Woman's Heels (21)

Nobody likes school or work, but that's what you have to do to survive. Somehow, my stepson and his friend were not getting it, so his stepmom and I came up with a plan. Labor Day was going to be the last day they would be stuck to the couch, no matter what it took. We dressed up as slutty nurses, trying to motivate them to get a job. Then, we dressed up as military, and encouraged them to work out. Yet, nothing was working! All they wanted to do was play with their dicks. That’s when it hit me. If we wanted them to be good at something, it had to be something they were interested in. If sex is what they wanted, why not teach them how to fuck like pros? At first, I was only going to have sex with my friend’s stepson and she would sleep with mine, but the more I savoured his big, fat dick, the more I was craving something else. I’ve never felt that horny. Besides, I wanted to make sure my stepson was using his cock correctly, and there was no better way than letting him pound my pussy until it was filled with his cum. Sucking, licking, fucking - I was not going to stop at anything until I was sure they were ready for the real world.

Does Fucking Our Stepmoms Count As A Job?

Welcome back to the hottest show on television, where we take a look at the lives of the kinkiest MILFS in the world. Today, we are joined by Harper and London, who decided to rebel against society’s most outdated norms by letting their hot stepsons fuck their brains out. After all, if these hunks are gonna go around fucking whatever slut hey encounter, why not pound their horny stepmoms first? To make it even more interesting and kinky, we challenged both of them to swap stepsons for the evening… and oh boy, things are about to get really dirty over here!

The Step-Mom Swapping Talk Show (Member Story)

Mysteries & Moans (part 3 of 4): This investigation keeps getting kinkier and kinkier. But I haven't seen enough yet. I need to see things play out in front of my very eyes. Luckily, I think Axel and Rion can help me in that department. I have a fucked up little swap plan that'll give me a clearer picture of the fucked up dynamic in this stepfamily. But will these guys really fuck their own stepmoms? Of course, they will - once they see those beautiful bodies, they won't be able to resist...

Mysteries & Moans Part 3: Romi's Private Show

I can't believe my stepson is going away to college. What am I going to do without him? I know my best friend feels the same way. We're both worried our stepsons are going to forget about us the moment they get there. They promised they wouldn't, but we needed to be sure, so we came up with a plan to make them remember us. We are going to let them fuck us. She'll take care of my stepson, and I'll take care of hers. Our Fourth of July party is the perfect opportunity for that. We'll play trivia and let them win. Every time they answer correctly, we'll show them a part of our body. After they've seen our perfect, bouncy tits and wet pussies, they won't resist shoving their hard cocks inside us. If they still don't think we can party as hard as college girls by then, we'll swap. A foursome will make them come home all the time, and they'll be thinking about our mouths on their dicks for a very long time.

Fourth Of July Trivia: Why Do Your Stepmoms Fuck Better Than College Girls?

Politics are hard! I've been working on my campaign nonstop, and now, since my stepson was seen by several pedestrians sniffing panties, people think that he's a perv, and the voters' opinions of me are changing. Just when I thought all was lost, my rival's stepson was caught humping every unanimated object he could find. Our campaigns are our priority, so we've decided to call a truce until we figure out what to do with our stepsons. If they're both overly sexual, there's only one way to deal with them, and it will require spanking, a few blowjobs, and a foursome to get all their urges out. Hopefully, two wet pussies will be enough for them to stop embarrassing us.

Our Stepsons Are Embarrassing Us! Only A Foursome Can Help

Abi and Lola feel that their teenage stepsons, Axel and Dylan, are drifting away from them. Desperate to make some new family memories, the milfs decide their boys have to spend Saturday with them playing games. This situation that overwhelms the boys soon becomes awkward. What they don’t know is that the ladies have a secret ingredient to spice things up and give their teenage boys that extra kink they desperately need. While playing Twister, their bodies start touching accidentally. The big winner decides what her prize will be a dare: Everyone who loses must take off their clothes. The room gets even more awkward for Axel and Dylan, but as soon as they realize how sexy their stepmoms are, their worries are blown away, and things get even more heated. They have all kinds of hot ideas for the dares, and they’re great at Twister.

