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 […]
What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Harley King walks in on her swap mom Jessica Starling as she’s getting dressed. Jessica assures Harley that she would never let her swap son, Tyler Cruise, see her naked, and Harley compliments Jessica’s […]
Harley King wants her stepbrother Tyler Cruise to give her a big creampie. Tyler has been resisting her charms, so Harley decides to try something different. She grabs finger cuffs and then tells Tyler she needs help buttoning her shorts. She captures him with the finger cuffs, but immediately lets him out. Later, Harley calls […]
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 […]
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” […]
Casca Akashova doesn’t like her daughter’s boyfriend, Tyler. Casca’s husband isn’t too fond of Tyler either, so he gives Casca permission to do whatever it takes to have Tyler dump their daughter. Unfortunately, no matter how hard she tries, she can’t convince Tyler to leave her daughter alone. So Casca pulls out the big bribe […]
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 […]
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 […]
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 […]
It’s 4th of July, and to celebrate we have the hot and sensual Brooklyn Gray, wearing and modeling the beloved american flag by the pool. After getting hyped, lucky hunk Tyler Cruise joins her for a fun water gun battle before she lures him inside for a naughty patriotic fuck sesh! Happy 4th of July!
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 […]
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 […]
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 […]
Two horny MILFs, Rachael Cavalli and Reagan Foxx, are on vacation, far away from their husbands on a resort surrounded by spring breakers. Now that it’s their last day, they both confess that they secretly had sex with a guy also staying their resort and turns out it was the same guy! The girls want […]
Sedona Reign just got a visit from her son’s friend Tyler who’s looking for a game controller. Sedona is bummed because she just got stood up by a date, but now that Tyler is over she can’t resist to fuck and suck his hard throbbing cock.
With Britney (Kit Mercer) making progress on her conservatorship against her controlling father (Jack Vegas), she finally finds more autonomy over her life. To embrace her self-proclaimed freedom and as a message that her father can’t dictate her life, Britney does a liberating photo shoot with photographer Tyler Cruise. To showcase her opposition even further, […]
Stepnana Beth McKenna is all about educating and helping out. First she teaches Tyler to give himself a handjob, then she turns to his gilfriend for sloppy pointers and a tag team effort.
Brandi Love has her best friend’s daughter Lily Larimar staying with her. Lily has the hots for Brandi’s stepson, Tyler Cruise. The three of them are in the kitchen enjoying coffee together when Lily begins making innuendos to Tyler about how much she loves cream in her coffee. Brandi pulls Lily aside and tells her […]
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 […]
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 […]
Lately, Mike noticed that his stepdaughter River has been distracted from school. She’s in her senior year and she can only think about sex right now, so he forbids her from associating with any boys to keep her focus on her grades. However, River doesn’t like being told what to do, so she tricks Tyler, […]
Victoria Lobov has a new set of beautiful tits but no one to share them with. But her luck changes when her stepgrandson, Tyler Cruise, walks into her room just in time to see his step-nana showing off. Although Tyler is hesitant at first, he quickly comes around to the idea of grabbing a handful […]
Crystal Rush enters her bathroom, and is dismayed to find her stepson Tyler Cruise taking a shower. She complains that they’ve talked about this before, and he needs to quit using her bathroom. But Tyler says that his shower sucks, and Crystal’s is much better. Crystal is annoyed and tells him to just hurry up, […]
Athena brings her stepson Tyler to see therapist Dr. Sonia Harcourt to work on his intense masturbation issue. When Athena reveals that she overheard Tyler calling her name while jerking off, Dr. Sonia tells her it’s perfectly normal for him to feel attracted to his stepmom. Dr. Sonia then guides them through an intimacy exercise […]
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 […]
Alexis Malone is cleaning up after a party and the only person who stayed to help is Tyler, her son’s friend. Alexis has known how sweet Tyler is and wants to repay him for all his help. She gets into her sexy lingerie and invites Tyler’s cock to pound on her tight wet Milf pussy […]
Tyler is the new intern. He is a hardworking guy but fails to keep up with the demands of Mrs. Ireland, his strict milf boss. She is a force to be reckoned with: loud, smart, and as intimidating as she is hot. Failing to fulfill her expectations, Tyler is called for a meeting to discuss […]
Rayveness is feeling all hot and bothered, and her only alleged cure is for Tyler Cruise to go to town on her. All over the house, Tyler has to help keep his stepgran cool. It starts with simple procedures but soon escalates into full-on fucking. Tyler is apprehensive at first but will do whatever he […]
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 […]
Aria Valencia loves the circus, so she’s overjoyed that it’s in town. She dresses as a ringmaster, complete with whip, and goes to find her stepbrother Tyler Cruise. Tyler is in bed naked with just a blanket covering him, which Aria discovers when she grabs the blanket to use as a cape. Aria is embarrassed, […]
Andi James is home after a hard day of work and walking in heels all day is really rough. She finds her son’s friend Tyler waiting alone. Andi immediately takes advantage of the situation knowing her son won’t be back for a good couple of hours. After a foot massage from Tyler, she decides to […]
It’s Halloween–busty Bridgette’s favorite season! She always throws a big party at the house and forces everyone to participate. Her stepson Tyler is not a fan as she is, but his dad Mike makes him help Bridgette by threatening not to pay for his upcoming holiday trip. Though initially reluctant, Tyler joins his dad and […]
Celestina Blooms and Cody Carter have a sleepover with Gia DiBella and Tyler Cruise. When Cody and Tyler find nothing to do with no TVs in the house, their next move is to bother Celestina and Gia. The four opt for a game of “Truth or Dare,” which doesn’t take long to heat up.
