Family Roleplay
Favorite3,347 Matches Found
Stepmom Sex Ed 6 (2024)
- Studio: Nubiles
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
Mommy Takes A Squirt (2016)
- Studio: Girlsway
- Starring: Adriana Chechik, Bridgette B, Carmen Caliente, Holly Heart, Kendra James, Kendra Lust, Lyra Law, Riley Reid, Veronica Avluv, Veronica Vain
- Movie Synopsis: Humans are known to be curious beasts. There are times when we all had fantasies that were so odd that we were afraid people would think we're crazy! But the women in this film have waited too long to... Read more
- Studio: Taboo Heat
- Starring: Cory Chase, Johnny, Johnny Love, Luke Longly
- Movie Synopsis: My New Girlfriend- Johnny walks into the kitchen to talk to his step-dad about how his girlfriend just broke up with him! He tells Luke how his ex-girlfriend found all of his step-mom porn on his pho... Read more
Sibling Rivalry (2020)
- Studio: Yummy Girl
- Starring: Sofie Marie, Alex Jett, Rion King
- Movie Synopsis: Sibling Rivalry a taboo tale. Alex is home from school and finds his stepmum in the laundry room, and one thing leads to another, and Sofie sucks off Alex, and then he fucks Sofie on the washer/dryer ... Read more
- Studio: Taboo Heat
- Starring: Cory Chase, Lory Lace, Luke Longly
- Movie Synopsis: Kissing Step Sisters- Cory is in the kitchen this morning, making her step-sister, Lory, a cup of espresso that she loves so much! Cory is wearing a black bathrobe and Lory is wearing a red bath robe... Read more
Family Pies Vol. 11 (2021)
- Studio: Nubiles
- Starring: Chloe Cherry, Chloe Temple, Danni Rivers, Dava Foxx, Reagan Foxx, Rosalyn Sphinx, Whitney Wright, Zoe Bloom, Dick Chibbles, Jacob Steel
- Movie Synopsis: Rosalyn and her stepdad are hosting a 4th of July BBQ for a friend and his stepdaughter Whitney. Everything is going fine until Rosalyn finds her stepdad balls deep in Whitney's pussy! Rosalyn thinks ... Read more
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: Sweetheart Video
- Starring: Evelyn Claire, Julia Ann, Kayla Paige, Lily Larimar, London River, Penelope Kay, RayVeness, Sera Ryder
- Movie Synopsis: Julia Ann enters Penelope's bedroom upset, explaining her laptop battery was dead so she used Penelope's laptop. Juia admits that she saw her open messages about having a crush on her and admits she h... Read more
- Studio: Filthy Kings Clips
- Starring: Kailani Kai, Jay Bangher
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
Mom Wants to Breed 3 (2024)
- Studio: Nubile Films
- Starring: Jennifer White, Lauren Phillips, Liv Revamped, Mona Azar, Alex Mack, Diego Perez, Jay Romero, Jimmy Michaels, Tyler Cruise
- Movie Synopsis: Jennifer White Jennifer discovers that her stepson has a pregnancy fetish and decides to discuss it with him. He's fixated on her boobs and Jennifer decides to fulfill his desires. Soon he's deep insi... Read more
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?
- 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?
Stepmom Loves Anal 1 (2024)
- Studio: Filthy Kings
- Starring: Armani Black, Brittany Andrews, Cassie Del Isla, Dixie Lynn, Syren De Mer, Brick Danger, Johnny Love, Peter Fitzwell
- Movie Synopsis: Worried her stepson is too attached to his fucktoy, Armani gives him her ass! Having a horny stepmom like Cassie has it's pluses and it's.... well, more pluses! Syren helps her stepson understand th... Read more
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
Moms Lick Teens Vol. 34 (2024)
- Studio: Reality Kings
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
Granny Loves Young Cock 4 (2023)
- Studio: Score
- Starring: Amanda Ryder, Juliett Russo, Lacy, Payton Hall, Renee Kane, Taylor Leigh, Connor Kennedy, Milan Ponjevic, Oliver Flynn, Sam Shock
- Movie Synopsis: The six real women in this movie don't care about societal conventions. All they care about is getting fucked long and hard by big, young cocks. Latina MILF Juliett Russo wakes up her daughter's fianc... 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
Mom Wants to Breed (2022)
- Studio: Nubile Films
- Starring: Bunny Madison, Jennifer White, Jessica Ryan, Nina Kayy, Diego Perez, Jay Romero, Juan El Caballo Loco, Oliver Flynn
- Movie Synopsis: Jennifer insists her stepson fill a cup with his load so she can taste it to see if he's eating properly. When he has trouble cumming on his own, this naughty stepmom swings into action and uses all h... 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
She Caught Me (2018)
- Studio: Girlsway
- Starring: Ashley Fires, Brandi Love, Cadence Lux, Chanel Preston , Dillion Harper, Eliza Jane, Haley Reed, Mona Wales, Samantha Rone, Sarah Vandella
- Tag Line: Relax honey . . . you trust me don't you?
