What would happen if four families each contributed one member to create a new family? In this episode of Family Swap, Peter Fizwell is watching the game with his swap son Jimmy Michaels when his swap wife and swap daughter, JC Wilds and Selena Ivy, bring snacks. They all toast to what a great experience […]
Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Jimmy learns that his final date is Pristine herself. Pristine isn’t happy about the producers putting her in this […]
Pristine Edge has convinced her stepson, Jimmy Michaels, to date four of her milf friends plus one mystery lady in an effort to hook him up with a girlfriend. In this episode of Dating My Stepson, Sarah Taylor is the lucky lady who gets to date Jimmy first. The date that Pristine has arranged is […]
Charli Phoenix has Thanksgiving dinner ready to go, but her son won’t be making it. That’s a shame, because Charli needed someone to wear the Pilgrim outfit that she picked up. Luckily, her son’s friend, Jimmy, stops by and he looks like he could fill out the outfit pretty well. Jimmy has no intentions of […]
Hawaiian cutie Mochi Mona makes her Hussie🌴Pass debut today, and owner Brian Omally tapped our good friend Jimmy Michaels 😊 to be his wingman in this split-filled BBG threesome scene! Director Johnny Robins kicks things off by interviewing Mochi, where she shows us how flexible she is before she gets her juices flowing, first with […]
Mayara and Tiffany sit on the living room floor with their art pads in hand. They’re trying to draw nude male models, but without the anatomy in front of them, the milfs are having difficulty capturing the image. Behind them, their stepsons, Jimmy and Nicky, attempt to snatch a credit card and a phone to […]
Kylie Rocket sneaks her boyfriend, Jimmy Michaels, into a private room, making sure to keep things quiet as she does. It turns out that Kylie’s parent, Laney Foxxx, won’t allow her to bring boys home. Kylie doesn’t think that Laney will find out, however, since Laney’s busy with one of her massage clients at the […]
Laya and Riley are forced to stay at home and take care of their teen stepbrothers Parker and Jimmy. The girls really want to go to a party and hook up with these really cute guys from school one night but, with nothing else to do, they start doing sexy stuff together, something their stepbrothers […]
Tiana Blow and her friends Eliza Ibarra and Kimmy Kimm are having some girl talk. Tiana announces that she’s been having a dry spell and her friends tease her by claiming she’s jealous of how much ass Kimmy is getting. They go on to claim that Tiana has a crush on her stepbrother, Jimmy Michaels. […]
Chloe Temple and her friend Bianca Bangs are enjoying a game of ring toss. They ask Chloe’s stepbrother Jimmy Michaels to play with them, but he declines. The girls decide to take the game to Jimmy. They bring the rings to his bedroom and tell him they’re going to play ring toss on his dick. […]
Dirty talking, flashing, and erotic boundaries are crossed when a group of co-workers, Alexia Anders, Dante Colle, and Jimmy Michaels complete to be the first to finish their report by the end of the day. “Work hard, play hard” is the company motto so naturally, a naughty surprise awaits the winner!