What can two milfs do when they find out both of their husbands are cheating on them? Easy: Have an affair of their own, but for these horny women, getting even is not enough. They need to make everything steamier and kinkier by having a foursome with their hot stepsons who are more than ready to fuck their brains out.

Hijab MILFs Have Pussy Shattering Affair

Apollo and I are so concerned about the future of our country that we’ve never really had time for girls. We know our stepmoms worry about that, but we never thought they’d take it this far. What started as an innocent election night challenge quickly evolved into the two ladies gagging on our cocks and now, as my stepmom is about to ride me and Apollo’s stepmom spreads her legs open for him, we know the future of our cocks is looking brighter by the second.

Getting The MILF Vote

I always wanted children of my own. It’s not that I don’t love my stepson, but I always dreamed of being pregnant and giving birth to a child. Now that my husband can’t give me that, it feels like my chance is going away. Luckly my best friend was going through the same thing so we could confide in each other. Around that time our stepsons came home from college and that’s when that little idea crept into her mind… we wanted to get pregnant but not by a stranger. So she said I should fuck her stepson and she would fuck mine. We knew that even though they were uncertain at first, they wouldn't pass on the opportunity to fuck two hot MILFS like us. What we didn’t anticipate is how much we would want to fuck our stepsons… now, as my own stepson is pounding my little pussy, all I can think about is his cum filling my pussy to the brim and making me a mommy once and for all.

NNN Challenge Day 21: Cum Inside, Make Mommy A Mommy

Desiree and Mia are so sad their good boys are leaving for boarding school for a year, but their dads are right, if they don't leave their moms for a while they'll never man up, they'll be virgins forever! Elias and Dylan don't want to go, they love their stepmoms more than anything in the world, and the thought of being away from them for such a long time sucks. But then, just as they're about to leave, Desiree has an idea... if the problem is their virginity, they'll take it themselves! Elias is shocked, and Dylan can't believe it. Desiree explains to her stepson Elias that he'll get to fuck Mia and that her stepson, Dylan, will fuck her. They're hesitant, but as soon as the naughty MILFS start rubbing their inexperienced cocks through their pants, they forget all about that! The slutty older women suck their cocks and make out with each other as they ride their faces, before riding their best friend's stepsons' fat cocks! Then they go doggy and the guys can't help but try their own stepmother's pussies! Now they're the hesitant ones, but as soon as they go in the rush is so high that they almost cum on the spot! They keep sharing the guys in every position imaginable until they cum all over their faces like the good boys they are!

Hot MILFs Desiree Dulce & Mia James Take Their V-Cards On The Couch!

It didn't matter that I was wearing a thin shirt and a tiny skirt that showed I had nothing on me. When the security guard found out I was using my ex's credit card to go on a shopping spree, he didn't hesitate to undress me and put his hands all over my naked body, searching for more evidence. He claimed he was only trying to do his job, but tearing my thighs and leaving my bare ass exposed was beyond inappropriate. He even used his fingers to search inside my pussy. I wanted to expose him, but all that power and the way he used his hands were turning me on. I wondered if he could tell I was getting wet. I had to get out of there before I did something that I could regret. As if he heard my thoughts, he gave me a way out. All I had to do was suck his cock. When he dropped his pants, I didn't have to question if I'd do it or not. His dick was big and hard, and I was too horny to resist temptation. If we fucked, we'd both win.

Case No. 800425 - His Ex's Credit Card Got Her A Big Dick

Floria (Casey Calvert), a therapist, is surprised when her regular client, Dave (Charles Dera), attends his appointment with his wife, Connie (Katrina Colt). Floria reminds Dave that she isn't a marriage therapist, but Dave is stubborn, insisting that he wants Floria to 'fix' his wife and that it will only take one session. Floria can't help but notice Connie's submissive nature throughout the exchange, which sparks some intrigue in her. She accepts Dave's request, but warns him that she makes no promises.

