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Handjob (173)

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

It’s the hottest day of the summer. Jenna and Vanessa are chilling in the back yard when Axel, Jenna’s stepson, and Rion, Vanessa’s stepson, come running to them with an inflatable pool to make the afternoon more bearable. They start with a game of marco polo, but the guys want to make the best of this hot day, so they propose switching to truth and dare. It starts innocently enough, with the guys daring Jenna and Vanessa to lock lips, which they do. Then they dare Vanessa to suck on Jenna’s tits and Axel even dives into his stepmom’s breasts to show her how! Then Rion dares his stepmom to fuck Axel, and promises to fuck Jenna himself to make it less awkward… A dare is a dare, so both MILFS drop to their knees and start gagging on each other’s stepson’s meat poles. They lie on the couch and spread their legs wide open to get dicked down by the guys, who take advantage of the situation and pound the fuck out of of them as hard as they’ve ever dreamed of. Vanessa and Jenna go into a 69 position while still getting railed and pretty soon they have their own stepson’s cocks in their slutty mouths. They know it’s wrong, but it feels so right. Axel pounds his stepmom’s pussy while Rion grabs his stepmom’s big ass and fucks her pussy deep and hard. The incredible fuck fest ends with both guys taking turns cumming all over the MILFS’ pretty faces.

Truth Or Dare Turns Into A MILF Swap Fuck Fest!

After a meeting with other parents, PTA moms Charli and Jade decided to carry out a new fundraising event for the benefit of the school. They’ll make a calendar with photos of the PTA Moms. However, Jimmy and Parker, their stepsons, are completely upset about them being that involved in the high school community, so they begin to mock them. They state nobody would ever buy a calendar with boring photos of old hags like themselves. Offended, the two milfs come up with the idea to do a sexier photoshoot, one that highlights their gorgeous bodies and makes a fool of their stepsons’ lack of judgment. Surprisingly, the two boys go crazy when they see their stepmoms in hot outfits and parading their luscious asses in front of the camera, so they start collaborating with them. Suddenly, both women begin to realize how much their stepsons have grown up. Soon, they will all end up naked and promising each other they’ll keep the secret.

Milfs Turn PTA Into Pussy, Tits & Ass For Students

Chloe gets some lessons in stripping from her friend Frenchy. Chloe has wanted to learn for a while, and most of all, she wants to support her stepson, David. Frenchy and her own stepson have some bonding to do as well, so this is the perfect opportunity for both milfs to get closer to their stepsons. Chloe is a quick learner and looks immaculate on the pole, spreading her legs and showing off her perfect body. David feels horny for his stepmom while he watches her, and Chloe feels horny for him. They know it’s inappropriate to have such feelings, but they can’t help it, and each time they make eye contact, they get hornier and hornier. Things soon get too hot to handle, and the group can’t keep their hands off each other. They don’t want it to be too weird, so the milfs play with each other’s stepsons rather than their own. But even then, Chloe is thinking about being fucked by David even though it’s Joshua’s cock inside of her. The tension becomes too great to resist, so the group agrees to a Mom Swap. Now, Chloe will finally get the dick down from David. Having his cock inside of his stepmom feels so wrong but so right. David knows he wants to cum for her and show his stepmom how much he appreciates her love. Joshua fucks Frenchy hard to show her the same thing - she’s always worked hard to support him, and now he can show his gratitude. The lucky studs fuck their stepmoms until they both pump out hot loads of jizz.

You Know You Want to Swap

Mason and Parker are a bit odd, and their experience with girls is nonexistent, to say the least. Above all else, they seem so focused on being "Woke" and PC that it's getting in the way of enjoying the more risque adventures in life. Their stepmoms, Lindsey and Raquel, are fed up with the woke nonsense and agree to teach their boys a lesson in intimacy. Mason and Parker are stunned when the milfs whip out their tits and let the guys go to town. The guys know it's wrong and certainly not respectful behavior, but playing with Lindsey's and Raquel's giant jugs is too much fun. Things get even more intense later on when the milfs teach their sons a more profound lesson in love - fucking pussy. Mason and Parker get the chance to fuck each other's stepmoms before moving on to their own. It's the most inappropriate thing they've ever done, yet they can't resist burying their cocks deep inside of their stepmoms's pussies. When the guys can't hold their loads any longer, they pump a hot, sticky mess all over Lindsey and Raquel. The milfs let their boys cum all over their tits and in their mouths before sharing a cummy kiss with one another.

