RolePlay Porn videos with Fantasy Sex

[LMChallea]

Sexy Fit Stepmom Needs A Deep Massage Edgeley

Release Year: 2025
Studio: Dirty Cinema
Cast: Peter King, Summer Stevens
Genres: Blonde, Big Tits, Milf, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Cumshot, Big Dick, Handjob, Massage, Gagging, Stepson, POV, shaved pussy, straight, ball play, caucasian, doggy style, stepmom
Video language: English
After a hard day of cleaning the house, my stepmom has a lot of lower back tension. She asks if I can help give her some relief by stretching her out from all angles.
Format: mp4
Duration: 19:59
Video: 3840x2160, AVC (H.264), 6418kbps
Audio: 124kbps



File size: 958.8 MB


DOWNLOAD FROM FILESMONSTER: Sexy Fit Stepmom Needs A Deep Massage

Unusual Scenery Part 2 Scn S01 Miho Lechter Madison Lovely Laura

Genres: BDSM, Torture, Whipping, Caning, Spanking, Punishment
Video language: English
Scn the beautiful and charming Miho Lechter Madison to Whipped Ass! Lovely is a local model with an extremely flexible body and a want to push her limits with rough lesbian bdsm sex! In this roleplay fantasy update she plays a gymnast with a very sadistic coach! When Lovely doesn't satisfy her coach she's subjected to Bobbi's unconventional ways of training her athletes into champions! Lovely is put to the test with cropping, zippers, uncomfortable bondage, nipple clamps and made to lick her coaches pussy. Lovely is fucked hard in the pussy and ass with a strap-on and have very intense orgasms. Does this make her the champion? We're not sure but it's sure fun to watch her limits get pushed!
Format: mp4
Duration: 31:06
Video: 960x540, AVC (H.264), 2732kbps
Audio: 189kbps



File size: 666.7 MB


DOWNLOAD FROM FILESMONSTER: Unusual Scenery Part 2 Scn S01 Miho Lechter Madison Lovely

Free-Use Vacay Crowder

Release Year: 2025
Studio: Mommy's Girl
Cast: Lexi Luna, Demi Hawks
Genres: Blonde, Brunette, Big Tits, Natural Tits, Fingering, Teen, Milf, 69, Strap-on, Toys, Old Young, Family Roleplay, Ass, Lesbian
Video language: English
Lexi Luna and Demi Hawks arrive at a bed and breakfast for their vacation, where they are greeted by Rachael Cavalli, the owner of the place. When Rachael finds out that Lexi and Demi's vacation is meant to be a romantic getaway, she assures them that even though she's straight, she's not closed-minded: she doesn't mind lesbian relationships or couples with an age difference, as long as everyone's a consenting adult.
When Demi accidentally lets it slip that Lexi is also her stepmom, Rachael surprisingly remains open-minded, and invites them to get settled in their room.
Format: mp4
Duration: 38:57
Video: 3840x2160, AVC (H.264), 8943kbps
Audio: 124kbps



File size: 2.5 GB


DOWNLOAD FROM FILESMONSTER: Free-Use Vacay

[LMChallea]

Holly Halston - Role-Playing Game With Busty Milf Eight Mile

Release Year: 2014
Cast: Holly Halston
Genres: Anal, Uniform, Cuckold, MILF, Huge Tits, Raven, Wife, Blowjob (POV)
Video language: English
Holly Halston was dressed up as a sexy cop, ready for a little roleplay with her husband, who was supposed to be waiting for her at home. So imagine her surprise when the burglar she confronts in her bedroom isn't her husband at all!
Holly quickly takes control of the situation, telling the burglar Keiran Lee to take his dick out for her. She gives that fat cock a nice sloppy deepthroat blowjob, and then bends over so he can fuck her deep in her tight pink pussy.
Finally, Holly takes that big dick in her juicy ass, giving the horny burglar all three of her holes while her big tits bounce and she cums over and over on Keiran's big dick. One facial later, and Keiran is a free man... this time!
Format: mp4
Duration: 32:38
Video: 1920x1080, AVC (H.264), 11665kbps
Audio: 124kbps



