Punishment painfully porn Videos

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Mellanie "The Cowgirl" Monroe (0-1) vs Maggie "The " Mayhem (0-0) Cold Spring Harbor

Cast: Mellanie Monroe ,Maggie Mayhem
Genres: Straight ,shaved ,sex fight ,white ,Fetish ,Vaginal Penetration ,Pain ,Domination ,LezDom ,leg scissors
Video language: English
Mellanie has been given some pretty tough opponents for her rookie year. We call it tough love: get your ass kicked by the best so you learn from the best. Then, one day, you earn the right to fight your very own new girl. Did The Cowgirl learn anything at all from her many crushing defeats?
Welcome Maggie Mayhem to Ultimate Surrender, this local fetish model is one tough cookie. She is a submissive and is used to taking pain and punishment, so fear is the last thing on her mind entering the mat. Maggie is strong, and doesn’t think for a second that this big titted girl from Texas will pose any threat to her at all. Maggie is a tough San Fransisco girl that doesn’t take shit from anyone.
Well what we get is one girl totally dominating the other. This was a great sex fight as Mellanie wore Maggie down, face sitting her, locking the leg scissors, and fingering Maggie’s helpless pussy on the mat. Congratulations to Mellanie Monroe for her first Ultimate Surrender win!
Format: mp4
Duration: 43:31
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 974.3 MB


DOWNLOAD FROM FILESMONSTER: Mellanie "The Cowgirl" Monroe (0-1) vs Maggie "The " Mayhem (0-0)

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The Big Bust 2: Drug Lords Take Revenge Rosemount

Cast: Ramon Nomar ,Karlo Karrera ,Toni Ribas ,Sara Jay ,Ava Devine
Genres: Domination ,Whipping ,Kinky ,Orgy ,Stud ,Slapping ,Curvy ,Big Tits ,uniform ,Vaginal Penetration ,Tattoo ,Fetish ,Choking ,big dick ,Anal Fisting ,Corporal Punishment ,mixed ,Interracial ,Facefucking
Video language: English
Sex and Submission is proud to present another featured shoot with storyline and high production value! Ava Devine and Sara Jay just want to be treated and respected like one of the guys at the station, but they are constantly catching ridicule from their peers. When a new assignment comes up involving dangerous criminals, they go against the captains orders in hopes of proving that they’re capable of getting the job done on their own. Watch what happens when these two special tactical officers attempt to bust three ruthless drug lords and get captured! Includes rough sexy orgy, double anal and double vaginal penetration, role play, internal anal and vaginal cum shots, bondage sex and giant tits!
Format: mp4
Duration: 1:05:13
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps



File size: 2.3 GB


DOWNLOAD FROM FILESMONSTER: The Big Bust 2: Drug Lords Take Revenge

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Cold Blue Steel: Jewelz Blu Westernport

Release Year: 2023
Studio: Kink
Cast: Jewelz Blu, The Pope
Genres: BDSM, Beard, Big Natural Tits, Blindfold, Bondage, Cage, Collar, Corporal Punishment, Crop, Domination, Fingering, Flogging, Handler, Humiliation, Metal Bondage, natural boobs, other hair color, Pain
Video language: English
Jewelz Blu is brand new to Kink, but not to kink itself. Jewelz is well versed in the BDSM world, but this is the first time she’s decided to go this deep into her submissive side. The Pope takes advantage of this and gets her locked into her first device. Jewelz is on her back, legs up and locked into traps, and her arms pulled back into a strappado. This device has her as helpless as she could be and The Pope doesn’t waste time getting to the torment. The flogger is used to tenderize her flesh, as well as test her endurance to the pain. Next the crop is used for more precision to specifically hurt the sensitive areas. Then he applies pressure to her throat for some breath control, and then on to some fucking and vibing her pussy. This is just the first scene, and there’s two more to go that are just as powerful. The second position has Jewelz bent over with her arms out, and her ass in the air. The scene begins with some bastinado and leads to more punishment of her flesh with different implements to redden her skin from the impact. Marks start to appear, so The Pope fucks her into several more orgasms before giving her a break. In the final scene, Jewelz is on her back and shackled to the table by her wrists and ankles. He puts a blindfold over her eyes and introduces her to the electric zapper. Jewelz has found something that has been hiding inside of her, and now that she knows there is a submissive side to her, she wants to explore more to see how deep this rabbit hole will go.
Format: mp4
Duration: 54:18
Video: 1920x1080, AVC (H.264), 9752kbps
Audio: 156kbps



File size: 3.9 GB


DOWNLOAD FROM FILESMONSTER: Cold Blue Steel: Jewelz Blu

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Community Dinner Lingling

Cast: Alexxa Bound ,Dylan Ryan ,Maestro Stefanos
Genres: slim ,Anal ,Rope Bondage ,Humiliation ,Public ,Corporal Punishment ,Oral Sex ,Brunette ,Anal Stretching ,Female Slave
Video language: English
Welcome to the inaugural community appreciation dinner on the upper floor. This dinner features tramp epically failing a champagne test, resulting in sexy punishment and public humiliation. Soon one of the guests, Alexxa Bound, has challenged tramps skills, soon followed by Pixie. The evening turns into a raucous girl on girl wrestling match for The Stewards cock. Everyone wins and is fucked in the end. This update feature squirting, wrestling, blow jobs, anal stretching, corporal, and plenty of humiliation. Enjoy!
Format: mp4
Duration: 1:06:49
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps



