RolePlay Porn videos with Fantasy Sex

[LMChallea]

Bonkers Mayday Stone Lake

Release Year: 2020
Genres: Content Huge Cock, Anal, BDSM, Creampie, Cumshot, Oral, Sex Toys
Video language: English
Valerie is back. And this time she's going to fuck Alice. "Mayday" is Alice's safe word. Will Alice need to use her safe word, as they explore some kinky role playing?
Format: mp4
Duration: 20:22
Video: 1920x1080, AVC (H.264), 9148kbps
Audio: 309kbps



File size: 1.4 GB


DOWNLOAD FROM FILESMONSTER: Bonkers Mayday

Stepmom's Spy Cam Confession Rooseveltown

Release Year: 2023
Studio: My Pervy Family
Cast: Chris Lockwood, Alyssia Vera
Genres: Big Tits, Hardcore, Milf, Old Young, Family Roleplay, Blowjob, Deepthroat, Cum swallow, Cum in Mouth, Big Dick, Ass, Voyeur, Stepson, Reality, Black Hair, Big ass, shaved pussy, straight
Video language: English
Well they put these toys to use right away as Alyssia gets spanked and toyed. To show her gratitude Alyssia is ready to suck and ride on Chris until she gets cum all over her face.
Format: mp4
Duration: 34:22
Video: 3840x2160, AVC (H.264), 14656kbps
Audio: 125kbps



File size: 3.6 GB


DOWNLOAD FROM FILESMONSTER: Stepmom's Spy Cam Confession

Taken - Hot Blonde Made to Submit Huggins

Cast: Sgt. Major ,Emma Haize
Video language: English
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: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 485.5 MB


DOWNLOAD FROM FILESMONSTER: Taken - Hot Blonde Made to Submit

[LMChallea]

Do Unto Others Maniago

Release Year: 2023
Studio: Pure Taboo
Cast: Seth Gamble, Demi Hawks
Genres: Blonde, Small Tits, Fingering, Teen, Old Young, Petite, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Cumshot, Cum swallow, Cum in Mouth, Rough Sex, Spanking
Video language: English
Dave (Seth Gamble) is that his stepdaughter, Sheila (Demi Hawks), has been bullying another girl at school. But no matter what he says, Sheila is unapologetic, remarking that what she did is normal high school stuff and that the other girl is just a wimp.
Dave is disgusted, insisting that Sheila wouldn't like it if someone treated HER like that. However, Sheila says she wouldn't .
That's when Dave decides to take her up on that challenge by bullying and humiliating her. He does everything from making fun of her, to pulling her hair, to even giving her a wedgie. But Sheila refuses to admit that of the treatment is bothering her... even once it becomes clear that they're secretly getting turned on by the twisted event.
Format: mp4
Duration: 30:02
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps



File size: 3.2 GB


DOWNLOAD FROM FILESMONSTER: Do Unto Others



Book Club Sapphic Seduction Baxter

Release Year: 2023
Studio: Mommy's Girl
Cast: Misty Stone, Penny Barber, Jennifer White, Destiny Mira
Genres: Big Tits, Natural Tits, Fingering, Milf, Old Young, Facesitting, Family Roleplay, Tribbing, Interracial, Ass, Lesbian, Stepdaughter, Ebony, Black Hair, Big ass
Video language: English
Destiny Mira is relaxing in her room when her stepmom, Misty Stone, enters. Misty cheerfully greets her and lets her know that Misty's book club meeting is about to start. Misty then encourages Destiny to join them, wanting to spend some quality time with her stepdaughter. After some protesting, Destiny begrudgingly agrees and follows after Misty.
When they step into the living room, Penny Barber and Jennifer White, Misty's friends and fellow club members, are waiting. It's revealed the book they're reading is a romance, which Destiny thinks is boring. But when they all start reading excerpts from it, Destiny is shocked by how it is. Each excerpt is steamier than the last, which makes Destiny more and more flustered. By the time Misty reads the final excerpt, which is the steamiest one of all, Destiny is visibly aroused and squirming.
All three of the older women are delighted that Destiny has become aroused from the book. The older women all admit that 'aroused, too, which leads to them offering Destiny the chance to be the main character in her OWN steamy romance!
Format: mp4
Duration: 40:24
Video: 3840x2160, AVC (H.264), 14650kbps
Audio: 125kbps