File size: 2.8 GB


DOWNLOAD FROM FILESMONSTER: Holly Halston - Role-Playing Game With Busty Milf

Solicitor Slut Yuncheng

Cast: Harmony, Isis Love, Mellanie Monroe
Genres: BDSM, Anal, Lesbian, Strap-On, Fingering, Vibrator, Pussy Licking
Mellanie Monroe goes door to door selling a self help program scam. She shows up at the wrong door with two pissed off sexy lesbians who take revenge. Don't miss this hot role play update with Isis Love and Harmony getting down and dirty with Mellanie Monroe!
Format: Windows Media
Duration: 56:43
Video: 1280x720, Windows Media Video 9, 1464kbps
Audio: 125kbps



File size: 679.7 MB


DOWNLOAD FROM FILESMONSTER: Solicitor Slut

[LMChallea]

Karol Part 2 Pence Springs

Studio:
Cast:
Genres: Bdsm , Fetish
Video language: English
I have a collection of 50 anal dildos, Im very dominant, Im very tough...this woman was very reserved...the type of reservation that can only either be shyness or stoned coldness...we talked for a long time about the motivations behind the bdsm fantasies and the role playing behind the bdsm realities...she listened and seemed to totally understand everything I was saying...or was it going right through her head?...I couldnt tell...we talked so much, that when we got finished, we skipped the members interview and went right into the shoot...Bane wrapped her arms to vertical poles and wrapped her legs together with vet wrap...he toys with her for a few minutes before he gives her a big test...clover clamps right onto the nipple...she moans and it's real...she slowly recoils to deal with the sensation...Bane takes her right into flogging....then dragon's tails...this woman is tough...without a doubt...her poise impresses me...and when the vibrator goes on, she loss control...then lying on her tummy with her head and wrists locked into stocks...a spider gag in her mouth...her legs spread and held in place by steel cuffs...once again, we decide to see if Casey can walk the talk when it comes to her love of anal toys...we break out the fucksaw with a good sized dildo...first she moans and pulls against her binds...there's no room to move...Bane pulls the trigger and runs the saw faster and faster...until she is screaming with delight...Casey passed with flying colors for certain...but still, she is a peculiar woman...
Format: mp4
Duration: 8:34
Video: 1920x1080, AVC (H.264), 9749kbps
Audio: 184kbps



File size: 623.1 MB


DOWNLOAD FROM FILESMONSTER: Karol Part 2

To Be Ready 4 Whatever, Whenever Los Indios

Release Year: 2015
Cast: Isabella Chrystin, Isabella Livi, Silvia Dellai
Genres: High Class, Wetlook, Cum Swapping, Blowjobs, Pissing, Group Sex, Blouses, Shiny Clothing, Ripped Clothes, Roleplay, Exclusive Clothing, Piss Swapping, Cosplay
Video language: English
We all know “girls just wanna have fun”, and at this Girl Scout summer camp that couldn’t be more true! Isabella Chrystin, Isabella Livi, and YY another hottie are all looking cute as hell in their matching uniforms, and their “task” for today is to get a sleeping counselor’s cock hard and rocked, and once they get to strokin’ the plan is in action, but it’s not until Isabella unleashes the golden showers that the horny beast is awoken and ready to take on all three babes! These chicks go hard spreading those legs and taking some dick and busting out the piss, turning this camp into a hardcore piss foursome that leaves them all super satisfied campers! This piss romp’s not stopping until those sexy outfits are completely soaked and they all get some nice face and mouth shots, really showing their dedication to the piss cause! Camp has never been so nasty!
Format: mp4
Duration: 33:08
Video: 1280x720, AVC (H.264), 3700kbps
Audio: 189kbps



