Roleplay

Date
Title
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31:50

OopsFamily – Myra Moans – World Cup Turns Me Into Slut

2 days ago

Myra Moans wanted to cheer up her stepdad on Father’s Day, so she recorded a teasing video in her football uniform, shaking her ass for the camera and telling him they’d watch the World Cup together. But when they sat down to watch the match, Myra quickly got bored. While stepdad was focused on the […]

39:15

OopsFamily – Penny Barber – Stepmom Got Busted

2 days ago

Stunning MILF Penny Barber drives young guys wild with her curvy body and massive, jaw-dropping tits. Even her stepson can’t stop ogling the big-ass, juicy stepmom. But when he returns from the police academy, he notices her expensive outfit — highlighting her fantastic rack but clearly out of her budget. Turns out, the horny shoplifting […]

44:42

OopsFamily – Penny Barber – Welcome To Stepmom Airlines

2 days ago

Penny Barber had always been a cock-hungry stewardess who loved getting fucked mid-flight, and the thought of finally riding her own stepson’s dick made her pussy throb with anticipation. When he admitted how terrified he was of flying, she saw the perfect opportunity to turn his fear into something much more pleasurable. She disappeared into […]

28:34

OopsFamily – Richelle Ryan – Mother’s Day With Faphouse Pornstar

2 weeks ago

Beautiful MILF Richelle Ryan had always been the ultimate fantasy. Her athletic body, massive natural tits, and a thick, juicy ass that could make any man lose control. On Mother’s Day, her stepson came home carrying a beautiful bouquet of flowers, eager to surprise and celebrate her. He searched the house but couldn’t find her […]

20:57

PervertedPOV – Jezabel Vessir – Captain Picard Needs To Cum To Break Mind Control

3 weeks ago

Deanna Troi finds that Captain Picard’s mind has been taken over by space sirens and the only way to bring him back is to answer their cries to “come”

15:04

PrimalFetish – Chloe Temple – Getting her StepBrother to Stay POV PART ONE

3 weeks ago

Things have been…interesting with my stepsister, Chloe Temple, since my first night back. We haven’t been alone since then, and I am not sure what to think. I have a couple of options for work, or getting back in school, but a few of the good opportunities mean going pretty far from home. Chloe overheard […]

46:05

PureTaboo – Alexis Fawx, Adria Rae and Ella Knox – Swapped At Birth: The Other Family

3 weeks ago

SCENE OPENS on Harold (Stirling Cooper) and Martha Green (Alexis Fawx), who have just seen their friends Fred and Barbara off after having them over for dinner. As Harold and Martha chat with each other, talk turns to their stepdaughter Cassie.‘And how are you feeling? About Cassie’s big day, I mean? We didn’t have a […]

47:33

PureTaboo – Brandi Love and Jane Wilde – Swapped At Birth

3 weeks ago

SCENE OPENS just as Alice (Jane Wilde) takes the last bite of a piece of cake and polishes off her fork. Her parents Fred (Eric Masterson) and Barbara (Brandi Love) sit next to her, looking on lovingly. Around the table there are also the scraps of gift bags and wrapping paper suggesting a small birthday […]

55:32

PureTaboo – Kendra Spade – The Anal Virgin

3 weeks ago

SCENE opens early one morning. Jennifer, an 18-year-old girl, slowly wakes up to the sound of slapping coming from down the hall. Confused, she gets out of bed and goes to her doorway. Her step-brother, Jason’s room is on the other end of the hall and his door is ajar. The sounds are coming from […]

50:06

PureTaboo – Lexi Lore – Game Of Spirits

2 days ago

Two stepbrothers, Cole (Parker Ambrose) and Ryan (Axel Haze), have a cruel prank in mind. Their target: a shy classmate of theirs named Lily (Lexi Lore). When they catch her walking home from school, they claim that they need help studying, inviting her to join them at their house the following day. Although Lily’s a […]

