Cum Swallowing (14)

Alaina and her stepson Jayden have a lovely relationship, but it’s not as intimate as the one between his best friend Sage and his stepmom Jessie. Still, Alaina how close it was: she didn’t know Jessie was fucking her stepson every single day. Even if she struggled to admit it, the first time she saw her choking on Sage’s cock, she felt really jealous… maybe she wanted to have that too? Whatever doubts she might’ve had went away as soon as she saw her Jayden fucking Jessie’s throat while she herself choked on Sage’s pole. The gloves where off and she was gonna fuck her stepson no matter what. 41:25
Stars, Stripes & Wieners: Memorial Day Swap
Nurses Joslyn and Kate have a hard time making their stepsons Nicky and Victor go to their doctor’s appointment. When they find the boys playing video games they suspect they didn’t go to their appointment so they take it upon themselves to do the physical check up. They swap and Joslyn takes care of Victor’s cock while Kate inspects Nicky’s boner. The stepmoms agree they have to get the “specimen” and finally give both their boys a very thorough inspection! 42:09
Naughty Nurses Swap
Joshua and Rion come up with a plan to make their stepmoms lend them the car. Rachael and Sedona are hardcore basketball fans so Joshua and Rion pretend to like watching the game to get on their stepmoms’ good side. Rion knows that Sedona is into him so they swap stepmoms and fuck them good! 37:42
A Swapping Plan
Mellanie instructs her stepson Diego to stop wasting his time on his podcast and instead fold the laundry. Diego and his friend Rico start sorting through the laundry when Rico finds Mellanie’s underwear and starts sniffing it! Diego is taken aback at first but when Rico tells him about how much money they could make selling them online, the boys are determined to steal all of their stepmothers’ underwear! Mellanie and Ms Visual find out what they’re up to and decide to swap the boys and teach them a very naughty lesson! 35:52
The Underwear Thieves
When Kenzie and Pristine learn their stepsons, Oliver and Elias, plan to enlist in the military, the busty babes do everything they can to stop the boys from going. Oliver and Elias get an intense boot camp experience, but when the intensive training isn’t enough to deter the boy’s dreams, Kenzie and Pristine rely on extreme measures. 38:05
Boot Camp Swap
Nicky has a problem at school with Alex, who bullies Nicky constantly. Nicky’s stepmom Charley puts her foot down and confronts Alex and his stepmom, Crystal. Getting right down to the matter at hand Charley disciplines Alex the only way she knows how — with her thick thighs. Things get spicy fast, and before anyone knows it, they’re having a full-on stepmom swap. 40:05
Charley's Discipline Plan
When Willow tells her best friend Alex that her boyfriend dump her for not knowing how to take care of him sexually, Alex encourages her to do some practice. When Willows asks with who, Alex confesses she’s been practicing with her stepbrother Josh, so maybe Willows could practice with her own stepbrother Victor! Willow feels kinda weird about it so Alex suggests that they swap their stepbro’s and this way Willow is ready to choke on some cock! 42:00
Rate Me
Abigail (Leana Lovings) is a teen high school student from a poor family. One day she goes to her guidance counselor's house, since the guidance counselor, Mr. Taylor (Jason Sarcinelli), has offered to give her some of his own girl's old dresses for Abigail's upcoming prom. Abigail is grateful, but as she changes in and out of the dresses, Mr. Taylor spies on her through a crack in the doorway. But when Abigail discovers that Mr. Taylor is both spying on her AND is lying about being a parent, it's revealed that he manipulated the situation in order to seduce Abigail. Abigail is at first livid, but Mr. Taylor manipulates her further, guilting her by reminding her of all the help he's given her. After everything he's done for her, the least she can do is show her gratitude... right? 43:56
His Charitable Act
A teen girl has had a private discussion with a high school guidance counselor, Judith (Princess Emily). Unfortunately, the teen's two overbearing parents, Dan (Chad Alva) and Maria (August Skye) confront Judith in her office, demanding to know all the details of that private discussion. Judith refuses to give out the confidential information, but her confidence crumbles when the ruthless parents recognize her as someone they went to school with - an unpopular girl who was bullied. The parents switch tactics, bullying her and rubbing her loneliness in her face, ultimately offering her sex in exchange for the information they want. Overwhelmed by both the taunting and the temptation, Judith finally gives in... 46:07
PureTaboo - 2025.08.05 - August Skye & Princess Emily - Misguiding The Counselor
Loreli (Coco Lovelock) is getting ready to don her alter ego, Jasmine, for one of her regular camming sessions. She puts on her wig, outfit, and makeup... transforming before our very eyes. It figures that she'd have to put on a disguise, since her parent (Aaliyah Love) would lose it if she found out what Loreli did to pay her way through college. When Loreli starts her camming session, however, she gets an invite for a private video call with one of her chatters, 'Keith'. But when Keith turns on his camera, Loreli is disturbed to see him wearing clown makeup. He looks terrifying, and he's also clearly desperate for affection and intimacy. The surreal combination is too much for Loreli to handle, so she ends the call. Later, Loreli goes to visit her stepfather Wes (Dick Chibbles) to keep him company. When he greets her, however, she notices the remnants of clown makeup on his face. Loreli confronts him, causing him to reveal that he's been seeing a camgirl named Jasmine behind his wife's back. Loreli relishes the fact that he has no idea that she's the camgirl he's been so horny for, and she then decides to give this pathetic man what he wants... his stepdaughter's tight, wet pussy. 46:45
