Family Roleplay
Favorite28 Matches Found
Seduced By Mommy (2011)
- Studio: Filly Films
- Starring: Alyssa Branch, Bella Rose, Devon Lee, Isabella Rossa, Maxi Booty, Shyla Jennings, Tacori Blu, Taylor Dare, Zoey Holloway
- Movie Synopsis: Bella Rose is horny and begins to play with herself until she's joined by Shyla Jennings. Alyssa Branch has dropped out of school and Zoey Holloway says that's unacceptable. She's calls Zoey a bad nam... Read more
Mommy & Me #3 (2011)
- Studio: Filly Films
- Starring: Aryana Augustine, Audrina Ashley, Cherie DeVille, Inari Vachs, Kendall Karson, Melissa Jacobs, Melissa Monet, Shyla Jennings
- Movie Synopsis: Here's the third installment to the series "Mommy & Me" from Filly Films. Melissa Jacobs wants to have a better relationship with Audrina Ashley. Its Audrina's birthday and she bought her a ... Read more
- Studio: Girlfriends Films
- Starring: Hayden Night, Hope Howell, Magdalene St. Michaels, Raquel Sieb, Shyla Jennings, Syren De Mer, Trinity St. Clair, Zoey Holloway
- Tag Line: Mother knows best!
- Studio: Girlfriends Films
- Starring: Alice March, Bree Daniels, India Summer, Raylene, Rilee Marks, Shyla Jennings, Syren De Mer
- Tag Line: Their only sin is unconventional love!
Creepers Family: Part 5, The (2014)
- Studio: Girlfriends Films
- Starring: Aiden Ashley, Angela Sommers, Prinzzess, Sarah Shevon, Shyla Jennings, Veronica Snow, Zoey Holloway
- Movie Synopsis: Girlfriends Films is proud to present the next installation to the series that explores the dark, dysfunctional side of lesbian love at its best! Sarah is dominated and vibrated by Aiden and Zoey befo... Read more
- Studio: Girlfriends Films
- Starring: Abigail Mac, Anastasia Pierce, Dillion Harper, Nicky Ferrari, Scarlet Red, Shayla LaVeaux, Shyla Jennings, Simone Sonay
- Tag Line: Mother knows best!
Sisterly Love 2 (2015)
- Studio: Digital Sin
- Starring: August Ames, Casey Calvert, Karla Kush, Roxanne Rae, Ryan Ryans, Sabrina Banks, Scarlet Red, Shyla Jennings
- Movie Synopsis: There is nothing like the open arms of a family member to console you when you need it. When these girls need to feel better; who do they call? There's nothing like Sisterly Love! In the second instal... Read more
- Studio: Girlfriends Films
- Starring: Anastasia Pierce, Anikka Albrite, Melissa May, Mindi Mink, Scarlet Red, Shyla Jennings, Syren De Mer, Veruca James
- Tag Line: Mother knows best!
Lesbian Stepmother 4 (2018)
- Studio: Sweetheart Video
- Starring: Amara Romani, Cherie DeVille, Ivy Wolfe, Kenna James, Mindi Mink, Raven Hart, Sarah Vandella, Shyla Jennings
- Movie Synopsis: Sweetheart Video's popular series is back with more unruly stepdaughters and the lesbian stepmothers that love to seduce them! Enjoy four taboo stepmom fantasies, from an out of control stepdaughter i... Read more
Ladies Of The Family, The (2018) Compilation
- Studio: Digital Sin
- Starring: Abigail Mac, Adriana Chechik, Allie Haze, Casey Calvert, Dana Vespoli, Dani Daniels, India Summer, Jessa Rhodes, Karlie Montana, Shyla Jennings
- Movie Synopsis: Sexy moms, beautiful daughters, heavenly sisters and more! Let India Summer, Jenna J. Ross, Dani Daniels, Adriana Chechik and more horny girls seduce you with irresistible antics. Don't miss these bea... Read more
- Studio: All Her Luv (AllHerLuv)
- Starring: Bridgette B, Ivy Wolfe, Shyla Jennings
- Movie Synopsis: Bridgette B has an intruder fantasy, she finds like-minded people on the dark web and puts on an advertisement. Bridgette's step-daughter sees this and uses the opportunity to seduce her scared but oh... Read more
- Studio: All Her Luv (AllHerLuv)
- Starring: Aubrey Sinclair, Bridgette B, India Summer, Krissy Lynn, Penny Pax, Shyla Jennings, Violet Starr, Zoe Bloom
- Movie Synopsis: India Summer is finally moving on from the loss of her late husband. She's fallen in love with a very special someone she met in grief counseling. She's called her step-daughter, Zoe Bloom, downstair... Read more
Tabu Tales Compendium Vol. 3 (2019) Compilation
- Studio: Digital Sin
- Starring: Adriana Chechik, Bonnie Rotten, Casey Calvert, Elsa Jean, Katie St. Ives, Megan Rain, Natalia Starr, Penny Pax, Shyla Jennings, Veronica Avluv
- Movie Synopsis: Your darkest and most secret fantasies come to life in Tabu Tales Compendium 3, a rousing new collection of provocative scenes depicting forbidden family affairs and other tantalizing taboos . . . wit... Read more
Moms Lick Teens Vol. 19 (2019)
- Studio: Reality Kings
- Starring: Brooke Haze, Cali Carter, Cory Chase, Elsa Jean, Jaye Summers, Mindi Mink, Nicolette Shea, Nina Elle, Shyla Jennings