File size: 945.0 MB


DOWNLOAD FROM FILESMONSTER: To Be Ready 4 Whatever, Whenever

Forget Stepaunt Call Me Melissa & Fuck Me! Springville

Release Year: 2024
Studio: My Pervy Family
Cast: Melissa Stratton, Ethan Seeks
Genres: Brunette, Big Tits, Hardcore, Fingering, Milf, Family Roleplay, Facial, Pussy to mouth, Blowjob
Video language: English
Sharing space isn't always the easiest. Compromises need to be made. And neither Ethan Seeks or his visiting step-aunt Melissa Stratton are the sharing type. They are immersed in their own phone conversations and talking over each other so nobody can hear! They confront one another and Melissa tells Ethan that she feels he doesn't even like her. Ethan tells her that he thinks she has a beautiful body. Melissa blushes, but pulls her tits out - she wants to know what Ethan thinks of them. Ethan is in love with his step-aunt's big tits and goes in to feel them, she lets him squeeze and fondle her boobs. Melissa tells her step-nephew they should go indoors, so they move to the bedroom. Melissa strips down and lets her step-nephew eat her eager pussy. She returns the favor and sucks Ethan's big cock before climbing on board and sliding it in her wet hole. She twerks her hairy pussy all over step-nephew's dick, making herself cum repeatedly. Ethan fucks his step-aunt from behind and then unleashes a massive load all over her pretty face!
Format: mp4
Duration: 38:50
Video: 3840x2160, AVC (H.264), 14647kbps
Audio: 125kbps



File size: 4.1 GB


DOWNLOAD FROM FILESMONSTER: Forget Stepaunt Call Me Melissa & Fuck Me!

[LMChallea]

Filthy Kings - Getting Naughty With My Step-Son For A Creampie Potter Valley

Release Year: 2024
Studio: Filthy Kings
Cast: Jimmy Michaels, Kat Marie
Genres: Brunette, Big Tits, Hardcore, Masturbation, Fingering, Milf, Old Young, Hairy, Family Roleplay, Blowjob, Deepthroat, Cumshot, Titty Fuck, Big Dick, Creampie
Video language: English
These lovely sluts go back and forth, Dixie getting fucked in her bouncy ass lucious mouth slurping it all up!
Format: mp4
Duration: 48:27
Video: 1920x1080, AVC (H.264), 7008kbps
Audio: 187kbps



File size: 2.5 GB


DOWNLOAD FROM FILESMONSTER: Filthy Kings - Getting Naughty With My Step-Son For A Creampie

Pissy Pioneers On Their Mission Olivet

Release Year: 2015
Cast: Isabella Chrystin, Isabella Livi, Silvia Dellai
Genres: High Class, Wetlook, Cum Swapping, Blowjobs, Pissing, Group Sex, Blouses, Shiny Clothing, Ripped Clothes, Roleplay, Exclusive Clothing, Piss Swapping, Cosplay
Video language: English
We all know “girls just wanna have fun”, and at this Girl Scout summer camp that couldn’t be more true! Isabella Chrystin, Isabella Livi, and YY another hottie are all looking cute as hell in their matching uniforms, and their “task” for today is to get a sleeping counselor’s cock hard and rocked, and once they get to strokin’ the plan is in action, but it’s not until Isabella unleashes the golden showers that the horny beast is awoken and ready to take on all three babes! These chicks go hard spreading those legs and taking some dick and busting out the piss, turning this camp into a hardcore piss foursome that leaves them all super satisfied campers! This piss romp’s not stopping until those sexy outfits are completely soaked and they all get some nice face and mouth shots, really showing their dedication to the piss cause! Camp has never been so nasty!
Format: mp4
Duration: 33:08
Video: 1280x720, AVC (H.264), 3700kbps
Audio: 189kbps



File size: 945.0 MB


DOWNLOAD FROM FILESMONSTER: Pissy Pioneers On Their Mission

Gia Breast Whipping Baylis

Release Year: 2025
Video language: English
They also discuss and demonstrate how to use Financial Domination for deepening engagement with your submissive on a full-time level as well as money-oriented games and role playing.
Format: mp4
Duration: 4:03
Video: 1920x1080, AVC (H.264), 3442kbps
Audio: 187kbps



