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Cheating (61)

So I'm going to be a married man. Whoop-de-fucking-doo, right? At first, I was on top of the world. Spending the rest of my life with my soulmate? It's a dream come true. And, hey, it's not like I don't like my fiance. It's just... Fucking one person for the rest of my life? That's a scary thought. And that's where things get really fucking weird. I go to vent my problems to my stepmom and my best man's stepmom, who're both in their wedding dresses. What the fuck? I brush it off and think, "Ah, what the hell, they're feeling nostalgic." But then, as I was explaining my reservations to my stepmom, she and her friend pounced on me like a tigress hunting her prey along the banks of the Ganges, slinking low to the ground, her every step a sultry declaration of dominance. Her eyes burned with a pang of hunger so intense it could melt glaciers - her muscles rippled like forbidden poetry, and her claws - oh, her hot milf claws - poised to deliver one swift, devastatingly seductive swipe that whispered, 'You're mine.'" Well, maybe not quite that weird, but shit, I'm sucking on my friend's stepmom's titties and he walks in. Things really get weird when we start fucking each other's moms in front of each other. But, of course, that wasn't enough for these women - they want some of their own stepson's cock.

I Cheated Minutes Before My Wedding... With My Stepmom!

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

Ricky is having trouble with girls at school. He feels like his stature is getting in the way of landing chicks, and his friend Jimmy watches as Ricky lives his life in utter turmoil. Luckily for Jimmy and Ricky, their stepmoms, Annie and Ryan, are cool as fuck, and want to help the boys with their girl troubles. Annie and Ryan teach the guys about picking up chicks and let Ricky and Jimmy practice their lines on them. They want to see how the guys would seduce girls, and Ricky and Jimmy soon find themselves in a risque groove. Things get heated when the milfs put their hands on their stepsons’ cocks. Before anyone knows it, the group is deep in a full-blown fuck sesh. Ricky and Jimmy can’t believe they’re fucking each other’s stepmoms, though things get even wilder when they switch back and fuck their own stepmoms. The lucky studs give the milfs their all until Ryan and Annie milk Jimmy and Ricky’s cocks clean of all their juice.

Perfect the Way You Are

While their stepmoms are on vacation, Nicky and Parker mess around with their stepsisters. They use their stepmom’s sex toys no less, thinking that they will never find out. But when Angel and Nicole return, they discover what sorts of antics their stepsons have gotten into. To teach the boys a lesson in impulse control, the busty milfs decide to undress and rub their tits and clits all over their horny stepsons’ bodies. Nicky and Parker aren’t allowed to touch. But when the lesson gets too hot for even Angel and Nicole to resist, all they want is for their stepsons to fuck their eager, dripping pussies.

Impulse Control

Friends Katrina and Millie join forces this Thanksgiving to celebrate the festivity together, accompanied by Elias and Ricky, their teen (and very horny!) stepsons. They are not that great at cooking, but they sure know how to prepare one delicious pumpkin pie. The problem is that their boys are at the age where their hormones are all over the place, and they’ve gotten the craziest idea from a movie they saw. Once Millie and Katrina step out to take a shower, Ricky and Elias go to the kitchen and start fucking the pie! Unfortunately, their stepmoms catch them in the middle of the act and go mad. Tired of their stepsons’ attitude, the two milfs decide to teach them a lesson on how to control their hormones and how to treat women properly.

Taste It with the Tip

Jimmy and Parker want to go to a party, but they’re shut down by their stepmoms, Mandy and Spencer, because it’s Yom Kippur. They must act tough, but Mandy and Spencer are just as horny as Jimmy and Parker and can’t wait to break their fast. Thinking they’re alone, Mandy and Spencer have a little girl-on-girl fun, but their stepsons catch them in the act. If the milfs want their stepsons to keep this a secret, they must offer something for their silence. The milfs get right to work and show Jimmy and Parker things they’ve only ever dreamed of!

