Family Roleplay
Favorite62 Matches Found
Step Dad... Cum Inside Me (2020)
- Studio: Manipulative Media
- Starring: Alina Belle, Bailey Brooke, Dani Lynn, Nia Nacci, Sloan Harper, Tucker Stevens, Levi Cash, Mirko
- Tag Line: Dad... You Sure I Won't Get Pregnant?
Moms In Control 16 (2021)
- Studio: Brazzers
- Starring: Aaliyah Hadid, Alura Jenson, Bailey Brooke, Eva Long, Jill Kassidy, Kendra Lust, Kristen Scott, Lela Star, Sarah Jessie, Xander Corvus
- Movie Synopsis: Jill Kassidy has to spend a whole weekend with her busty stepmom Lela Star and neither of them wants to be there. But the fact that the concierge, Keiran Lee, is drooling all over Lela's big fake tits... Read more
- Studio: Manipulative Media
- Starring: Alex Blake, Annabel Redd, Bailey Brooke, Melanie Hicks, Michele James, Brick Danger, Johnny Love, Kyle Mason , Tony Rubino, Tyler Steel
- Tag Line: "Helping Sis Get Back At GF"
All In The XXX Family (2018)
- Studio: FullPornNetwork
- Starring: Alexis Fawx, Alison Rey, Bailey Brooke, Cherie DeVille, Jasmine Jae, Mercedes Carrera
- Movie Synopsis: Someone was caught doing something naughty. Mercedes Carrara has an important secret to confront her husband about. She went through his phone and saw all the pictures of someone he shouldn't have pic... Read more
Moms Bang Teens Vol. 27 (2018)
- Studio: Reality Kings
- Starring: Bailey Brooke, Bridgette B, Gina Valentina, Jill Kassidy, Karlee Grey, Kristen Scott, Lea Lexis, Reagan Foxx, Jessy Jones, Seth Gamble
- Movie Synopsis: These hot mommies are on the hunt for young studs! They are seriously craving some rock hard dicks and aren't willing to stop until they get what they want!... Watch these unbelievably sexy, horny mom... Read more
- Studio: Manipulative Media
- Starring: Avery Adair, Bailey Brooke, Jade Jantzen, Mia Martinez, Levi Cash
- Movie Synopsis: Fathers have never liked the idea of another guy touching their daughters. After all... that's why they call them "Daddy's Little Princess". But what happens when "Daddy's Little Prince... Read more
My Stepbrother Came In Me (2018)
- Studio: Family Hookups
- Starring: Bailey Brooke, Gina Valentina, Lexi Lore, Maya Bijou, Chad Alva, Logan Long, Logan Pierce, Sam Shock
- Movie Synopsis: It's the forbidden family treat that these horny stepsisters can't resist. They're wet and ready to fuck their stepbrothers in every scene if only they can get their attention by grabbing their cocks ... Read more
- Studio: Manipulative Media
- Starring: Bailey Brooke, Carter Cruise, Jade Amber, Sierra Nicole, Levi Cash
- Tag Line: Let Me Help You With Your Biology
- Studio: Manipulative Media
- Starring: Bailey Brooke, Hailey Little, Kara Lee, Mia Martinez, Paisley Pepper, Sierra Nicole, J-Mac, Levi Cash
- Tag Line: It's Okay Bro, I'm On The Pill
- Studio: Manipulative Media
- Starring: Alice Merchesi, Bailey Brooke, Khloe Kapri , Lilly Ford
- Movie Synopsis: Stepfathers have never liked the idea of another guy touching their daughters, after all...that's why they call them "Daddy's little Princess". But what happens when "Daddy's little Pri... Read more
Daddy's Little Angels (2018) Compilation
- Studio: Diabolic Video
- Starring: Alexa Grace, Avi Love, Bailey Brooke, Carmen Caliente, Jaye Summers, Kasey Warner, Keisha Grey, Summer Day
- Movie Synopsis: Two full discs of daddy-stepdaughter fucking that will blow your mind! Top performances from series like Daddy Lessons, My Dirty Family, My Stepdaughter's Panties and many, many more just keep cumming... Read more
Forbidden Relationships 2 (2018) Compilation
- Studio: Digital Sin
- Starring: Alix Lovell, Bailey Brooke, Eden Sin, Karissa Kane, Lexi Lore, Lily Adams, Michelle Martinez, Nina Elle, Shane Blair
- Movie Synopsis: It's so wrong, but it feels so right! Lexi Lore, Bailey Brooke, Lily Adams, Shane Blair, Eden Sin and more know that it's totally forbidden, but they just can't keep their hands off the family jewels!... Read more
- Studio: Manipulative Media
- Starring: Bailey Brooke, Jamie Marleigh, Lexy Bandera, Mila Marx, Levi Cash, Tyler Steel
- Movie Synopsis: Manipulative Media presents the 9th volume to the series Step-Brother Sister Perversions. Brothers and sisters have always had a special bond growing up. But when mixed with twisted sexual desires, it... Read more
Mom Knows Best 9 (2018)
- Studio: Twistys
- Starring: Alexis Fawx, Bailey Brooke, Britney Amber, Chanel Preston , Eliza Jane, Gina Valentina, Katya Rodriguez, Makayla Cox, Megan Sage, Sarah Vandella
- Movie Synopsis: Never underestimate the the overall influence of a sexually masterful MILF. Horny moms take these these young-lings into their association and give them the assurance and know-how to provide and achie... Read more
- Studio: Manipulative Media
- Starring: Aaliyah Hadid, Bailey Brooke, Kelsey Kage, Khloe Kapri , Tara Ashley, Levi Cash, Tyler Steel
- Tag Line: Quiet So Mom Doesn't Her Us
Daughter Swap 5 (2018)
- Studio: Team Skeet
- Starring: Alison Rey, Audrey Royal, Bailey Brooke, Cadey Mercury, Iris Rose, Lily Jordan, Eric John, Jack Vegas, Marcus London, Tommy Gunn
- Tag Line: "OMG! Did I just put my hand on your dad's dick?!!!"
