The School’s Cougar Shay shows up at her son’s school’s Mother’s Day brunch. Everything was going well until some of the students started grabbing her and trying to make a move on her. This made Shay’s son very angry, prompting him to pick a fight with every boy that tried to seduce his milf mom. Now, Principal Joey is threatening to expel the boy because of his behavior. Shay cannot allow this to happen, so she decides to use her stunning looks in her favor. The principal soon understands why his students were flirting with Shay, but he goes even further to fondle the horny mom. If she can take up his meaty cock, eat it, and squeeze it with her sweet pussy, her son will be off the hook

Suck It, or Get Expelled! After Serena is caught performing oral on guys all around the school, the only choice Principal Fitzwell has is to expel the slutty student. But that all changes when Serena’s stepmom, Jade, comes to the rescue. Seeing Jade and Serena together, the perverted principal gets a bright idea. Serena loves sucking cock, after all why not use that sweet mouth of hers to sway his mind? Principal Fitzwell takes the hands of both women and puts them against his hardening cock. Even below his pants, the women can tell he’s packing major meat. They know this is totally fucked up and that they could get in even more trouble should this get out to the public, but Jad and Serena see this as an opportunity to make all of Serena’s delinquent problems disappear. Principal Fitzwell wants Jade to be a good mommy and show Serena how a mature woman sucks a man’s cock. Jade obliges and gets the principal’s shaft far down her slutty cougar throat. Serena is impressed by her stepmom’s killer dicksucking abilities, and watching her deepthroat the stud makes her pink pussy wet with anticipation. The principal gets the women up and enjoys taking his time to explore both of their pussies. Jade fucks like a goddess, just like he expected her to. Serena’s pussy is extra special, too, as Principal Fitzwell knows he’s one of few men who has gotten to experience it. The lucky stud fucks hard and pushes his throbbing cock deep inside of both babes until he feels like he is about to burst. The pervy fucker cums and paints the faces of both Jade and Serena. They stick their tongues out and catch as much of the jizz as they can, letting any missed nut drip down to their tits. The horny stepmom and stepdaughter swap a cummy kiss and let the Principal’s load move between their tongues as they make out. Serena is safe for now, but Principal Fitzwell has a feeling she’ll be back in his office soon

She’s Even Hornier Than Her Daughter The best part about being a school principal? Dealing with slutty teens and their mothers..

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

The CumCovered Ginger Li

The Principal’s Terms 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 expulsionworthy 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

Thanksgiving is Ruined 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

Fucking For The Best Education 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

Return of the Prom Queen 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.

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.

Misty Saves The Day 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.

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.