MomSwap – Penny Barber And Rachael Cavalli – The Queens Of Cream
Penny Barber and Rachael Cavalli are on a sales mission, but getting to their goal seems like an impossible feat. That is until Penny comes up with the ingenious idea to involve Joshua Lewis and Tyler Cruise in the sales process. Using a special ingredient that only Joshua and Tyler can provide, Penny and Rachael […]
MissaX – Alura Jenson – Cheering Up Mom
Thomas (Tyler Cruise) goes to the bedroom and sees his stepmom (Alura Jenson) is despondent. “I can’t believe he’s really gone”, she says. Her marriage has broken up, his dad caught cheating. “They made love in my bed – in our bed!”, she exclaims. “”Are you gonna leave too?”, she asks Thomas. He says: “This […]
MomSwap – Jenna Noelle And Athena Anderson – Lessons On Motivation
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 […]
SisSwap – River Lynn And Theodora Day – Super Soakers
River and Theodora want to learn all they can about “soaking” but get caught by their stepbrothers, Joshua and Tyler. Rather than reading about it, the guys suggest they try it out for real – Joshua will do it to Tyler’s stepsis and vice versa. But when soaking isn’t enough for River and Theodora, the […]
MommysBoy – Rachael Cavalli – Blind Without My Contacts
Rachael Cavalli is brushing her teeth before bed when her stepson Tyler Cruise accidentally walks in on her to do the same. Although he offers to come back, Rachael easily shares the space with him. Tyler’s a little awkward around her, especially since Rachael’s only been his stepmom for a few weeks. As Rachael takes […]
MomSwap – Ashley Wolf And Aaliyah Love – Letting The Love In
Joshua and his stepmom, Aaliyah, have an unexplainable tension between them that they’d like to resolve. That’s when they decide to visit a spiritual healer, who they believe can strengthen their bond. However, when Aaliyah and Joshua arrive, things are not what they expected, and both Ashley and her stepson, Tyler, are like something out […]
MomSwap – Jamie Michelle And Kayla Paige – Jealousy Swap
Jamie Michelle has been messing around with her stepson’s friend, Joshua Lewis. When Joshua’s own stepmom, Kayla Paige, learns about their relationship, she storms over to confront the alluring cougar. Out of jealousy, Kayla put the moves on Tyler Cruise, which soon escalates into a full-on stepmom swap.
SisSwap – Keira Croft And Sonny Mckinley – Secret Crushes
While Keira and her friend Sonny are talking about boys, their stepbrothers Franco and Tyler are downstairs playing video games. Keira and Sonny end up confessing to each other that they have a crush on each other’s stepbros, and decide to go downstairs and try to seduce them! Franco and Tyler are in for a […]
MILFOverload – Syren De Mer, Katie Morgan, Lauren Phillips, Dee Williams And Caitlin Bell – Payback Overload
Tyler Cruise arrives at a house holding a bouquet of flowers. He knocks on the door and cheerfully greets the woman, Lauren Phillips, who answers. ‘I have a special delivery from AT Gardens for a Mrs. Phillips!’ he announces, though Lauren looks suspicious as she eyes the flowers. She asks who the flowers are from […]
MommysBoy – RayVeness – Best Seat In The House
Tyler Cruise and his stepmom RayVeness are watching a movie together. It’s a passionate romance movie, which they didn’t realize BEFORE starting to watch it. It makes them a little uncomfortable, and RayVeness even tells Tyler that he doesn’t have to watch it with her, but Tyler decides to stick around. But little does RavyVeness […]
MissaX – RayVeness – Study Break
Tyler (Cruise) is sitting at the kitchen counter busy studying, when his stepmother (Rayveness) comes in the room and goes to the fridge. “I’ve never seen somebody who studies so much”, she says to him with a smile. “It’s a lot of work trying to become a lawyer”, Tyler notes. “Is it? It’s all Greek […]
MissaX – Alura Jenson – Helping Out Mom Part 2
Kyle (Nathan Bronson) and his stepmother Maria (Alura Jenson) are kissing on the couch, when his brother Paul (Tyler Cruise) arrives and asks: “What’s going on here?”. They separate, and Kyle gets up, saying: “Oh nothing. Just teaching mom something about love”. He kisses her and picks up his duffel bag to leave, and Maria […]
FamilyStrokes – Olive Glass And Nicole Aria – A New Man Of The House
When Tyler Cruse becomes the new man of the house, it means keeping Nicole Aria and Olive Glass happy. Even though none of them are blood-related, he must make sure they are taken care of in every way possible. Nicole and Olive have many needs, but Tyler is up for the job and gives the […]
MissaX – Olive Glass – Are You Lonely?