- Studio: Manipulative Media
- Starring: Bailey Brooke, Maya Bijou, Michele James, Nicole Bexley, Sofie Reyez, Vienna Black, Levi Cash
- Tag Line: But Daddy... I'm Horny
When Siblings Attract 4 (2018) Compilation
- Studio: Digital Sin
- Starring: Abella Danger, Aidra Fox, Ashley Adams, Bailey Brooke, Cadey Mercury, Dani Daniels, Elsa Jean, Gia Paige, Karlee Grey, Riley Star
- Movie Synopsis: Taboo thrills and forbidden fantasies come to life with this provocative new collection of step-sibling sex! From playful flirtations to compromising positions, each seduction is hotter than the last!... Read more
Moms Lick Teens Vol. 17 (2019)
- Studio: Reality Kings
- Starring: Anya Olsen, Bailey Brooke, Brooke Haze, Chanel Preston , Diamond Foxxx, Kasey Miller, Lexi Luna, Paris Knight, Reagan Foxx, Sadie Blake
- Movie Synopsis: Ravishing MILFs and vivacious teens in hot sexual situations! Have a lick, this is perfect for the auteur of sweet lesbian lovemaking!
Step Daddy's Favorites (2018) Compilation
- Studio: Manipulative Media
- Starring: Alice Merchesi, Bailey Brooke, Cadence Lux, Caroline Ray, Kendra Lynn, Lennox Luxe, Madelyn Monroe, Nicole Bexley, Levi Cash
- Tag Line: I'm Daddy's Favorite Little Girl
- Studio: My Pervy Family
- Starring: Bailey Brooke, Levi Cash
- Movie Synopsis: My daughter has always done really well in school. She's a naturally smart girl and has a lot of potential. I consider myself to be a vital part of her life since I teach one of her classes at school.... Read more
Handsy Daughter (2019)
- Studio: Girlsway
- Starring: Bailey Brooke, Chloe Foster, Cory Chase, India Summer, Jane Wilde, Sarah Vandella, Scarlett Sage
- Movie Synopsis: Bailey Brooke is in her room calling out for her stepmom, Cory Chase. Cory is busy reading a book and is deliberately ignoring her hoping she leaves her alone. When she runs into Cory's rooms and jump... Read more
Step Brother's View (2018)
- Studio: Filthy Kings
- Starring: Aspen Romanoff, Bailey Brooke, Harley Ann Wolf, Keilani Kita, Kira Star, Molly Mae, Levi Cash
- Tag Line: "You Sure We Should Be Doing This..."
Daddy's Girl 2 (2019) Compilation
- Studio: Digital Sin
- Starring: Abby Cross, Alice Lighthouse, April Snow, Bailey Brooke, Emily Willis, Emma Starletto, Gina Valentina, Janice Griffith, Stoney Lynn, Vanessa Cage
- Movie Synopsis: She gets good grades, stays away from boys, and never tells mommy when he fucks her tight holes. Shes daddy's girl and she gets everything she wants, including his enormous daddy dick! Watch Emily Wil... Read more
Step Brother's View 2 (2019)
- Studio: Filthy Kings
- Starring: Bailey Brooke, Kara Lee, Kay Kash, Monica Sage, Riley Star, Sophia Leone, Brick Danger, Peter Green, Tyler Steel
- Tag Line: SHHH... I Know You Want To Fuck Me...