Don't Go Woke, Give Me a Poke

Anthony comes home tattered and humiliated, and he admits to his stepmom, Jessica, that he is being bullied at school. Jessica demands Anthony reveal who his bully is. Soon after, Jessica calls Savvy, the stepmother of Anthony’s bully, Dylan. Jessica isn’t going just to sit around idly while her stepson gets the snot beat out of him. Jessica and Anthony pay Savvy and Dylan a visit. If Dylan wants to be a bully, Jessica will show him what a real bully looks like. The powerful milf lays across Dylan’s chest, and she isn’t wearing any panties, and Dylan can see right up her skirt. Jessica doesn’t care - Dylan is a naughty boy who needs to be taught a lesson that only a milf can teach. Jessica demands that Savvy learn to be more assertive, and she can use Anthony to learn how. Savvy pulls her dress up and rides Anthony’s face. Then, Jessica has Dylan watch as Anthony fucks his stepmom. Dylan sees that he shouldn’t be a bully anymore, and now that the group is thoroughly turned on, they get right to fucking. Now that the boys have gotten past their beef, they can become friends as they fuck each other’s stepmoms. The milfs love getting the dick down from younger studs, too. The guys fuck the mature chicks hard until both Anthony and Dylan shoot their loads.

Swapping To Teach A Lesson

Parker is looking to Kai's fraternity, and neither of their stepmoms can be prouder of them. Cassie and Elana visit their stepsons in their dorm to give them their well wishes. But when the milfs see Kai putting Parker through the wringer, they step in to make things right. Elana knows Kai had to go through similar experiences, and she knows how often her stepson gets laid - she just wants Kai to make sure Parker gets the same college experience. Cassie appreciates Elana's help and is gracious when Kai wants to perform a fraternity ritual then and there with the whole group. Kai blindfolds Cassie and initiates a cock sucking ritual. The whole situation seems wild and kinky, but everyone in the room starts feeling excited. Cassie wonders if her stepson is taking peeks through his blindfold to watch her suck cock. She knows it's fucked up to be thinking about her stepson in such a way, and she isn't sure what she'll do if she ends up having to suck Parker's dick. It's too kinky to think about, and the fact that her stepson's cock excites her feels insanely inappropriate. Still, both milfs feel immensely turned on by the situation. Parker and Kai have fun getting their cocks sucked, but they really take things to the next level when everyone starts fucking. Everyone's blindfolds come off, and that means the stepmoms get to look at their own stepson's cocks all they want. Kai fucks Cassie hard, and Parker doesn't hold back on Elana, doing everything he can to ensure he gets into this fraternity. Things get even more fucked up when the stepsons initiate a stepmom swap! Now, Cassie finally has her chance to see what it's like to get the dick down from her stepson. Parker penetrates his stepmom and thrusts his throbbing cock deep inside, making sure to give her every inch he can. The milfs get hot creamy loads to the face and share cum-drenched tongue kisses.

Welcome to the Frat Swap

Berry is watching porn on the couch when he notices something funny - Carlos’s stepmom, Misty, is in the video! Berry’s shock is amplified when the other woman in the video is HIS stepmom, Mandy. The women are showering together, soaping each other up and feeling each other’s tits. The boys recognize the shower as the one in their house, so they investigate the situation. Sure enough, the two milfy babes are in the shower together, now being watched by their stepsons. Mandy rubs Misty’s clit until she squirts hard and screams out in pleasure. But the boys are seen by their stepmoms and flee back to the living room. Now, Mandy and Misty need to lecture their stepsons and do whatever they can to keep this a secret. The solution? Berry and Carlos will get their own private show! This little stint turns into a full-blown fuck sesh! Eventually, fucking each other’s stepsons isn’t enough, and Mandy wants a taste of her own stepson’s cock. Misty needs more convincing before they can have a proper Mom Swap, but rest assured, you know she’s horny enough to come around.

Our Own Private Show

Ever since Crystal's divorce, her life has been a bit tumultuous. Crystal's friend, Alaina, calls to check in and make sure all is well. The milfs reconnect and decide to meet up. A little get-together after not seeing one another for a long time is just what Crystal needs to feel better. Both Crystal and Alaina are stepmoms now, so Parker and Rion will be joining in on the get-together. Things go off without a hitch until Crystal and Alaina start messing around with each other's stepsons. The milfs know it's wrong, but they're both so horny and messing around with younger guys isn't an opportunity they get super often. Parker and Rion don't give it a second thought, although they know if either of them found out, they'd be furious. Things go south when the stepsons do discover the little fling. Crystal and Alaina calm the boys down, and the best solution they all agree on is recreating the sex in a fun environment where everyone can watch. At first, things are a little weird - fucking in the same room and seeing their stepsons naked is both odd and thrilling for the milfs. When things start heating up, the group opts for a swap. What would be kinkier and more fun than fucking their own stepsons, after all?