59:36

PureTaboo – Lulu Chu and Kimmy Kimm – Twin Desires

3 weeks ago

A man, Ryan (Charles Dera), has an erotic obsession with twins and engineers a situation where he marries and divorces one woman to have a stepdaughter, Alisha (Kimmy Kimm), then marries another woman so that he can have another stepdaughter, Madison (Lulu Chu), who looks just like Alisha. Ryan seemingly wants them to all be […]

54:44

PureTaboo – Lulu Chu, Penny Barber and Sophia Locke – The Growth

2 days ago

Annie (Lulu Chu) has been raised under the rigid control of her religious stepmother, Mary (Penny Barber). Mary resents her ex-husband for being sinful – including watching pornography behind her back – and is determined to make sure Annie doesn’t go down the same lustful path.But one night, Annie secretly watches adult content for the […]

50:22

PureTaboo – Rebel Lynn – To The Letter

3 weeks ago

Lizzie (Rebel Lynn) has been receiving love letters for months from her deployed soldier husband, promising his imminent return. But that’s not all: the letters also share a fantasy of Lizzie blindfolding herself to welcome him home with a sexual encounter unlike any they had before he left. When the day comes, Lizzie dons the […]

46:46

PureTaboo – Victoria Voxxx – Conceiving The Perfect Revenge

3 weeks ago

Marcie (Victoria Voxxx) is alone at home because her husband went out. She gets a surprise visit from her husband’s sibling, Bill (Nathan Bronson), who is stopping by with a casserole dish. She pleasantly invites her in-law inside and questions why he’s brought over a casserole. Bill is careful as he says he’s checking up […]

42:43

RoleplayWithMe – Alison Rey and Victoria Voxxx – Roleplay With Me: Polar Opposites Attract

3 weeks ago

Alison Rey, a wholesome church girl, answers a knock at her door and meets Victoria Voxxx, a gloomy goth girl. Victoria is supposed to help Alison with preparing meals for senior citizens. As Alison and Victoria talk some more, it’s increasingly clear that they are complete opposites. However, one of them slips up and then […]

01:13:39

SexAndSubmission – Avery Black – Snatched Up

3 weeks ago

Avery Black has a secret fantasy and contacts Tommy Pistol to help her live it out. While asleep at home Tommy breaks in and abducts her from her bedroom. She finds herself bound and kneeling on a dungeon floor. Tommy slaps her face and probes her throat with his fingers. After some discipline she gets […]

56:56

SexAndSubmission – Melissa Stratton – Melissa’s Bad Medicine

2 days ago

This is Melissa Stratton’s first appearance on Kink.com and she’s a big fan. Tommy Pistol is a neglected psychiatric patient in a lonely hospital room. Naughty nurse Melissa has been taking advantage of him while he’s strapped to a gurney. Melissa taunts and teases Tommy. She sits on his face. Then Melissa pulls back his […]

53:36

SexAndSubmission – Nicole Aria – You Are My Everything

3 weeks ago

Tommy Pistol and Nicole Aria pair up in this super kinky CNC abduction fantasy with a beautiful hostage, a perverted delusional madman, tight rope-bondage, and hot rough sex! Inside a desolate, dingy trailer Nicole Aria is trapped in a cage. She begs Tommy to let her go but that will never happen because Tommy believes […]

43:44

ShoplyfterMylf – Bubblez Bankz – Pink Panties, Pink Pussy

2 days ago

When Bubblez came in, I knew right away she was guilty. People had been complaining about a credit card thief, and I could tell from the look in her eyes that she was the culprit. But I’m fair, and I wanted to be absolutely sure, so I conducted my usual cavity search. You know how […]

28:44

SinfulXXX – Angie Lynx – Masters & Servants 1

2 days ago

Oh, it should have been an easy win—but Angie blows it and loses the bet to her lover. The price? Serving him for the rest of the day. But being his devoted little servant isn’t exactly a punishment… not when Angie knows how to turn the tables and make servitude feel oh-so-sweet.

