Punishment painfully porn Videos

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Bad Timing: Hime Marie & Derrick Pierce Girard

Release Year: 2023
Studio: Kink
Cast: Derrick Pierce, Hime Marie
Genres: Anal, Athletic, BDSM, Beard, Blowjob, Bondage, Brunette, Circumcised, Corporal Punishment, Domination, Facefucking
Video language: English
She catches Derrick in the middle of something she shouldn’t have, so he quickly brings her in to the house to assess the situation. Hime keeps pressing the issue until Derrick has no choice but to restrain her and teach her a lesson. She struggles and fights back, but realizes that she is fighting a losing battle. After a short interrogation, Derrick decides the best way to handle this is to keep her tied up and fuck all of her holes, especially her ass.
Format: mp4
Duration: 59:11
Video: 1920x1080, AVC (H.264), 9742kbps
Audio: 156kbps



File size: 4.2 GB


DOWNLOAD FROM FILESMONSTER: Bad Timing: Hime Marie & Derrick Pierce

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Creepshow Peepshow - Jessica Creepshow Shakopee

A girl doesn't get this many piercings without being into a little bit of pain. A girl doesn't get them where Jessica Creepshow has them without being into a lot of pain. She's dominant in her every day life and Jessica gets so tired of taking charge of every situation. What she needs is a man who can wrestle control away from her, put her in her place, and take what he wants from her while she is helpless and in his power.
Enter Jack Hammer. Jack and Jessica have known each other for a bit, but she has never had the pleasure of being his sexual slave. Today that finally changes, and she is excited as hell for it. What she knows is that Jack is one of the best in the business when it comes to rope bondage and corporal punishment. There is no way her expectations could be too high.
Sure enough, he steps on scene and Jessica is ready to serve. His presence, his touch, his voice, all command respect and obedience. When he begins to hurt her she can't even beg him to stop. All her mouth will let come out is a pleading, "Thank you, sir. May I please have another?"
Format: mp4
Duration: 1:00:17
Video: 1280x720, AVC (H.264), 6762kbps
Audio: 106kbps



File size: 3.0 GB


DOWNLOAD FROM FILESMONSTER: Creepshow Peepshow - Jessica Creepshow

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Real Life Fantasy: Luna Lovely, Derrick Pierce, Charlotte Sartre Havelock

Release Year: 2023
Studio: Kink
Cast: Charlotte Sartre, Luna Lovely, Derrick Pierce
Genres: Anal, Anal Fingering, Athletic, BDSM, black hair, Blowjob, bottom, Brunette, Corporal Punishment, Domination
Video language: English
Luna and Charlotte are friends with some serious benefits and after having a conversation about Luna’s dirty fantasy, Charlotte decides to help her friend out with a plan she
cooked up just for Luna. One day, unbeknownst to Luna, Charlotte sends her boyfriend over to help Luna have the kinkiest fantasy of a lifetime. The two ladies are having a chat when suddenly a stranger shows up behind Luna but she doesn’t heed the warning of her friend and is taken down in the most delightful, dirty way.
Charlotte has to listen as Luna is made to do just as her captor instructs her to do, or else. Luna is bound in rope in her own home as her captor fucks her pussy and ass to satisfy himself. Luna begs for it to stop but she has been overpowered and can’t stop him from taking what he wants.
Format: mp4
Duration: 47:44
Video: 1920x1080, AVC (H.264), 9737kbps
Audio: 156kbps



File size: 3.4 GB


DOWNLOAD FROM FILESMONSTER: Real Life Fantasy: Luna Lovely, Derrick Pierce, Charlotte Sartre

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Jane Wilde: Giving Up The Ass Crownsville

