Family Roleplay – Page 5

Lesbian Stepmother 8 [Sweetheart Video] (2024) HD 1080p Split Scenes

Starring: Anna Claire Clouds, Chanel Camryn, Hazel Moore, Julia Ann, Kay Lovely, Kenzie Taylor, Lexi Stone, Slimthick Vic
Categories: 18+ Teens, Cougar, Family Roleplay, Lesbian, MILF
Studio: Sweetheart Video
Year: 2024
Video:1920×1080
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My Mom’s Love Triangle [Nubiles] (2024) HD 1080p Split Scenes

Starring: Ashley Wolf, Diana Grace, Eve Marlowe, Kendra Cole, Khloe Kapri, Madison Summers, Scarlett Mae, Summer Vixen
Categories: Cougar, Family Roleplay, MILF, Redhead, Threesome
Studio: Nubiles
Year: 2024
Video:1440×1080
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Stepmom Loves Anal [Filthy Kings] (2024) HD 720p Split Scenes

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 that she’s there for him, no matter what he needs!

Starring: Armani Black, Brittany Andrews, Cassie Del Isla, Dixie Lynn, Syren De Mer
Categories: Anal, Big Tits, Cougar, Family Roleplay, MILF
Studio: Filthy Kings
Year: 2024
Video:960×720
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A Stepmom’s Secret Affair [JayRock Productions] (2024) 480p

Starring: Heather Hendrix, Justine Jakobs, Kiki Vidis, Mandy Waters
Categories: Blowjob, Family Roleplay, MILF
Studio: JayRock Productions
Year: 2024
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Bratty MILFs 3 [Nubile Films] (2024) 480p

Cassie is a stepmom but first and foremost, she’s a nurse, so when her stepson let her know that he has a serious case of blue balls, she knows just how urgent the situation can be. Being a medical professional, she offers to help him drain his balls herself!
Bunny gives her stepson a haircut but keeps leaning close, offering him a great view of her nips. When he asks what she’s doing, she explains that his dad doesn’t give her the attention she needs. Her stepson then offers to give her a tip… and the shaft, too!
Kenzie is having a hard time moving on after her marriage begins to fall apart. During a serious conversation with her stepson, Kenzie begins unbottoning her shirt to bare her big tits. Turns out she’s not so interested in talking after all!
Sumer is making a romantic dinner for two wearing just an apron over her bra and panties. When she finds out her husband can’t make it she starts pouting. Then she realizes she can still get her pussy pounded by her stepson!

Starring: Bunny Madison, Cassie Del Isla, Kenzie Taylor, Summer Hart
Categories: Big Tits, Family Roleplay, MILF
Studio: Nubile Films
Year: 2024
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Sibling Seductions (2016) 480p

A little persuasion goes a long way when four sisters can’t get what they ultimately want – their stepbrothers. Meet The Manipulator – Karla has it bad for her stepbrother, Tyler, only there’s one problem: his girlfriend, Cassidy. Cassidy’s got him so whipped and Karla’s fed up with Cassidy’s controlling ways that she sets out to sabotage Tyler’s relationship. When her efforts succeed she’s left wondering if he will see her as a potential love interest or fight to win Cassidy back. The Virgin – Logan’s longtime girlfriend, Elsa, has given him everything he could possibly want- except sex and now he’s at his wits end. His seductive stepsister, Aidra, has offered to help "give him a hand." But when Logan does the unthinkable, he’s left wondering whether Elsa was right to hold off her virginity for a dirtbag like him, or is she holding out for someone a little closer to home?

Starring: Aidra Fox, Cassidy Klein, Elsa Jean, Karla Kush
Categories: 18+ Teens, Blowjob, Gonzo, Family Roleplay, Feature
Year: 2016
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Sibling Seductions 2 (2017) 480p

2019 AVN Award Winner for Best Taboo Relationship Movie
Carmen’s been having insane fantasies ever since her stepbrother, Damon moved in. However, unable to act upon her desires, she takes to the internet and writes down her most deviant thoughts in a blog called TheDirtyStepsister.com. The blog becomes Carmen’s online diary which she assumes is only for her eyes, until she starts receiving emails from other stepsisters that share similar fantasies and before long – they’re encouraging Carmen to pursue what she wants most – her stepbrother.

Starring: Carmen Caliente, Gina Valentina, Kristen Scott, Violet Starr
Categories: 18+ Teens, Blowjob, Gonzo, Family Roleplay, Feature
Year: 2017
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Sibling Seductions 3 (2018) 480p

2020 AVN Award Nominee Best Taboo Relations Production
With the success of the website TheDirtyStepsister.com, the website decided to make a documentary interviewing women with the most popular stories. Here we hear the tale of a stepsister whose brother beats up a professor for her honor, a girl who catches her stepbrother reading her sex journal, a stepbrother whose volatile relationship with his sister turns into some heated sex, and an unpopular girl whose sexual attraction rises when the most popular guy in class becomes her stepbrother. It’s jam-packed sibling action where resistance turns to lust in a matter of moments!

Starring: Aidra Fox, Athena Faris, Devon Green, Elsa Jean
Categories: 18+ Teens, Blowjob, Gonzo, Family Roleplay, Feature
Year: 2018
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