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: MissaX
- Starring: Alexis Fawx, Tyler Nixon
- Movie Synopsis: My dad hates to watch old movies, especially Westerns, it's become sort of a Friday night tradition that mom and I watch them together. I call out to my mother, "it's starting, hurry!" My fr... Read more
My Stepson Is Evil (2019)
- Studio: Evil Angel - Dana Vespoli
- Starring: Alexis Fawx, Dana DeArmond, India Summer, Jasmine Jae, Alex Jett, Logan Pierce, Nathan Bronson, Seth Gamble
- Movie Synopsis: 2020 AVN Award Nominee Best Taboo Relations Production Created under the prestigious Evil Angel Films imprint, director Dana Vespoli's "My Stepson Is Evil" is a series of dark, taboo vignet... Read more
Mother-Son Secrets #4 (2013)
- Studio: Forbidden Fruits Films
- Starring: Jodi West, Jimmy Legend, Levi Cash, Peter Delmar
- Tag Line: Entitlement Issues/Mother's Secret Scent
Son Fun in Mum's Bum 2 (2020)
- Studio: Concoxxxion
- Starring: Andi James, Erica Lauren, Raven Hart, Syren De Mer
- Movie Synopsis: "The AVN nominated taboo series continues with more hot mom/son anal action. If you like extended taboo roleplay and hot moms that do anal look no further!"
Naked Life, The (2018)
- Studio: Girlsway
- Starring: Adria Rae, Alexis Fawx, Anya Olsen, Bella Rose, Brandi Love, Cassidy Klein, Dillion Harper, Reagan Foxx, Reena Sky
- Movie Synopsis: Anya Olsen is packing up her stuff. She asks her stepmother Reagan Foxx if she can stay with her after the divorce, but she tells her lovingly that she must go live with her father. Anya promises she'... Read more
- Studio: Evil Angel - Dana Vespoli
- Starring: Aidra Fox, Casey Calvert, Dana DeArmond, Dana Vespoli, Julia Ann, Lola Foxx, Serena Blair, Sovereign Syre
- Movie Synopsis: Dana Vespoli, the twisted pornographer is proud to present "My Evil Stepmom Fucked My Ass." Get ready for a bumpy ride featuring all-female dildo sessions with filthy family dynamics - hot, ... Read more
Stepmother 3, The (2010)
- Studio: Sweet Sinner
- Starring: Lisa Ann, Michelle Lay, Sara Stone, Alan Stafford, Dane Cross, Joey Brass, Randy Spears
- Tag Line: She's his dad's trophy wife; he's a college drop out. Together, they're a scandal waiting to happen.
- Studio: Girlfriends Films
- Starring: Ashlyn Rae, Darryl Hanah, Dia Zerva, Diamond Foxxx, Hayden Night, Lexi Belle, Nicole Moore, Nikki Rhodes
- Tag Line: Mother Knows Best!
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
I'm Not Your Mommy 2 (2023)
- Studio: Nubile Films
- Starring: Aiden Ashley, Claudia Monet, Jennifer White, Leana Lovings, Lexi Luna, Pristine Edge, Joshua Lewis, Juan El Caballo Loco
- Movie Synopsis: Lexi is determined to seduce her young but very nervous accountant. When he fumbles her pass, Lexi takes charge, putting his hands on her tits. She then makes things even clearer by shoving his face i... 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: Pure Taboo
- Starring: Alina Lopez, Emma Hix, Sarah Vandella, Dick Chibbles, Lucas Frost
- Movie Synopsis: Sadistic boyfriend (Lucas Frost) makes his girlfriend (Emma Hix) seduce her step-mom (Sarah Vandella) under threat of eviction from the house. But they'll find out soon enough that Bradley wants to do... Read more
Mom's Guide To Sex 13 (2023)
- Studio: Crave Media
- Starring: Aila Donovan, Becky Bandini, Carmen Valentina, Katya Rodriguez, Kay Carter, Lisey Sweet, Michelle Anthony, David Lee, Juan El Caballo Loco, Rion King
- Movie Synopsis: When Aila learns that her stepdaughter is not very good at giving blowjobs, her motherly urges cick in and she makes it her mission to teach Michelle how to be a better lover! When Juan shows up with ... Read more
- Studio: Girlfriends Films
- Starring: Arielle Faye, Eva Long, Holly Hendrix, India Summer, Lena Paul, Mindi Mink, Reagan Foxx
- Tag Line: Mother Knows Best!
Moms Bang Teens Vol. 45 (2021)
- Studio: Reality Kings
- Starring: Aften Opal, Ariella Ferrera, Cory Chase, Giselle Leon, Haley Reed, London River, Logan Pierce, Seth Gamble, Small Hands, Xander Corvus
- Movie Synopsis: He's No Good: Is MILF London River being too hard on her new naughty step-daughter Aften Opal? The hot mom sure loves being assertive with the cute girl. After a fight about Aften's new boyfriend, Lon... Read more
- Studio: MYLF
- Starring: Alexis Fawx, Kagney Linn Karter, Makayla Cox, Tucker Stevens
- Movie Synopsis: There's a fine line when you have a hand in raising another woman's son, and some stepmoms can't help but cross it. Sex makes an excellent reward for a horny young man, as long as his dad doesn't find... Read more
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