Release Year: 2022
Studio: Kink
Cast: Jane Wilde, Quinton James
Genres: Anal, BDSM, big dick, Blowjob, Bondage, brunet, Brunette, Corporal Punishment, Domination, foreskin, Humiliation, muscular
Video language: English
Jane has been flirting with her neighbor behind her boyfriend’s back. She is planning a big backyard show to let him see everything but her boyfriend Quinton has other plans. He noticed that she’s been distracted lately so when she leaves her phone on the counter he can’t help but take a look. He finds out that she has been flirting heavily with the neighbor George and that he has plans to fuck her ass in the backyard next to the pool. He makes sure that he is home just in time to catch this anal slut putting on a show. Once she is caught in the act, Jane is given an ultimatum: get out, or give up the ass to Quinton. She’s not happy about it, but she doesn’t want to be put out in the streets either. Guess what happens next…
Format: mp4
Duration: 59:45
Video: 1920x1080, AVC (H.264), 9737kbps
Audio: 156kbps



File size: 4.2 GB


DOWNLOAD FROM FILESMONSTER: Jane Wilde: Giving Up The Ass

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Samantha Sin Live, Part 2 Tennessee Ridge

Cast: Samantha Sin ,Charlotte Vale
Genres: Curvy ,Tattoo ,Brunette ,Submission ,Pain ,Bondage ,shaved ,natural boobs ,BDSM ,Blonde
Video language: English
Samantha Sin and Charlotte Vale suffer intensely in the second half of this edited live show. Cyd binds Charlotte’s arms tightly and secures them pulled up behind her head, exposing the soft, sensitive flesh underneath her arms and down both of her sides underneath her armpit. He uses so many tiny painful clamps that it is all Charlotte can do to stop from crying. Her situation is unbearably intense and she is getting more desperate for relief by the second.
Cyd allows Samantha to crawl over and take the pins off one by one and kiss Charlotte’s skin to make in better. The resulting show of tenderness in the midst of Charlotte’s suffering makes for quite a scene, but it doesn’t last, as Cyd soon tires of it and decides to deliver more punishment for sadistic pleasure.
Format: mp4
Duration: 45:54
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.0 GB


DOWNLOAD FROM FILESMONSTER: Samantha Sin Live, Part 2

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Redhead Take Down Lake Leelanau

Release Year: 2015
Studio: Hogtied
Cast: Sophia Locke
Genres: bondage, redhead, rope bondage, suspension, submission, vibrator, straight, domination, bdsm, Handler, ball gag, Fingering, Corporal Punishment, humiliation, Vaginal Penetration
Video language: English
Gorgeous Sophia Locke loves to be overpowered and made to do dirty things. HogTied gives the beautiful redhead what she loves most when we take her down, tear off her clothes and manhandle her into submission. The rope bondage and orgasms ramp up scene after scene til the end when she is left hanging in a full suspension, vibrator tied firmly to her cunt, hard orgasms ripping through her beautiful body.
Format: mp4
Duration: 58:32
Video: 1280x720, AVC (H.264), 4880kbps
Audio: 122kbps



File size: 2.1 GB


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Yhivi's Submission to Hardcore Sex in Heavy Bondage, Day Two Sarah

Cast: Yhivi ,Tommy Pistol
Genres: master ,Corporal Punishment ,Oral Sex ,natural boobs ,Latinx ,bottom ,brunet ,Gimp ,Discipline ,Rope Bondage
Video language: English
When Yhivi is challenged to submit to Tommy Pistol’s cruel intentions in hardcore sex and heavy bondage, she is pushed to the edge of what she is mentally able to handle. It is already clear that she has no control over her own body, and when Tommy demands she holds her legs open for the whip, the vibe or his hard dick, she is driven to the brink of sexual frustration.
Format: mp4
Duration: 56:00
Video: 1280x720, AVC (H.264), 4875kbps
Audio: 122kbps



File size: 2.0 GB


DOWNLOAD FROM FILESMONSTER: Yhivi's Submission to Hardcore Sex in Heavy Bondage, Day Two

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Muscle Boy gets Fucked Gallagher