File size: 4.3 GB


DOWNLOAD FROM FILESMONSTER: Book Club Sapphic Seduction

Step Sisters School Uniform Gumberry

Release Year: 2023
Studio: Bratty Sis
Cast: Kyler Quinn, Rion King
Genres: Blonde, Natural Tits, Family Roleplay, Stepsister, Blowjob, Deepthroat, Big Dick, Stepbrother, Handjob, Lingerie, Uniform, Schoolgirl, Glasses
Video language: English
Cock hungry Kyler Quinn keeps slutting up her school uniform until her stepbro is seduced into fucking her tight twat.
Format: mp4
Duration: 27:59
Video: 1920x1080, AVC (H.264), 5833kbps
Audio: 187kbps



File size: 1.2 GB


DOWNLOAD FROM FILESMONSTER: Step Sisters School Uniform

[LMChallea]

Kitty Lovedream - Old Hans Roundup

Release Year: 2024
Cast: Kitty Lovedream
Video language: English
In this steamy role-play scene, Kitty Lovedream, a short-haired brunette with natural tits and piercings, takes on Old Hans in an intense old-vs-young encounter. Dressed in a sexy uniform with high heels and a skirt, Kitty is ready for action. She teases with kisses and gives a passionate blowjob before things get even hotter. Old Hans can’t resist her shaved, smooth skin as he dives into pussy licking. The scene builds up to hardcore fun, with a wild finish as Kitty gets a big cumshot. If you love hot role-play and a mix of young and old, this one’s for you!
Format: mp4
Duration: 43:36
Video: 1920x1080, AVC (H.264), 9757kbps
Audio: 184kbps



File size: 3.1 GB


DOWNLOAD FROM FILESMONSTER: Kitty Lovedream - Old Hans

[LMChallea]

Watching My Milf Go Black part 12 South Willington

Release Year: 2014
Studio: Blacks on Blondes
Cast: Alana Rains, Cammille Austin, Miley May, Roxanne Rae, Sammy Brooks, Sheila Marie, Simone Sonay, Sophie Carter, Summer Rae, Taylor Lynn
Genres: Cuckold, Anal, BBC, Big Butt, Big Dick, Big Tits, Blowjob, Family Roleplay, Teen, Group Sex, Interracial, Lingerie
Video language: English
These black dick loving milfs can't wait to show their offspring how to ride the midnight meat train the right way!
Format: mp4
Duration: 2:51:38
Video: 1280x720, AVC (H.264), 2927kbps
Audio: 124kbps




File size: 3.8 GB


DOWNLOAD FROM FILESMONSTER: Watching My Milf Go Black part 12

Kept Secrets Carversville

Release Year: 2023
Studio: Transsensual
Cast: Ashley Lane, Korra Del Rio
Genres: Brunette, Piercings, Big Tits, Masturbation, Natural Tits, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Big Dick, Creampie, Rough Sex, Stepdaughter, shaved pussy, trans
Video language: English
She comes to you with two dresses on her hand and, after trying them on her body, she decides to undress and put them on.
Format: mp4
Duration: 30:05
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps



File size: 3.2 GB


DOWNLOAD FROM FILESMONSTER: Kept Secrets

Cleaning Up For The Step-Family Reunion Deep River

Release Year: 2023
Studio: Filthy Kings
Cast: Mia Martinez, Oliver Flynn
Genres: Natural Tits, Tattoos, Latina, Family Roleplay, Interracial, Stepsister, Blowjob, Deepthroat, Cumshot, Big Dick, Stepbrother, Creampie, POV, bath, caucasian, dark hair
Video language: English
Here, all the models are bisexuals who are just here to have some naughty fun. They do not care if they will get fucked, or do the fucking themselves, as long as they can cum.
Format: mp4
Duration: 16:41
Video: 3840x2160, AVC (H.264), 14652kbps
Audio: 125kbps



