Family Roleplay
Favorite3,387 Matches Found
Free Use Family Secrets 3 (2024)
- Studio: Crave Media
- Starring: Angel Youngs, Harley King, Kay Lovely, Madison Morgan, Nade Nasty, Nicky Rebel , Rion King
- Movie Synopsis: Freeuse is a fetish where women are made sexually available to men anytime, any place, anywhere. In this fantasy world, women allow men to do whatever they want, ignoring common standards, and happily... Read more
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!
Stepmom Sex Ed 6 (2024)
- Studio: Nubiles
Sitting on a Secret (2024)
- Studio: Girlsway
- Starring: Chloe Surreal, Kendra James, Leana Lovings, Maddy May, Penny Barber, Pristine Edge
- Movie Synopsis: Maddy May is a bit worried about her stepmom, Pristine Edge. Ever since Pristine's divorce, she's just not been the same fun-loving stepmom that Maddy's used to. Pristine's been mopey, dour, and on-ed... Read more
Not My Grandpa! 5 (2024)
- Studio: Crave Media
- Starring: Cecelia Taylor, Harlow West, Jackie Hoff, Nella Jones, J. Crew, Marcus London, Rusty Nails
- Movie Synopsis: When his stepgranddaughter comes to visit, Jay becomes concernedthat she's under the devil's influence and he decides to search her body for Satan's mark. What he finds is that Jackie just loves a goo... Read more
- 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
Free Use Family Secrets (2023)
- Studio: Crave Media
- Starring: Alice Pink, Dixie Lynn, Kenna James, Kit Mercer, Kylie Kingston, Mia Kay, Savannah Sixx, Johnny Castle, Johnny Love, Rion King
- Movie Synopsis: Freeuse is a fetish where women are made sexually available to men anytime, any place, anywhere. In this fantasy world, women allow men to do wahtever they want, ignoring common standards, and happily... Read more
Family Pies Vol. 9 (2020)
- Studio: Nubiles
- Starring: Abella Danger, Alex Blake, Carmen Caliente, Gia Love, Tiffany Watson, Whitney Wright, Alex Davis, Johnny Castle, Kyle Mason , Logan Long
- Movie Synopsis: Abella Danger her stepbrother Logan Long, and their adopted sister Gia Love are on a family vacation and they have been promised a trip to the pool as soon as their parents return. When Abella calls t... Read more
Mommy Takes A Squirt (2016)
- Studio: Girlsway
- Starring: Adriana Chechik, Bridgette B, Carmen Caliente, Holly Heart, Kendra James, Kendra Lust, Lyra Law, Riley Reid, Veronica Avluv, Veronica Vain
- Movie Synopsis: Humans are known to be curious beasts. There are times when we all had fantasies that were so odd that we were afraid people would think we're crazy! But the women in this film have waited too long to... Read more
- Studio: Girlsway
- Starring: Athena Faris, Bridgette B, Charlotte Sins, Jamie Michelle, Kylie Rocket, Lauren Phillips, Madi Collins, Melody Marks, Rachael Cavalli, Scarlett Mae
- Movie Synopsis: Two sheepish stepsisters, Madi Collins and Scarlett Mae, are in big trouble with their stepmom, Lauren Phillips, after causing a car accident while driving together. When Lauren sits them down and ask... Read more
Sibling Secrets 17 (2024)
- Studio: Porn Pros
- Starring: Behautti Bangz, Chloe Rose, Dakota Tyler, Lumi Ray, Joshua Lewis, Kyle Mason , Rion King
- Movie Synopsis: They've grown up together and now they're just old enough to take advantage of burning desires! Stepsiblings get closer than family ever should in these sexy, naughty tales where all the rules get tot... Read more
Seeing Is Believeing (2024)
- Studio: My Pervy Family
- Starring: Justine Jakobs, Johnny Love
- Movie Synopsis: Clean up after your stroke session, boys. Otherwiseyou may find yourself in the situationJohnny did with his stepmother, Justine. She stumbled on a pile of dirty tissue by Johnny's bed AND saw dick pi... Read more
My First Creampie #25 (2023)
- Studio: Team Skeet
- Starring: Haley Spades, Madi Collins, Mickey Violet, Olivia Madison, Alex Legend, Brad Sterling, Oliver Faze, Rion King