Very quickly into the session, it becomes clear that the ignorant and brutish Dave is overly concerned about his wife's newfound bi-curiosity. He's convinced that Floria can rid Connie of these tendencies, but this backfires majorly when Floria suggests that Connie accept her own burgeoning sexuality, no matter what Dave thinks. This segues to Dave watching in horror from the sidelines as Floria guides Connie through her first lesbian experience, thoroughly humiliating Dave and making him come to terms with his ignorant beliefs. And when the women offer Dave to join them, he must do so or risk losing his wife's respect forever.

PureTaboo - 2025.10.14 - Casey Calvert & Katrina Colt - Some Hard Truths

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.

PureTaboo - 2025.04.15 - Jennifer White - Need You To Need Me

A Sunday school teacher, Ms. Mitchell (Syren De Mer), invites one of her students, Theo (Nathan Bronson), to her house. To his shock, she reveals that the mobile app she encouraged him to put on his phone secretly monitors his internet activity, so she knows he's been watching porn.

Theo begs Ms. Mitchell not to tell his parents, saying he was just curious because he's a virgin. Ms. Mitchell then shows that her intentions have never been pure as she tells him that those nasty videos will lead him astray. BUT if he lets her show him how to have sex the way God intended, she won't ever have to talk to his parents...

PureTaboo - 2025.02.25 - Syren De Mer - God Is Always Watching

A marriage counselor, Dr. Taylor (Dee Williams), is surprised when her client Sam (Oliver Davis) shows up for his latest appointment without his wife. Sam explains that his wife was in a terrible accident, and is now in the hospital on life support. He acts distraught, saying that he feels lonely and touch-starved.

Dr. Taylor assures Sam that his wife would understand if he sought companionship during this dark time. But to Dr. Taylor's surprise, Sam pleads for HER to have sex with him, saying he needs something to keep him going. Dr. Taylor is hesitant but sympathetic, and has tender sex with him... only to receive another nasty surprise.

PureTaboo - 2025.02.04 - Dee Williams - Im Sure Shed Understand

Anya Olsen is putting her things away from moving in with her new husband and stepson. Tyler Cruise, said stepson, is helping Anya move. He is rewarded by awesome peeks at Anya's thong as her miniskirt rides up. When Anya notices Tyler looking, she makes a comment about how she's not taking birth control and she would take anyone's cum to breed her.

Later, Tyler accidentally on purpose walks into Anya's room and claims he just got mixed up. He asks Anya if he can stay for a few minutes because he's not tired. They wind up spooning in bed with Anya not-so-subtly grinding against Tyler's hardon. Frustrated, she finally turns Tyler onto his back, pops out his dick, and then climbs aboard to ride him with no further pretense.

Climbing off the D, Anya sucks Tyler down in a sloppy deep throat BJ. Then she gets on her knees so he can plow her properly. They wind up with Anya on her back, begging Tyler to breed her. How can he do anything but oblige her with a creampie?

momwantstobreed.25.07.04.anya.olsen.if.you.cum.in.me.ill.get.pregnant.4k

Anya Olsen is putting her things away from moving in with her new husband and stepson. Tyler Cruise, said stepson, is helping Anya move. He is rewarded by awesome peeks at Anya's thong as her miniskirt rides up. When Anya notices Tyler looking, she makes a comment about how she's not taking birth control and she would take anyone's cum to breed her.

Later, Tyler accidentally on purpose walks into Anya's room and claims he just got mixed up. He asks Anya if he can stay for a few minutes because he's not tired. They wind up spooning in bed with Anya not-so-subtly grinding against Tyler's hardon. Frustrated, she finally turns Tyler onto his back, pops out his dick, and then climbs aboard to ride him with no further pretense.

Climbing off the D, Anya sucks Tyler down in a sloppy deep throat BJ. Then she gets on her knees so he can plow her properly. They wind up with Anya on her back, begging Tyler to breed her. How can he do anything but oblige her with a creampie?

momwantstobreed.25.07.04.anya.olsen.if.you.cum.in.me.ill.get.pregnant.4k

Selena (Sarah Arabic) is married to Eric (Isiah Maxwell). But one day, Selena has a chance encounter with a delivery woman, Katie (Lily LaBeau), and sparks fly. Selena realizes that she's not straight, and this leads to a secret affair with Katie. But things get serious and Selena decides she wants to divorce Eric since it's not fair to any of them.