File size: 1.8 GB


DOWNLOAD FROM FILESMONSTER: Cleaning Up For The Step-Family Reunion

[LMChallea]

Stella Cox – pet girl Pleasant Grove

Stella Cox is just the perfect bondage toy. She has proven to be able to do ALL of the tightest and hardest bondage positions. She is a true submissive, and she loves role play and pet play! What more can you ask for! She is just adorable as a pet, with her dog bone gag, mitts, ballet heels, and frogtie straps! She is collared and leashed, let out of her cage and she walks around on her knees and mitts as good pets do! When she turns around, we can see her very cute puppy tail butt plug wagging around! What a girl! We will keep her forever!
Format: mp4
Duration: 4:25
Video: 1920x1080, MP4V, 11665kbps
Audio: 187kbps



File size: 384.3 MB


DOWNLOAD FROM FILESMONSTER: Stella Cox – pet girl

[LMChallea]

The Senator's Daughter Burlington

Cast: Kenzie Taylor ,Ramon Nomar
Video language: English
Kenzie Taylor is the Senator’s Daughter in this role-play fantasy. With her long blonde hair and big tits she is the perfect sex toy for Ramon Nomar and his sadistic plans. He wants to send a political message to her father so he takes his daughter Kenzie hostage and has his dirty, savage way with her. After taking her captive he drives to a undisclosed location in the middle of nowhere to a dark dungeony garage and reveals a blindfolded beautiful blonde tied up in the trunk. She’s got a ball-gag in her mouth and her huge tits are bulging out of her dress. He zaps her a few times to remind her to be a good girl. Ramon carries his prey off into the dingy sinister garage and prepares to take care of business. Kenzie is on her knees tied up tight in rope bondage and chained to the floor. After cutting off her shirt he torments her breasts with the zapper, tightens on some nipple clamps and then teases her with his hard cock. Due to sensory deprivation from the blindfold she can’t see anything so she is searching with her mouth for Ramon’s dick. After flogging her she gets a good deep slobbering throat fuck. Can’t let all that spit go to waste so Ramon fucks her tits. He ties her up doggie style and reminds her that she is there because of her father’s debts. He punishes her with more flogging and then tears into her pussy for some hardcore fucking. Her long blond hair cascades down her shoulders and her big tits bounce around while Ramon drives her crazy with his cock. After she cums a few times he slides his cock into her tight ass and fucks her silly. Ramon is a fucking machine with his non stop, relentless pounding. Ass to pussy to ass to mouth Kenzie takes it all. Next position is on her back wrists tied to ankles and legs spread wide open. Sexy muscular Ramon hammers her ass until her eyes are rolling back in her head. She can hardly talk from all the orgasms she is having. Last position is reverse cowgirl on a couch. More pussy fucking and anal, Ramon vibes her pussy while he fucks her ass until she is drooling and out of her mind. He puts her on her knees and shoots his hot load all over her face. Hmm there are privileges to being The Senator’s Daughter. This update is an over the top, non stop fuck-fest with lots of cum and fun!
Format: mp4
Duration: 57:27
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 629.6 MB


DOWNLOAD FROM FILESMONSTER: The Senator's Daughter

Only Teen Blowjobs - Anything For The Stepsis Church Creek

Release Year: 2024
Studio: Only Teen Blowjobs
Cast: Johnny Goodluck, Riley Reign
Genres: Blonde, Big Tits, Natural Tits, Teen, Family Roleplay, , Facial, Blowjob, Deepthroat, Cumshot, Cum swallow, Cum in Mouth, Titty Fuck, , straight, caucasian, open mouth facial
Video language: English
Teen Riley Reign rewards Johnny Goodluck with a blowjob for his help with school work!!
Format: mp4
Duration: 25:06
Video: 3840x2160, AVC (H.264), 14650kbps
Audio: 125kbps



