Punishment painfully porn Videos

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Pool Boy's Revenge Rock City

Cast: Johnny Castle ,Kenzie Anne
Genres: Role Play ,brunet ,Athletic ,Corporal Punishment ,Rope Bondage ,Domination ,Blowjob ,BDSM ,Big Tits ,Blonde
Video language: English
Kenzie Anne is a well-to-do woman who loves to live in the lap of luxury. She’s the type of woman who gets what she wants no matter what, and when she finds something she can’t have, it makes her want it more. This is the case with Johnny The Pool Boy. She has watched him clean her pool and fantasized about him doing dirty things to her. She’s tried to get his attention so many times, but Johnny keeps it professional and ignores all of her attempts. Today Kenzie tries a new tactic. She’ll sun bathe with her tits out while he’s cleaning the pool. Johnny takes notice all right, but Johnny ignores her still, which makes her mad, so she throws him out. Kenzie enjoys having that power over him. She rubs her pussy in the shower to the thought of him taking control of her, and having his way. The lines between reality and fantasy blur quickly as Johnny comes back in and gives her a piece of his mind. She gets on her knees and he face-fucks her in the shower. She gets bent over and fucked from behind. He ties her up to a chair and then a metal railing. He fucks her hard while mascara runs down her face. He uses her holes to satisfy his own personal desires and shows her who’s really in control.
Format: mp4
Duration: 50:02
Video: 1920x1080, AVC (H.264), 9690kbps
Audio: 156kbps



File size: 3.5 GB


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Katie Kush: Bendy Bitch in Bondage Cave Spring

Release Year: 2022
Studio: Kink
Cast: The Pope, Katie Kush
Genres: Athletic, BDSM, Beard, Big Ass, big dick, Black, Blonde, Bondage, Boot, brunet, Corporal Punishment, Dildo
Video language: English
Katie Kush is very flexible and loves to push her limits when she does bondage shoots. She begged The Pope to push her hard today, so he puts her in brutal and strict rope bondage. The first scene has Katie standing in the middle of the dungeon with her hands above her head, which is basic, but keeps her helpless. Don’t fear, she is about to get a rude awakening as he begins to take this basic tie, and build it into something that Katie can barely handle. By the end of the scene, Katie is in a full wrist and ankle suspension. The next scene begins with Katie already in the air in a grueling inverted hogtie suspension. The Pope methodically makes Katie suffer with different impact, and then ties her hair nice and tight to add to her discomfort. In the final scene, Katie is literally folded in half with her legs behind her head. This time she has no choice, but to orgasm as many times as he commands her to. His boot presses into her flesh and he leans into her chest with all of his weight, as Katie continues to orgasm uncontrollably. He buries a large dildo deep inside of her cunt as her orgasms become overwhelming.
Format: mp4
Duration: 45:05
Video: 1920x1080, AVC (H.264), 9760kbps
Audio: 156kbps



File size: 3.2 GB


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Enema and BJ In Hogtie Bondage For Schoolgirl Raven Angels Camp

Raven, a hot schoolgirl, receives yet more heavy-handed corporal punishment and humiliation at the Reform School. This time, the School Master enlists help fro Alexa, a former bad schoolgirl herself now a sexy college cheerleader she has a desire to dish...
Format: Windows Media
Duration: 1:01:30
Video: 480x360, Windows Media Video 9, 1220kbps
Audio: 62kbps



File size: 557.8 MB


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Mr Pete Finally Gets Some Private Time With Chloe Cherry Eutawville

Release Year: 2019
Studio: SexAndSubmission
Cast: Mr. Pete, Chloe Cherry
Genres: Anal, BDSM, big dick, Blonde, Blowjob, brunet, Corporal Punishment, Domination, Flogging, foreskin, Humiliation
Video language: English
Mr Pete’s a little obsessed with his former classmate Chloe Cherry. He’s always wanted to go on a date with her, but it’s never happened, for some strange reason. Time has passed, but he’s only grown more obsessed. Now he’s gonna get that date, one way or another. Mr Pete ties up Chloe, straps her down and has his way with her by face fucking her, flogging her, cropping her, then fucking her tight wet pussy and her slutty, hungry asshole. He takes her to an empty classroom and starts in right away, flogging Chloe and cropping her. He puts a vibe on her pussy and eats her sweet hole, prepping her for the best part of the date, yet to come. Once she knows what she’s in for, he shoves his thick cock into her mouth and face fucks her. He doesn’t hold back, instead thrusting deep into her throat, over and over, while she gags and chokes on it like a pro. He may never have been on a date with her, but he knows Chloe’s a cock whore who wants dick in every hole. When her throat is thoroughly fucked he flips her over and fucks her from behind, slamming her pussy and her ass until she doesn’t know which way is up. He turns her over and keeps fucking her, using a vibrator on her to push her way over the top. When he’s done with her, he leaves her there, so he can follow up with another round. Because he knows she wants it.
Format: mp4
Duration: 45:03
Video: 1280x720, AVC (H.264), 4902kbps
Audio: 122kbps



