Punishment painfully porn Videos

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Plumper Punishment Wanaque

Release Year: 2012
Studio: Sensationalvideo
Cast: Salome Sin
Genres: plumper, big tits, big butt, blonde, hardcore, green eyes, white, posing, oral, dildo, fingering, doggystyle
Video language: English
Salome Sin is the hot new cummer at First Time Fatties. Salome has that wild sexy freak look that likes it rough and tough. The tattooed plumper is about to get the spanking that she deserves from our stud. We saw her gorgeous smooth ass turn from white to red in just a couple of quick spankings. Check out those hot 34G tits she jiggles and feelings up on. We also love that amazing smooth ass on her and that delicious hot shaved pussy.
Format: mp4
Duration: 35:01
Video: 1080x720, AVC (H.264), 2924kbps
Audio: 122kbps



File size: 782.4 MB


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Rissa May (Spanking For A Spender) Dublin

Release Year: 2025
Cast: Rissa May
Genres: Feature, Hardcore, All Sex, Couples , Straight
Video language: English
Every day, influencer Rissa May kicks off her routine like clockwork: coffee, yoga, and makeup. She loves sharing these sexy little moments with her followers. But there’s one steamy secret ritual even they don’t know about — how much Rissa craves pleasuring her gorgeous, tight pussy with a hot masturbation session. Lately, though, she’s hit a frustrating snag. Her delicate fingers, as skilled as they are, just aren’t cutting it anymore to satisfy her insatiable lust. So, she decides to splurge on a pack of the priciest, most powerful vibrators out there. Problem is, her bank account’s looking pretty grim. Desperate, she takes a wild risk — swiping her stepdad’s credit card, hoping he won’t notice. But this guy’s got alerts set up for every penny spent. By the time the package arrives, he’s already plotting who’s getting their ass spanked for this reckless spending. Stepdad storms into Rissa’s room, demanding to know what she’s blowing his hard-earned cash on. Her answer floors him: over $1,000 on premium vibrators! He can’t wrap his head around it. He never pegged his sweet Rissa as a filthy, horny little slut. How do you teach a naughty thief like her a lesson? He figures since he footed the bill, he might as well put those toys to use. He grabs one vibrator, shoving it deep into her throat, while slamming another hard into her dripping wet pussy. Not the brightest move on his part — this is exactly what Rissa’s been craving. Her juicy cunt gets soaking wet, the vibrator gliding effortlessly along her tight walls. She knows her stepdad’s packing something that could outdo even her shiny new toys. Lucky for her, he catches the hint fast, whipping out his massive, throbbing cock from his pants. Now the real punishment’s about to start. That huge dick barely fits into Rissa’s snug little pussy. She moans loud, totally overwhelmed — this is a whole new level of hardcore pleasure she’s never tasted before. Stepdad pounds the young vixen doggy-style, their rough sex getting wilder by the second. The intense fucking drives Rissa wild, pushing her over the edge into a shuddering orgasm. He decides she’s learned her lesson and finishes by blasting his load all over her perky tits. Looks like there won’t be any more thefts in this house — or at least, not without some seriously hot consequences.
Format: mp4
Duration: 47:02
Video: 1920x1080, AVC (H.264), 3763kbps
Audio: 256kbps



File size: 1.4 GB


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IR - Chatter Bitch, Part One - Bonnie Day, OT Broxton

Release Year: 2014
Cast: Bonnie Day
Genres: BDSM, Extreme Bondage, Domination, Fetish, Spanking, Humiliation
Video language: English
Bonnie Day Has Her Behavior Modified.
Man, Bonnie Day can be one obnoxious ass bitch around the office. She's constantly getting in the way of everyone else getting their work done. Well, OT needs his business running like a well oiled machine, and if she is going to get in the way of that then she is going to have to be taught a lesson in proper office performance.
Here at Intersec we have a... unique view on how to punish our employees. We don't like to just fire people if we know there is a way they can be reformed. Sometimes they just need a little bit of incentive to behave themselves properly.
In this case the punishment is corporal and it comes along with some intense heavy metal bondage. It's the only way we can be sure that she's going to learn not to bother the rest of the staff when they are working. We need to be able to depend on her to do what she is told, nothing more and certainly nothing less. And if that means taking a few days out of her work week to bring her down to the dungeon and show her what the price of disobedience is, then OT is more than happy to do it. If Bonnie doesn't like it she's free to quit. You know... as soon as we unlock her.
Format: mp4
Duration: 39:06
Video: 1280x720, AVC (H.264), 7284kbps
Audio: 111kbps



File size: 2.1 GB


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Femdomempire - Mistress' Pain Party Gilead

