Straight Hair (176)

It’s Parents’ Day and Justine and Lilly are really looking forward to celebrating with their stepsons Parker and Anthony. They have a tradition that they love doing every year: foot massage, cooking a special dinner for their stepmoms, and then eating it all together. However, this year, Lilly and Parker started hooking up a couple of months ago, and they take any opportunity they get to be sexual with each other. Little do they know that during dinner, when Justine “accidentally” drops her fork and goes under the table to retrieve it, she’s actually giving Anthony a blowjob, because they’ve been secretly hooking up as well! Though it’s awkward for everyone at first, the stepmoms slowly realize that they can use this to improve their Parents' Day plan. After all, getting some young dick reinvigorates these two sassy milfs, and the boys are happy to please each other’s stepmom and get authentic lessons from experienced women. So what better idea than skipping dessert to have a deliciously nasty foursome, with orgasms for everyone!

Innocent Tradition Turns Into MILF Swapping Fuck Sesh

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

Karen Fisher and her stepson Robby Echo visit her good friend Syren De Mer and her stepson Nathan Bronson one afternoon. While the boys play in their room, Syren shares with Karen that the divorce has been rough, leaving her feeling lonely most nights and unfortunately, Nathan doesn’t let her take care of him like she used to. When the boys come back down needing some attention, Karen and Syren have the idea to swap their stepsons and show them what a real good time they can have with mommy’s friend!

Swapping Needy Boys

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

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

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

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

Daya and Madison plan to surprise their stepsons, Jimmy and Joshua, with NBA finals tickets. Daya breaks the good news to Jimmy, her friend’s stepson, who is beyond elated. Daya goes to find Madison and Joshua, only to witness the unimaginable. Daya can’t believe what she’s seeing - her stepson and her friend going at it in the locker room shower. Jimmy stops Daya from interrupting them, and as a way of settling things, he proposes that he and Daya have some fun of their own. She agrees, and Jimmy and her get to work. This time, Daya and Jimmy get caught by Joshua and Madison. With everyone now on the hook, it makes sense that both milfs finish their fun. Jimmy will continue fucking around with Daya, and Joshua will keep having fun with Madison. The group sex is kinky and exciting, but things get even more wild when Daya starts sucking Joshua’s cock. Joshua can’t believe his own stepmom is there naked with his cock in her mouth. The excitement keeps climbing as the guys get to experience a full-on MomSwap. Fucking their own stepmoms is simply outstanding, and the guys fuck the milfs hard until they both get to shoot their loads.

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

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

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

Bunny and Kenzie are both friends and stepmothers trying out a new-age lifestyle that’s proving to be a huge hit. The method is giving them a lot of satisfaction, but they also notice that it takes a lot of time and has distanced them from their stepsons Jay and Nick. Determined to reconnect with them, the ladies take their boys on a yoga retreat to spend quality time together. Initially, Jay and Nick are bummed when they learn that there are no clubs or beaches for them to party, so Kenzie and Bunny compromise with them: they will take them to the nearest club if they practice a tantric sex yoga technique with them first.

Tantric Sex Yoga Retreat

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

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

It’s time for the camp meeting, and milf stunners Mckenzie Lee and Syren de Mer couldn’t be more excited. Their stepsons, Billy Boston and Tyler Cruise, are hatching a plan of their own, though, to earn the “Fuck Your Mom” badge. If they fuck each other’s stepmom, then they can walk as legends with this mysterious and taboo badge. But the stepmothers don’t make it so easy at first and give the studs a run for their money. If they want those badges, they’ll have to earn them and show their actual skill.

The Forbidden Badge

Penny Barber and Rachael Cavalli are on a sales mission, but getting to their goal seems like an impossible feat. That is until Penny comes up with the ingenious idea to involve Joshua Lewis and Tyler Steel in the sales process. Using a special ingredient that only Joshua and Tyler can provide, Penny and Rachael plan on seeing a massive increase in sales.

The Queens Of Cream

Aaliyah Love is passionate about showing hospitality, but after giving out a house-warming gift that causes tension between her family and the newcomers, this busty, hot, and willing MILF is going to have to go all-out in proving there are ways both parties can help each other.

A Heartfelt Welcome

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