff, and he has laid his eyes on Talyor’s huge tits a long time ago. He will get his share of Taylor’s illegal business, but he will also earn some interest by experimenting with Taylor. The poor teacher sits on the principal’s cock and calls her husband to tell him everything will be OK while Nicky fucks her.