- Movie Synopsis: Muffdiver Down: Ever since Cali came home from college for summer vacation, she feels like her new hot blonde stepmom Nina is always watching her. The cute coed tries to get a few moments of privacy i... Read more
Easter Egg-gasm (2019)
- Studio: All Her Luv (AllHerLuv)
- Starring: Scarlett Sage, Shyla Jennings
- Movie Synopsis: ischevious stepsister, Shyla Jennings, has an affinity for pranking sweet-natured Scarlett Sage. She has bought a miraculous toy, an Egg-Gasm, that will travel far up a woman's vagina, to her g-spot ... Read more
Seduced By Mommy #14 (2017)
- Studio: Filly Films
- Starring: Alyssa Branch, Bella Rose, Emma Hix, Lilly Ford, Mia Vallis, Mirabella Amore, Shyla Jennings, Tanya Tate, Wendy Divine, Zoey Holloway
- Movie Synopsis: Welcome to Older/Younger lesbian encounters that will make you shiver with lustful thoughts! The fourteenth installment of this wildly popular lesbian series is finally here! Whatever Mommy wants, Mom... Read more
Family Dynamic 2, The (2017) Compilation
- Studio: Digital Sin
- Starring: Ava Taylor, Carmen Callaway, Casey Calvert, Dakota Skye, Elsa Jean, Jillian Janson, Mandy Muse, Natalie Monroe, Remy LaCroix, Shyla Jennings
- Movie Synopsis: This family dynamic will have you blowing your load all night long! Join Remy La Croix, Dakota Skye, Elsa Jean, Carmen Callaway and more horny girls for hot family affairs that'll leave nothing to the... Read more
Busty Stepmom Fantasies (2017)
- Studio: Devious Productions
- Starring: Cherie DeVille, Jennifer Best, Nicole Ferrera, Sheridan Love, Shyla Jennings, Stacey Sexton, Summer Daniels, Tanya Tate
- Movie Synopsis: Gorgeous young girls living out their wildest step-mom fantasies! Listen to your step-mom, she knows what is best for you!
Vampires (2017)
- Studio: Girlsway
- Starring: Abigail Mac, Angela White, Carter Cruise, Georgia Jones, Jelena Jensen, Melissa Moore, Serena Blair, Shyla Jennings
- Movie Synopsis: 2018 AVN Award Winner for Best Action/Thriller 2018 XBIZ Award Winner - All-Girl Release Feature of the Year How does a blind girl from Boston wind up in a dirty back alley running for her life? It ... Read more
Lesbian Stepsisters Vol. 6 (2017)
- Studio: Sweetheart Video
- Starring: Abella Danger, Adria Rae, Ayumi Anime, Carter Cruise, Giselle Palmer, Jill Kassidy, Katana Storm, Shyla Jennings
- Movie Synopsis: What happens when you find yourself wildly attracted to your stepsister? The answer can be found in the latest installment of Sweetheart's Lesbian Stepsisters... Shyla Jennings can't stand her caprici... Read more
Let It Bee (2019)
- Studio: All Her Luv (AllHerLuv)
- Starring: Scarlett Sage, Shyla Jennings
- Movie Synopsis: Stepsisters Shyla Jennings and Scarlett Sage are two very different personalities that don't necessarily mix well. Shyla is an obsessive bookworm who has problems controlling her temper, and Scarlett ... Read more
- Studio: All Her Luv (AllHerLuv)
- Starring: Scarlett Sage, Shyla Jennings
- Movie Synopsis: Ever since my stepsister, Scarlett Sage, became a Social Media Influencer, her personality has changed. She's no longer my best friend, my stepsister, the girl who had to "snuggle" in my tin... Read more
Twisted Sisters 3 (2018)
- Studio: Addicted 2 Girls
- Starring: Ayumi Anime, Ivy Lebelle, Ivy Wolfe, Jaclyn Taylor, Jennifer White, Katy Jayne, Shyla Jennings, Sinn Sage
- Tag Line: There's A Deeper Love Between Step-Sisters
Stepsisters (2019) Compilation
- Studio: Addicted 2 Girls
- Starring: Ivy Lebelle, Jaclyn Taylor, Jennifer White, Kleio Valentien, Marley Brinx, Melissa Moore, Shyla Jennings
- Movie Synopsis: Four hours of Stepsisters!
Lesbian Stepsisters Vol. 3 (2015)
- Studio: Sweetheart Video
- Starring: Anna Morna, Aubrey Luna, Casey Calvert, Raven Rockette, Shyla Jennings, Sovereign Syre
- Movie Synopsis: Raven Rockette stars as Ray, a lonely and rebellious trans youth about to undergo female-to-male gender reassignment surgery. Shyla Jennings plays Ray's stepsister, who is tormented by her own past. T... Read more
Teach Me Mommy (2015)
- Studio: Girlsway
- Starring: Alex Tanner, Chloe Amour, India Summer, Kendra James, Kendra Lust, Lola Foxx, Sara Luvv, Shyla Jennings
- Movie Synopsis: Nobody's born knowing everything. 90 percent of things you learn are taught by someone wiser, looking out for your best interest. A tale as old as time. Fresh daughters, and their wise step-mothers co... Read more
- Studio: Girlfriends Films
- Starring: Jillian Janson, Kali Karinena, Luna Star, Mindi Mink, Nicky Ferrari, Penelope Lynn, Shyla Jennings, Syren De Mer
- Tag Line: Mother Knows Best!
Sisters (2023)
- Studio: Girlsway
- Starring: Bunny Madison, Jenna Sativa, Kristen Scott, Lulu Chu, Maya Woulfe, Shyla Jennings
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