Release Year: 2011
Studio: Meninpain
Cast: Nika Noire, Lobo
Genres: muscle, strap on, straight, femdom, dominatrix, slave, Male Sub, Corporal Punishment, bdsm, Pussy Eating, Face Sitting, humiliation, Fingering, bondage, Pegging, CBT, orgasm denial
Video language: English
The only thing this poor fucker has going for him is that he a slut for Pain, and Miss Nika likes to hit hard.
Format: mp4
Duration: 32:43
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 732.3 MB


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Kink - Vanessa's Anal Appeal Morenci

Release Year: 2024
Studio: Kink
Cast: Vanessa Sky, Tommy Pistol
Genres: Anal, BDSM, Beard, big dick, Blowjob, brunet, Brunette, Choking, Corporal Punishment, Curvy, dom, Domination
Video language: English
Vanessa Sky is worried that she and boyfriend Tommy Pistol are growing apart, but she’s going to do whatever it takes to keep her man, even if that means getting fucked in the ass! Tommy doesn’t believe that Vanessa really wants to explore his kinks so she strips in front of their condo and makes him fuck her in the front yard. Tommy starts with some choking then quickly moves onto a rough blowjob. He pulls Vanessa on top of him and fucks her in reverse cowgirl. Then the action moves indoors and gets even hotter, starting with Tommy face-fucking his hogtied hottie. He tosses her onto the couch and fingers her soaking wet pussy. After some more oral and hard fucking, Tommy explores the ultimate taboo of their relationship, anal. He starts by adding finger after finger in her tight asshole. Tommy works Vanessa into a frenzy and then fucks her ass deep and hard. Vanessa gets really turned on by Tommy’s kinks and fucks him back like a champ. After some more ass and pussy pounding, Tommy tries fisting Vanessa’s asshole and her hungry backdoor can almost take it all. Tommy rewards her with a hot load all over her pretty face.
Format: mp4
Duration: 1:02:16
Video: 1920x1080, AVC (H.264), 9805kbps
Audio: 156kbps



File size: 4.4 GB


DOWNLOAD FROM FILESMONSTER: Kink - Vanessa's Anal Appeal

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History in the Making! Ultimate Blow-Out! Beretta vs Wrestling Virgin! timika

Cast: Tegan Tate ,Beretta James
Genres: Facesitting ,bottom ,Vaginal Penetration ,Lesbian ,Fingering ,Pain ,natural boobs ,Pussy Eating ,Submission ,shaved
Video language: English
Beretta “The Little Pistol” James dishes out three rounds of punishment on Tegan “The Tiny Terror” Tate, giving her a first match she’ll never forget!
Petite angel, Rookie Tegan was in for trouble as soon as she stepped on the wrestling mat with the voluptuous beauty, Beretta James. Any hope that Beretta would go easy on her was quickly smashed as Beretta threw her down into the mat and lifted her up in hold after glorious, painful hold.
You’ve never seen anything like this! Out-standing hold after out-mother-fucking-standing hold! Multiple submits! Orgasm on the mat!
In Round 4, The Tiny Terror proves she’s good at one thing: being Beretta’s submissive whore. In the words of Beretta herself, “Today your pussy is my little cum dumpster.”
Format: mp4
Duration: 43:50
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps



File size: 1.6 GB


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Sexual Interrogation Ashtabula