File size: 107.9 MB


DOWNLOAD FROM FILESMONSTER: Gia Breast Whipping

[LMChallea]

Sahrye The Cat Burglar Breaks Into The Wrong House Part 1 Brookline Station

Genres: BDSM, Torture, Whipping, Caning, Spanking, Punishment
Video language: English
I have a collection of 50 anal dildos, Burglar Breaks Into very dominant, Burglar Breaks Into very tough...this woman was very reserved...the type of reservation that can only either be shyness or stoned coldness...we talked for a long time about the motivations behind the bdsm fantasies and the role playing behind the bdsm realities...she listened and seemed to totally understand everything I was saying...or was it going right through her head?...I couldnt tell...we talked so much, that when we got finished, we skipped the members interview and went right into the shoot...Bane wrapped her arms to vertical poles and wrapped her legs together with vet wrap...he toys with her for a few minutes before he gives her a big test...clover clamps right onto the nipple...she moans and it's real...she slowly recoils to deal with the sensation...Bane takes her right into flogging....then dragon's tails...this woman is tough...without a doubt...her poise impresses me...and when the vibrator goes on, she loss control...then lying on her tummy with her head and wrists locked into stocks...a spider gag in her mouth...her legs spread and held in place by steel cuffs...once again, we decide to see if Casey can walk the talk when it comes to her love of anal toys...we break out the fucksaw with a good sized dildo...first she moans and pulls against her binds...there's no room to move...Bane pulls the trigger and runs the saw faster and faster...until she is screaming with delight...Casey passed with flying colors for certain...but still, she is a peculiar woman...
Format: Windows Media
Duration: 32:20
Video: 1280x720, Windows Media Video 9, 2884kbps
Audio: 187kbps



File size: 728.7 MB


DOWNLOAD FROM FILESMONSTER: Sahrye The Cat Burglar Breaks Into The Wrong House Part 1

[LMChallea]

The groupie featuring odile in her first gangbang ever! Tar Heel

Release Year: 2012
Studio: BoundGangBangs
Odile loves to please and serve. In this fantasy role play she seeks out the hotel room of her favorite band, who, unbeknownst to her, have been waiting restlessly for some new entertainment. She is soon overwhelmed as the band pins her down, rips off her clothes and uses her as their plaything. Odile is fucked in all her holes, struggling to get away and screaming for help that doesn't arrive. She is bound with tape and ripped sheets and held down by five men while they take turns fucking her. When she begs to be released, they drench her in five loads of cum, shove her into a suitcase and kick her out into the hotel hallway.
Format: mp4
Duration: 52:53
Video: 1280x720, AVC (H.264), 4859kbps
Audio: 122kbps



File size: 1.9 GB


DOWNLOAD FROM FILESMONSTER: The groupie featuring odile in her first gangbang ever!

[LMChallea]

Miela Bare Back Whip vol.2 Hazyview

Release Year: 2025
Video language: English
They also discuss and demonstrate how to use Financial Domination for deepening engagement with your submissive on a full-time level as well as money-oriented games and role playing.
Format: mp4
Duration: 8:11
Video: 1280x720, AVC (H.264), 1662kbps
Audio: 125kbps



File size: 107.5 MB


DOWNLOAD FROM FILESMONSTER: Miela Bare Back Whip vol.2

Gizelle Blanco - Hostel Submission Colonia

Cast: Gizelle Blanco
Genres: BDSM, Gonzo, Hardcore, All Sex
Video language: English
Gizelle Blanco returns to join Victor Ray for some rough fantasy role-play sex on Kink. Victor is in his Hostel room alone, as new arrival Gizelle takes the empty bunk above him and they quickly decide he’ll show her the town. Gizelle wants to shower first, giving Victor time to fantasize about her bathing. In the fantasy Victor takes an unsuspecting Gizelle down in the shower and stuffs his fat cock down her throat. Then Victor fucks her hard and fast from behind against the shower wall.
Format: mp4
Duration: 59:38
Video: 1920x1080, AVC (H.264), 9765kbps
Audio: 156kbps



