Family Roleplay
Favorite2,160 Matches Found
- Studio: My Pervy Family
- Starring: Carolina Sweets,
- Movie Synopsis: Getting stuck in a waiting room while your stepmom is getting tests at the doctor is about as exciting as it sounds. Ethan and his stepsister Carolina are totally bored as they mope around waiting for... Read more
- 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: 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
Dad Crush Vol. 17 (2024)
- Studio: Crave Media
- Starring: Jayden Black, Kenzie Reeves, Leda Elizabeth , Violet Myers, Filthy Rich, Ike Diezel
- Movie Synopsis: Jayden is struggling to deal with her mother's new found devotion to religion and all the new rules she has to obey. Wait until you see what this naughty girl is willing to do to get her stepdad to be... Read more
- Studio: Real Girls Fuck
- Starring: Skyler Storm,
- Movie Synopsis: My hot petite blonde step-sis, Skyler Storm, came into my room on Christmas morning. She came in a weird outfit, I was so confused. I asked her what she way doing as she looked like a total slut. She ... 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
- 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: TabooBBC
- Starring: Cory Chase, Ace Bigs, Dre Strong, Jonathan Jordan, Luke Longly
- Movie Synopsis: Team Bonus- The basketball team just won the championship, and Cory is eager to give the boys their bonus! She walks into the room wearing dark pink lingerie, and she crawls up onto the table in fron... Read more
- Studio: Jay's POV
- Starring: Justine Jakobs, Jay Rock
- Studio: My Pervy Family
- Starring: Clara Trinity, Scott Trainor
- Movie Synopsis: When Scott wakes up to a video call from his stepdaughter, Trinity, he's a little nervous. They've fooled around together before and now Scott's wife is beside him as he answers Trinity's cal... Read more
Family Pies Vol. 17 (2023)
- Studio: Nubiles
- Starring: Abby Rain, Daisy Stone, Gianna Dior, Jewelz Blu, Logan Long, Lucas Frost, Nathan Bronson, Tyler Nixon
- Tag Line: All Taboo Cream Pies
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
Stepmom Needs Me to Breed (2024)
- Studio: My Pervy Family
- Starring: Sydney Paige, Jimmy Michaels
- Movie Synopsis: A new stepmom, a new paradigm. Jimmy is just trying to relax in his room when Sydney - his new stepmother - sits on the edge of his bed to have achat. Not only does she want him to help pay bills, but... Read more
- Studio: Lethal Hardcore
- Starring: Mila Milkshake, Molly Little, Reyna Belle, Tianna Blow, Stoney Curtis
- Tag Line: Foul Mouthed Stepdaughters Taught Manners By Horny Stepfathers!
- Studio: GA Photo
- Starring: Chelcee Clifton,
- Movie Synopsis: Chelcee Clifton hears that her old Uncle Matt has a job opening with his company. Although she is not qualified for the job, she convinces old Matt to "interview" her. She uses her 18 year o... Read more
- Studio: Manipulative Media
- Starring: Audrey Miles, Gianna Dior, Jackie Ohh, Mia Martinez, Scarlett Johnson, Taylor Blake, Levi Cash, Peter Green, Tony Rubino, Tyler Steel
- Tag Line: WTF Bro!! Told You I'm Not On The Pill...
- 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
Creampie My Bratty Sis 2 (2022)
- Studio: Nubiles
- Starring: Audrey Royal, Brooke Haze, Gabriela Lopez, Pepper Hart, Kyle Mason , Lucas Frost, Tony Profane
- Movie Synopsis: Tony is looking forward to some time home alone when he discovers his stepsister Brooke Haze at home and in his room. She's stroking her twat through her shorts as she asks her boyfriend to come fuck ... Read more
- Studio: Manipulative Media
- Starring: Addison Lee, Alex Blake, Jade Amber, Michele James, Quinn Wilde, Scarlett Johnson, Serena Santos, Kyle Mason , Levi Cash, Peter Green
- Tag Line: Trust Me Bro... You Won't Want To Pull Out!