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 […]
Tyler is paying a social media manager to help him get more followers but it doesn’t seem to be working because he only posts pictures of himself. His manager suggests that he get a girl so Tyler finds the Team Skeet Fembot 2.0 Beach Babe Edition online and orders one immediately. Kenna the Fembot turns […]
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 […]
You know how they say it’s never late to fulfill your dreams and go back to college, that is precisely what MILF babe Dee Williams is doing. Finals are around the corner and Dee needs a studying partner. She seeks the help of her son’s friend since she feels comfortable with him. Dee has been […]
Hot Milf babe, Lolly Dames, is about to take a huge cock in her tight ass! This is anal play at it’s best! Do not miss this horny MILF in epic ass action!
Victoria Lobov is brought in by young loss prevention officer Tyler Cruise, who claims Victoria was seen putting merchandise in her purse. Tyler finds a fancy black vibrator in Victoria’s purse, thus recommending a more extensive search. Appalled by Tyler’s tactics, Victoria demands to see his boss. Using the time Tyler is away, Victoria attempts […]
When Ariel catches her stepson Tyler jerking off on the couch, she tells him off and forbids him to do it anymore. Not long after, Ariel catches him again furiously fapping, so she confronts him and Tyler says that he can’t help how horny he feels. After being fap free for a while, Tyler’s balls […]
Tyler makes sure to give his stepmom Skylar a hug before leaving for school in the morning, but Skyler is left horny so she goes up to her room and puts in her butt plug. Suddenly Tyler walks in on her and Skyler sits down with him to explain her dirty little secret. Turns out […]
Tyler Cruise walks around the house with a hamper collecting his stepsister’s dirty laundry. Maria Kazi is super hot, so when Tyler finds one of her bras he can’t help but daydream about how her tits might look in it. Maria walks in right as Tyler mumbles to himself that he thinks her boobs would […]
Tyler is having a hard time learning French. Luckily his teacher, Cassie Del Isla, believes that no student should be left behind and she is willing to take out-of-the-box measures to ensure Tyler learns. She decides to reward Tyler…for every word that Tyler pronounces correctly in French, Cassie will take off a piece of clothing. […]
Jane Rogers is in art class and gets a visit from her friend’s brother Tyler. She’s been eyeing him for some time now and finally gets her chance to fuck and suck his big cock.
Tyler Cruise has always had two stepmoms, Kendra Cole and Diana Grace. Now that Tyler is all grown up, he has begun to notice that his two stepmoms are smokin’ hot. Kendra and Diana are cleaning the house today, which gives Tyler plenty of opportunities to see their cleavage and get a view up their […]
Delilah Day and her stepbrother Tyler Cruise are looking to purchase a place together. Pristine Edge, their realtor, introduces herself and asks if the stepsiblings are together. They swear they’re just looking for an investment property, but their level of flintiness tells Pristine otherwise. Delilah is also clearly into Pristine, who is definitely vibing with […]
Shay Sights gets an unexpected dick pic from her son’s friend Tyler by accident. It was meant for a someone he’s trying to hook up with. She tells him that you shouldn’t just send a picture of your dick to someone and expect anything to happen. Shay shows him how to set the tone in […]
Sienna Rae gives a surprise visit to her son at college to see how he’s holding up living on campus. Tyler, Sienna’s son’s classmate, bumps into her and lets Sienna know that he’s taking exams and won’t be back for a few hours. Tyler is such a nice guy that he offers Sienna to wait […]
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, […]
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, […]
Sara Jay arrives home after a long day at the gym and is super sore. Luckily her son’s friend, Tyler, is there to give her a massage. Sara is so impressed by how good Tyler can make her feel that she decides to have him make her pussy feel good too.
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 […]
Super sexy cam girl Amber Moore is giving Tyler a private channel where they can chat and she can show off her amazing bubble butt and sexy body. But as soon as the tokens stop coming in, the show is over. Tyler starts to imagine what it’d be like in real life. His wet dream […]
Lauren Phillips has caught her stepson Tyler Cruise watching porn on his cellphone, so she’s decided to confiscate it for a few days as punishment. But Tyler is going stir-crazy without his phone, so he decides to sneak into Lauren’s bedroom to get it back. When Tyler enters Lauren’s bedroom and starts poking around, he […]
Stepsiblings Anthony Pierce and Braylin Bailey visit their best friends Aria Carson and Tyler Cruise. When the girls go to hang out in Aria’s room, they guys discuss how they’ve been hearing rumors about their stepsisters being lesbians, so they decide to spy on them a little. When Anthony and Tyler peek through the door, […]
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 […]
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 […]
When Tyler catches his stepsister Maria fucking his stepbrother Diego he’s freaking out at first, but when Maria suggests that he could join them, they soon are involved in the naughtiest stepsibling threesome ever!
Tyler Cruise has a new stepfamily, including Megan-18, a hyper realistic doll. His stepmom insists that Megan is part of the family, so Tyler does his best to try engaging her in conversation. Later, Tyler asks Megan to read him a story because he can’t sleep. Megan tells Tyler that she can’t make him forget […]
Tyler Cruise has been working at August Skye’s place all week and staring at her in a not so subtle way. August has been feeling neglected and is in need of sucking some dick. She caught him staring at her tits a couple of time, so she comes forward about her needs… Next thing Tyler […]
Laney Grey is getting ready for a house tour but she cant find a vase. Luckily her friend had it and she sent her brother to drop it off, but Laney has always had a crush on her friend’s brother. Well Laney is finally single and ready to try out the new couch by fucking […]
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 […]
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 […]
Lacey London and her stepson Tyler Cruise have been dancing around their mutual attraction for far too long. He thinks Lacey is too young to be married to his dad, especially since he’s super into her himself. Lacey tells Tyler that she’s free use for him, but he doesn’t act on it until later. Lacey […]