Pennys Fucking 40 Its Penny Barbers 40th birthday and her best friend, Ryan Keely, is about to take her out for a night of fun to celebrate. But when Ryan sees how... modest... Pennys outfit is, shes unimpressed. Now that Pennys a MILF, she has to dress the part, which is when Ryan gifts her a sexy formfitting dress to wear instead. Although Pennys flustered, she gives in and tries it on. When they later leave the house, they bump into Ryans stepson, Axel Haze, and Pennys stepson, Max Fills. Max is instantly flustered and taken aback by seeing Penny in sexy attire for the first time and Penny is embarrassed, which leads to her running back into the house. Max takes off into the house as well, retreating to his room with Axel on his heels. But they arent alone for long before Ryan checks in on them to comfort Max. Its revealed that Max has confusing feelings about seeing his stepmom in a sexy dress, which Ryan immediately takes advantage of by coming onto him. Its further revealed that Ryan has an ongoing sexual relationship with Axel, which shocks Max. Both Ryan and Axel then work together to convince Max to have sex with Ryan and embrace his newfound love for MILFs. But little do they know, Pennys listening at the

Cucking His Stepmoms Boyfriend Jayden Marcos enters the kitchen for breakfast and sees his stepmom, Siri Dahl, with her boyfriend, Chad Alva. Jayden doesnt seem fond of Chad, and it soon becomes clear why as Siri makes Jaydens breakfast, Chads crude behavior shows that hes crass and a moocher. Jayden grows increasingly angered by Chads disrespect towards Siri. Eventually, Jayden cant hold it in anymore, and confronts Siri about her letting Chad treat her so poorly. Jayden insists that hed treat Siri a lot better if he were her partner. Chad becomes embarrassed and angry, but his attempt at arguing is cut off when Jayden declares that hes the man of the house, and he wont let Chad disrespect Siri under HIS roof anymore! Siri is unexpectedly turned on by Jaydens assertive attitude. Chad is shocked and disgusted as Siri throws herself at Jayden. Chad tries to salvage the situation by saying that he knows Siri is just trying to upset him, and that shes not REALLY going to have sex with her stepson. But Siri takes him up on that challenge and has passionate sex with Jayden, cuckolding Chad and taunting him throughout. Chad shows his true colors as he pathetically watches them fuck in front of him

Best Behavior Reagan Foxx has just moved in with her new husband and her stepson, Alex Mack. She desperately wants to get to know Alex, but to her dismay, whenever she approaches him he just runs away! Could she be doing something wrong? Why doesnt he want to spend time with her? One day, she finally confronts Alex about this and learns the real reason that hes been so standoffish. Reagans husband instructed him to be on his best behavior in front of Reagan, which is putting a lot of pressure on him. Reagan doesnt like this ONE bit! If anything, she wants to get to know the REAL Alex, not some curated version her husband has orchestrated. She assures Alex that he can be himself around her, and urges him to tell her about his interests. Alex opens up to Reagan, but maybe a little too much since when he starts describing a sexy streamer he likes to watch on video game sites, he inadvertently pops boner! Alex is ashamed this is EXACTLY why he shouldnt be hanging around with Reagan, hes just a stupid, horny teenager! But Reagan is quick to assure him that there is nothing to be ashamed of. This a perfectly natural thing for a teen boys body to be going through, and its her duty as Alexs stepmom to guide him through the ups and downs of it... and maybe have a little fun while shes

The Consequences Of Your Actions Pristine Edge leads her stepson, Jimmy Michaels, up to the front door of a house. Pristine looks very annoyed with her stepson, and orders him to knock on the door. It turns out that this is the house that Jimmy and his pals toiletpapered the night prior, and Pristine wants him to apologize. This is their new neighbor, after all, so Pristine wants to make sure they make amends and properly make up for Jimmys bad behavior. When the neighbor, Charlotte Sins, opens the door, she casually invites Pristine and Jimmy inside to chat. They settle in the living room, where Pristine nudges Jimmy to apologize. He does, but its halfhearted, which only frustrates Pristine and Charlotte further. Eventually, Jimmy offers a more profound apology, but Charlotte says that it wont be enough. In fact, the only way shell forgive Jimmy is if he has sex with her! Jimmy is shocked, and even more so when his stepmom urges him to do as Charlotte says. Jimmy abides and starts to fuck Charlotte as a way to make up for his misdeeds. Pristine, however, thinks he could put in a little more effort... so she decides to jump in to show her stepson how to REALLY make this a TRUE apology. They have a raunchy threesome, with Charlotte loving every second of it. Needless to say, its all going to be water under the bridge after this

Measuring Mama Jimmy Michaels has to make a shirt for a home ec assignment, starting with measuring the person who will be wearing the shirt his own stepmom, Sophia Locke! Sophia is happy to help Jimmy as he grumpily breaks out the measuring tape. They innocently start with her bust, which unexpectedly turns Jimmy on as his hands brush against her. This leads to him coming up with flimsy excuses to measure elsewhere too that normally wouldnt be needed for a shirt. By the time hes measuring Sophias butt, Sophia catches on and calls him out. Jimmy is sheepish as he admits to having been turned on by touching her boobs. Sophia feels a bit guilty for accidentally turning him on, and tries to show him that touching her breasts isnt a big deal. But then they BOTH get even more turned on, and measuring clothes become the last thing on their minds