- 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
No Strings Attached (2024)
- Studio: My Pervy Family
- Starring: Laya Rae, Tony Rubino
- Movie Synopsis: Petite with pigtails & braces. What's not to like about Tony's little stepsister, Laya?? She is telling her stepbro about this guy that won't stop following her around and calling her - a lovesick pup... Read more
Step Siblings Caught 26 (2023)
- Studio: Nubiles
- Starring: Blake Blossom, Kenzie Reeves, Kyler Quinn, Tristan Summers, Codey Steele, Damon Dice, Jay , Tony Profane
- Movie Synopsis: Lulu's jealous that stepbro is fucking her best friend. Stepbro catches Blake making naughty vids and needs incentives to stay quiet. Steprbo loves watching Tristan Summers clean. Kyler Quinn loves to... 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
Moms Teach Sex #25 (2021)
- Studio: Nubiles
- Starring: Jessie Saint, Kiara Cole, Kit Mercer, Lexi Lore, Lexi Luna, Sheena Ryder, Vera King, Juan El Caballo Loco, Nathan Bronson
- Movie Synopsis: Kit Mercer arrives to visit her longtime friend, Vera King. Vera's and Kit have both known Juan Loco, Vera's stepson, since he was a little baby. Kit is like an aunt to Vera, although Juan sees Kit as... Read more
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?
- 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: Manipulative Media
- Starring: Carolina Sweets, Kenzie Reeves, Lennox Luxe, Mia Martinez, Naiomi Mae, Riley King, Levi Cash
- Movie Synopsis: Father's 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 Princ... Read more
- Studio: Jay's POV
- Studio: Taboo Heat
- Starring: Cory Chase, Luke Longly
- Movie Synopsis: Stuck Making My Bed- My step-mom, Cory, walks into my bedroom and she notices my unmade bed. Cory is wearing a red skirt and a green crop top as she climbs on top of my bed to make my bed for me. She... 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
Once More Mommy, Please? (2021)
- Studio: Red MILF Productions
- Starring: Rachel Steele,
- Movie Synopsis: Rachel's son and she have a history of losing control with each other sexually. Rachel tries to put a stop to the lust for her son. He begs for one more experience with her. Rachel's taboo milf mind c... Read more
You Miss Being Inside Me? (2022)
- Studio: My Pervy Family
- Starring: Lila Love, Peter Green
- Movie Synopsis: Getting left on read sucks. When Peter doesn't get a response from a girl he is seeing, he is left feeling a little down. But his sexy stepsister Lila is never far off, always buzzing around her stepb... Read more
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
- Studio: Jay's POV
- Starring: Myra Moans, Jay Rock
- Studio: Manipulative Media
- Starring: Aaliyah Hadid, Lennox Luxe, Madelyn Monroe, Makenna Blue, Levi Cash
- Tag Line: Did I Do A Good Job Daddy?
Step Siblings Caught 20 (2021)
- Studio: Nubiles
- Starring: Angelica Cruz, Angelica Cruz, Avery Cristy, Kiara Cole, Riley Reid, Nathan Bronson, Rion King, Tony Profane
- Tag Line: A sex toy gets her so worked up she fucks her step brother!
- Studio: Filthy Kings Clips
- Starring: Sisi Rose, Derek Savage
- 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: Jay's POV
- Starring: Violet Gems, Jay Rock
- 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
Sis Loves Me 3 (2019)
- Studio: Crave Media
- Starring: Blair Williams, Brooke Bliss, Elizabeth Jolie, Sierra Nicole, Ike Diezel
- Movie Synopsis: When Sierra discovers her boyfriend was cheating on her she thought nothing would take away the agony; luckily her stepbro was packing his thick, hard cock that delivers nothing but pleasure! Elizabet... Read more
- Studio: Taboo Heat
- Starring: Cory Chase, Sophia Leone, Luke Longly
Quest For Truth (2023)
- Studio: LifeSelector
- Starring: Alexis Crystal, Moona Snake, Natalie Grace, David Perry
- Movie Synopsis: A few months have passed since you last entered your parents' house. They died in a horrible car accident, and your mother-in-law left you a chilling voicemail when it happened. You didn't tell your s... Read more
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