28:44

SinfulXXX – Angie Lynx – Masters & Servants 1

2 days ago

22:08

Spizoo – Valentina Nappi – Fun Day Part 4

2 days ago

After burning your breakfast , Miss Valentina Nappi is ready to give it back to you in a a special role play sex experience. Watch Valentina polish everything around the room and even your big cock. Valentina loves to suck and fuck you right there and please you because you are the best. to be […]

17:03

Spizoo – Valentina Nappi – Fun Day Part 5

2 days ago

Italian MILF Valentina Nappi is a great girlfriend for the most part, but there’s one thing she just can’t do: cook. After burning your lunch, she asks how she can make it up to you, and you suggest a little nurse/patient role play. Changing into a sluttly red and white nurse outfit, she comes back […]

28:01

TabooHeat – Cory Chase – Pregnant in Paradise

3 weeks ago

My step-mom (Cory Chase) took me on vacation this weekend, to celebrate that she got her new breast implants. She is wearing a black and white striped thong bikini, that her huge tits barely fit in! We tried to go to the pool, but they told her to come back in a one-piece bathing suit […]

27:02

TabooHeat – Stuck Step Fantasy 2

3 weeks ago

Best moments of your favorites MILFs in stuck step fantasy 2, enjoy! 00:00 – Hot New Free Use Step Mom Vol 1 – Part One 03:00 – Free Use Stuck Step Mom Gets Anal 06:00 – Stuck Step Mom 09:00 – Free Use Summer Stuck in the Bed 12:00 – The Irresistible Bailey Base 15:00 […]

40:15

TeamSkeetExtras – Layna Landry – Social Distancing With Dr Fauci

3 weeks ago

Dr Fauci makes a house call to a horny quarantined slut with an important message: social distancing is critical to containing the spread of the COVID-19 virus and the government is (shockingly!) here to help fulfill any needs I have in order to continue self quarantining. Well, that’s easy. I need a manicure, and some […]

42:11

TonightsGirlfriend – London River 32992

3 weeks ago

London River’s fan anticipates a guided virgin roleplay for the evening I’m incredibly excited because tonight I get to meet THE London River. She’s become my favorite MILF porn star. I’ve always been fascinated by the adult industry and don’t care to date and develop a real relationship with anyone — so my personal interest […]

48:20

TonightsGirlfriend – Sarah Jessie – Client Has Sarah Jessie Roleplay As His Boss’ Bitchy Wife 32773

3 weeks ago

I’ve always been a fan of Sarah Jessie and since I’m in her hometown, I make the arrangements to meet up. She shows up looking even more stunning than on film. I explain to her my fantasy of fucking my boss’s bitchy wife. They look practically identical and Sarah is happy to roleplay and fulfil […]

48:33

TonightsGirlfriend – Vivianne Desilva – Client Hires Vivianne DeSilva To Roleplay As His Sexy Boss

2 weeks ago

My absolute favorite adult star has always been Vivianne DeSilva because she looks exactly like my bitchy boss. For months, I’ve been taking my sexual frustration out by watching her videos-but now, I’ve made the arrangement to meet Vivianne in person, and she agreed. Today, I finally get to roleplay and fulfill my deepest fantasy […]

49:43

TSSeduction – Vaniity, Courtney Taylor – THE LEAGUE OF EXTRAORDINARY TRANSSEXUALS: PART 1 SUPER HERO FEATURE

2 weeks ago

TsSeduction.com is proud to present the incredible feature presentation, The League of Extraordinary Transsexuals: To Catch a Panty Thief. Starring Vaniity as Wonderella, Courtney Taylor as Super Squirter, and Will Havoc as, The Pany Thief. This two part feature ends with a cliffhanger (golden lasso, oh no!), which will air next week on TsPussyHunters.com and […]