PureTaboo - 2025.06.10 - Coco Lovelock - Fathers Day
Kevin (Tommy Pistol) has been looking after his roommate, Jamie (Jennifer White), while she's been too sick to work. Dedicating all his time to her has turned out to be something he truly cherishes, but perhaps he's grown slightly too attached to this new routine... Now that Jamie's feeling better, she's been looking for a new job to get her life and finances back on track, and this sets off alarm bells in Kevin's mind. The last thing he wants is for Jamie to lose her dependency on him, and he must find a way to keep her close. That's when Kevin devises a devious plan to sabotage Jamie's job search, incrementally stiffling her prospects while cutting her mental stability down at the knees. Jamie has no idea that Kevin's doing this on purpose, and she plays right into his hands. Her ignorance leads to misplaced gratefulness... and eventually her getting seduced into Kevin's bed, giving him exactly what he's always desired. 54:13
PureTaboo - 2025.04.15 - Jennifer White - Need You To Need Me
Rachel (Kenna James) is happily married to Tye (Chad Alva). However, Rachel wonders why Tye has kept her away from his stepmom Amy (Penny Barber) and his other parent Josh (Charles Dera). Rachel has never met or spoken to them after years of dating Tye, and he even refused to invite them to their wedding. One day, Rachel receives a phone call from Amy saying that she and Josh happen to be coming to town, so Rachel decides to be polite and invite them to stay here instead of going to a hotel. When Tye finds out, he gets upset at the idea of his parents staying over. Rachel is confused and asks why - his parents sound nice! Tye doesn't want to explain, but begrudgingly says that Rachel doesn't have to cancel the invitation to his parents, so Rachel drops the subject. When Amy and Josh arrive, Josh surprises Rachel by suddenly giving her a tight hug, lifting her off her feet. After he puts Rachel down, Amy hugs Rachel too, and sniffs her hair. Rachel starts to get weirded out, and when Tye arrives home from work, things get even more awkward and uncomfortable, especially when Amy gives Tye a goodnight kiss on the lips. This family visit might be a lot more than Rachel bargained for... 53:43
PureTaboo - 2025.02.11 - Kenna James & Penny Barber - Not Again
Mackenzie Moss and her BFF Lacy Lennon do everything together. Everything. Brad Sterling, Mackenzie's stepbrother, has really started to wonder how far down the rabbit hole Lacy and Mackenzie have gone. At the same time, he has the total hots for Lacy. Mackenzie notices Brad checking Lacy out beneath the miniskirt of her school uniform. She calls him on it, but doesn't pursue it because the girls decide they need to go shower together. Brad can't believe they possibly do even that together, so he decides to spy on them. Boy does Brad get an eyeful as he watches Mackenzie and Lacy undress each other. Lacy notices Brad and rats him out, but she can't hide that she returns Brad's interest. Mackenzie is weirded out, but Lacy points out that they do everything together so if Brad wants to look at Lacy he has to look at Mackenzie too. Mackenzie tries to dissuade Lacy by telling her that Brad has a small dick, but that just makes Lacy want to see it. Brad claims his cock isn't small and then whips it out to prove his point. Once Lacy sees how big Brad's dick is, she taunts him while Mackenzie tries to make him go away. The stalemate keeps up until Brad takes Lacy up on her offer and shoves it in. Mackenzie pretends she's indifferent, but watching Lacy fuck her stepbro is pretty hot. Mackenzie lets Lacy talk her into letting Lacy eat her out while Brad fucks him. Eventually, Mackenzie is too curious about Brad to resist any longer. Lacy is with Mackenzie all the way as Mackenzie scoots forward and lets Brad stick it in. Once she gets started, Mackenzie is eager to see it through as she and Lacy take turns riding Brad's dick. Finally satisfied, the girls work together to deliver a double BJ and handie that only ends when Brad delivers a big shot of cum for the girls to lick clean. 37:13
Lacy Lennon - [StepSiblingsCaught.com] -- [2020] - Doing Step Bro Together - Mackenzie Moss
Mackenzie Moss and her BFF Lacy Lennon do everything together. Everything. Brad Sterling, Mackenzie's stepbrother, has really started to wonder how far down the rabbit hole Lacy and Mackenzie have gone. At the same time, he has the total hots for Lacy. Mackenzie notices Brad checking Lacy out beneath the miniskirt of her school uniform. She calls him on it, but doesn't pursue it because the girls decide they need to go shower together. Brad can't believe they possibly do even that together, so he decides to spy on them. Boy does Brad get an eyeful as he watches Mackenzie and Lacy undress each other. Lacy notices Brad and rats him out, but she can't hide that she returns Brad's interest. Mackenzie is weirded out, but Lacy points out that they do everything together so if Brad wants to look at Lacy he has to look at Mackenzie too. Mackenzie tries to dissuade Lacy by telling her that Brad has a small dick, but that just makes Lacy want to see it. Brad claims his cock isn't small and then whips it out to prove his point. Once Lacy sees how big Brad's dick is, she taunts him while Mackenzie tries to make him go away. The stalemate keeps up until Brad takes Lacy up on her offer and shoves it in. Mackenzie pretends she's indifferent, but watching Lacy fuck her stepbro is pretty hot. Mackenzie lets Lacy talk her into letting Lacy eat her out while Brad fucks him. Eventually, Mackenzie is too curious about Brad to resist any longer. Lacy is with Mackenzie all the way as Mackenzie scoots forward and lets Brad stick it in. Once she gets started, Mackenzie is eager to see it through as she and Lacy take turns riding Brad's dick. Finally satisfied, the girls work together to deliver a double BJ and handie that only ends when Brad delivers a big shot of cum for the girls to lick clean. 37:13
Lacy Lennon - [StepSiblingsCaught.com] -- [2020] - Doing Step Bro Together - Mackenzie Moss