Family Roleplay
Favorite1,139 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: 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!
- Studio: Filthy Kings Clips
- Starring: Kailani Kai, Jay Bangher
- 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
- Studio: My Pervy Family
- Starring: Camila Cortez, Crystal Rush, Apollo Banks
- Movie Synopsis: Fixing pipes is quite the gig. You get a lot of lonely MILFs and the nature of the job provides for great upskirts. When I go to fix Crystal & her stepdaughter Camila's kitchen sink, I can't help but ... 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?
- Studio: Jay's POV
- Starring: Justine Jakobs, Jay Rock
I Help You... You Help Me? (2022)
- Studio: My Pervy Family
- Starring: Lily Starfire, Diego Perez
- Movie Synopsis: I might not be the strongest or the smartest, but I know a good opportunity when I see one. My stepsister Lily is curvy in all the right places - big natural tits & a fat, juicy ass. When I tell her I... Read more
Teen Pregnancy Pussy (2022)
- Studio: My Pervy Family
- Starring: Emma Bugg, Peter Fitzwell
- Movie Synopsis: Turning 18 is a big milestone in anyone's life and apparently Emma celebrated the moment by getting knocked up. When she sees the dreaded 2 lines on the pregnancy test, she knows she has to think fast... Read more
It's A Black Family Thing! 2 (2022)
- Studio: Elegant Angel
- Starring: Amari Anne, Jordy Love, Sarah Lace, Zerella Skies, Don XXX Prince, L.T., Prince Yahshua
- Movie Synopsis: Insatiable ebony teens explore taboo relations in It's A Black Family Thing! 2, featuring over 2 hours of erotic all-Black step-family vignettes! Amari Anne, Zerella Skies, Sarah Lace, and beautifully... Read more
Stepdaughters Creampied 12 (2023)
- Studio: Lethal Hardcore
- Starring: Emma Rosie, Myra Moans, River Lynn, Selina Bentz, Jerry Kovak, Stoney Curtis
- Tag Line: Wild Young Nymphos Get Hot Creampies From Their Step-Daddys!
- Studio: Lethal Hardcore
- Starring: Mila Milkshake, Molly Little, Reyna Belle, Tianna Blow, Stoney Curtis
- Tag Line: Foul Mouthed Stepdaughters Taught Manners By Horny Stepfathers!
Stepmom's Easter Sex (2024)
- Studio: SexMex
- Starring: Elizabeth Marquez, Pablito Metralla
- 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: Carmela Clutch,
- Studio: My Pervy Family
- Starring: Roxie Sinner, Peter Fitzwell
- Movie Synopsis: Paranoia will destroy ya! Especially when you're fucking your new stepdaugther behind your wife's back. I can't help but feel we're going to get caught. My stepdaughter Roxie seems less worried as she... Read more
- Studio: My Pervy Family
- Starring: Mellanie Monroe, Nade Nasty
- Movie Synopsis: I don't understand women. My stepmom Mellanie can't seem to stay away from my dad, no matter how poorly he treats her. When I see her getting alldolled up because my dad is coming over, I'm angry. Hor... Read more
Moms Teach Sex #28 (2022)
- Studio: Nubiles
- Starring: Alexis Fawx, Brittany Shae, Charlotte Cross, Katie Morgan, Lauren Phillips, Sharon White, Chad White, Nikki Nuttz, Ricky Spanish, Van Wylde
- Movie Synopsis: Bonnie Dolce has brought her boyfriend, Nikki Nutz, to meet her stepmother, Sharon White. Bonnie and Sharon have a tumultuous relationship. Bonnie is constantly cycling her guys out, and Sharon is alw... Read more
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
My Hot Horny Step-Cousin 3 (2023)
- Studio: Manipulative Media
- Starring: Armani Black, Clara Trinity, Sky Pierce, Violet Gems, Brick Danger, Diego Perez, Johnny Love, Levi Cash, Peter Green, Tyler Steel
- Tag Line: "I Think I Want You To Put It Inside Me..."