File size: 1.6 GB


DOWNLOAD FROM FILESMONSTER: Mr Pete Finally Gets Some Private Time With Chloe Cherry

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Charles Dera Collects On Kit Mercer Raseiniai

Release Year: 2019
Studio: SexAndSubmission
Cast: Charles Dera, Kit Mercer
Genres: BDSM, black hair, Blonde, Blowjob, body builder, Bondage, Corporal Punishment, Domination, Humiliation, Role Play
Video language: English
Unsuspecting, perfect-bodied blonde, Kit Mercer, answers the door when Charles Dera comes calling. He’s here to collect on her debts, which she’ll repay with her wet, hungry pussy and slutty back-talking mouth! Charles slips into her house, and he won’t leave until she’s payed up. He first puts her in a hogtie, demanding that she pay with her mouth. He face fucks her as she greedily gobbles up his hard dick, and quickly admits that she’s wet for him. He flogs her and demeans her, then torments her perfect cunt with a vibrator cranked up to high. When Kit is fully pliable, he puts her on her hands and knees on her coffee table, gagged and tied in rope bondage. He smacks her ass and readies her for a deep, hard fucking, which she’s already hungry for. He slides in and she’s in heaven, taking that dick deep from the first thrust. Charles unapologetically uses her perfect, tight body. She moans and pouts, wails and grunts, as he pounds her out. Slamming her dripping cunt. Finally he puts her on her back with her legs spread wide, held apart by rope. He further humiliates her by teabagging her and sliding his hard cock all over her slut face. But she’s done protesting. Now she just wants that dick in her pussy, fucking her and fucking her. And she gets it, but not before he slaps and crops her pussy. He fucks her so good Kit is literally BEGGING for his cum when he’s close to unloading. She begs like the greedy, ravenous slut she really is, and Charles shoots his load all over her sweet, perfect, fucked cunt.
Format: mp4
Duration: 41:42
Video: 1280x720, AVC (H.264), 4867kbps
Audio: 122kbps



File size: 1.5 GB


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Don't Fuck With Family - Part 2 Buna

This clip starts where Part 1 ended. Mystic Moon struggles and moans for a while as her captor watches. He's not done with her yet. He removes her gag after she starts choking on it. He tells her he'll leave it out if she can stay quiet. As he's tying her feet, she screams and moans. She talks and her screams intensify as he hogties her on her side. Obviously she can't stay quiet. He adds a punishing gag consisting of an ace bandage and duct tape. She thinks the bondage and gag are bad, but then he hooks her nose. He sits back and watches he captive for a while as she screams and twitches in agony. Now that she's all packaged up, she'll be leaving with him today. This is where Part 2 ends. Notes: This is a very intense clip. Mystic Moon does not have a very high tolerance, but she pushes herself. Lots of crying and intense screaming through her gag all through Part 1 and 2 of this clip.
Format: Windows Media
Duration: 14:52
Video: 1280x720, Windows Media Video 9, 5956kbps
Audio: 187kbps



File size: 667.0 MB


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Sofia Leone - Latin Sex Patrol San Francisco De Macoris

Video language: English
We Got A Runner! Daring Latina bombshell Sophia Leone tries to make a run for it when LP agents attempt to arrest her. Naturally, it doesn't take the agents long to capture her and after a thorough body-search she soon finds herself hand-cuffed to a table in an interrogation room and presented with options. If she obeys Agent Bruno, she won't get deported. She submits and quickly has her wet mouth and tight criminal cunt wrecked as Agent Bruno fucks and sexually dominates her in several positions. After he's done savagely punishing her puta, he rewards her with a big facial.
Format: mp4
Duration: 34:08
Video: 1920x1080, AVC (H.264), 7789kbps
Audio: 309kbps