File size: 4.2 GB


DOWNLOAD FROM FILESMONSTER: Gizelle Blanco - Hostel Submission

[LMChallea]

Anal Jesse - Cheerleader Roleplay - Ass To Mouth And Cum Swallowing 1080P Part 2 Hattieville

Video language: English
Cheerleader Roleplay had been dating a married man who has no interest in leaving his wife. Cheerleader Roleplay decides to surprise him at his house. She pretends that she's a neighbor and tries to make friends with his wife. He breaks up the little party and calls up Scott. He tells him that she needs to be taught a lesson. He pretends that her lover has sent flowers but the real reason why he's there is to punish her!
Format: mp4
Duration: 19:11
Video: 1920x1080, AVC (H.264), 7829kbps
Audio: 294kbps



File size: 1.1 GB


DOWNLOAD FROM FILESMONSTER: Anal Jesse - Cheerleader Roleplay - Ass To Mouth And Cum Swallowing 1080P Part 2

Alexa Nova And Kane - Hot Bisexual Roleplaying Video Blowjob Part 1 Kaizuka

Video language: English
Kane've talked about how the seemingly shy and quiet Adriano takes on this look of intensity the hornier he gets and the more he gets caught up in some action, and Kane find out in this episode that's just as true when he's watching another guy get it on as it is when he's getting it on himself! Seeing another guy go at it, up close and in person, is precisely what Adriano finds himself doing here as fellow hung, uncut stud Liam treats Adriano to a show with some cucking action. While you'd think a horny stud like Adriano would be going through pure torture having to see Liam have all the fun, it turns out Liam puts on one hell of a show and Adriano can't help but love watching him in action. Don't feel too bad for Adriano having to sit back and watch, though - Liam soon invites him in to the mix, and then Kane're all treated to the up close sight of Liam's big dick sliding in and out of Adriano's mouth, then pummeling Adriano's hole!
Format: mp4
Duration: 10:35
Video: 1280x720, AVC (H.264), 5861kbps
Audio: 156kbps



File size: 467.5 MB


DOWNLOAD FROM FILESMONSTER: Alexa Nova And Kane - Hot Bisexual Roleplaying Video Blowjob Part 1

Sissi Pussy Whip vol.3 Thamesford

Release Year: 2025
Video language: English
They also discuss and demonstrate how to use Financial Domination for deepening engagement with your submissive on a full-time level as well as money-oriented games and role playing.
Format: mp4
Duration: 3:02
Video: 1920x1080, AVC (H.264), 3238kbps
Audio: 123kbps



File size: 74.7 MB


DOWNLOAD FROM FILESMONSTER: Sissi Pussy Whip vol.3

[LMChallea]

Jia Zi - Naughty Daddy Roleplay In Pov With Petite Asian Cutie Jia Zi 1080P Part 2 Wolf Lake

Video language: English
Jia Zi was getting a math lesson from her tutor, Voodoo. As he was explaining some things to her, she began rubbing her pussy through her panties. Her tutor asked her what she was doing and she explained how she was hot for teacher. Voodoo continued to teach her as she grabbed his cock. He pushed her away and she told him she was eighteen and was ready to get fucked. She told him she would learn math after he pounded her pussy. She got what she wanted and got man cream glazed all over her cute face.
Format: mp4
Duration: 30:15
Video: 1920x1080, AVC (H.264), 5830kbps
Audio: 125kbps



File size: 1.3 GB


DOWNLOAD FROM FILESMONSTER: Jia Zi - Naughty Daddy Roleplay In Pov With Petite Asian Cutie Jia Zi 1080P Part 2

Anal Jesse - Nurse Roleplay - Anal Jesse Treats Blue Balls 1080P Part 3 Fort Yukon

Video language: English
Nurse Roleplay alisha - 19yo babe with big natural tits first monster cock in anal.
Format: mp4
Duration: 13:25
Video: 1920x1080, AVC (H.264), 7828kbps
Audio: 310kbps