Tyler (Cruise) is standing at the bedroom door, watching his stepmother (Olive Glass) get dressed, his gaze riveted on her pantyhose. He knocks, and she turns to greet him, smiling: “Come in”. “I just wanted to say good morning”, he says. “Good morning. What are you up to today? Anything exciting?”, stepmom asks. “I thought […]
SisSwap – Reese Robbins And Minxx Marley – Passing First Base
Joshua and Tyler are not the best when it comes to talking to and scoring with girls. Their stepsisters, Minx and Reese, are more than willing to teach them about getting to “first base.” But the foursome doesn’t stop there, and before anyone knows it, Josh and Tyler are going for home runs. [ngg src=”galleries” […]
MissaX – Syren De Mer – Welcome Home
Sarah (Syren De Mer) answers a knock on the door, “Rob! Oh my God!”, she greets her stepson (Tyler Cruise) with a hug. “You haven’t changed a bit. I thought you would be bigger”, she exclaims. “Well, I’m stronger than I look”, he replies. “They said you wouldn’t be home until next month”. “I know […]
TeamSkeetVIP – Deep Analysis: A Swap Movie (2022)
The Von Skeets are a cunning family and use their prosperity and charm to allure everyone around them. Jack and Penny are the heads of the household and work as psychologists known for their unconventional methods. They have a ravenous appetite for sex and love everything kinky and taboo. Then there is Theodora and Tyler, […]
MommysBoy – Mona Wales – Rear View
Mona Wales is just doing her everyday chores, getting ready to clean the floor, when she is pleasantly surprised as her stepson, Tyler Cruise takes a seat nearby. He wants to spend some quality time with her and is happy to stay out of her way and chat while she cleans if that’s okay. Mona, […]
SisSwap – Theodora Day And Coco Lovelock – Poolside Temptations: A Deep Analysis Extended Cut
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 […]
MomSwap – Brandi Love And Silvia Saige – Recovering From The Divorce
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 […]
When Tyler brings Kendra, his new girlfriend, to meet the family, he introduces her to his stepsister Kay. Pretty soon, Kendra realizes that his family is a little bit different than most. Tyler has full access to his stepsister’s body, fucking her anytime, anywhere he likes. Kay welcomes Kendra into the family by eating her […]
MissaX – Sloan Rider – Lusting For Stepmom
Stepmother, Sloan Rider has just started dating, and her stepson, Tyler Cruise, watches her in her date night dress with envy. He has always had a mad crush on her that has snowballed to become an obsession. What he doesn’t know is that Sloan has felt the same about him, although she knows it’s incredibly […]
MissaX – Rachael Cavalli – Relaxing With Mommy
SisSwap – Jasmine Wilde And Leana Lovings – Be My Valentine
Best friends Jasmine Wilde and Leana Lovings don’t have any dates for the Valentine’s Day dance so they figure they could ask their stepbrothers Tyler Cruise and Joshua Lewis to go with them. The guys aren’t convinced at first but when the girls offer to pay them they finally agree. Jasmine and Leana get ready, […]
MissaX – Alura Jenson – Helping Out Mom Part 1
Stepmom (Alura Jenson) declares: “Um, so that’s it” to her stepsons Kyle (Nathan Bronson) and his younger brother (Tyler Cruise). “So there’s nothing left”, Kyle concludes. “Apparently”, she responds. “So dad isn’t coming back?”, younger brother asks. “I don’t know any more than I’ve already told you guys”, she states. “He lost all of our […]
MomSwap – Penny Barber And Ashley Wolf – Holier Than Thou
After Tyler Cruise and Joshua Lewis are caught watching pornography at their highly religious school, their stepmoms, Ashley Wolf and Penny Barber, decide to teach them a hard lesson. Using creative techniques, Ashley and Penny want to ensure the two delinquent boys don’t commit the same sin. Though the lesson turns out to be a […]
A teen, Tyler Cruise, has recently begun dating a girl, Freya Parker, and Freya has mentioned that she likes dirty talk. But Tyler is TERRIBLE at dirty talk, and goes to his stepmom, Penny Barber, for tips. That’s when Penny hatches a WILD plan: Tyler will secretly wear an earpiece next time he and Freya […]
MissaX – Madi Collins And Rachael Cavalli – A Missa Xmas Part 1
