Family Roleplay
Favorite2,228 Matches Found
Step Mommy Mouthfuls 2 (2024)
- Studio: Manipulative Media
- Starring: Amiee Cambridge, Aria Banks, Callie Brooks, Casca Akashova, Mellanie Monroe, Riley Star, Brick Danger, Johnny Love, Nade Nasty, Oliver Flynn
- Tag Line: This is how Mommy swallows your load!
- Studio: My Pervy Family
- Starring: Carolina Sweets,
- Movie Synopsis: Getting stuck in a waiting room while your stepmom is getting tests at the doctor is about as exciting as it sounds. Ethan and his stepsister Carolina are totally bored as they mope around waiting for... Read more
Sitting on a Secret (2024)
- Studio: Girlsway
- Starring: Chloe Surreal, Kendra James, Leana Lovings, Maddy May, Penny Barber, Pristine Edge
- Movie Synopsis: Maddy May is a bit worried about her stepmom, Pristine Edge. Ever since Pristine's divorce, she's just not been the same fun-loving stepmom that Maddy's used to. Pristine's been mopey, dour, and on-ed... Read more
- Studio: Girlsway
- Starring: Athena Faris, Bridgette B, Charlotte Sins, Jamie Michelle, Kylie Rocket, Lauren Phillips, Madi Collins, Melody Marks, Rachael Cavalli, Scarlett Mae
- Movie Synopsis: Two sheepish stepsisters, Madi Collins and Scarlett Mae, are in big trouble with their stepmom, Lauren Phillips, after causing a car accident while driving together. When Lauren sits them down and ask... Read more
- Studio: My Pervy Family
- Starring: Scarlett Alexis, Peter Green
- Movie Synopsis: Peter is over at his step-cousin family's to raid the fridge and grab some grub. His step-cousin Scarlett catches him pillaging their food whenshe walks in looking fine as fuck. Scarlett is headed out... Read more
- Studio: Digital Sin
- Starring: Angelina Moon, Britney Rose, Ellie Nova, Ryder Rey, Danny Mountain, David Lee, Dorian Del Isla
- Movie Synopsis: She's had boyfriends. She's had sugar daddies. But what she needs now is the only man who's given her everything her entire life. She wants daddy's dick. Watch sexy, little stepdaughters use their tig... Read more
- Studio: Lethal Hardcore
- Starring: Alex Kane, Brianna Arson, Chloe Rose, Willow Ryder, Jerry Kovak, Stoney Curtis
- Tag Line: Young Sluts Learn Life Lessons On Their Step Dad's Dicks!
Someone's in Big Trouble! (2024)
- Studio: Girlsway
- Starring: Aften Opal, Kimmy Kimm, Laney Grey, London River, Natasha Nice, Syren De Mer
- Movie Synopsis: Natasha Nice has brought her stepdaughter, Aften Opal, a new mirror for her bedroom. Natasha lovingly primps Aften in front of the mirror, caressing Aften's cheek to compliment her pretty face, and se... Read more
Dorm Room Education (2023)
- Studio: Girlsway
- Starring: Charlie Forde, Demi Hawks, Kendra James, Kimmy Kimm, Shay Sights, Sophia Burns
- Movie Synopsis: A stepmom, Charlie Forde, and her stepdaughter, Sophia Burns, are having an ongoing affair right under the nose of Charlie's wife. When Sophia returns home from college, they get down and dirty, havin... Read more
- Studio: Filthy Kings Clips
- Starring: Kailani Kai, Jay Bangher
The Boner Pill Fiasco (2023)
- Studio: My Pervy Family
- Starring: Emma Bugg, Peter Green
- Movie Synopsis: There are lots of benefits to having a hot teen stepsister. Their ability to intelligently problem-solve isn't one of them. When Emma needs a drive from her stepbrother Peter, but he has a splitting h... Read more
Son Fun In Mum's Bum 3 (2022)
- Studio: Concoxxxion
- Starring: Selah Rain, Sofie Marie, Sophia West, Vanessa Videl
- Movie Synopsis: The multi-time AVN nominated Taboo series continues with more hot step mom/son anal action featuring some of the sexiest milfs and finest taboo roleplay. There is nothing like a mother's love and what... Read more
- Studio: Jay's POV
- Starring: Macy Meadows, Jay Rock
Mom Does It Best (2024)
- Studio: Digital Sin
- Starring: Cherry Kiss, London River, Melissa Stratton, Miss Raquel, Jimmy Michaels, Lucky Fate, Nick Strokes, Victor Ray
- Movie Synopsis: You've been on dates. You've had girlfriends. Maybe you even have a wife. None of that matters. When it's time to fuck, mom does it best. Watch horny stepsons get spoiled by gorgeous milfs with big, n... Read more
Step Mommy Fantasies (2022)
- Studio: Manipulative Media
- Starring: Addie Andrews, Armani Black, Jaye Summers, Kit Mercer, Reagan Foxx, Vanessa Cage, Johnny Love, Oliver Flynn, Peter Green, Tyler Steel
- Tag Line: What Can Mommy Do For You?