Release Year: 2019
Studio: Kink
Cast: Tommy Pistol, Victoria Voxxx
Genres: BDSM, Blowjob, Choking, Corporal Punishment, Dildo, Domination, Electrical Play, Fingering, Fisting, Hitachi, Humiliation, Nipple Clamps, Role Play
Video language: English
When Victoria tries to cut Tommy out of a deal, she is taken hostage and interrogated with anal sex, BDSM, electricity, huge anal toys and fisting! Victorias husband and Tommy run a heist and manage to get away with loads of money, enough cash to set them up for life so naturally Tommy wants his cut. He shows up just to have a look at the booty but when Victoria pretends not to know where it is, Tommy gets very suspicious and takes control of the situation. In an attempt to find out where the money is Tommy gags and ties Victoria up spread eagle on the dining room table and rigs up some wicked electrical bands to her thighs to shock her into telling the truth. While electrical current is coursing through her body he uses a whole arsenal of corporal punishment tools to make her confess. The cane, single tail, flogger and Wartenberg wheel all leave their marks on her sensitive skin but she still won´t divulge. Choking, fingering and finally fisting her tight, shaved pussy take Victoria over the edge yet still she will not fess up. After hours of torment Tommy ties Victoria up on her knees and arms behind her back. With nipple clamps swinging, rope is everywhere holding her tight while Tommy stuffs his dick in her mouth for a deep and thorough throat fuck. Then on all fours Victoria gets the flogger and Tommy´s hard cock in her pussy and ass. He fucks every hole back and forth and demands she tell him where the money is but nooooo so Tommy pulls out what he calls "The Negotiator" which is a huge metal dildo and slides it in and out of her ass and plays with her clit. Then bound tight on her back with her sexy legs spread wide open Tommy busts out the Hitachi while he interrogates her ass and pussy with his cock and drives her straight into ecstasy! Does Victoria tell Tommy where the money is? Watch to find out!
Format: mp4
Duration: 1:25:46
Video: 1280x720, AVC (H.264), 4873kbps
Audio: 122kbps



File size: 3.1 GB


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Beautiful Lyra Law puts her hand and feet in in submissives Robards

Cast: Dee Williams ,Lyra Law ,Juliette March
Genres: Speculum ,LezDom ,Feet ,Dildo ,natural boobs ,Anal Fingering ,Petite ,Anal Stretching ,buttplug ,slink
Video language: English
Lyra Louvel is catches her submissives doing lesbian activities without her. She needs to punish them. Her Lesbians want to play with ass without her, she’s going to make sure they get their fill of ass. She makes the gape, prolapse and stretch. She uses her hands, feet, speculum and slink to put her anal submissives in their place. Huge anal strap on and ass to mouth
Format: mp4
Duration: 1:01:21
Video: 1280x720, AVC (H.264), 4878kbps
Audio: 122kbps



File size: 2.2 GB


DOWNLOAD FROM FILESMONSTER: Beautiful Lyra Law puts her hand and feet in in submissives

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Wicked Bitch Rockfield

Release Year: 2012
Studio: Meninpain
Cast: Gwen Diamond, Billy
Genres: strap on, slave, straight, femdom, dominatrix, Male Sub, Corporal Punishment, bdsm, Pussy Eating, Face Sitting, humiliation, Fingering, bondage, Pegging, CBT, orgasm denial
Video language: English
Married life can be such a bore, unless you have a wicked bitch like Gwen Diamond to terrorize your libido on a regular basis. Billy as usual is full of himself and needs a bitch slap and hard strap on fuck up the ass to put him back in his place.
Format: mp4
Duration: 30:08
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 674.6 MB


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Gia DiMarco's overtime fuck... Mormon Lake

Cast: Gia DiMarco
Genres: Tattoo ,toned ,Ball Gag ,Handler ,BDSM ,Corporal Punishment ,fake boobs ,Fingering ,Rope Bondage ,Gag
Video language: English
Special CC bonus update.During Gia’s Live Casting Couch shoot she was so impressive (hot, sexy & fucking horny) that we decided to go into overtime. On the spot we tied her up, gagged her & fucked her brains out till she was cum drunk & spent.
Format: mp4
Duration: 9:51
Video: 1280x720, AVC (H.264), 2928kbps
Audio: 121kbps



File size: 220.4 MB


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Wheel of pain pt.5 Offenbach

Release Year: 2014
Studio: ElitePain
This is a rough Bdsm scene starring Nancy and one other girls. The play the wheel of fortune(?!) game where 12 different methods of punishment are on the wheel. Each number show what body part shall be punished and what tool will be used. The scenes features, pussywhipping, caning of the thighs, ass and lots of other painful things.
Format: mp4
Duration: 51:37
Video: 1280x720, AVC (H.264), 3901kbps
Audio: 184kbps



File size: 1.5 GB


DOWNLOAD FROM FILESMONSTER: Wheel of pain pt.5