File size: 2.7 GB


DOWNLOAD FROM FILESMONSTER: Only Teen Blowjobs - Anything For The Stepsis

Laci's Punishment Welchs Creek

Cast: Steve Holmes ,Laci Laine
Video language: English
This is a fantasy role play where Laci Laine gets caught smoking in the boys room at her college by an out of control caretaker. Laci is tied up in his creepy basement office where she gets punished and fucked! Her favorite part of the shoot was getting fucked hard until orgasm while strapped down to the Y-frame with leather belts and steel neck restraint. She also endures a very tough back arch suspension while giving a blowjob and receiving a load on her pretty face.
Format: mp4
Duration: 54:47
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps



File size: 598.5 MB


DOWNLOAD FROM FILESMONSTER: Laci's Punishment

[LMChallea]

The Russian Spy Scio

Cast: Alysa ,Mark Davis ,Mick Blue
Video language: English
In this fantasy role play update, Alysa plays an innocent tourist who is captured by the government and accused of being a Russian spy. Two sex crazed officers, Mark Davis and Mick Blue, try to get information out of her through hard sexual punishment. Alysa’s hidden sexual desires are explored in ecstasy as she is brutally fucked in every hole while in bondage. This shoot has great interaction with intense anal sex and bondage!
Format: mp4
Duration: 55:01
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps



File size: 601.1 MB


DOWNLOAD FROM FILESMONSTER: The Russian Spy

What Happend To My Stepmom?? Guilford

Release Year: 2024
Studio: Pure Taboo
Cast: Syren De Mer, Elias Cash
Genres: Brunette, Big Tits, Fingering, Milf, Tattoos, Old Young, Family Roleplay, Pussy to mouth, Blowjob, Deepthroat, Cumshot, Titty Fuck, Big Dick, Cum On Tits, Gagging, Cheating, Stepson, Face Fucking, Big ass, Mature, Stockings, high heels
Video language: English
Devon (Elias Cash), who has been backpacking abroad, returns to his family's home. He talks on the phone to his girlfriend, gushing about how smart and hardworking his stepmom, Gina (Syren De Mer) is. In fact, he thinks they're a lot alike and can't wait to introduce them sometime. He then ends the call as he's about to enter the house.
But when he steps inside and is greeted by a very bubbly Gina, Devon is . His stepmom looks completely different than how he remembered her he went backpacking. She's been hypersexualized, with sluttier clothes, more eye-catching hair and makeup, a new pair of breasts! Not only that, but he learns that she's given up other parts of herself, such as her ongoing education to become a financial advisor and her love of books -- all in exchange for a simpler life with less thinking and more sex.
Devon is flabbergasted by the changes, becoming suspicious as he asks if his parent put her up to this. Gina admits that her husband was very convincing, but that they agreed to the changes . They've been happier because of it, too.
Devon is still dismayed, claiming that Gina has given up her freedom. But Gina happily insists that it's not true. In fact, she has more freedom than now that she doesn't have to worry so much about all the other stuff. Plus, her husband's even given her permission to have sex with other men... including Devon!
Devon is horrified but Gina starts flaunting herself around him, coming onto him and weakening his defenses. Although Devon tries to resist, it seems as though all the changes Gina made are getting her what she wants...
Format: mp4
Duration: 37:27
Video: 3840x2160, AVC (H.264), 14649kbps
Audio: 125kbps



File size: 4.0 GB


DOWNLOAD FROM FILESMONSTER: What Happend To My Stepmom??

oldhans.24.09.29.kitty.lovedream Engadine

Release Year: 2024
Studio: OldHans
Cast: Kitty Lovedream
Genres: Blowjob, Old & Young, Brunette, Uniforms, Cumshot, Hardcore, Natural Tits, Redhead, Licking, 1080p
Video language: English
In this steamy role play scene Kitty Lovedream a short haired brunette with natural tits and piercings takes on Old Hans in an intense old vs young encounter. Dressed in a sexy uniform with high heels and a skirt Kitty is ready for action. She teases with kisses and gives a passionate blowjob before things get even hotter. Old Hans can't resist her shaved smooth skin as he dives into pussy licking. The scene builds up to hardcore fun with a wild finish as Kitty gets a big cumshot. If you love hot role play and a mix of young and old this one's for you Redhead Kitty Lovedream OldHans
Format: mp4
Duration: 43:36
Video: 1920x1080, AVC (H.264), 9757kbps
Audio: 184kbps