My Sexy Little Sister 17 (2024)
- Studio: Digital Sin
- Starring: Ashlyn Peaks, Kelsey Kane, Madi Collins, Sophia Sterling, Damon Dice, Jay Romero, Nick Strokes
- Movie Synopsis: You took care of your sister growing up. Now, it's her turn to give you what you need. Watch sexy sisters show appreciation for their horny stepbrothers by finally spreading their twats for that big b... Read more
- Studio: Manipulative Media
- Starring: Andi James, Annabel Redd, Gia Vendetti, Gianna Dior, Kelsey Kage, Lily Adams, Rachael Cavalli, Johnny Love, Oliver Flynn, Tyler Steel
- Tag Line: You Sure This is OK Mom?
Watching Porn with Mommy (2024)
- Studio: All Her Luv (AllHerLuv)
- Starring: Braylin Bailey, RayVeness
- Movie Synopsis: A stepmother and stepdaughter are caught spying on each other's naughty computer habits. Watch the story unfold...
Precious Keepsakes (2024)
- Studio: Girlsway
- Starring: Aften Opal, Anna Claire Clouds, Leana Lovings, Lexi Luna, Reagan Foxx, Slimthick Vic
- Movie Synopsis: Reagan Foxx is preparing dinner when her stepdaughter, Leana Lovings, returns home from school. To Reagan's surprise, Leana offers to help with meal prep- something Leana usually NEVER offers to do. R... Read more
- Studio: My Pervy Family
- Starring: Dee Williams , Ricky Spanish
Seeing Is Believeing (2024)
- Studio: My Pervy Family
- Starring: Justine Jakobs, Johnny Love
- Movie Synopsis: Clean up after your stroke session, boys. Otherwiseyou may find yourself in the situationJohnny did with his stepmother, Justine. She stumbled on a pile of dirty tissue by Johnny's bed AND saw dick pi... Read more
- Studio: Taboo Heat
- Starring: Melanie Hicks, Luke Longly
- Movie Synopsis: Collecting Evidence- Melanie shows up at David Dalmers house and she is ready for him to take some photographs of her, as a present for her husband. Melanie is wearing a yellow dress and she is wheel... Read more
Family Comes First (2024)
- Studio: Freeze
- Starring: Leana Lovings, Ryan Driller
- Movie Synopsis: Ryan Driller is a strict stepfather to Leana Lovings, his 18-year-old stepdaughter. He doesnt like her using too much social media, so he locks her out of her phone for the better portion of the day. ... Read more
Lessons From My Stepmommy 2 (2023)
- Studio: SexMex
- Starring: Gali Diva, Nekita Vanessa, Erik Klein
- Movie Synopsis: Gali Diva instructs her stepdaughter Nekita Vanessag sexually. She will teach her how to suck, ride and milk any cock. It's time to practive with her experienced boyfriend, you can get hot Lessons Fro... Read more
- Studio: Manipulative Media
- Starring: Andi James, Cory Chase, Helena Price, Sheena Ryder, Brick Danger, Johnny Love, Levi Cash, Peter Green, Ricky Spanish, Tyler Steel
- Tag Line: It's Ok... Mommy Doesn't Want You To Pull Out...
- Studio: My Pervy Family
- Starring: Melissa Stratton, Ethan Seeks
- Movie Synopsis: Sharing space isn't always the easiest. Compromises need to be made. And neither Ethan or his visiting step-aunt Melissa are the sharing type. They are immersedin their own phone conversations and tal... Read more
- Studio: My Pervy Family
- Starring: Clara Trinity, Scott Trainor
- Movie Synopsis: When Scott wakes up to a video call from his stepdaughter, Trinity, he's a little nervous. They've fooled around together before and now Scott's wife is beside him as he answers Trinity's cal... Read more
Step Son... Cum Inside Me 5 (2022)
- Studio: Manipulative Media
- Starring: Alex Coal, Caitlin Bell, Dani Lynn, Melody Marks, Valentina Bellucci, Victoria Lobov, Vivianne DeSilva, Brick Danger, Johnny Love, Peter Green
- Tag Line: "Are you ready for Mommy's pussy?"
My Step-Mom Used Me (2020)
- Studio: Girlsway
- Starring: Alina Lopez, Amilia Onyx, Ella Knox, India Summer, Kalina Ryu, Karlee Grey, Reagan Foxx, Veronica Avluv
- Movie Synopsis: It's the second time Amilia Onyx gets arrested and it's pretty clear that grounding her is not going to cut it. Officer India Summer asks her step-mom if she's ever considered spanking her daughter bu... Read more
What A Fucked-Up Family (2021)
- Studio: PornWorld
- Starring: Casca Akashova, Eveline Dellai, Kenzie Taylor, Kira Queen, Laney Grey, Melody Marks, Rachael Cavalli
- Movie Synopsis: Perfect blonde bombshell Melody Marks has an unusual relationship with her stepfather, Charles Dera: when her mom's away, not only do they fuck, but they go looking for other ladies to party with! Mel... Read more
- Studio: SexMex
- Starring: Giselle Montes, Aldo Moreno
- Movie Synopsis: This dirty old man likes to watch his granddaughter Giselle Montes having sex with her boyfriends. If grandpa manages to get an erection he fuckers her too.