Sarah Taylor and Katrina Colt are hanging out with their stepsons, Jimmy Michaels and Ricky Spanish. Sarah plays a video game with Jimmy while Katrina chills with Ricky. When Sarah pulls out Jimmy’s stiffie to stroke it, Ricky wants the same treatment from his stepmom. Instead, Katrina sends Ricky over to the couch where their […]
Armani Black and Mandy Waters are hanging out as they complain about how much their stepsons eat. Mandy complains her stepson Parker Amrbose is also going through an awful lot of tissues and toilet paper with all the masturbating. Armani confesses that she solved that problem by just letting her stepson Jimmy Michaels cum inside […]
Long-haired Latina cutie Madison Wilde returns to the Hussie🌴Pass set today for her 1st ever on-screen BBG threesome, and we matched her up with our very own Brian Omally & young buck Jimmy Michaels 😊 for today’s dazzling update! After director Johnny Robins helps us get reacquainted with the SoCal babe, Madison strips off her […]
Lola and Serena like to bully their stepbrothers Berry and Jimmy. The girls are mean to them and enjoy humiliating them constantly. One day, when discussing their sexual inexperience, Lola and Serena decide to use their stepbrothers differently. That is, by having sex with them to finally lose their virginities. The plan is set and […]
Misty is not a milf to be trifled with. She’s busty, lusty, and she has spectacular pussy power that can make a man out of just about anyone. Misty has her focus set on Jimmy and Nicky. These fellas are in for an intense workout and some of the most demanding training they’ll ever experience. […]
Athena Anderson’s husband has his work trip extended. That’s too bad, cause Athena has been in the mood for some cock. She decides that she can’t wait a few more days and has her neighbor come over to give her a hand…and a cock! See, Athena has caught her neighbor checking her out in the […]
Jimmy is hanging out at his friend’s place while his friend is at the gym. That’s when his friend’s mom Lolly Dames walks in and catches him munching on some cereal. Lolly notices that Jimmy looks kind of down though, so she tries to get him to open up and tell her what’s wrong. Jimmy […]
Jimmy Michaels brought his girlfriend, Laya Rae, home to meet his step mom, Sandy Love. The moment Sandy took one look at Laya, she was instantly infatuated with her. She started peeping into Jimmy’s room where he caught him going down on Laya. She quietly watched and soon signaled for her to come out and […]
Jimmy and Parker want to go to a party, but they’re shut down by their stepmoms, Mandy and Spencer, because it’s Yom Kippur. They must act tough, but Mandy and Spencer are just as horny as Jimmy and Parker and can’t wait to break their fast. Thinking they’re alone, Mandy and Spencer have a little […]
A “neighborhood watchman” (Jimmy Michaels) receives a call from Christie Stevens, the big-breasted supervisor of a quiet gated community, because a strange disturbance in someone’s home has been causing some complaints. A sexy investigation inside the house— Jimmy’s dick stiffens at Christie’s huge tits— quickly reveals a Nymph (Marcia Hase) vigorously jacking off her pussy […]
Black-haired MILF Jennifer White’s smoking hot, and so is her house. Turning up the A/C doesn’t help her cool down, so she takes matters into her own hands and cuts her jeans into Daisy Dukes before calling for a servicing. Repair guy Jimmy Michaels knows he’s got everything this sexy MILF needs, and when he […]
ddis, Madison, and Molly are having a girls’ night, playing with their cell phone cameras and talking about sex. They soon discover that Addis hasn’t had any experiences with guys, so they decide to help her out by teaching her how to kiss and by sucking her pussy so she learns what she likes. Suddenly, […]
The Draft 2 (Part 1 of 3): It’s time for another year of fantasy football, and this season, things are as hot as ever! Nade surprises the rest of the draft crew when he reveals his stepsister, Slimthick, is looking to join their fantasy league. Not surprisingly, Tiffany, Jimmy, Joey, and Nicky are not into […]
Since Logan saw his stepsister Serena naked by accident, he hasn’t stopped thinking about her. To make matters worse, one day, Serena brings home her BFF Sawyer and her stepbrother Jimmy to fool around with them. The three are wild at it until Logan interrupts the scene. Now, the girls agree that to keep Logan […]