File size: 2.0 GB


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Pool Boy's Revenge Dover Plains

Release Year: 2022
Studio: Kink
Cast: Johnny Castle, Kenzie Anne
Genres: Athletic, BDSM, Beard, Big Tits, Blonde, Blowjob, brunet, Corporal Punishment, Domination
Video language: English
Kenzie Anne is a well-to-do woman who loves to live in the lap of luxury. She’s the type of woman who gets what she wants no matter what, and when she finds something she can’t have, it makes her want it more. This is the case with Johnny The Pool Boy. She has watched him clean her pool and fantasized about him doing dirty things to her. She’s tried to get his attention so many times, but Johnny keeps it professional and ignores all of her attempts. Today Kenzie tries a new tactic. She’ll sun bathe with her tits out while he’s cleaning the pool. Johnny takes notice all right, but Johnny ignores her still, which makes her mad, so she throws him out. Kenzie enjoys having that power over him. She rubs her pussy in the shower to the thought of him taking control of her, and having his way. The lines between reality and fantasy blur quickly as Johnny comes back in and gives her a piece of his mind. She gets on her knees and he face-fucks her in the shower. She gets bent over and fucked from behind. He ties her up to a chair and then a metal railing. He fucks her hard while mascara runs down her face. He uses her holes to satisfy his own personal desires and shows her who’s really in control.
Format: mp4
Duration: 50:02
Video: 1920x1080, AVC (H.264), 9690kbps
Audio: 156kbps



File size: 3.5 GB


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Lumi Ray: Gushing in Bondage Council Bluffs

Release Year: 2023
Studio: Kink
Cast: Lumi Ray, The Pope
Genres: BDSM, Big Tits, Bondage, Brunette, Choking, Clothespins, Corporal Punishment, Domination, dungeon
Video language: English
Naked and seated with her legs spread, the gorgeous Lumi Ray pulls at the ropes that bind her to a wooden chair. The Pope enters and creeps up from behind. He squeezes her neck and slaps her tits. He grabs the vibe and she cums hard. In the next scene, Lumi is in a full rope suspension, upside-down, with her arms stretched out, bound to a bamboo stick. The Pope fucks her with a dick on a stick until she shoots geysers across the dungeon as she cums. Next, Lumi is bound with rope, on her back. With ropes around her neck, wrists, ankles and waist, The Pope flogs her pretty tits while he fingers her hungry pussy. He covers her eyes with a cloth and it proves to be too much and she asks to have it removed. The merciful Pope removes the cloth and rewards her with the vibrator, giving her multiple gushing orgasms.
Format: mp4
Duration: 47:32
Video: 1920x1080, AVC (H.264), 9732kbps
Audio: 156kbps



File size: 3.4 GB


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Kink Couple Acts Out Extreme Home Invasion Fantasy Old Bridge Township

Release Year: 2019
Studio: SexAndSubmission
Cast: Tommy Pistol, Whitney Wright
Genres: Anal, Ball Gag, BDSM, black hair, Blowjob, Bondage, brunet, Corporal Punishment, Couple, Crop, Domination
Video language: English
Kinky lifestyle couple Whitney Wright and her man are planning out their next sexual adventure together. The stunning Whitney has some ideas after reading Abduction. A steamy chat between Tommy and her bring out ideas of a stranger invading her home while she is alone. Chasing her and taking her down as she screams for no and for him to stop. She will beg this stranger to let her go, but she truly desires more. He will tie her up and make her service him through pain and punishment. Slapping, corporal punishment, flogging, all turn Whitney’s perfect ass red. Bound in tight restrictive rope bondage, she struggles but is unable to free herself. He tells her to suck his cock deep down her throat and demands that she doesn’t use her teeth, until told. Her slobbery blowjob drips all over his hard cock. It’s now time for this stranger, The Gas Man, to take what he really wants, all her holes. He will stretch and use them all for his desires. Tied up in full restrictive bondage, he starts with her tight wet pussy. Pounding her deep gets her screaming. He takes out her red ball gag and has her work on his cock more. She needs to get it wet and ready for her asshole. Tommy then takes her for deep pounding anal. She screams for him and begs him to cum all over her.
Format: mp4
Duration: 1:02:31
Video: 1280x720, AVC (H.264), 4875kbps
Audio: 122kbps