- Movie Synopsis: Haley needs to get her grades up or she'll be kicked off the cheerleading squad. Her tutor can't stop thinking about her tight little body. Will she give him the ultimate reward for helping her? Oliv... Read more
Family Pies Vol. 11 (2021)
- Studio: Nubiles
- Starring: Chloe Cherry, Chloe Temple, Danni Rivers, Dava Foxx, Reagan Foxx, Rosalyn Sphinx, Whitney Wright, Zoe Bloom, Dick Chibbles, Jacob Steel
- Movie Synopsis: Rosalyn and her stepdad are hosting a 4th of July BBQ for a friend and his stepdaughter Whitney. Everything is going fine until Rosalyn finds her stepdad balls deep in Whitney's pussy! Rosalyn thinks ... Read more
My Step-Mom Used Me (2020)
- Studio: Girlsway
- Starring: Alina Lopez, Amilia Onyx, Ella Knox, India Summer, Kalina Ryu, Karlee Grey, Reagan Foxx, Veronica Avluv
- Movie Synopsis: It's the second time Amilia Onyx gets arrested and it's pretty clear that grounding her is not going to cut it. Officer India Summer asks her step-mom if she's ever considered spanking her daughter bu... Read more
Someone's in Big Trouble! (2024)
- Studio: Girlsway
- Starring: Aften Opal, Kimmy Kimm, Laney Grey, London River, Natasha Nice, Syren De Mer
- Movie Synopsis: Natasha Nice has brought her stepdaughter, Aften Opal, a new mirror for her bedroom. Natasha lovingly primps Aften in front of the mirror, caressing Aften's cheek to compliment her pretty face, and se... 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: Sweetheart Video
- Starring: Evelyn Claire, Julia Ann, Kayla Paige, Lily Larimar, London River, Penelope Kay, RayVeness, Sera Ryder
- Movie Synopsis: Julia Ann enters Penelope's bedroom upset, explaining her laptop battery was dead so she used Penelope's laptop. Juia admits that she saw her open messages about having a crush on her and admits she h... Read more
- Studio: Nubiles
- Starring: Andi Rose, Brookie Blair, Chloe Temple, Gracie Gates, Lacy Lennon, Liz Jordan, XxLayna Marie, Alex Mack, Cody Carter, Jay Romero
- Movie Synopsis: Stepssiter Lacey Lennon and her hot friend Liz Jordan play strip poker with Jay Romero. Brunette teen stepsister wants to help her stepbrother fuck her best friend. Gracie Gates and her Kinky BFF Broo... Read more
- Studio: Filthy Kings Clips
- Starring: Kailani Kai, Jay Bangher
- 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: Roxie Sinner, James Angel
- Movie Synopsis: Can you pass the Stepsis Can Make You Bust in 2 Mins or Less - Challenge? Roxie is full of tips and tricks. She is chatting to her friend, telling her how she can get her guy off in two minutes with a... Read more
- 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
Mom Wants to Breed 3 (2024)
- Studio: Nubile Films
- Starring: Jennifer White, Lauren Phillips, Liv Revamped, Mona Azar, Alex Mack, Diego Perez, Jay Romero, Jimmy Michaels, Tyler Cruise
- Movie Synopsis: Jennifer White Jennifer discovers that her stepson has a pregnancy fetish and decides to discuss it with him. He's fixated on her boobs and Jennifer decides to fulfill his desires. Soon he's deep insi... Read more
Mom Does It Best (2024)
- Studio: Digital Sin
- Starring: Cherry Kiss, London River, Melissa Stratton, Miss Raquel, Jimmy Michaels, Lucky Fate, Nick Strokes, Victor Ray
- Movie Synopsis: You've been on dates. You've had girlfriends. Maybe you even have a wife. None of that matters. When it's time to fuck, mom does it best. Watch horny stepsons get spoiled by gorgeous milfs with big, n... 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?
My Sexy Little Sister 17 (2024)
- Studio: Digital Sin
- Starring: Ashlyn Peaks, Kelsey Kane, Madi Collins, Sophia Sterling, Damon Dice, Jay Romero, Nick Strokes
- Movie Synopsis: You took care of your sister growing up. Now, it's her turn to give you what you need. Watch sexy sisters show appreciation for their horny stepbrothers by finally spreading their twats for that big b... Read more
- 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?