File size: 2.4 GB


DOWNLOAD FROM FILESMONSTER: Community Dinner

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Step-Momme Dearest: Arabelle Raphael Teaches Cole Church A Harsh Lesson Mouth of Wilson

Release Year: 2023
Studio: Kink
Cast: Arabelle Raphael, Cole Church
Genres: Anal Fingering, BDSM, Big Tits, black hair, blond, Bondage, Cattle Prod, CBT, Corporal Punishment, Curvy, Dominatrix, dungeon, Facesitting, Femdom, Fingering, Fishnets, Hand Gagging
Video language: English
Gorgeous Arabelle Raphael heard that submissive Cole Church is a rising star in the dungeon. With Cole bound tightly to a bondage ladder, she slaps and teases his already rock-hard cock around. She proceeds to grab a zapper and shock his body all over. Cole is shaking from the pain but knows to thank Arabelle for the torment. She switches to using a paddle, slapping his bare ass hard until it turns a bright shade of red. Next, Cole is tied to a St. Andrews cross with his legs pulled apart by rope, exposing his tight asshole for Arabelle to warm up. She bites and kisses his cock while fingering his ass, slowly increasing the number of fingers she can fit. Ready to be Step-Momme’s whore, Cole is brought down and placed on his hands and knees. After Arabelle smothers him with her tits, ass and hands, she grabs a cattle prod and orders Cole to back his ass up into the prongs. He obeys Arabelle’s commands and is given a brutal shock multiple times. Arabelle feels that Cole’s ass is ready and grabs a strap-on to fuck him with. Finally, she rides his throbbing dick and drains every last drop of cum out of his balls. Step-Momme Arabelle informs him they are part of the clean plate club and feeds back to him the hot load of cum.
Format: mp4
Duration: 52:30
Video: 1920x1080, AVC (H.264), 9721kbps
Audio: 156kbps



File size: 3.7 GB


DOWNLOAD FROM FILESMONSTER: Step-Momme Dearest: Arabelle Raphael Teaches Cole Church A Harsh Lesson

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No forgiveness - Bruna , Chimeny Huntingburg

Genres: BDSM, Lezdom
Video language: English
Cruelty is her last name, Chimeny really shows why she is here, she has no mercy when the subject is punish her slave. She is wearing a super tight shorts that she sits and Stifle Bruna in a very hard way, with much slaps and hair pulling. Shimeny is really burying Bruna's face into her buttocks, keeping Bruna's without breathe for long minutes. Now wihtout clothes, Chimeny keep the Stifle and fucking her face with intensity, Demeaning the defenceless girl that is crying and covering her face with orgams.
Format: mp4
Duration: 29:12
Video: 1920x1080, HEVC, 4028kbps
Audio: 190kbps



File size: 903.0 MB


DOWNLOAD FROM FILESMONSTER: No forgiveness - Bruna , Chimeny

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Assylum - Maid for Punishment Jessica Kay Mosier

Studio: Assylum
Genres: Bdsm
Hot little anal punishment glutton, Jessica, is back for day 3 of her Extended Shoot. Because she likes to clean, Dr. Mercies had her clean his closet, but he called her out every several minutes to use her submissive little mouth and asshole. This is no typical porno or factory BDSM movie, folks. This is an honest, spontaneous session that lasted close to two hours.
Format: mp4
Duration: 1:07:37
Video: 1920x1080, AVC (H.264), 4688kbps
Audio: 117kbps



File size: 2.3 GB


DOWNLOAD FROM FILESMONSTER: Assylum - Maid for Punishment Jessica Kay

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Squirting Slave Girl: Samantha Hayes Day Two Cleghorn

Release Year: 2016
Studio: Thetrainingofo
Cast: Mr. Pete, Samantha Hayes
Genres: bondage, squirting, whipping, slave, submission, Rough Sex, straight, female slave, master, Gimp, bdsm, humiliation, role play, rope bondage, discipline, anal, Corporal Punishment, oral sex
Video language: English
Beautiful and masochistic trainee Samantha Hayes is trained by sadistic slave trainers to fuck and behave like a slave. Hardcore rough sex, bondage, messy blow jobs, whips and squirting!
Format: mp4
Duration: 52:51
Video: 1280x720, AVC (H.264), 4871kbps
Audio: 122kbps



File size: 1.9 GB


DOWNLOAD FROM FILESMONSTER: Squirting Slave Girl: Samantha Hayes Day Two

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Chinese Amateur Bdsm - Twilight 曙光 (Amateur couple) East Carondelet

This is a series of clips from a couple, sometimes styled "Bella & Edword" [sic] with a strong focus on spanking and corporal punishment. Lots of whipping, belting etc. and she does et a very bruised backside. There are a few clips with fellatio and doggy-style sex among these. The torrent also comes with a folder with various pics. Enjoy!
Format: mp4
Video: 720x1280



Total size: 527.1 MB in 47 files.