Breaking the Fast

It’s the end of the world as we know it, and all anyone can think about is getting laid one last time - or for the first time. Misty and Vivianne are looking for a little action, and their stepsons, Jimmy and Parker, are terrified to die virgins. The group knows they have to jump into action, and since it’s the last day on Earth, who cares anyway! Misty squirts all over Parker’s cock, and Vivianne is impressed - she wants a little bit of her own stepson’s cock for herself. Parker and Jimmy fuck Misty simultaneously, and she is over the moon. In the end, it was all worth it.

End of the World Swap

Sienna hasn’t seen her friend in years and is astonished by the kind of lifestyle she has. How can Cherry afford all this luxury while she is drowning in debt? Willing to help her, Cherry confesses her secret: she’s an exotic dancer. Sienna knows her friend has always been hot as hell, but she never imagined she’d put a use to it, and she’s also a hot milf, so maybe Cherry can help her make some money with her curves! Sienna begins training her bodacious friend in the art of pole dancing. First, she has to dress like a provocative temptress. Next, she has to try out her powers to seduce guys, and who better than their stepsons Elias and Max to start? Elias isn’t fully comfortable with his stepmom dressing slutty, but as soon he feels step-mommy’s thick ass on her crotch, he sits back and enjoys the show. Maybe Sienna has an actual talent, and who’s Elias to question her? Plus, both he and Max love their stepmom’s cock-sucking talent, and they are more than happy to see them shine as long as they get to pound their pussies too!

I Want to Be an Exotic Dancer

Tyler and Franco are looking to have a good time after their adult bar mitzvah, so they attempt to find sex workers online. Their idea fails when Angelica confronts Tyler and Franco. Angelica calls Alex immediately so they can talk things out with their stepsons. But Angelica has a plan that may help Tyler and Franco on their journey toward manhood. Alex will fuck Franco, and Angelica will fuck Tyler so that they lose their virginities to someone they trust. However, the fun doesn’t end there, and soon the stepmoms swap, so they both get to fuck their own stepson!

Stepping Into Manhood

Lindsey steps in to help her childhood best friend, Slimthick Vic, who has fallen into hard times since her separation. Lindsey invites her to the NHL Finales so the two friends, as well as their sons Elias and Rico, can reconnect. Afterward, the two families spend the night together. When Vic catches Lindsey fooling around with her stepson, they all realize that lines have been crossed, but will cross even more taboos in order to soothe feelings of loneliness.

NHL Turns Me On

Charlie and Julia, two ultra-conservative and religious moms, are extremely disappointed in their stepsons. They were caught watching porn, so the stepmoms need to teach them to be men of god. Charlie and Julia then decide to punish them by making them watch the film while “conditioning” them to realize that porn is dirty, and the first step on the road to damnation. However, this plan backfires on them when they get a little too turned on by the whole situation.

When Charley and Mandy find boner pills in their stepsons' bedrooms, they know they must address the situation immediately. Nicky and Parker explain that they’ve been busting nuts way too fast when they’re with their girlfriends. As expert sex therapists, Charley and Mandy jump into action right away. Together, they teach Nicky and Parker all sorts of ways to last longer. The milfs push their stepsons further and further until they reach the final step – a good old-fashioned stepmom swap!

Nut Bust Conundrum Swap

Lolly and Sandy are celebrating Thanksgiving together with their stepsons Nicky and Juan and they notice that the boys have been super depressed lately. They sit them down and have a talk with them, and they discover that they both were recently dumped. Lolly and Sandy have a great plan to cheer up their ungrateful stepsons, they will swap and fuck them! Lolly sucks Juan’s cock while Sandy sucks Nicky’s, and suddenly the boys have a lot to be grateful for!

Ungrateful No More

After a whole year of celibacy, hot MILF friends Mandy and Vivianne decide it's time to get back in the game. They're both super horny and ready to jump back on the wagon, but they don't want their husbands to be the ones to pop them. Instead, they prefer to get themselves some young male cocks that can actually keep up with them. It so happens that James and Nicky, their stepsons, are young, hunky, and eager to help. As Vivianne and Mandy get fucked by each other's stepsons, they realize that swapping might not be a bad idea...

A Celibate No More!

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!