Release Year: 2017
Studio: Femdomempire
Cast: Kendra James, Sablique Von Lux, Tangent
Genres: Ballbusting, Humiliation, Latina, Red Head
Video language: English
The Mistresses of AVN 2017 kick off the week right with a pain party! Mistresses Kendra James, Sablique Von Lux, and Goddess Tangent have a very fun party planned, well at least fun for them. Two slaves have been chosen to be the victims of the las sadistic games. Nothing spurs on a Domme´s wickedness quite like being able to show off her cruelty to her peers. The slaves are viciously abused as the las compete to see which one will break first. The Mistresses subject the slaves to harsh beatings; with a crop, slashing strokes of a single tail whip, and brutal ball bustings. They are kicked full over and over again. The las delight at the slaves howls and groans of agony. The cruel sadists egg each other on to new heights of punishment.
Format: mp4
Duration: 19:23
Video: 768x432, AVC (H.264), 1549kbps
Audio: 125kbps



File size: 238.7 MB


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Whippedass - Aurora Anarchy & Sarah Arabic - My Little Object Millsap

Sarah Arabic is excited to dom true pain slut Aurora Anarchy in the dungeon today. It is Sarah’s first time at Kink and she brings some spicy presence to the scene with her black latex body suit, huge tits, knee high leather boots and an attitude to get exactly what she wants from her little object Aurora. To begin Aurora is on all fours restrained in a metal device with her sexy mouth spread open with a clear cup like gag. Sarah inspects her object and hits her with the flogger and the cane to get her warmed up. Aurora is already dripping wet and shaking in anticipation of what her Mistress will do next. Sarah vibes Aurora’s slutty pussy with the Hitachi and makes her cum uncontrollably. Next Aurora is in a most compromising position on the floor with her legs pulled back and trapped in a brutal metal device with her ass and pussy exposed and vulnerable to Sarah’s kinky punishment. But Aurora loves the pain, it makes her eyes flutter and beg for more. Sarah slaps her thighs and then hits her with another toy that stings and leaves marks on her delicate skin only making her pussy wet and desperate for something, anything to fill her hole. Sarah stuffs a dick on a stick in Aurora’s mouth to get it all slippery and then slides it inside her tight little pussy and fucks her good until Sarah is whining and begs to come. Next these two black haired beauties are in scissor position rubbing their pussies together. Sarah adds clothespins to the mix giving Aurora some extra pain to make the fucking even better. Mistress Arabic makes her little object worship her feet by licking her arches and toes and then finally it’s time for both of them get off together. Sarah vibes both of their clits at the same time and the intensity grows until Sarah cums hard and then lets Aurora Anarchy ride over the top into orgasmic ecstasy leaving them both breathless and satisfied.
Format: mp4
Duration: 45:38
Video: 1920x1080, AVC (H.264), 9760kbps
Audio: 156kbps



File size: 3.2 GB


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Femdomempire - Strap-on Sexual Harassment Spiro

Release Year: 2015
Studio: Femdomempire
Cast: Gigi Allens, Holly Heart
Genres: Blonde, Busty, Humiliation, Office Setting, Spitting, Strapon
Video language: English
Mr Jay has been quite a pervert at work, offering female workers "back massages" where during the massage he rubs his boner on their back. Gigi is the human resources manager, she calls Jay into her office for disciplinary action.Jay begs and pleads down on his knees to keep his job. Gigi gives Jay an ultimatum; either he is terminated for his bad behavior, or he gets a taste of his own medicine. Gigi whips out a giant black strap-on to show him just how painful "sexual harassment" is. In a female run company the women enjoy giving perverts the punishment they deserve.Gigi calls in Holly who made the harassment complaint to get in on the abuse and humiliation. The two sexy blondes enjoy destroying his ass with their giant cocks. Gigi lifts his leg up to go balls deep with a full-range thrust scissor-fuck. They teach Jay a valuable lesson on respecting women!
Format: mp4
Duration: 27:18
Video: 768x432, AVC (H.264), 1167kbps
Audio: 123kbps



File size: 259.4 MB


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Perverstage -She is under Control Cub Run

Release Year: 2025
Genres: BDSM, Bondage, Humilation, Torture
Video language: English
One of the longest and most intense sessions, Kassandra is the poor unfortunate one, she is under control, Kassandra is extremely ticklish and the punishment will not last little, Kassandra has a hot body and tries to escape in vain while being tickled tied in the chair, in hogtied, on the spanking bench, in the stocks, and finally she will receive an intense dose with the straitjacket, she will definitely go crazy.
Format: mp4
Duration: 52:30
Video: 1920x1080, AVC (H.264), 11669kbps
Audio: 190kbps



File size: 4.5 GB


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Feisty Slut is Captured in Grueling Bondage, Tormented, and Ass Fucked Grindstone