Armani is shocked to catch his little stepson, Jimmy, having rough sex with his new girlfriend Molly. The fierce stepmom stops them in the act, making a hell of a scene. This makes Jimmy so mad that he decides to confront her with his girlfriend on his side, threatening to move away from the house […]
Jimmy went to the beach and forgot sunscreen so he’s left with the worst sunburn. Chloe Amour comes to the rescue to put some aloe on him. Chloe is like a second mom to him but Jimmy has always seen her as a MILF. Many jerkoffs had been made in her honor. He makes a […]
Jimmy Michaels just expected some fun in the sun and burgers when he goes to his girlfriend’s house, but what he didn’t expect was his GF’s bestie Ari Electra trying for a taste of his sausage! Ari busts in on Jimmy while he’s putting on his swim trunks, then sneakily rubs his cock in the […]
Hot MILF Ebony Mystique is interviewing two of the all-time greatest Lil Humpers, Jimmy Michaels and Jordi El Nino Polla! Ebony has some hard-hitting questions–emphasis on the hard–for the guys, but she can’t simply talk about sex for long with these two big dicks ready and waiting for her. Ebony twerks for ass fan Jimmy […]
Nipply 22-year-old “jackrabbit” Bianca Bangs makes her Hussie🌴Pass debut today, and seeing as she’s never been with two studs at the same time, we called in James Angel & Jimmy Michaels 😊 for her 1st ever BBG threesome scene. After director Johnny Robins helps us get to know a little bit about the former owner […]
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 […]
Sasha Pearl is doing dishes when her stepson Jimmy Michaels joins her in the kitchen. He tells her that he’s gonna go out for a while, but when Sasha quizzes him about where he’s going and with whom he gets flustered. Eventually it comes out that Jimmy gets boners around Sasha and he needs out […]
The lovely Sandy Love makes her Hussie🌴Pass debut today and seeing as she’s a sexy cougar, we just had to bring back our MILF loving friend Jimmy Michaels for this better-late-than-never update! After our director helps us learn a little bit about the Argentinian Goddess, Sandy strips naked and begins to diddle her very meaty […]
Back to the Cooter (Part 1 of 3): It’s the year 2019, and all Jimmy wants to do is go back to the year 1985, which he sees as the pinnacle of human ingenuity. He develops a wicked time machine and brings Carlos with him on what is to be an unforgettable journey. Only there […]
Cadet Khloe (Part 2 of 3): Previously, Kloe hooked up with her teacher, Mr. Joey, so that he would change her failing grade. When Khloe gets caught, she gets sent away to TeamSkeet Reform School for Rebellious Teens. Now, with her newfound friends Chloe and Freya, Khloe is under constant surveillance. Their wannabe drill sergeant […]
Armani Black and her new stepdaughter, Violet Gems, love the vacation cottage where they’re staying, and they both decide that handyman Jimmy Michaels is just what they need to make their vacay even better! Violet is the first to stake her claim, grinding her ass against Jimmy, but Armani “accidentally” spills some sodas all over […]
Even the best performers sometimes like to use a bit of extra fire in bed. Dildos, vibrators and pocket pussies, oh my! Here are some of our hottest examples of toys adding an extra dimension to a good fucking!
Hard times make strong men. Except for Jimmy Michaels, he’s weak. And not hard – not yet, anyway. But when his skanky stepsister Bambi Barton is getting changed with her door open, Jimmy snaps a few pics of her juicy tits. Jimmy ain’t no dummy! Now off to the bathroom to tug it. Except Jimmy […]
Masseur Jimmy Michaels’s professionalism is put to the test when hot influencer Jordyn Falls and her friend show up. Jordyn takes her tits out right in front of him, and her friend oils up Jordyn’s booty and tells him to rub it! Jimmy starts getting into it, and soon he’s massaging Jordyn’s cheeks with his […]
Horny MILF Andi James wants to blow her new husband, but he gives her the brush-off. Andi thinks she’s home alone so she starts feeling herself, but when she walks in on her surprisingly hung new stepson, Jimmy Michaels, in the shower, she decides to get her dick fix with him! Jimmy can’t believe it […]
Jimmy Michaels has a crush on Alexis Malone, his friend’s mom. Alexis is hot as hell, so it’s no surprise she has attracted his attention. Alexis tries to shut Jimmy down, moving away from him, but he continues to look for excuses to put his hands on her. When Jimmy walks in on her in […]