- Studio: Lethal Hardcore
- Starring: Bailey Brooke, Bella Rose, Lucie Cline, Maya Kendrick
- Movie Synopsis: Lucie was so pissed off at her mom for grounding her that she came onto her stepdad and now he is pounding her! When Bailey got her mom's car towed, she needed her stepdad to pay the impound fees, so ... Read more
Moms Bang Teens Vol. 19 (2017)
- Studio: Reality Kings
- Starring: Aubrey Gold, Bailey Brooke, Brandi Love, Cory Chase, Holly Heart, India Summer, Silvia Saige, Alex Davis, Peter Green, Xander Corvus
- Tag Line: Mature Women Teaching Teens How To Fuck!
We Could Be Sisters (2017)
- Studio: Web Young
- Starring: Adria Rae, Alexa Grace, Amara Romani, Bailey Brooke, Bella Rose, Kimmy Granger, Kristen Scott, Lilly Ford, Uma Jolie
- Movie Synopsis: When cheerleader Bailey Brooke uses A+ student Kristen Scott to pass her exams, the nerdy girl gets revenge using the bimbo's body. After being disillusioned by her douchebag boyfriend, teen Alexa Gra... Read more
- Studio: Evil Angel - Toni Ribas
- Starring: Bailey Brooke, Jaye Summers, Kristen Scott, Tiffany Watson, Toni Ribas
- Movie Synopsis: Latin lothario Toni Ribas helps stunning; young sluts achieve their explosive potential in "Daddy, I've Never Squirted Before." Intimate, one-on-one scenes erupt with kinky tease, naughty &q... Read more
My Sexy Little Sister 2 (2017)
- Studio: Digital Sin
- Starring: Aubrey Sinclair, Bailey Brooke, Ella Nova, Kristen Scott, Moka Mora, Anthony Rosano, Brad Knight, Ryan Ryder, Xander Corvus
- Movie Synopsis: These little sisters are so damn sexy and their stepbrothers simply can't resist them! It's Aubrey Sinclair, Ella Nova, Nina Nirvana and Moka Mora, and they're about to let their horny stepbrothers' d... Read more
Me And Mommy's Messy Mouth 2 (2017)
- Studio: Evil Angel - LeWood
- Starring: Abella Danger, Bailey Brooke, Eden Sin, Francesca Le, Holly Hendrix, Melissa Moore, Olivia Lua, Mark Wood
- Movie Synopsis: Busty MILF Francesca Le and hung husband Mark Wood have a special arrangement: The sexy swingers invite fresh porn starlets to visit, and while the stud fucks their faces, the eager hotwife plays alon... Read more
My Sexy Little Stepdaughter (2017)
- Studio: Digital Sin
- Starring: Bailey Brooke, Carolina Sweets, Jessica Rex, Nina North, Ryan Ryder, Steve Holmes, Tommy Gunn, Toni Ribas
- Movie Synopsis: These sexy little naughty stepdaughters are all grown up and hungry for daddy's hard, juicy cock! For over two hours and twenty minutes. , watch Jessica Rex, Carolina Sweets, Bailey Brooke and Nina No... Read more
Sister Fantasy 2, The (2017) Compilation
- Studio: Digital Sin
- Starring: Bailey Brooke, Bobbi Dylan, Brittany Shae, Kirsten Lee , Lena Paul, Lily Adams, Natalia Starr, Raylin Ann, Sabrina Banks, Shane Blair
- Movie Synopsis: It's her brother's lucky day because she's ready to go all the way! Shane Blair, Natalia Starr, Lena Paul, Sabrina Banks and more hot sisters are ready for hours and hours of step sibling fun! So join... Read more
Moms Lick Teens Vol. 8 (2017)
- Studio: Reality Kings
- Starring: Amara Romani, Bailey Brooke, Bonnie Grey , Cleo Vixen, Cory Chase, Nina Elle, Olivia Austin, Pressley Carter, Silvia Saige, Tiffany Watson
- Movie Synopsis: Bonnie Grey had a nervous breakdown after Levi, the MILF hunter, dumped her for a mature experienced mom. Bonnie took all of the clothing that Levi had at her house and tossed them into a bonfire. She... Read more
Spoiled Brats 2 (2017)
- Studio: Diabolic Video
- Starring: Avi Love, Bailey Brooke, Jaye Summers, Olivia Lua, Bill Bailey, Mark Wood, Tommy Gunn, Tommy Pistol
- Movie Synopsis: These bratty hardcore honey's need to be punished! They are so spoiled that they have no idea how good they have it taking in big hard cocks whenever they want, sucking and fucking their way to gettin... Read more
I Swallowed My Stepfather (2017)
- Studio: Diabolic Video
- Starring: Alexa Grace, Bailey Brooke, Carmen Caliente, Ella Nova, Penelope Reed, Mark Wood, Sean Michaels, Tommy Gunn, Tommy Pistol