A Swap to Make Amends

Lauren and Nickey go way back, so when it comes time for their high school reunion, they're beyond excited to go together. So much has changed in their lives. They were once raunchy chicks exploring the world, fucking guys, and living life to the fullest. Now Lauren and Nickey have left all their antics behind and are full-time stepmoms. Their stepsons, Joshua and Matt, are totally oblivious to Lauren and Nickey's old lifestyle, although the boys have their suspicions. Lauren and Nickey are very eager to see one another, and they're both total milfs - it would be easy to see them getting into all types of slutty adventures. Lauren and Nickey head to the bedroom to change, leaving Joshua and Matt alone in the living room. Matt wants to know more about Joshua's relationship with Lauren. It seems like Joshua is always happy to do whatever Lauren tells him. Matt finds it weird that someone would get so much joy out of following their stepmom around, doing their bidding. But Matt doesn't know about Joshua and Lauren's relationship. Joshua explains that he and his stepmom are fucking all the time. Ever since her divorce, Lauren has been sad, but even more than sad, she's been unimaginably horny. Matt is taken aback and can't believe what he's hearing. Fucking your own stepmom sounded insane, and it was totally fucked up. But the more he thought about it, the hotter the idea became. Soon, Matt's head was filled with thoughts of himself positioned over Nickey, his cock deep inside of her pussy, and her calling out his name in a barrage of pure lust. It wouldn't be so weird, and she was just a stepmom, after all. If Joshua was doing it with Lauren, why couldn't Matt do it with Nickey? Meanwhile, in the bedroom, Lauren and Nickey reminisce on their youth. Another wave of horniness strikes Lauren, and her pussy is starting to get wet just thinking about the dirty acts she and Nickey used to get into. Lauren and Nickey decide it might be fun to mess around a little for old-time's sake. The milfs jump right into the fun. They've missed each other's bodies, but it feels like no time has passed at all. Their tits and pussies are familiar to one another, and it feels incredible to be back in action. While Lauren eats out Nickey's pussy, Matt and Joshua enter the room, catching the ladies entirely off guard. Lauren is excited to see the boys, but Nickey is slightly more concerned. Matt had never seen her like this before, but now that he was staring her down, she could feel herself becoming even more turned on. Matt tells Nickey that Joshua and Lauren fuck all the time and that he wants his chance to fuck his stepmom. Nickey is flattered, and the situation just seems to get hotter and more taboo. At first, Nickey isn't sure about letting her stepson fuck her, but the primal sexual desire in her is mounting to an all-time high. To make things easier, the stepsons swap stepmoms - Joshua will fuck Nickey, and Matt will fuck Lauren. It's an easy enough trade and still exciting enough to rock everyone to their core. The milfs show the younger guys that older women know way more about sex and kinky pleasures. The busty babes bounce up and down and let their stepsons lie back and enjoy the sex. Matt can't take his eyes off of his own stepmom, and Nickey knows it. They both want each other with a fierce passion and even start to dirty talk. They get swept up in the moment, and when they can no longer resist one another, Joshua and Matt swap back so that they can now fuck their own stepmoms. Filling his stepmom's pussy feels even better than Matt anticipated. It was a special connection he'd wanted with her for a long time, but never knew that fucking her would be the solution. The feeling is mutual, and Nikcey wants Matt's cock inside of her as deep as it can go. The group session is an intoxicating experience for everyone involved. Having more people in the room watching them fuck added an exciting element to Laruan and Joshua's already taboo relationship. Joshua and Matt cum hard on their stepmom's tits, making sure to give the milfs every drop they can. The two milfs feel young again and couldn't be any happier with their lives than in that moment.

For Old Times Sake

Valentine’s Day couldn’t be looking worse for Gigi and her stepson Elias. The vivacious blonde got stood up by her husband despite her getting hot lingerie for the occasion. Elias and his friend Nick got rejected by their girlfriends, who opted to fuck with college guys. And Millie, Nick’s stepmom, had the same bad luck, with her husband leaving her alone on the special day. Yet, this lustful foursome won’t accept no as an answer, and instead of fucking who they were supposed to, they are having a nasty swap session together! Gigi will try youthful Nick’s luscious dick while Millie gets to have her way with her best friend’s stepson, Elias. As the two milfs get sweet revenge while riding young cock, the boys get a lesson on pussy-drilling from two experienced ladies who know how to make them cum nice and hard.

Don't Waste Your Valentine Seed

Berry is watching porn on the couch when he notices something funny - Carlos’s stepmom, Misty, is in the video! Berry’s shock is amplified when the other woman in the video is HIS stepmom, Mandy. The women are showering together, soaping each other up and feeling each other’s tits. The boys recognize the shower as the one in their house, so they investigate the situation. Sure enough, the two milfy babes are in the shower together, now being watched by their stepsons. Mandy rubs Misty’s clit until she squirts hard and screams out in pleasure. But the boys are seen by their stepmoms and flee back to the living room. Now, Mandy and Misty need to lecture their stepsons and do whatever they can to keep this a secret. The solution? Berry and Carlos will get their own private show! This little stint turns into a full-blown fuck sesh! Eventually, fucking each other’s stepsons isn’t enough, and Mandy wants a taste of her own stepson’s cock. Misty needs more convincing before they can have a proper Mom Swap, but rest assured, you know she’s horny enough to come around.

Our Own Private Show

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

After Brandi’s divorce, she seeks comfort in her friend Silvia who invites her and her stepson Joshua to go on a getaway trip with her and her stepson Tyler. Once they all get settled in, they spend some time by the pool where Brandi confesses to Silvia that she hasn’t had sex in a really long time and is feeling extremely horny lately, so Silvia tells her how she’s been picking up young boys at the college bars lately and has been having a blast! They both point out how handsome each other’s stepsons were and come up with a way to swap and seduce them!

Recovering From the Divorce

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