MILF (30+) (112)

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

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.

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.

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

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.

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.

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.

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

Robby Echo is skeptical of the new neighbors, who seem to carry a dark aura around them. His stepmom, Carmen Valentina, assures him that Aria Khaide and Oliver Davis are nothing more than friendly, so she takes Robby to meet them. But upon their arrival, Aria and Oliver seem to have a strange affection for one another, and despite her efforts to ignore them, Carmen can’t help but feel aroused. Aria hatches a scheme to help Robby lighten up, and with the help of Oliver and Carmen, the plan is soon underway.

The Von Skeets are all about getting whatever they want, and in this instance, Theodora and Tyler Von Skeet want to corrupt Coco and Josh Badcoxx. Tyler makes a proposition with Josh – If Tyler can fuck Coco, he’ll let Josh fuck Theodora. But Theodora already has a plan of her own and makes the first move on Coco. Soon, the four teens are fucking by the pool. Tyler fucks Coco hard and shows her what she’s been missing. She’s a quick learner and loves every second of Tyler being inside her. However, the fun doesn’t end there, and to spice things up, the group decides to swap.

Poolside Temptations: A Deep Analysis Extended Cut

We knew as soon as we saw her what kind of girl Scarlet was. Troublemaker, little fucking horny slut, willing to do anything to have her clit played with. See, Officer Avalon and I have been doing this a long time. We know a fucking punk when we see one. Well, we brought this girl to the back, and I've got to say - we both wanted her. Petite, small titties, a cute little bubble butt, and my favorite - a ginger. Avalon and I knew she was guilty from the jump, but we were going to have our fun. Stripped naked, we enjoyed taking our time ripping her clothes away piece by piece. The fun really begins when you have them bent over the desk, legs spread, and pussy starting to get wet because you know they like it, despite their efforts to suggest otherwise. Scarlet was no different. As soon as Avalon and I started playing with her pink pussy, she was dripping wet.

Case No. 8004034 - Threesome With The Vibrator Thief

Bambi ran away from home because she thought she could easily provide for herself, but she soon discovered just how hard it is in the real world. She got caught stealing food at the mall, and after attacking some employees, she was tied up in the security room. Luckily, Mr. Fitzwell is a very reasonable man, and he’s agreed to let her go if she cooperates with the cavity search. What she didn’t realize is that Mr. Fitzwell searches better with his cock than his hands…

Case No. 8004404: Pounding The Runaway Teen

On Mother's Day, everyone is desperate to find the perfect gift, and they do anything to get it. As a security guard, I see people stealing all kinds of gifts on this day every year. That's why I knew this chick was hiding something. I took her to my office and tried to check her purse and body, but she insisted on her stepmom being there. Once both of them were in the room, I did my job and found a very expensive bottle of perfume in her bag that she stole for her stepmom. I tried to find out if that was the only thing she stole, so I checked her body, stripping her naked and touching every inch of it, even shoving my fingers inside her ass and her pussy. Neither of them wanted problems, so I offered them a choice: they could both suck my cock, or go to jail. They didn't even hesitate. Before I knew it, both of their mouths were around my dick, sucking it dry and licking it as if their lives depended on it. I guess moms are not the only ones getting something nice this time of the year.

Case No. 8003860 - Stepmom To The Rescue

I know I fucked up, but I never thought I'd be fucking my older step-sister with some stranger in the back of a department store. It all started when I tried stealing some sex toys. It was part of a school ritual, and I really wanted to prove myself. But things got out of hand, and when I was caught shoplifting, I knew I was in deep trouble. My only thought was to call my older step-sister, Hadley. Of course, she was furious but willing to do anything to help me. And I was willing to do anything to get us out of this situation. The loss prevention officer gave us an ultimatum - my step-sister and I play with each other's pussies, he fucks us, and we walk free. Losing my virginity like this was not how I pictured my first time at all... As wrong as all this is, is it weird that I was excited?

Case No. 8003592 - The Desperate Virgin Thief

Annie (Lulu Chu) has been raised under the rigid control of her religious stepmother, Mary (Penny Barber). Mary resents her ex-husband for being sinful - including watching pornography behind her back - and is determined to make sure Annie doesn't go down the same lustful path.But one night, Annie secretly watches adult content for the first time, and touches herself until she orgasms. She hopes Mary will never find out about it, but the next morning Annie is horrified to find a strange, living growth between her legs. She lets out a scream, causing Mary to come running, and Mary is horrified when she sees what's happened to Annie.Panicked, Mary rushes Annie to a nearby urgent care clinic, and begs for help from the doctor, Dr. Hunt (Sophia Locke). Doing her best to examine the grotesque mutation, Dr. Hunt quickly becomes both alarmed and fascinated. Dr. Hunt says that fluid is building up inside this strange growth, so they need to find a way to release the pressure before the situation gets worse... Blending body horror with psychological tension, The Growth explores the disturbing consequences of sexual repression, religious guilt, and the fear of desire.

PureTaboo - 2025.10.29 - Lulu Chu & Penny Barber & Sophia Locke - The Growth

It’s Mother’s Day again, the time of year when we celebrate MILFs worldwide. Olivia and Sophia are as hot as they come, so their stepsons, Billy and Chris, want to make sure this is the best Mother’s Day ever! Things get a little spicy when Billy and Chris present their moms with an unexpected “gift.”

MomSwap.2022-05-09.Olivia Jayy, Sophia Locke

Jenna Noelle and Cole Church join Sheena Ryder and Jay Romero for dinner at Sheena’s house. But things take an unexpected turn when Sheena reveals that she lets her stepson, Jay, fuck her on the regular. Blown away by this, Jenna doesn’t know what to say but is captivated by the thought as well. Shortly afterward, what was supposed to be a lovely dinner escalates into group sex on the couch, with everyone focusing on Jenna. She is entirely turned on by this taboo encounter with her stepson and his friend and lost for words simultaneously.

MomSwap.2021-11-08.Jenna Noelle, Sheena Ryder

Cole Church and Jay Romero are studying for a test when suddenly the subject of their stepmoms comes up in conversation. Both believe the other’s stepmom wants to fuck them, so they make a bet who can make it happen first. Like the good stepmoms they are, Katie Monroe and Nova Sky make sure they both win their bet and fuck Cole and Jay at the same time.

MomSwap.2021-10-11.Jupiter Jetson, Katie Monroe

Prev Page 4 of 5 Next