- Studio: Pure Taboo
- Starring: Charly Summer, Coco Lovelock, Isiah Maxwell, Seth Gamble
- Movie Synopsis: Jessica (Charly Summer) wants nothing more than to get attention from her stepfather, Ryan (Seth Gamble). He's confident, cool, and stable... everything that she wants in a parent figure. But Ryan is ... Read more
Privilege (2023)
- Studio: Wicked Pictures
- Starring: April Olsen, Freya Parker, Julia Ann, Lexi Luna, Lilly Bell, Vanna Bardot, Damon Dice, Lucky Fate, Nathan Bronson, Ryan Driller
Stepmom Needs Me to Breed (2024)
- Studio: My Pervy Family
- Starring: Sydney Paige, Jimmy Michaels
- Movie Synopsis: A new stepmom, a new paradigm. Jimmy is just trying to relax in his room when Sydney - his new stepmother - sits on the edge of his bed to have achat. Not only does she want him to help pay bills, but... Read more
Stepdaughter Lingerie Show (2024)
- Studio: TeenyTaboo
- Starring: Alex Kane, Seth Brogan
- Movie Synopsis: When her mom goes out of town Alex Kane decides to go upstairs to visit her stepdad. She figures the best thing to wear for this is a sexy lingerie outfit, because she wants to get his cock inside her... Read more
- Studio: My Pervy Family
- Starring: JoJo Austin, Parker Sims
- Movie Synopsis: Parker just wants to play some online games with his buddies. But his stepsister Jojo wants to use the TV to watch her stupid show!? Obviously she doesn't understand the gravity of an online campaign.... Read more
Stepmom's Easter Sex (2024)
- Studio: SexMex
- Starring: Elizabeth Marquez, Pablito
- Movie Synopsis: Elizabeth Marquez asked her stepson to take some photos of her dressed as a sexy easter bunny. The young man got horny by seeing her big butt, and fucked her.
- Studio: Filthy Kings Clips
- Starring: Jackie Hoff, Brick Danger
- Movie Synopsis: I found something, something... unbelievable. A video of my dad fucking my stepsister, Jackie. Even worse? I jerk off to the video of her getting railed by the old man regularly! So I was enjoying ano... Read more
- Studio: My Pervy Family
- Starring: Roxie Sinner, James Angel
- Movie Synopsis: Can you pass the Stepsis Can Make You Bust in 2 Mins or Less - Challenge? Roxie is full of tips and tricks. She is chatting to her friend, telling her how she can get her guy off in two minutes with a... Read more
Our Way of Saying Thanks (2024)
- Studio: Girlsway
- Starring: Aiden Ashley, Alexis Tae, Hazel Moore, Jane Wilde, Maddy May, Maya Woulfe, Penny Barber, Rachael Cavalli, Siri Dahl, Syren De Mer
- Movie Synopsis: Alexis Tae is having her girlfriend, Alison Rey, stay over for the night. However, Alexis's two stepmoms, Syren De Mer and Rachael Cavalli, have a lot of rules. Alexis says she's sick of her stepmoms ... Read more
- Studio: Filthy Kings Clips
- Starring: Carmela Clutch,
Perverted Stepmom (2024)
- Studio: SexMex
- Starring: Alexandra Paris, Pamela Rios, Elber Gonzalo
- Movie Synopsis: Pamela Rios thinks that her step-son Elber is a nice and polite guy, however his girlfriend Alexandra Paris will reveal to Pam horny secrets and fantasies that will turn her on.
- Studio: Manipulative Media
- Starring: Audrey Miles, Gianna Dior, Jackie Ohh, Mia Martinez, Scarlett Johnson, Taylor Blake, Levi Cash, Peter Green, Tony Rubino, Tyler Steel
- Tag Line: WTF Bro!! Told You I'm Not On The Pill...
- Studio: SexMex
- Starring: Kari Cachonda, Silvia Santez
- Movie Synopsis: Silvia Santez has a master plan for her step-son Iran to fuck his aunt Kari Cachonda.
Bossy Stepmoms (2022)
- Studio: Hussie Pass
- Starring: Jasmine Jae, Kayla Paige, Lolly Dames, Mellanie Monroe, Apollo Banks, Jay Romero, Jayden Marcos, Ricky Spanish
- Tag Line: These MILFs have no problem telling you exactly what they want!
- Studio: Filthy Kings Clips
- Starring: Carmela Clutch, Violet Gems, Johnny Love
- Movie Synopsis: My girlfriend Violet is a real nymph. Can't get enough. She's always pawing at my cock and today was no different. Well except for one thing. While she jerks me off into her hot teen panties, Violet's... Read more
Sex And Sacrifice (2021)
- Studio: MissaX
- Starring: Alex Coal, Brianne Blu, Tyler Nixon
- Movie Synopsis: Stepsister Brianne Blu has turned 18 but her parents still try to control her, she can't stand their strict rules so she tries to move in with her stepbrother, Tyler Nixon. Tyler isn't thrilled about ... Read more
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