File size: 3.1 GB


DOWNLOAD FROM FILESMONSTER: oldhans.24.09.29.kitty.lovedream

[LMChallea]

Hot Pretty Babe Starts By Rubbing And Licking New Athens

Release Year: 2014
Cast: Abigail Mac and Mia Malkova
Genres: Lesbian, Natural Tits, Bubble Butt, Blonde, Brunette, Sex Toys
Video language: English
Abigail Mac's roomie Mia Malkova has a hot date coming up, and Abigail doesn't approve. As far as Abigail is concerned, the two sexy sluts don't need men for anything, least of all getting off. To prove her point, she busts out her favorite strap-on for a little role playing.
She starts by rubbing, fingering, and licking Mia's wet pussy and tight little asshole to get her ready for the main event.
Once Mia is dripping wet, Abigail shoves that big fake dick all the way up Mia's pussy until she cums hard. Mia returns the favor by pulling out her favorite dildos, a couple of big purple dicks with a suction cups on them.
Those horny sluts stick them on their mirror so they can get a clear view of each other's tight little cunts as they ride their dildos all the way to a pair of intense orgasms that leave Mia seriously considering switching teams!
Format: mp4
Duration: 40:00
Video: 1920x1080, AVC (H.264), 11696kbps
Audio: 124kbps



File size: 3.4 GB


DOWNLOAD FROM FILESMONSTER: Hot Pretty Babe Starts By Rubbing And Licking

Private Meetings: The Submission of Dani Daniels London Mills

Cast: James Deen ,Dani Daniels
Video language: English
The stunningly beautiful and sexually explosive Dani Daniels does her roughest and most hardcore sex and bondage scene for Sex and Submission! In this fantasy role-play, Dani Daniels discovers that her new boss is ex-boyfriend James Deen. After a messy breakup, she now finds herself at the mercy of his sadistic authority. Dani reluctantly agrees to play by his rules only to be subject to complete sexual domination in the privacy of his office. The initially defiant Dani Daniels gets broken down to a whimpering submissive slut! She endures the most intense multiple orgasms and gets pounded hard while in bondage. A must see!
Format: mp4
Duration: 1:05:25
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps



File size: 714.8 MB


DOWNLOAD FROM FILESMONSTER: Private Meetings: The Submission of Dani Daniels

The Modeling Agent Perry

Cast: Mark Davis ,Alexa Lynn
Video language: English
Alexa Lynn is a complete bondage virgin. Don’t let this cute and innocent girl fool you, she’s got a hunger inside to be dominated and fucked. Her aggressive deep thoating while tied tight was a pleasant surprise to Mark Davis.In this roleplay update, Alexa plays a girl who wants to become a lingerie model and is persuaded by an agent to try some bondage modeling for the bigger bucks. Mark Davis plays the photographer who gets her tied up in all different ways and fucked for a new modeling career. All of this done in good fun of course. Enjoy!
Format: mp4
Duration: 50:07
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps



File size: 547.6 MB


DOWNLOAD FROM FILESMONSTER: The Modeling Agent

[LMChallea]

Ero Gen 2 Version 0.2.2 Merriman

Release Year: 2025
This is the second game in the series. If you have played our first game, that's great. However, if this is your first time here, we'll still help you get used to it as easily as possible. We are going to tell you a fascinating story about the adventures of three very different girls. The girls are united by a common goal - they need to save their families and friends from the traitors and bandits. However, the ways to achieve this goal may be very different. It's up to you to decide which path your characters will take. Our game is designed for an adult audience, so you will have access to any variants of events. As you've already realised, Ero-Gen 2 is based on role-playing game rules. You'll meet many characters that you can turn to your side or become enemies. The main characters will change based on your preferences. You will be able to pave the way by force. If you don't want to, cunning is at your disposal. And as you might have guessed, the last option is also lust one.
Release Date: 16 April 2025
Genre: 3D Game, Female protagonist, Male domination, Oral sex, Vaginal sex, Adventure, Fantasy, Big tits
Version: 0.2.2
Censorship: No
Language: English
OS: Windows