File size: 2.2 GB


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Sexy Slut April Olsen Cums Hard In Grueling Bondage Cortes

Release Year: 2022
Studio: Kink
Cast: April Olsen, The Pope
Genres: BDSM, big dick, Bondage, brunet, Corporal Punishment, Crop, Curvy, Dildo, Domination, Feet, Fingering, Flogging, Handler
Video language: English
Fresh meat April Olsen is one sexy slut and this is her first bondage scene with Kink. Bound and gagged she begins in a standing position with arms pulled behind her back in a box tie. April smiles with anticipation as The Pope enters. He gropes her amazing tits, spanks her curvy ass and whips her with the flogger. More rope is added to intensify the bondage and increase her suffering. One leg is pulled up and tied off to expose her pussy and make her cum with the hitachi and some furious finger fucking.
The next scene features April upside down with arched back in a stunning inverted suspension with arms bound to bamboo. Intense flogging on her tits and sensitive thighs get this slut craving some cock so The Pope stuffs a fat dildo in her mouth and then fucks her pussy until she cums hard. The orgasms become so intense for April he goes back to punishing her with the crop and then hits her again with the Hitachi pushing her over the edge. In the final scene April is on her back with arms and legs spread wide and tied down tight. The Pope uses the cane to terrorize the soles of her sensitive feet with some bastinado until she just can’t take it anymore. But she has to take more so he vibes her pussy and fingers her slutty hole until she cums again screaming with mind blowing orgasms.
Format: mp4
Duration: 47:50
Video: 1920x1080, AVC (H.264), 9756kbps
Audio: 156kbps



File size: 3.4 GB


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Hot Wife Gets Sexual Punishment for Husband's Debt Ridgeley

Release Year: 2020
Studio: SexAndSubmission
Cast: Mia Gold, Karlo Karrera
Genres: Anal, Ball Gag, BDSM, big dick, black hair, Blowjob, Bondage, bottom, Brunette, Clover Clamps, Corporal Punishment
Video language: English
Stunning petite wife Mia Gold is enjoying her poolside sun bathing. Little does she know this brunette’s privileged wealthy lifestyle is about to get fucked. Her husband owe’s a lot of money and it’s time to pay up. Muscle stud Karlo Karrera shows up and drags Mia into the house. Throws her on the couch and demands she tell him where her husband is. This innocent wife has no clue what is about to happen to her. As Karlo chokes Mia, he pulls off her clothes and demands sexual payment. His hard huge cock gets rammed down her wet throat for a deep throat cock sucking. He pulls her hair harder as he gags her on his dick. He flips her over and holds her down as she screams. He shoves his hard cock deep in her wet pussy and pounds her for hard fucking. This isn’t all about pleasure, there must be sexual pain and punishment. He handcuffs her and brings out the flogger and she screams for corporal punishment. Nipple clamps come out and the clover clamps are applied to her sensitive nipples. She is bound in BDSM rope bondage and her mouth is gagged with a red ball gag. Her screams are muffled as he fucks her deep in her ass. Deep anal pounding gets her squirting all over the place. With her pussy and ass fully pounded he unloads his huge load all over her body. Her husband better pay up soon. Enjoy this original Kink scene from our archives, released for the first time!
Format: mp4
Duration: 49:42
Video: 1280x720, AVC (H.264), 4865kbps
Audio: 122kbps



File size: 1.8 GB


DOWNLOAD FROM FILESMONSTER: Hot Wife Gets Sexual Punishment for Husband's Debt

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Kinky Anal Couple Explores Limits When No Means Yes East Middlebury