Dude, I Can See Up Your Stepmoms Skirt! Max Fills arrives at his friend Apollo Bankss house and runs into Pristine Edge, who is Apollos stepmom. Pristine is on a stepladder, setting up the living room for an upcoming party as she warmly greets Max. As Max sits down nearby and makes smalltalk with Pristine, he notices that she isnt wearing any underwear, which shocks but entices him. When Apollo enters, Max takes him aside and tells him that Pristine isnt wearing panties! Although Max is taken aback at first, even HE cant help but be enticed. The boys then conspire to help Pristine set up the party so that they can sneak peeks up her skirt... Pristine is thrilled that the boys seem to want to help her, not suspecting their true intentions. The boys help Pristine with various tasks while secretly finding ways to hungrily look up her skirt. In an attempt to get a more prolonged view of Pristines pussy, the boys offer to give her a foot rub together. However, Pristine soon catches them staring up her skirt and realizes that she isnt wearing underwear. Instead of being angry at the boys for sneaking peeks up her skirt, Pristine is surprisingly flattered and aroused, which leads to a cheeky threesome

Panefully Shameless Ricky Spanish is busy taking care of cleaning out the pond in the front yard while his stepmom, Rachael Cavalli, takes care of cleaning the windows from the inside. But to his shock, he soon realizes that Rachael is accidentally flaunting her bombastic boobs as she merrily cleans away! Ricky briefly stares but then tries to get her to stop flaunting the girls, though she doesnt get the hint. He becomes even more mortified as Rachael opens her shirt... and eventually becomes completely topless! Thats the last straw as Ricky hurries inside. Once inside, Ricky confronts Rachael and learns that shes been intentionally flaunting her breasts for the neighbors to see so that she can have some fun! Ricky is shocked and embarrassed, but also turned on, and it isnt long before Rachael convinces HIM to have some fun with her instead

YouRe The Same Where It Counts Ricky Spanish approaches his stepmom, Dee Williams, saying that he wants to talk about something. Ricky admits that ever since a recent family reunion, hes been questioning if hes actually adopted, because he didnt look like anyone else at the reunion. Dee tells him that first of all theres nothing wrong with being adopted, but in any case Ricky is definitely NOT adopted

Stepmommys School Secret Siri Dahl is grading papers when a woman, Lauren Phillips, enters the classroom. Its revealed that Siri is the teacher of Laurens stepson, Elias Cash, but that shes there to see Siri. Lauren then boldly starts making out and fooling around with Siri, revealing that they are having a secret affair. A few moments later, unbeknownst to Lauren and Siri, Elias happens to arrive at the classroom looking to speak with Siri about the school yearbook. Hes shocked when he sees Lauren and Siri getting frisky with each other. Even though Elias is appalled, he cant help but spy on them for a bit, but then he accidentally makes his presence known when he drops his bag. Lauren and Siri are startled. Lauren drags Elias into the classroom and confronts him about spying, while Elias confronts HER about cheating. Lauren and Siri try to butter Elias up and convince him NOT to tell Laurens husband that shes cheating, but Elias holds firm. Lauren and Siri then cheekily play up how Elias was spying on them, which means he liked what he saw. Elias tries to deny this, but is flustered. Seeing that theyre getting somewhere, Lauren and Siri playfully offer to let Elias join them for a threesome if hell keep their affair a secret. Elias is shocked at first but tempted, soon giving in!

Still Not Weaned At Eighteen! Spikey Dees almost 21, but he STILL lives at home with his stepmom Spencer Scott. The truth is, he just loves to cuddle with her... theres really nothing else like it! He doesnt care if boys his age dont do stuff like that with their stepmoms he loves Spencer and doesnt want their relationship to change. But Spencer, on the other hand, is growing worried that her darling stepson isnt developing into the man he should. Part of the blame is on her, of course shes spoiled him rotten over the years. But what can she say? She loves Spikey and would do anything for the lad. One day, however, Spencer decides that its time for Spencer to put his big boy pants on. Theyre going to find a DIFFERENT way of spending time together... one that involves a little less cuddling, and much more FUCKING. Its time for Spencer to spread his wings... by spreading his stepmoms legs!

A Fine Young Man Aaliyah Love is having a lively conversation with her best friend, Lauren Phillips. When asked about her love life, Aaliyah proudly says that shes seeing a younger man whos perfect in every way! Lauren is envious as she wishes that SHE could have a perfect boyfriend, too. She jokes that maybe she should date Aaliyahs stepson, Nathan Bronson. To Laurens surprise, Aaliyah becomes protective and offended, so Lauren claims that shes only kidding and backs off. But that gives Lauren a sneaky idea... One day Aaliyah returns home early from work and is shocked to catch Lauren having sex with Nathan. Aaliyah is furious and seems to scold Lauren for the massive betrayal. Lauren apologizes, but it turns out that Aaliyah was talking to Nathan, revealing that HE is the perfect man shes been dating! Aaliyah demands that Nathan make it up to her by fucking her right there and then. But Lauren doesnt want to be left out, so Nathan, torn between too beautiful women, pleads for Lauren to be able to join in. Aaliyah is annoyed, but begrudgingly agrees ONLY to make Nathan happy. Theyre BOTH going to have to work hard to earn Aaliyahs forgiveness!

My Stepmom Does NAKED Yoga