Family Cheaters 3 (2024)
- Studio: Family Sinners
- Starring: August Skye, Destiny Mira, Kay Lovely, Paris White, Chad Alva, Ken Feels, Ricky Greenwood, Tommy Pistol, Vince Carter
Stepmom Loves Anal 1 (2024)
- Studio: Filthy Kings
- Starring: Armani Black, Brittany Andrews, Cassie Del Isla, Dixie Lynn, Syren De Mer, Brick Danger, Johnny Love, Peter Fitzwell
- Movie Synopsis: 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 th... Read more
- Studio: Zero Tolerance Films
- Starring: Charlotte Sins, Haley Reed, Izzy Lush, Rosalyn Sphinx, Derrick Pierce, Mike Mancini, Ryan McLane, Tommy Pistol
Bratty Sis Vol. 15 (2024)
- Studio: Nubiles
- Starring: Charly Summer, Molly Little, Rose Winters, Tommy King, Charles Dera, Jay Romero, Tony Profane
- Movie Synopsis: Her stepbro is so good at massages she had to have him massage her clit! She'll do anything for a little cash! She likes to play jokes but playing with her stepbrother's dick is what she really want... Read more
Mom Wants to Breed (2022)
- Studio: Nubile Films
- Starring: Bunny Madison, Jennifer White, Jessica Ryan, Nina Kayy, Diego Perez, Jay Romero, Juan El Caballo Loco, Oliver Flynn
- Movie Synopsis: Jennifer insists her stepson fill a cup with his load so she can taste it to see if he's eating properly. When he has trouble cumming on his own, this naughty stepmom swings into action and uses all h... Read more
- 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
- Studio: Nubiles
- Starring: Coco Lovelock, Eliza Ibarra, Haley Reed, Kyler Quinn, Lacy Lennon, Percy Sires, Rosalyn Sphinx, Whitney Wright, Damon Dice, Rion King
- Movie Synopsis: Class has finally resumed in person, and Coco Lovelock and her BFF Percy Sires just cannot wait. They take their time getting ready in the cutest outfits they own. Once they've made sure they look per... Read more
What A Fucked-Up Family (2021)
- Studio: PornWorld
- Starring: Casca Akashova, Eveline Dellai, Kenzie Taylor, Kira Queen, Laney Grey, Melody Marks, Rachael Cavalli
- Movie Synopsis: Perfect blonde bombshell Melody Marks has an unusual relationship with her stepfather, Charles Dera: when her mom's away, not only do they fuck, but they go looking for other ladies to party with! Mel... Read more
She Caught Me (2018)
- Studio: Girlsway
- Starring: Ashley Fires, Brandi Love, Cadence Lux, Chanel Preston , Dillion Harper, Eliza Jane, Haley Reed, Mona Wales, Samantha Rone, Sarah Vandella
- Tag Line: Relax honey . . . you trust me don't you?
- Studio: My Pervy Family
- Starring: Melissa Stratton, Ethan Seeks
- Movie Synopsis: Sharing space isn't always the easiest. Compromises need to be made. And neither Ethan or his visiting step-aunt Melissa are the sharing type. They are immersedin their own phone conversations and tal... Read more
Mom's Guide To Sex 14 (2023)
- Studio: Crave Media
- Starring: Abby Somers, Aria Valencia, Bess Breast, Charley Hart, JC Wilds, Kenzie Love, Quinn Waters, Rory Knox, Nicky Rebel , Peter Green
- Movie Synopsis: Bess has a phobia of boys and their smells, and her stepmom doesn't know what to do about it. Dr. Green, however, knows the perfect treatment for this young girl to get her into anything a man can giv... Read more
Daughter Swap 13 (2023)
- Studio: Team Skeet
- Starring: Destiny Cruz, Hazel Heart, Jessae Rosae, Mina Moon, Nikki Sweet, Remi Jones, Val Steele, Milan Ponjevic, Peter Green, Tony Rubino
- Tag Line: They've been secretly swapping stepdaughters but now everyone knows it!
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
Seduce Your Dad Type 10 (2023)
- Studio: Porn Pros
- Starring: Cecelia Taylor, Dakota Tyler, Kyler Quinn, Lila Love, Kyle Mason , Will Pounder
- Movie Synopsis: Finding Lila Love in a tub waiting for you would make any man's day. Party Girl Cecelia Taylor knows how to make daddy feel young again. Dakota Tyler may get a "U" in work habits, but she'll... Read more
- Studio: Pure Taboo
- Starring: Charly Summer, Coco Lovelock, Isiah Maxwell, Seth Gamble
- Movie Synopsis: Jessica (Charly Summer) wants nothing more than to get attention from her stepfather, Ryan (Seth Gamble). He's confident, cool, and stable... everything that she wants in a parent figure. But Ryan is ... Read more
Deflower Me Daddy (2014)
- Studio: Desperate Pleasures
- Starring: Daisy Haze, Jennifer Bliss, JW Ties
- Tag Line: That Just Shouldn't Happen.
- Studio: SexMex
- Starring: Giselle Montes, Aldo Moreno, Memo Inclan
- Movie Synopsis: This dirty old man likes to watch his granddaughter Giselle Montes having sex with her boyfriends. If grandpa manages to get an erection he fuckers her too.
Daughter Swap 9 (2021)
- Studio: Team Skeet
- Starring: Alex Coal, Gina Valentina, Kimber Woods, Lilly Ford, Zoey Monroe, Johnny Castle, Marcus London, Preston Parker, Ryan McLane, Tony DeSergio
- Movie Synopsis: Dads spend a lot of time caring for their daughters, but when they get sick, they can be big babies about it! These two dads are prime examples, as they make their daughters Alex Coal and Kimber Woods... Read more
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
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