Naughty Nurses Swap

London and her stepson Nade watch every football match together. As the new season starts, she is not happy to hear that Nade wants to break their tradition by inviting his friend Nick over to watch it. London is upset but she simply can’t refuse. The problem is that Nick brings Vic, his stepmom, a young and sexy milf that dresses slutty and makes London feel less desirable. And to make things worse, Nade just can’t stop looking at Vic.
Feeling left out, London tries seducing her stepson’s best friend as a way to boost her self-confidence and give her stepson a message. The plan works too well, as Vic and Nade catch her giving Nick a hot blowjob in the kitchen. Instead of getting mad, Vic and London talk it out and discover that they both feel jealous and insecure around each other. They finally decide there is no point in them competing, so they swap their handsome boys to have fun with them while watching the game, turning the event into an unforgettable match.

An Unforgettable Match

Elias and Spikey are off to college, and their stepmoms, Alexis and Kenzie, will miss them dearly. The two milfs express to one another that they want nothing more than to be pregnant. To see their dreams come true, the cunning milfs hatch a scheme to have their stepsons cum inside them before they go away to college. Alexis and Kenzie blindfold their stepsons, and when the blindfolds are removed, Elias and Spikey are shocked to see their stepmoms bent over in front of them, pussies out, ready to be fucked. It feels good to fuck each other’s stepmom, but Alexis and Kenzie want to get fucked by their own stepsons, so they initiate a sneaky swap to make things even kinkier.

College Bound Cream Pie

Sandy and Sydney want to create special memories for Easter with their stepsons, Chris and Parker. Each year, they all wear pastel clothes, have an easter egg hunt, and a family photo. However, this year, the sons aren’t that into it, so they make little to no effort figuring out where the easter eggs could be. The boys decide to look in Sandy’s bedroom, and they do find some eggs, just not the ones they were looking for! Now Sandy and Sydney have to explain what kegel eggs are and how they work, but since their stepsons aren’t the brightest bulbs, they require a little more firsthand experience to really understand how these eggs can keep their stepmothers’ pussies tight and young.

Those Aren't Easter Eggs

Rion and Oliver run into an unexpected roadblock while working on an “art project.” With no other hot chicks to use, Rion and Oliver get help from their stepmoms, Demi and Lory. When things get intense, Rion hesitates, but Lory quickly helps him change his attitude.

"Art Project" Swap

Natasha, her husband and her stepson Elias are getting their house ready for their New Year’s party, and soon their neighbors Kenzie, her husband and her stepson Josh arrive to celebrate. Kenzie and Natasha have been feuding with each other for a while and tonight Elias and Josh wanna help them call a truce. Once the husbands are passed out, Natasha starts coming on to Josh and giving him a blowjob while Elias starts eating out Kenzie, but she notices Natasha blowing Josh and loses it! The two stepmoms start fighting but their stepsons have has enough and so they decide to fuck them until they make peace with each other… the best way to start the year!

Home for the Holidays

Julia is concerned about her stepson David’s recent uptick in masturbation and expresses her concerns to her friend, Arabelle. Luckily Arabelle has a solution and offers to talk to David one-on-one. Julia then learns from Arabelle’s stepson, Oliver, that Arabelle’s methods are pretty “hands-on.” When Julia walks in on Arabelle giving David a handjob, she explains it’s to ensure David has a positive attitude toward sex. Arabelle gives Julia a much-needed lesson in the art of cock worship.

A Lesson in Cock Worship

Bunny and Mona are always concerned about the well-being of their beloved stepsons, Diego and Ellias. The two busty stepmoms can’t bear the thought of the boys getting sick or getting hurt if they were to leave the house. But all Diego and Ellias want to do is fuck hot girls, so they hatch a scheme to sneak out of the house. Their plan is foiled when Bunny catches them in the act. Now, Bunny and Mona will need to think of a way to keep the young studs content with staying home. Luckily they’ve got just the right idea. Ellias will fuck Bunny, and Diego will fuck Mona. The stepsons can’t believe their luck as they slide their cocks deep inside each other’s stepmoms. These milfs love every second of it, and even though they know it’s wrong, it just feels so right. So right, in fact, that they decide to spice things up and swap.

Don't Worry, Just Swap!

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