Patriarch Larry (Tommy Pistol) welcomes his extended family for the holidays -first to arrive are stepdaughter Madi (Collins) and her boyfriend Tyler (Cruise). Madi’s mom Cathy (Rachael Cavalli) sips her drink and is crudely frank, chiding Tyler when he reveals that he and Madi are refraining from intercourse since they’re not married. “Men should be […]
SisSwap – Lexi Sample And Celestina Blooms – Hooky Swap
Celestina and Tyler decide to skip school, and their friends Lexi and Nick join in on the fun. After Celestina’s parents leave, the four school skippers go to the bedroom to play a raunchy game. Tyler and Nick decide to kick things up a notch and surprise their sisters with an impromptu fuck session. Celestina […]
FreeuseMILF – Brooklyn Chase – Make Yourself At Home
Maximus and his stunning wife, Brooklyn Chase, will be hosting Tyler Cruise at their beautiful home for a while. It seems relatively standard, but Maximus and Brooklyn have a slightly different way of welcoming their guests. While he stays with the couple, Tyler can fuck Brooklyn whenever he pleases. She offers her body to him […]
MomSwap – Penny Barber And Aaliyah Love – A Transformative Session: A Deep Analysis Extended Cut
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 […]
MomSwap – Brooklyn Chase And Olive Glass – Birthday Swap Surprise
When Brooklyn Chase and Olive Glass forget some of the crucial preparations for their stepsons’ birthdays, they have to quickly think of another way to make their big day unforgettable. When all else fails, Brooklyn and Olive decide to strip for Oliver Faze and Tyler Cruise. With a little bit of improvisation and the tightest […]
PervTherapy – Mackenzie Mace And Syren De Mer – No Seed Too Deep
Tyler and Mackenzie haven’t been able to get along throughout the years. They seek help and go to a specialist, Dr. Syren, who comes upon a deep-seeded emotion creating a long conflict within their relationship. The sexy doctor knows precisely what it takes to dive into their distraught affair and help out; It involves her […]
MommysBoy – Syren De Mer – Out Of The Picture
Syren De Mer and her stepson, Tyler Cruise, are busy packing away some personal belongings. Tyler’s biological parent cheated on Syren, which has led to him running away and leaving Tyler and Syren behind. They’re both resentful, but especially Syren, who should’ve known her husband was cheating — after all, SHE was once his mistress, […]
MommysBoy – Jupiter Jetson – Keep It Down, You Two!!
Tyler Cruise has an important test tomorrow, so he REALLY needs a good night’s rest. Unfortunately, that’s not happening… because his stepparents, Jupiter Jetson and Clarke Kent, are having loud sex in the other room! Tyler pounds on the wall and tells them to keep it down, but they don’t seem to be stopping. After […]
MommysBoy – Lexi Luna – Alternative Relaxation
Lexi Luna is busy vacuuming when her stepson Tyler Cruise walks in from another room, looking a little bothered. It turns out that Tyler has a big test coming up and is having trouble studying because of all the noise Lexi is making with her chores. Would it be possible for her to stop cleaning […]
MomSwap – Jessica Ryan And Penny Barber – Stepmommy Pies
Busty stepmoms Jessica Ryan and Penny Barber have been catching their respective stepsons Anthony Pierce and Tyler Cruise jerking off excessively, but when they see them fucking the pies they had just baked, that is the last straw. The stepmoms tell them off first, demanding an apology, but then they decide to give them a […]
FreeuseMILF – Cassie Del Isla – Trick Or Freeuse
It’s Halloween and Cassie’s stepsons Elias and Tyler are dressed up as a ghost and a vampire, ready to go out trick or treating. But first the boys get into character to get a naughty treat from stepmommy. Then, Tyler, Elias and their friend Josh all get the hottest treat as they have a foursome […]
Featuring two complete sex scenes in one fell swoop, this story concerns two MILFs, Helena (Locke) and Julia (Robbie), planning to expand their families beyond their teen stepsons, Billy (Jason Pierce) and Joseph (Tyler Cruise). Chatting over coffee, Julia reveals that she’s discovered both boys have been watching stepmother porn on the internet. Helena calls […]
APOVStory – Rayveness – Family Matters Part 1