When Eric returns home, Selena gives him the divorce papers. She has Katie by her side, revealing that she's been having an affair, and Eric gets upset. Betrayed, he refuses to sign the divorce papers. The two women beg him to reconsider, and that's when he gets a sinister idea: he'll sign the papers IF the new happy couple lets him fuck them both.

PureTaboo - 2025.06.24 - Sarah Arabic & Lily LaBeau - A Costly Divorce

A man, Ryan (Charles Dera), has an erotic obsession with twins and engineers a situation where he marries and divorces one woman to have a stepdaughter, Alisha (Kimmy Kimm), then marries another woman so that he can have another stepdaughter, Madison (Lulu Chu), who looks just like Alisha.

Ryan seemingly wants them to all be one big, happy family but the stepdaughters start to get suspicious and weirded out when Ryan's behavior changes. Especially one day when he gifts them matching dresses to make them look even more alike than ever before.

The stepdaughters then get a shock to the system when Ryan announces that he's divorcing Madison's parent and that he wants Madison to stay with him and Alisha so that they can continue being a family. But Madison carefully says that she's going to stay with her parent instead. Ryan seems to understand... but when Madison's parent later pass away under mysterious circumstances, both stepdaughters realize that something's horribly wrong.

When the stepdaughters confront him and learn about Ryan's twisted desires, they eventually agree to fulfill his sexual fantasy in order to stay on his good side... for now.

PureTaboo - 2025.01.21 - Lulu Chu & Kimmy Kimm - Twin Desires

Marcie (Victoria Voxxx) is alone at home because her husband went out. She gets a surprise visit from her husband's sibling, Bill (Nathan Bronson), who is stopping by with a casserole dish. She pleasantly invites her in-law inside and questions why he's brought over a casserole.

Bill is careful as he says he's checking up on her, revealing that Marcie is having trouble conceiving with her husband. Marcie is stunned when Bill mentions that she's infertile, which isn't true. Marcie explains that she's perfectly capable of getting pregnant, but her husband has a low sperm count and THAT'S why they can't conceive. Bill is surprised, admitting that her husband has been telling everyone that she's the infertile one.

Marcie becomes angry as she realizes that her husband has lied to Bill and everyone else. They live in a religious community that believes it's a woman's duty to get pregnant, so her husband has essentially ruined Marcie's reputation to save his own.

Even though Marcie is furious, she suddenly gets an idea. She begins seducing Bill, saying that Bill has proven himself already to be very fertile, so HE could get her pregnant. Bill is stunned by the offer. Marcie gloats that her husband will KNOW it's not his bundle of joy, but won't be able to say anything without damaging his OWN ego and reputation because of his lies... in other words, it would be the perfect revenge.

PureTaboo - 2025.05.20 - Victoria Voxxx - Conceiving The Perfect Revenge

A wife, Gracie (Siri Dahl), is nervously doing food prep while her husband, Nicholas (Tommy Pistol), is on the phone with a work colleague. Nicholas is professional and courteous on the phone, but as soon as he hangs up, it immediately becomes obvious that he's a very different man towards Gracie as he becomes dominant and controlling. It's clear Gracie is used to this as she meekly obeys his every command.

On another day, Nicholas uses Gracie as a footstool and shows her hardcore sex images from his phone as well as from a fetish magazine, insisting he wants them to be part of that world. Gracie is shocked. Nicholas then leaves for an appointment, accidentally leaving his phone behind. Gracie finally breaks and calls her best friend, Ellen (Ana Foxxx).

Gracie tells Ellen that she wants to leave Nicholas. Ellen is supportive, revealing that she's wanted Gracie to leave Nicholas for ages. She asks what made Gracie finally decide to leave him. Gracie tells Ellen about Nicholas's fetish fantasies. Ellen is shocked, but then has an idea about how to get revenge on Nicholas before Gracie leaves.

Later that same day, Nicholas returns home and is surprised to find Gracie and Ellen both in fetish gear and in submissive poses...

PureTaboo - 2025.01.07 - Ana Foxxx & Siri Dahl - Wifes Revolt A Siri Dahl Story