- Movie Synopsis: He's hot, well-hung, and in the room right next door. It's her stepfather, and she can't keep her hands off him! It's a little bit naughty, and a little bit forbidden and she hopes her mom won't find ... Read more
- Studio: Roman Video
- Starring: Alexa Nova, August Taylor, Bailey Brooke, Whitney Wright, Johnny
- Movie Synopsis: Four scenes of cuckolding depravity! Four luscious, young women turning you into their sissy bitch. The very best moments from POV Cuckold Volumes 48, 49, 50, and 51. Teen stepdaughter Alexa Nova suc... Read more
Busted By My Stepbrother (2017)
- Studio: Family Hookups
- Starring: Angel Smalls, Bailey Brooke, Liza Rowe, Lyra Law, Dylan Snow, Logan Pierce, Mr. Pete, Small Hands
- Movie Synopsis: My stepbrother walked in on me masturbating. I'll never be able to live this down. As long as he doesn't tell I have no choice to do whatever he asks... I accidentally walked in on my stepsister mast... Read more
- Studio: My Pervy Family
- Starring: Bailey Brooke, Levi Cash
- Movie Synopsis: I love my 18 yr old daughter very much, and I want her to succeed in life. So it's important to her mother and I that we build a good foundation. We give her an allowance so that she can develop a sen... Read more
- Studio: My Pervy Family
- Starring: Bailey Brooke, Tony Rubino
- Movie Synopsis: Hey sis, why are you back so soon? Ughh the bar was so lame, you have no idea Aw what did you do?! You know I just got upset, I can't believe you didn't want to come out with me! Well you know, si... Read more
You Came Onto Me First! (2017)
- Studio: My Pervy Family
- Starring: Bailey Brooke, Tony Rubino
- Movie Synopsis: Hey sis, you're looking really great today... Come on stop What's wrong? I thought you liked what happened the other night? It was fun, but I think we were both in a bad place.. So you're saying i... Read more
Family Fun Vol. II (2017) Compilation
- Studio: Digital Sin
- Starring: Abella Danger, Bailey Brooke, Cadence Lux, Carmen Caliente, Elena Koshka, Kylie Quinn, Penny Brooks, Jensen, Taylor Reed, Yhivi
- Movie Synopsis: These family secrets are about to be fully exposed! It's 10 scenes of the wildest taboo encounters including Jensen, Kylie Quinn, Carmen Caliente, Bailey Brooke and more! Check out this hot 2-dis... Read more
Twisted Family Secrets (2018)
- Studio: Porn Pros
- Starring: Alexis Fawx, Bailey Brooke, Brandi Love, Cory Chase, Brick Danger, Dylan Snow, Logan Long, Michael Masters
- Movie Synopsis: Cory Chase - Visiting your stepmom at work is nice. Fucking her in the ass at work is even nicer! Alexis Fawx - She asks her stepson to oil up her body, first with lotion and then with his cum! Bail... Read more
- Studio: My Pervy Family
- Starring: Bailey Brooke, Levi Cash
- Movie Synopsis: Relationships can be hard! Not knowing who you can fully trust, and if that person really loves you enough to not break your heart... I love my lil sis, but to be honest...she has a history of going ... Read more
Daddy Please 5 (2019)
- Studio: FullPornNetwork
- Starring: Aspen Romanoff, Bailey Brooke, Charlotte Cross, Kat Monroe, Moka Mora, Paige Owens, Payton Sinclaire, Sadie Holmes, Barrett Blade
- Movie Synopsis: This movie is all about hot girls! These girls know how to make an amazing blowjob and sex scenes with... All the scenes are shot in POV! This movie makes you feel horny! Their wish is his command. Na... Read more
Stepsister 3-Ways (2019)
- Studio: Zero Tolerance Films
- Starring: Alison Rey, Bailey Brooke, Daphne Dare, Judy Jolie, Kenna James, Lana Sharapova, Lyra Law, Lucas Frost, Nathan Bronson, Robby Echo
- Movie Synopsis: These dirty siblings take just about everything a "step" further. They're hot for each other, but that forbidden fucking isn't quite enough. They also want to share their horny lust to have ... Read more
My Step Daughter Swallows (2019)
- Studio: Manipulative Media
- Starring: Alex Coal, Avery Adair, Bailey Brooke, Chloe Marie, Dani Lynn, Kenzie Reeves, Vina Sky, Brick Danger, Levi Cash, Mirko Steel
- Tag Line: It's Not What It Looks Like Dad!
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