Release Year: 2020
Studio: SexAndSubmission
Cast: Seth Gamble, Penny Pax
Genres: Anal, BDSM, big dick, Blonde, Blowjob, brunet, Corporal Punishment, Couple, Creampie, Crop, Curvy, Domination
Video language: English
Stunning Penny Pax is getting ready for a work trip. Dressed in heels and stalkings and tight underwear, she is dressing alone in her bedroom. Her sex craved husband comes in to greet her and cannot keep his hands off this beauty. She pushes him and tells him no over and over again. But he is demanding. Luckily for this couple she lets him in on a little kinky secret. No means Yes. Seth Gamble throws her over on the couch, pulls up her dress and slaps her round ass red! He gets out the rope and ties her up. She scream no no no, this isn’t what she wanted. Seth pulls out his hard cock and fucks her wet tight pussy right there on the couch. Stripped naked Penny is then tied to the pillar. Nipple clamps on her huge tits. She deep throats her husbands massive cock. But he desires something more. Pain. He brings out the crop and cane. Penny screams in pain and pleasure. She is then tied to teh bed ass up in the air. Seth fucks her tight pussy again before moving on to her hungry asshole. She takes a deep anal pounding while getting flogged. The hitatchi comes out and gets her screaming with orgasm. Flipped over again, her feet are caned and the Wartenberg wheel torments her body before Seth takes a final turn on his submissive wife. She begs for his cum and Seth fills her pussy up with a creampie.
Format: mp4
Duration: 49:30
Video: 1280x720, AVC (H.264), 4892kbps
Audio: 122kbps



File size: 1.8 GB


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Willing To Do Anything: Katie Kush and Tommy Pistol Glace Bay

Release Year: 2022
Studio: Kink
Cast: Katie Kush, Tommy Pistol
Genres: BDSM, Big Ass, big dick, Blonde, Blowjob, Bondage, brunet, Corporal Punishment, dom, Domination, Fingering, foreskin, Handler, Humiliation, Latinx, natural boobs, Pain, Public
Video language: English
Katie Kush is a very successful woman with some skeletons in her closet. A powerful person has sent Tommy Pistol to retrieve incriminating evidence to bring Katie down a few notches. Tommy sneaks in to her home, and after some searching, finds what he came for. What he wasn’t expecting was for Katie to come home while he was there. Katie catches him, and threatens to call the cops, so with no choice left he reveals what information he has on her. Suddenly Katie’s whole demeanor changes, and she is ready to cooperate. Tommy doesn’t trust her, so he ties her up and has his way with her. Tommy spends the day fucking this slut in bondage and dominating her with pain and suffering. He finishes his business with Katie, cums all over her, then leaves her there to contemplate what the damage is going to be when the info on the drive goes public.
Format: mp4
Duration: 56:26
Video: 1920x1080, AVC (H.264), 9751kbps
Audio: 156kbps



File size: 4.0 GB


DOWNLOAD FROM FILESMONSTER: Willing To Do Anything: Katie Kush and Tommy Pistol

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Young Jenna Clove Endures Brutal Discipline Whitharral

Release Year: 2019
Studio: SexAndSubmission
Cast: Tommy Pistol, Jenna Clove
Genres: Anal, BDSM, Blowjob, Bondage, brunet, Brutal Punishment, Corporal Punishment, Discipline, Domination, Fingering, Flogging, gloves
Video language: English
The young and bratty Jenna Clove has found herself in trouble and behind bars again. But, it’s this brats lucky day today, she’s been approved for release to a Halfway House. The Choice Recovery House greets her with bright open doors, but behind those doors lives a dark and dirty secret… Tommy Pistol. This old curmudgeon has rules and those rules come with severe punishments. Stripping Jenna down to nothing, her naked bare young body is searched for contraband. After her dirty pussy is checked out, it’s time for this little brat slut to learn some discipline. First comes out the floggers, then the gloves and hard ass spanking. Can Jenna Clove endure all this brutal punishment? Will she learn to obey these rules or get sent back to prison for more abuse. Her hands are cuffed behind her head and she endures a hard fingering and intense hitachi play which gets this dirty bird screaming. Next she is bound in rope bondage and takes more corporal punishment before Tommy takes what he really wants. A deep throat cock sucking and hard pounding fucking on his little play toy. He is intent on stretching out each and every one of her tight young holes. She begs him for anal, and he delivers a hard fucking to her ass. He clamps her pussy and tongue as she begs to cum before begging him for his hot load on her shaved pussy. Will this post-millennial jailbird learn these hard lessons today or get sent back to the slammer?
Format: mp4
Duration: 1:06:54
Video: 1280x720, AVC (H.264), 4860kbps
Audio: 122kbps



File size: 2.4 GB


DOWNLOAD FROM FILESMONSTER: Young Jenna Clove Endures Brutal Discipline