Medium Ass (159)

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.

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

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!

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

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

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.

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

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

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

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

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

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

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

When best friends Rion King and Jay Romero are training for their big game, their respective moms Cindy Crawford and Sofie Marie make sure that they stay focused by prohibiting masturbation and sex. The boys are desperate to sexually release their pent up energy so Cindy and Sofie decide to swap their sons and teach them how to masturbate without cumming, promising a big reward once they win the game. After their big victory, Cindy and Sofie swap again to deliver their promised reward… a simultaneous fuck sesh with the boys on the couch!

A Lesson on Edging

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

With the upcoming NBA finals, Carmen and Crystal reminisce about when they played on their high school basketball team. After seeing their stepsons' disbelief, they challenge them to a game, which doesn’t go as they planned. However, hitting the shower after the match is a must, the perfect excuse for the two hot stepmoms to play a different game with Elias and Rion.

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