Cast: Kristina Rose ,The Pope
Video language: English
Kristina Rose is back and she’s hotter than she’s ever been. Kristina is a classy bitch that likes to let her hair down and be tormented in bondage. She’s such a masochistic submissive who is willing to endure almost anything to please her dominant, that you can’t help but want to punish her. She is subjected to extreme bondage and menacing torment before she is fucked in the ass and made to cum against her will.
Format: mp4
Duration: 49:33
Video: 960x540, AVC (H.264), 1367kbps
Audio: 122kbps



File size: 543.1 MB


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Extreme BDSM & Pain part 5 Ulen

Release Year: 2020
Studio: Thepainfiles
Genres: Hardcore, Blowjob, Stocking, Spanking, Wax, Suspension, Needles, BDSM, IR
Video language: English
Pure pain, pure pleasure. We expose our slavegirls to extreme S&M sessions using merciless needle bdsm punishments, electro shock pain



Total size: 46.5 GB in 50 files.

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Femdomempire - Debt for Dick Pine Brook

Release Year: 2016
Studio: Femdomempire
Cast: Anna Deville
Genres: Anal Play, Humiliation, Strapon
Video language: English
Miss Anna is more than pissed at her literally worthless slave for embarrassing her today. After only two transactions his weak ass credit cards were declined and cut her shopping trip very short. Luckily the day wasn´t a total waste as her 1st purchase will be perfect for the punishment he is about to receive. Not only is she going to royally fuck his ass but every last cent in his bank account will be used to buy the biggest dildos to keep turning his ass out. This is only just the start as he learns his place from his son´s dominant and extra sadistic girlfriend.
Format: mp4
Duration: 18:08
Video: 1920x1080, AVC (H.264), 8349kbps
Audio: 303kbps



File size: 1.1 GB


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Alice is catfished and turned insex Burgos

Release Year: 2020
Dating is hard. There are so many people pretending to be something they are not. I should have been more careful. I thought no one could fake a verification picture. I was wrong. I was tricked and now I’m stuck in this web, exposed, tormented, , and humiliated.
My captor is training me, grooming me. He let me escape only to punish me. Now I’m his. My mind, my body, my everything. I would do anything for him.
Format: mp4
Duration: 41:56
Video: 1280x720, AVC (H.264), 7328kbps
Audio: 124kbps



File size: 2.2 GB


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Extreme BDSM & Pain part 4 Naze

Release Year: 2020
Studio: Thepainfiles
Genres: Hardcore, Blowjob, Stocking, Spanking, Wax, Suspension, Needles, BDSM, IR
Video language: English
The female slaves at The Pain Files endure cruel needle torments, full force whipping and spanking, electric punishments



Total size: 27.7 GB in 25 files.

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Blondie must fuck for her life Little Birch

Studio: Woodman Entertainment
Video language: English
Dirty blondie is caught in the trap at the middle of the ocean and some voice told her that she must fuck for her life. Horny fuckers come fast to her on the motorcycles for water, strip her down and give her an amazing hardcore banging. This small titted girl with wonderful body literally loves her punishment because this slut is addicted to cock and she couldn't imagine that she gets hard schlong deep in her at the middle of the ocean.
Format: mp4
Duration: 12:47
Video: 1920x1080, AVC (H.264), 14874kbps
Audio: 148kbps



File size: 1.4 GB


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Raven vs. Her Incentive Plan Jayton

From the moment she walked in the door Raven couldn't help but complain about the cold. Luckily for her, I have plenty of rope to solve the problem. Limiting mobility might seem counterproductive, however, with the right incentive she'll be looking to shed a few layers in no time. Her elbows, legs, neck, and feet are bound tight leaving her in a very effective ball tie. To ensure she doesn't lie still a TENS is connected and cranked up. With the timer started she has to make her way across the room knowing that she'll get punished for every minute it takes to get there. The ball tie does its job perfectly as moving even a few inches started to get her winded. By the first minute she's starting to run out of steam but suddenly finds a jolt of energy to keep going. The question is, how much incentive will she need?
Format: mp4
Duration: 16:07
Video: 1280x720, AVC (H.264), 1961kbps
Audio: 310kbps



File size: 268.5 MB


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Femdomempire - Slave Transformation Gengenbach

Release Year: 2014
Studio: Femdomempire
Cast: Gigi Allens
Genres: Amazon, Anal Play, Blonde, Bondage, Dildo Play, Humiliation, Puppy Play
Video language: English
If you are going to act like a d0g then you will be treated like one. Mistress Gigi is tired of hearing how her slave act´s when she is not around and has come up with the perfect punishment. She slowly transforms him limb by limb into the perfect pet making sure he will never walk on two feet again. Mistress Gigi makes sure not to leave out the most important part and inserts the large butt plug tail to finalize his transformation. Now his obedience training can begin.
Format: mp4
Duration: 25:32
Video: 768x432, AVC (H.264), 1155kbps
Audio: 98kbps



File size: 235.8 MB


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