File size: 2.6 GB

DOWNLOAD FROM FILESMONSTER: Ero Gen 2 Version 0.2.2

Spouse Training 2 Freising

Cast: James Deen ,Isis Love ,Tara Lynn Foxx
Video language: English
Another unsatisfied husband sends his wife to the Spouse Training Institute ran by head mistress Isis Love! Tara Lynn Fox gets intense and erotic lessons on how to service James Deen with her body and mind. This update has great chemistry, fun role play, hot bondage sex, big orgasms and anal penetration!
Format: mp4
Duration: 1:07:12
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 734.5 MB


DOWNLOAD FROM FILESMONSTER: Spouse Training 2



Oldhans - Nurse Kitty Lovedream Gillespie

Release Year: 2024
Studio: OldHans
Cast: Kitty Lovedream
Genres: Blowjob, Old & Young, Brunette, Uniforms, Cumshot, Hardcore, Natural Tits, Redhead, Licking, 1080p
Video language: English
In this steamy role play scene Kitty Lovedream a short haired brunette with natural tits and piercings takes on Old Hans in an intense old vs young encounter. Dressed in a sexy uniform with high heels and a skirt Kitty is ready for action. She teases with kisses and gives a passionate blowjob before things get even hotter. Old Hans can't resist her shaved smooth skin as he dives into pussy licking. The scene builds up to hardcore fun with a wild finish as Kitty gets a big cumshot. If you love hot role play and a mix of young and old this one's for you Redhead Kitty Lovedream OldHans
Format: mp4
Duration: 43:36
Video: 1920x1080, AVC (H.264), 9757kbps
Audio: 184kbps



File size: 3.1 GB


DOWNLOAD FROM FILESMONSTER: Oldhans - Nurse Kitty Lovedream

[LMChallea]

Dark Alley Fantasy Viewtown

Cast: Xander Corvus ,Anna Morna
Video language: English
Anna Morna was excited to role-play a taboo fantasy in a safe environment. Anna gets brutally taken by Xander Corvus in a dark alley and must submit to his sexual perversion. He manhandles her and fucks her beautiful face and pussy as she struggles to get free. Then Anna is taken to a dingy room where she is tied down to a bed and mercilessly flogged and fucked!
Format: mp4
Duration: 48:48
Video: 960x540, AVC (H.264), 1366kbps
Audio: 122kbps



File size: 533.3 MB


DOWNLOAD FROM FILESMONSTER: Dark Alley Fantasy

Sharing Is Caring Ponemah

Release Year: 2023
Studio: My Pervy Family
Cast: Jimmy Michaels, Peter Fitzwell, Vivianne De Silva
Genres: Masturbation, Milf, Latina, Family Roleplay, Blowjob, Deepthroat, Cumshot, Cum in Mouth, Big Dick, Creampie, Handjob, Lingerie, Reality, shaved pussy
Video language: English
Always double-check the destination before you hit send! Peter Fitzwell finds himself in a conundrum when he sends some nude pics of his sexy wife Vivianne De Silva to their step-nephew Jimmy Michaels...awkward!!!
Format: mp4
Duration: 29:35
Video: 3840x2160, AVC (H.264), 14651kbps
Audio: 125kbps



File size: 3.1 GB


DOWNLOAD FROM FILESMONSTER: Sharing Is Caring





Fucking in Plain Sight Lowndesboro

Release Year: 2020
Studio: FamilyStrokes
Cast: Gia OhMy, Lolly Dames
Genres: All sex, Blowjob, Hardcore, Roleplay
Video language: English
Roleplay scene. Gia OhMy is going through a rough breakup, and her stepdad, Danny Steele, attempts to console her. He explains she needs to find an older guy who is mature enough to satisfy her in every meaning of the word. She jumps at the opportunity to get with Danny, and soon enough, the two are fucking around every chance they get—all within plain sight of Danny’s wife, Lolly Dames.
Format: mp4
Duration: 36:44
Video: 1920x1080, AVC (H.264), 11721kbps
Audio: 93kbps



File size: 3.1 GB


DOWNLOAD FROM FILESMONSTER: Fucking in Plain Sight