Stepmom Rayveness is a bit frazzled: she’s working on her taxes one morning and can’t find her glasses. Young stepson Tyler (Cruise) shows her they’re just raised up in her hair -she’s a bit absent-minded. She tells the boy to expect her sister (Reagan Foxx) to visit, and as she scrambles to get ready for […]
SisSwap – Nicole Aria And Jazmin Luv – Cozying Up To Stepsis
Stepsiblings Jazmin Luv and Oliver Faze are arguing about the broken heater when their friends Nicole Aria and her stepbrother Tyler Cruise pay them a visit. The guys manage to light up the fireplace and things start to warm up… in more than one way. While the four play “never have I ever” some naughty […]
FreeuseFantasy – Amber Moore – Study While You Fuck
Amber is a star kind of student – she studies hard to achieve her wildest dreams! Amber’s mom, Jenna, introduces Tyler, Amber’s new stepbrother. Tyler isn’t as sharp as Amber but wants to help her study regardless. While they study together, Tyler uses Amber as freely as he wants. Amber is all for it but […]
MomSwap – Mckenzie Lee And Syren De Mer – The Forbidden Badge
It’s time for the camp meeting, and milf stunners Mckenzie Lee and Syren de Mer couldn’t be more excited. Their stepsons, Billy Boston and Tyler Cruise, are hatching a plan of their own, though, to earn the “Fuck Your Mom” badge. If they fuck each other’s stepmom, then they can walk as legends with this […]
SisSwap – Penelope Kay And Ava Sinclaire – Chastity Club
Ava, Penelope, David, and Tyler, are a quartet of young devout Jesus lovers. When they find out their church has a chastity club, the boys are very excited by the prospect. But Ava and Penelope are a little more curious about sex and aren’t sure about chastity just yet. Ava and Penelope steal a sex […]
APOVStory – Reagan Foxx – Family Matters Part 2
After Tyler (Cruise) made love to his stepmom (Rayveness) in Part 1, he returns to her bedroom, where her bags are half-packed, as she’s been ordered out of the house by daddy, who’s divorcing her. Instead of mom, he’s greeted by Step-Auntie Reagan (Foxx), her huge breasts nearly bursting out of her blouse. Seems like […]
Tyler Cruise can be a bit of a handful for the family. He especially likes to cause trouble for his stepsister, Tiffany Watson, who thinks he’s a total brat. One day, Tiffany returns from shopping and Tyler grabs the bag from her, curious about her purchase. He quickly finds a pair of sexy lingerie and […]
Adam&Eve – Double Booked: Honeymoon (2022)
Getting ditched can be oh so sweet. Left at the altar, shattered bride Lauren Phillips goes on her honeymoon by herself, making the bellhop’s (Tommy Pistol) day by offering him a very generous tip. When happy newlyweds Nicole Sage and Ryan Driller arrive at the same hotel, they discover their room has been double-booked. Although […]
Wicked – Lexi Luna – Privilege E05: First Month’s Interest
SisSwap – Alex Coal And Kenna James – Getting Lucky With Stepsis
Alex Coal and Kenna James have the geekiest stepbrothers David Lee and Tyler Cruise, who they often bully and tease. When Alex and Kenna realize they could use their stepbrothers’ genius minds to fix their grades in the system, they make a deal to swap them up and show them what sex with hot girls […]
BrazzersExxtra – Osa Lovely – House Cleaning Serviced
Slovenly Tyler & his lazy girlfriend call a cleaning service to take care of their disgusting loft while they do what they do best – watch TV & play video games. As curvy Osa Lovely dips, bends and crouches to pick up the filthy mess they have left everywhere, Tyler can’t help but have his […]
APOVStory – Penny Barber – Your Mom Is A Flirt Part 2
Aunt (Penny Barber) is standing in the kitchen, wistfully gazing out the window, when Tyler (Cruise) comes in. “Good morning, sleepyhead”, she greets him. “Mom didn’t tell me you were staying”, he says. “Well, your stepmother has a lot of secrets, but you know that”, she says. “She does?”, he wonders. “How long has she […]
Milfty – Nadia White – A Wiener Celebration
Busty mylf Nadia is preparing to celebrate the 4th of July with her two stepsons Joshua and Tyler who end up trashing her preparations while dicking around. When Joshua and Tyler notice how sad Nadia is they apologize and wonder if there’s anything they can do to save the day. Nadia has a few naughty […]
AskYourMother – Bridgette B – She Needs Cock Now!
