Kissing (162)

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.

Back to the Cooter (Part 2 of 3): Carlos and Jimmy are flung from the year 1995 to 2013 after fucking their virgin stepmoms. When they return home, something feels different - and their stepmoms notice it, too. Kiki (Chloe) and Sasha (Venus) are stunned when Carlos and Jimmy are wearing the same clothes as the guys who took their virginity in 1995. Kiki and Sasha have the guys show them their cocks to prove their suspicions. Now the milfs feel frisky and want a round two with their stepsons. Carlos fucks Kiki, and Jimmy fucks Sasha, but after a while, the horny babes want to feel their own stepsons’ cocks inside them. After Carlos and Jimmy finish, they learn that in this new timeline, they have stepsisters. What does this mean for the future? Only Part 3 holds the answers!

Back to the Cooter Part 2: Return Trip

Alexis and Barbie are two recently divorced friends eager to rock their single lives. The two go for a weekend getaway in LA to forget their exes and do a little experimentation. Their stepsons Parker and Rion tag along for the fun, shooting videos all over the luxurious house they are renting. While taking shots of the house, the boys discover their stepmoms kissing and rubbing each other by the pool. Shocked, they interrupt the whole lesbian scene and lock themselves in their room. Alexis and Barbie feel a bit awkward, but they are also turned on by the situation, so they make a pact of seducing and fucking each other’s stepson, a sweet revenge on their cheating ex-husbands.

Revenge Is Best Served Young

Rion and Robby have wet dreams, and their stepmoms, Bunny and Bridgette, must devise a solution to help them. They decide to make molds out of their pussies for the stepsons to use whenever they want. When the guys don’t know how to use the portable pussies, Bunny and Bridgette jump into action once again. Bunny helps Robby, and Bridgette helps Rion, but they initiate a stepmom swap when things start heating up! Now, Rion and Robby get to fuck their own stepmoms and really make their wet dreams come to life!

A Dream Cum True

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!

A Swapping Plan

Elias and Parker are two friends that are afraid to go to school, so they pretend to be sick so their stepmoms Payton and Skylar don’t force them to go. Unfortunately, the principal calls them and blows up their whole cover, so the boys need to come clean about their situation.
Turns out Parker and Elias are constantly being bullied and called pussies because they cannot talk to girls, so their stepmoms will have to step up to boost their confidence and help them get along with women.

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

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

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!

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.

A Lesson in Cock Worship

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.

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!

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!

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!

Sexercise Routine

Busty milfs Barbie and Cassie have caught their stepsons, Anthony and Nick, spying on their stepsisters. The milfs know they must show their stepsons the value of privacy, so they set up their own webcam to spy on the guys. Anthony and Nick catch on immediately and jerk off so their stepmoms see their dicks. Barbie and Cassie can’t help but get turned on. Later, while Barbie and Cassie are in the kitchen, they realize that Anthony and Nick are spying on them. But this time, they’re ready to have some fun, and they want to fuck around a little. Nick fucks Barbie, and Anthony fucks Cassie, but to make things even hotter, the milfs swap so they can get fucked by their own stepsons!

It Takes Two to Spy

Sophia notices her stepson Nade has been having serious issues at public school. When talking with her friend Cory, she tells her she home-schools her stepson Nick for the same reason and offers to help Sophia out by letting Nade take a couple of fundamental courses with her.
A few months later, Nade seems to be doing better and showing significant growth in all his core subjects. One day, Sophia decides to drop in unannounced and is shocked to find both Nade and Nick taking turns to eat Cory’s pussy. The teacher explains to her that this is a sex education course, another key subject the boys need to learn about. After the initial shock, Sophia accepts that Cory’s teaching methods do give results, so she decides to volunteer herself to help Nick and Nade learn more about sex ed.

HomeSchool Sex Ed

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!

Lessons on Motivation

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.

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.

Naked and Unafraid

It’s Valentine’s Day, and Elias and Rico are again left without Valentine's sweethearts. These nerdy dudes are never going to get laid if they don’t start making an active effort to put themselves out there. Luckily, their stepsisters, Bailey and Melanie, want to help the guys and ensure they don’t spend another Valentine’s Day alone. The girls start by giving their stepbrothers a makeover and putting them in some more appealing clothes. They then decide maybe it’s time for their stepbrothers to have kissing lessons. Elias isn’t so sure, but Rico encourages the lesson, knowing that this chance won’t come up again any time soon. Rico and Elias can’t believe they’re making out with each other’s stepsisters. Could this be a dream come true? The girls are pretty turned on themselves, and despite Rico and Elias being total dorks, they are pretty cute, and they’re fast learners, too. To really show their commitment to helping Elias and Rico, Bailey and Melanie set the guys up with dates. But the dates end with no kiss, which the girls were half suspecting. They don’t want their stepbros to be upset with the results of the date, so Bailey and Melanie once again offer themselves up to the guys. This time, however, Melanie wants to take things all the way. She doesn’t want the guys to be virgins forever, and if Bailey is cool with it, Melanie suggests a sis swap - Bailey will have sex with Elias, and Melanie will have sex with Rico. It sounds ridiculous at first. Were Bailey and Melanie really about to fuck in front of their own stepbrothers? But the more the thought crept into their minds, the hornier they got. It would easily be the most taboo thing they’d ever do, and who knows, maybe their stepbrothers had big cocks. So they go along with their plan, but neither Melanie nor Bailey can take their eyes off of their own stepbrother. Even while getting fucked, they make eye contact and think about how wild it would be to get fucked by their own step-family. The desire becomes too much to resist, so they switch again so that Elias and Rico are now fucking their stepsisters. Everyone knows how fucked up the situation is, but they also feel incredible. All the pent-up sexual energy since their kissing lessons are released in full force, and that only makes everyone in the room even hornier. When the guys can no longer hold their loads, they bust their nuts on their stepsisters' faces, who then share a cum glazed Valentine’s Day kiss.

Be My Naughty Valentine

Phoebe and Sofie find a box of dildos belonging to Phoebe's mom. The girls can't resist having some fun and get right to work playing with each other's pussies. But their fun is interrupted when their stepbrothers, Nicky and Parker, catch them in the act. Nicky is shocked, to say the least. He can't believe he's watching his stepsis get her pussy played with by another girl with their mom's dildos, no less. The girls are already extremely horny, and they want to keep playing. But they've had toys - now they want the real thing. Nicky and Parker know they shouldn't mess around with each other's stepsisters, but the opportunity is too good to pass up. The girls get their pussies pummeled, and everything feels very kinky. Yet, all Nicky can think about is fucking his own stepsister. Phoebe feels the same way, and Parker and Sofie were secretly hoping they'd get to fuck, too. The guys agree to a Sis Swap and get the chance to fuck their own stepsisters now. It's even more intense now, and it's hard not to cum right away. But Nicky and Parker fuck their stepsister hard. When the lucky studs can't hold their loads any longer, they cum and give their stepsisters a creamy load to enjoy.

Now We Want the Real Thing

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