Chloe Temple has a new stepdad and stepbrother, and she’s really loving the life with two unrelated guys in the house. She spends plenty of time flirting with her stepbrother, Jimmy Michaels, but won’t fuck him because he’s just not ready for her yet. Her stepdad, Danny Steele, is a whole other story. While Chloe […]
Spikey Dee and Jimmy Michaels are playing a video game when Jimmy’s stepmom, Armani Black, walks into the room. Dressed as a maid, Armani flirts hard with Spikey by lifting her skirt and sending him do me looks. Spikey points it out, and Jimmy casually mentions that he thinks his stepmom wants his creampie or […]
Callie Black is excited to celebrate her first Mother’s Day as a brand-new stepmom. After her husband wakes her up by sucking on her tits, she decides to have some holiday fun by masturbating in bed… only for her new stepdaughter, Victoria Lobov, to want in on the action! She eats Callie out and then […]
Cinco de Mayo has to be one of the funnest holidays out there. Tacos & music – what’s not to love! But some people get a tad TOO excited, if that’s even possible. When uber-MILF Callie Brooks comes home to see her pale gringo stepson, Jimmy Michaels, decked out in a sombrero & rocking the […]
Armani Black loves to dress nice and sexy. Showing off her big bazongas is priority number one for any outfit this milf puts on. Knowing that she’s about to meet her fiance’s parents, she pours herself into a sexy black dress and then out to where her soon-to-be stepson Jimmy Michaels is sitting to get […]
Gaby was going to a party with her bestie, but instead, she got stuck with her bestie’s brother Jimmy and teaches him the perfect recipe for Guacamole and hot Latina sex!
Delilah Day is feeling bored, so she gets her stepbrother, Jimmy Michaels, to play hide and seek her. She tells him that if he wins he can play with her tits. Before Jimmy can protest, Delilah runs off and begins to hide. Jimmy chases after her. He finds her twice. During the last round, Delilah […]
Chanel Camryn and Penelope Kay are having fun daydreaming about characters from their favorite star saga. The talk turns to cocks, and then ultimately to Penelope’s stepbrother, Jimmy Michaels. The girls flirt with Jimmy, but he is suspicious of their motives and takes off before he can get into trouble. That’s just a challenge for […]
Freya and Jill get waitress jobs to make ends meet. They practically earn nothing, but, in the meantime, their stepbrothers Jimmy and Nicky are making it big time, with tons of money from the stock market business. The girls ask the guys to teach them how to make money doing the same thing online so […]
Jennifer White is a stepmom now. Since Mother’s Day is coming up, she begins making a list of things she wants from her stepson Jimmy Michaels. Jimmy’s dad is out of town, so Jennifer tells her stepson that she figures she can celebrate together with him. Later, Jimmy calls Jennifer into his room. He has […]
Liv Revamped is helping her stepson Jimmy Michaels get ready for the prom. She has gotten his suit all ready and makes sure that she’s there to answer any questions or address any concerns he may have. Jimmy confesses that he’s a little concerned he’ll get his super hot date pregnant because he cums a […]
Being a stepmom isn’t easy & Anissa Kate really wants to have a healthy relationship with her new stepson Jimmy Michaels. Jimmy has always been a little stand-offish with her so she decides to confront him. When he heads to the bathroom during their conversation, Anissa gets a gander on his phone only to find […]
It’s the end of the world as we know it, and all anyone can think about is getting laid one last time – or for the first time. Misty and Vivianne are looking for a little action, and their stepsons, Jimmy and Parker, are terrified to die virgins. The group knows they have to jump […]
You Sure You Want To Watch Hunny? My husband is a disgusting guy & I love him for it. We have a lot of things in common, one being that I like to get fucked by other men and he likes to watch it happen. So he’s away for work when he calls me & […]
Anissa Kate is trying to sell Jimmy some art, but Jimmy isn’t budging. Anissa needs to make the sale so she decides to throw in a bonus. If Jimmy hands over the cash for a pair of vases, then Anissa will let him play with her tits and cum in her pussy. SOLD!
Summer Hart is frustrated that her stepson Jimmy Michaels is constantly tearing his clothes up. She lectures him about how he needs to learns some life skills. Jimmy tries to defuse the situation by giving Summer a back rub, but she storms out of the room when she realizes that Jimmy is staring down her […]
