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Object Insertion (47)

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! 37:49
Stepping Into Manhood
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! 67:58
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! 42:37
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... 62:14
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! 42:09
Naughty Nurses Swap
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! 77:13
Recovering From the Divorce
Joshua and Rion come up with a plan to make their stepmoms lend them the car. Rachael and Sedona are hardcore basketball fans so Joshua and Rion pretend to like watching the game to get on their stepmoms’ good side. Rion knows that Sedona is into him so they swap stepmoms and fuck them good! 37:42
A Swapping Plan
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. 40:53
College Bound Cream Pie
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! 77:13
Recovering From the Divorce
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. 52:27
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. 57:02
"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! 40:34
Home for the Holidays
After a little talk Aaliyah decides to follow her friend Penny’s advice and try out therapy for her and her stepsons Joshua and Tyler. Penny happens to be a therapist who has all the credentials to be able to take care of this case. Turns out the way to get deep into the boys’ issues was to let them fuck them! Joshua and Tyler each take their turn with Aaliyah and Penny as they show the deep love they have for their stepmom! 66:34
A Transformative Session: A Deep Analysis Extended Cut
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. 61:34
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. 34:18
Don't Worry, Just Swap!
Scandal In Suburbia: A Dee Williams Mini-Series [Part 3 of 3] - Previously, on Shoplyfter Mylf, Dee helped get Rion and her stepson, Joshua, out of trouble by showing off her persuasion skills. Now the boys are off the hook and are hanging out in Rion’s kitchen. But when they recount how Dee fucked the security officer, Rion’s stepmom, Nadia, overhears the perverted story. Nadia flips out and calls Dee to confront her, only to find out Rion fucked Dee just the other day. To get Nadia to loosen up, Dee shows her that she can be a cool stepmom, too. Joshua, Rion, and Nadia help bring Dee’s pervy milf story to a climactic end. 53:38
Scandal in Suburbia: Part 3
When Katie and her stepson Joshua welcome their new neighbors Reagan and her stepson Lucky to the neighborhood, Joshua notices there’s something weird about them. Joshua tells Katie that he suspects them to be vampires, but of course she doesn’t believe it. While Joshua confronts Lucky, Reagan seduces Katie and bites her in the thigh! Joshua and Lucky find Reagan teaching Katie all about being a vampire, and now he must learn how to take her of her urges! 31:35
The Vamp Next Door
Mellanie instructs her stepson Diego to stop wasting his time on his podcast and instead fold the laundry. Diego and his friend Rico start sorting through the laundry when Rico finds Mellanie’s underwear and starts sniffing it! Diego is taken aback at first but when Rico tells him about how much money they could make selling them online, the boys are determined to steal all of their stepmothers’ underwear! Mellanie and Ms Visual find out what they’re up to and decide to swap the boys and teach them a very naughty lesson! 35:52
The Underwear Thieves
Emmy and Ophelia ask their stepsons David and Rion if they could help them get in shape since they’re always working out. David and Rion agree to help, but only if they swap their stepmoms. Emmy and Ophelia are willing to do anything to get a good workout… including sucking the other’s stepson’s cock! 45:29
Sexercise Routine
When Athena is at her wit’s end with her stepson Tyler’s bad attitude, she calls her therapist Jenna asking for guidance. Jenna relates with Athena, having gone through the same issues with her stepson Franco during her divorce. Once they’re all sitting down together, Jenna teaches Athena that the best way to make them help out is by encouraging them with sex! 61:46
Lessons on Motivation
When Kenzie and Pristine learn their stepsons, Oliver and Elias, plan to enlist in the military, the busty babes do everything they can to stop the boys from going. Oliver and Elias get an intense boot camp experience, but when the intensive training isn’t enough to deter the boy’s dreams, Kenzie and Pristine rely on extreme measures. 38:05
Boot Camp Swap
Nicky has a problem at school with Alex, who bullies Nicky constantly. Nicky’s stepmom Charley puts her foot down and confronts Alex and his stepmom, Crystal. Getting right down to the matter at hand Charley disciplines Alex the only way she knows how — with her thick thighs. Things get spicy fast, and before anyone knows it, they’re having a full-on stepmom swap. 40:05
Charley's Discipline Plan
Buddies Joshua and Oliver are excited for their dates tonight, and are hopeful about their opportunity to hit a home run. But when they overhear their stepmoms’ girl talk, they can’t help but feel bad for leaving them alone and upset. So, the boys cancel their plans and instead make Alura and Audrey a date at home. Filled with amazement, their stepmoms return the nice gesture with a delicious dessert. 53:45
Home Run at Home
When Joshua and Oliver find out about the kissing scene in their upcoming school play, they are eager to get the part. In need of some help with practicing their lines, they recruit their sexy stepmoms to read for the female leads. Appalled by Joshua and Oliver’s lack of confidence, the stepmoms come up with an idea to help the boys land a part in the play. 45:16
Naked and Unafraid
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