File size: 800.5 MB


DOWNLOAD FROM FILESMONSTER: Anal Jesse - Nurse Roleplay - Anal Jesse Treats Blue Balls 1080P Part 3

Hot Blonde Made To Submit Cape May Court House

Cast: Emma Haize
Genres: BDSM, Bondage, Humilation, Torture, Toy, Hardcore, Domination
Emma Haize is taken by Sgt Major and used like a little bondage plaything in the fantasy role play featurette.
Format: mp4
Duration: 44:18
Video: 1280x720, AVC (H.264), 4554kbps
Audio: 122kbps



File size: 1.5 GB


DOWNLOAD FROM FILESMONSTER: Hot Blonde Made To Submit

[LMChallea]

Pure Taboo - Twin Desires New Albany

Release Year: 2025
Studio: Pure Taboo
Cast: Charles Dera, Lulu Chu, Kimmy Kimm
Genres: Brunette, Girl on Girl, Threesome, Natural Tits, Small Tits, Hairy, Asian, Family Roleplay, Interracial, Stepsister, Pussy to mouth, Blowjob
Video language: English
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 one big, happy family but the stepdaughters start to get suspicious and weirded out when Ryan's behavior changes. Especially one day when he gifts them matching dresses to make them look even more alike than ever before.
The stepdaughters then get a shock to the system when Ryan announces that he's divorcing Madison's parent and that he wants Madison to stay with him and Alisha so that they can continue being a family. But Madison carefully says that she's going to stay with her parent instead. Ryan seems to understand... but when Madison's parent later pass away under mysterious circumstances, both stepdaughters realize that something's horribly wrong.
When the stepdaughters confront him and learn about Ryan's twisted desires, they eventually agree to fulfill his sexual fantasy in order to stay on his good side... for now.
Format: mp4
Duration: 59:36
Video: 3840x2160, AVC (H.264), 8478kbps
Audio: 124kbps



File size: 3.7 GB


DOWNLOAD FROM FILESMONSTER: Pure Taboo - Twin Desires



Sneaky Stepmom Setup New Tripoli

Release Year: 2025
Cast: Syren De Mer
Genres: Anal, Big Tits, Deepthroat, Facial, Blowjob, MILF, Lingerie, Hardcore, Shaved, Ass to Mouth, Brunette, Bubble Butt, Open Mouth Facial, Doggystyle, Family Roleplay, Stepmom
Video language: English
When I (Brick Danger) started fucking my new stepsister Dixie Lynn, I had no idea what was in store for me. She was stroking my cock & talking dirty when Syren De Mer, her mom & my new stepmother barged in on us. I thought this is it, she caught me fucking her daughter - my stepsister! But her anger quickly turned to laughter as they heckled me. April fucking fools. Turns out they planned this & Syren is actually a freak who hasn't done anal since college. Dixie got me hard to fuck my stepmom in the ass! Syren swallowed my big cock before I worshiped & penetrated her big, beautiful ass. She couldn't stop moaning as I thrust into her butt & jiggled it around. My stepmom rubbed her clit as I pounded her bum, making her orgasm hard on my dick. Her big tits bounced as she slammed her hole down on me. I fucked her from behind hard as she spanked her own ass until I came all over her. Best April Fool's of my life yet!
Format: mp4
Duration: 43:12
Video: 1920x1080, AVC (H.264), 5832kbps
Audio: 125kbps



File size: 1.8 GB


DOWNLOAD FROM FILESMONSTER: Sneaky Stepmom Setup

The Debt Collectors Grandy

Cast: Felony
Genres: BDSM, Bondage, Oral, Anal, Submission, Domination
Felony is back for another incredible display of sexual submission! In this role play, Felony agrees to pay off her husbands debt by entertaining Steve Holmes and Eric Everhard. She gets manhandled and humiliated, tied up and fucked in every hole. Her reactions and orgasms are priceless. Felony is also double penetrated with her hands tied securely behind her back in this hot fantasy update!
Format: mp4
Duration: 1:06:47
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.5 GB


DOWNLOAD FROM FILESMONSTER: The Debt Collectors