Bridgette needs dick like it’s nobody’s business, but Mike refuses to fuck. He’s passing up wild opportunities to have his cock sucked by a bangin’ milf, and Bridgette can’t believe it. Their stepson, Tyler, overhears the situation and expresses that he’d totally fuck his own stepmom. Bridgette hears Tyler’s confession and immediately jumps into action. […]
MissaX – Kyler Quinn – My Brother, The Masseur
Stepsister (Kyler Quinn) is undressing in the bedroom, as brother Tyler (Cruise) stands at the doorway with his back to her. She lies face down on a massage table, a towel covering her midriff. “Are you covered?”, Tyler asks. “Yeah”, she replies, getting comfortable. “Is everything okay?”, she asks. “Yeah, it’s just a little different […]
MyFriendsHotMom – Penny Barber 31996: Sexy Milf Penny Barber Takes Real Good Care Of A Swollen Cock
Penny Barber is on a little vacation like usual. The only thing different is this time her son’s friend Tyler came along. Lucky for him he’s feeling under the weather and gets to be pampered by his friend’s hot-ass mom. When she proceeds to check his temperature, man o’ man does it start to get […]
FreakyFembots – Alyx Star – Cuddle Fembot
Tyler’s been feeling lonely lately so he orders Team Skeet’s newest Cuddle Fembot, Alyx. Tyler powers her on and she immediately asks him to cuddle, cradling him in her milky, soft tits. She also comes with a special cuddle mode in which she jerks him off with her tits! After several cuddle sessions Tyler confesses […]
FreeuseMILF – Delilah Day And Aaliyah Love – Don’t We Have It All
Tyler is eager for Delilah to meet Aaliyah, with whom he shares a trustful, passionate relationship. Once Delilah finally comes over for dinner, she gets to have a personal taste of how close both are and immediately decides to be part of the connection. In the end, it’s all about creating a deep bond of […]
SisSwap – Delilah Day And Lilly Bell – We Can’t Lose Everything
Joshua and Lilly enjoy giving people a rough time, but they’ve made a big mistake after targeting Deliliah and Tyler. When these two get compromising film on the pair of bullies, it’s time to beg for forgiveness and give in to their enemies’ secret and perverted sexual desires if they don’t want to lose everything […]
MomsBoyToy – Lauren Phillips – One Last Time
Busty redhead Lauren Phillips can’t believe her stepson Tyler Cruise is going away for college. She has had a fun relationship with him and doesn’t want it to end. They wind up reminiscing about all the times they had wacky sexual encounters, both accidentally and on purpose. Tyler’s dad clearly doesn’t know about the special […]
MommysBoy – Sofie Marie – Car-Crossed Lovers
Tyler Cruise goes to his stepmom, Sofie Marie, and tells her that he wants a car. Sofie says she’s not going to just give him a car, so he’ll have to earn the car by helping around the house with various chores. Tyler agrees to the arrangement, unaware that Sofie has the hots for him […]
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 […]
HijabHookup – Audrey Royal And Nadia White – Thanksgiving The Hijab Way!
Audrey celebrates Thanksgiving with Tyler and his parents, Jack and Nadia. But things are a little awkward, and instead of shaking Jack’s hand, Audrey grabs him by the cock. Then, Nadia spills water all over Audrey’s blouse, revealing her perfect tits through the sheer fabric. Tyler wants Audrey to feel calm and welcome, so he […]
TeamSkeetLabs – Penny Barber And Reese Robbins – Concept: Tales Of Taboo 2
What’s up, Team Skeet fans? For this Labs update, we’re bringing back a successful experiment, Tales of Taboo. In this episode, orphaned step-siblings Reese and Tyler are 18 and ready to be on their own. But before they can go out on their own, they’ll have to stay with Penny, who is very strict and […]
MissaX – Jane Wilde – A Missa Xmas Part 3
Madi (Collins) gets dressed in the upstairs bedroom after having sex with stepdaddy Larry (Tommy Pistol) and leaves. Larry heads downstairs where Billy (Dante Colle) is still sitting by himself at the dining room table, covered with half-eaten plates of food. Larry expounds rather guiltily about his difficulties as a stepfather marrying into a crazy […]