- Studio: My Pervy Family
- Starring: Kenzie Love, Peter Green
- Movie Synopsis: My Step-Aunt Kenzie is hot. Perfect bikini body and a real sweetheart too. I'm spyingon her as she gets lotioned and talks on the phone. She almost caught me watching her in the hallway but I narrowly... Read more
- Studio: My Pervy Family
- Starring: Bess Breast, Peter Fitzwell
- Movie Synopsis: People are so unappreciative. Especially my wife. It's Father's Day but I don't expect much, we're going through a rough patch right now. When my stepdaughter Bess came home she didn't expect me to be... Read more
- Studio: My Pervy Family
- Starring: Amiee Cambridge, Parker Ambrose
- Movie Synopsis: Graduating college is a big milestone & Parker is super excited. Unfortunately, his father can't make it but his stepmother Amiee is taking care of the celebrations. Amiee is also responsible for Park... Read more
- Studio: Filthy Kings Clips
- Starring: Mandy Muse, Jimmy Michaels
- Studio: My Pervy Family
- Starring: Caitlin Bell, Johnny Love
- Movie Synopsis: My new stepmom Caitlin is incredible. Big round tits & a cute little ass. I catch her doing dishes one morning in something way too sexy for housework. I've been a little flirty with her and I can tel... Read more
- Studio: My Pervy Family
- Starring: Callie Brooks, Jimmy Michaels
- Movie Synopsis: Cinco de Mayo has to be one of the funnest holidays out there. Tacos, tequila & music - what's not to love! But some people get a tad TOO excited, if that's even possible. When uber-MILF Callie comes ... Read more
Sharing is Caring (2022)
- Studio: My Pervy Family
- Starring: Abby Somers, Kira Perez, Jay Bangher
- Movie Synopsis: Girls are crazy. No I'm serious, hear me out! My foxy little vixen Kira brings me home to meet her stepmom Abby. Abby seems a little over enthusiastic to meet me, hugs, smiles & all kinds of eyes. Wha... Read more
- Studio: My Pervy Family
- Starring: Kira Perez, Filthy Rich
- Movie Synopsis: I fucking hate it when plans fall through. When the boys shit the bed on Cinco De Mayo, I'm left home alone twiddling my thumbs, plus my wife - whom I'm in the dog house with... is out with the girls ... Read more
- Studio: My Pervy Family
- Starring: Andi James,
Don't Snitch (2022)
- Studio: My Pervy Family
- Starring: MJ Fresh, Brick Danger
- Movie Synopsis: My stepsister MJ & I are hanging out in my room when her dad gets home - he is pissed, hollering about something. She asks me to cover for her & so I do. But now she is complaining she can't get a boo... Read more
Booty Caller Unknown (2022)
- Studio: Girlsway
- Starring: Aften Opal, Aila Donovan, Christy Love, Crystal Taylor, Lana Sharapova, Paige Owens, Sheena Ryder
- Movie Synopsis: Teacher Aila Donovan is at her desk, having a casual conversation on her cellphone about her dating life. She's a lesbian who hasn't had much time for dating lately because of all the work she does, a... Read more
- Studio: Jay's POV
- Starring: Violet Gems, Jay Rock
Mom Likes It Up The Ass! (2020)
- Studio: Devil's Film
- Starring: Alura Jenson, McKenzie Lee, Sheena Ryder, Silvia Saige, Billy Boston, Jay Romero, Lucas Frost, Ricky Spanish
- Tag Line: Some moms just don't bake cookies anymore.
- Studio: My Pervy Family
- Starring: Mellanie Monroe, Lukas King
- Movie Synopsis: My Step-Aunt Mellanie is soooooo hot. I can't help but oogle her at our family reunion. When we go back to the hotel she confides in me that her divorce with my uncle was very rough & she's lonely. I ... Read more
- Studio: Jonathan Jordan XXX
- Starring: Helena Price, Seka Black, Jonathan Jordan
- Studio: Jay's POV
- Starring: Athena Fleurs, Jay Rock
- Studio: My Pervy Family
- Starring: Ally Cooper, Brick Danger
- Movie Synopsis: I keep watching my new stepmom Ally. I watch her when she's doing laundry, I watch her when she's making dinner and I watch her when's she in the shower too. Apparently, the latter is "inappropri... Read more
- Studio: Filthy Kings Clips
- Starring: Aria Kai, Tyler Steel
- Movie Synopsis: We were moving out of the old house, of course, Aria and I were the only ones left to carry the boxes. When we found one of the sex toys from my Step-Mom. I guess it kind of turned on Aria cause she w... Read more
- Studio: My Pervy Family
- Starring: Jordan Maxx, Brick Danger
- Movie Synopsis: My super hot step aunt Jordan is staying at my parent's place while she's on vacation. Being the workalholic that she is, she can't stay away from the job. But when she realizes nobody is home for a m... Read more
Stepmommy Roleplay (2023)
- Studio: My Pervy Family
- Starring: Elana Bunnz, Peter Green
- Movie Synopsis: Getting injured isn't all bad, especially when you get attention from mommy. But what happens when she isn't around? I guess the next best thing is hot your stepsister - if you can convince her to do ... Read more
Bootcamp Booty Send Off (2022)
- Studio: My Pervy Family
- Starring: Callie Brooks, Brett Maker
- Movie Synopsis: When Brett's parents plan to ship him off to boot camp, he isn't exactly thrilled. School, his friends and more importantly his relationship with his hot stepmother Callie - all gone! That's right, Br... Read more
All My Devoted Step-Moms (2022)
- Studio: LifeSelector
- Starring: Angelica Heart, Kayla Green, Shalina Devine, Tiffany Rousso
- Movie Synopsis: When your parents got divorced, you freaked out a little. For no reason! Your dad's been married four more times since... Which means you have four amazing stepmothers with great memories. Your father... Read more
- Studio: SexMex
- Starring: Kourtney Love,
- Movie Synopsis: My Stepson Wants to Be My Husband and I have decided to separate due to irreconcilable differences. However, his son made me a very tempting proposal.
- Studio: Filthy Kings Clips
- Starring: Sadie Creams, Jonathan Jordan
- Movie Synopsis: Sadie is in deep trouble this time, she knows she isn't supposed to take the car when our parents are out. I find her in her bedroom freaking out asking for me to help her, at first she ask me if I ha... Read more
Secret Rebound Sex (2022)
- Studio: My Pervy Family
- Starring: Zoey Sinn, Peter Green
- Movie Synopsis: Getting cheated on is the worst. Even worse when it's your fiance! My stepsister Zoey tried consoling me, but I wasn't feeling it. Then she reminded me of a pact we made when we were younger about how... Read more
- Studio: Step House
- Starring: Barbiee Express, Mad Vince
- Movie Synopsis: Barbiee is a pole dance instructor and Vince's stepmom. Vince on the other hand is a tattoo artist who works in a tattoo parlor. Barbiee's husband plays golf with his friends so he won't be home for a... Read more
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