DOWNLOAD FROM FILESMONSTER: Chinese Amateur Bdsm - Twilight 曙光 (Amateur couple)

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Hot Slave Girls Degraded, Fisted & Fucked Puerto Escondido

Release Year: 2016
Studio: Theupperfloor
Cast: Aiden Starr, Nikki Knightly, Charlotte Cross, Bill Bailey
Genres: athletic, bondage, collar, dominatrix, fisting, rope bondage, squirting, strap on, slave, bdsm, orgy, straight, female slave, master, humiliation, role play, discipline, anal, Corporal Punishment, oral sex, Rough Sex, vibrator
Video language: English
Two pieces of fine slave flesh are up for consideration. On hand we have busty blond powerhouse dominatrix Aiden Star to run these sluts through the ringer and decide who should join the sex slave stock for good. The swinger party is packed with gorgeous women playing with their dominants and submissives. Meanwhile good girl Charlotte Cross and nymphomaniac Nikki Knightly are tied tightly to a post and made to choke on cock and lick ass while interrogated. Once Aiden has the answers she is looking for both slaves are made to cum for the crowd´s amusement.Second trial of the evening finds the ladies tied with their legs back and hands latched down to a box in tight rope bondage. Unable to get away, they are punished and fucked in turn with hard cocks, vibrators, electrical shockers, and a pile of canes. Both ladies beg for punishment and pleasure until the whole scene devolves into a fuck pile with Aiden cumming on top. So far both slave wannabes are neck in neck, so The Upper Floor classic is deployed: The Tray Test. Both slaves are handed their object of desire, a slave collar, and told to the hold the trays until one of them must drop it from physical exhaustion. To make the game more fun vibrators are attached to both their dripping wet pussies, and they are made to cum uncontrollably for the laughing audience. Both ladies quiver in agony, pushing their athletic abilities and self control until one drops. Once the new slave girl had won her collar she is rewarded with a rough fucking with a hard cock while the loser gets strap on plowed and has Aiden sit on her loser face. The night ends with fisting, squirting, and lot of hot cum swapped. Well done ladies.
Format: mp4
Duration: 1:06:56
Video: 1280x720, AVC (H.264), 4843kbps
Audio: 122kbps



File size: 2.4 GB


DOWNLOAD FROM FILESMONSTER: Hot Slave Girls Degraded, Fisted & Fucked

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Brooke Johnson: Extreme Torment and Pleasure Rockwell

Release Year: 2023
Studio: Kink
Cast: The Pope, Brooke Johnson
Genres: Ball Gag, BDSM, Bondage, Brunette, Caning, Corporal Punishment, Crop, Domination, drool, Electrical Play, Extreme Torment, Fingering, Flogging, Handler, Humiliation, impact play, Leather, Metal Bondage, multiple orgasms, natural boobs, Nipple Clamps, other
Video language: English
Brooke Johnson is back and ready for another round of extreme torment from The Pope on Device Bondage. She is excited to push and test the limits of how much pain she can endure. Brooke’s session begins with cold steel wrapped around her neck, wrists and ankles keeping her locked in a spread-open sitting position. The Pope warms up her exposed flesh with hard smacks from a riding crop, immediately causing Brook’s pussy to get wet. A plethora of electro-toys are used on the pain-slut, and Brooke can’t help but smile as she suffers from shock after shock all over her sexy body. Her obedience and willingness to suffer is rewarded with delicious, coerced orgasms that have her screaming and squirming in her bondage. In the next position, Brooke is gagged and standing with her arms secured to the ceiling behind her in full leather restraints. Her legs have a sadistic spreader in between them that has sharp points at either end poking into her tender skin. The Pope brutally flogs and canes Brooke’s backside in the strict position as she shakes intensely from the torment. More orgasms are ripped from Brooke as she loves the pleasure of the pain. In the final position, Brooke is laid on her back with her wrists locked and legs spread in steel traps. Her marked-up thighs are brutalized with another round of ruthless caning before she is given more orgasms while being fucked with the dick-on-a-stick.
Format: mp4
Duration: 51:05
Video: 1920x1080, AVC (H.264), 9713kbps
Audio: 156kbps



File size: 3.6 GB


DOWNLOAD FROM FILESMONSTER: Brooke Johnson: Extreme Torment and Pleasure

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The Night Staff Elbe

Cast: Princess Donna Dolore ,Nicotine
Genres: Oral Sex ,Fingering ,Corporal Punishment ,Spanking ,Forceps Clamps ,Pussy Eating ,Tens Unit ,EMS Pads ,Fetish ,Big Tits ,Kinky ,Flogging ,Humiliation ,natural boobs ,Role Play ,Facesitting ,Slave ,Submission ,Violet Wand ,Clover Clamps
Video language: English
When Nicotine’s husband comes to visit her in the mental ward, he is distressed to hear that her condition hasn’t improved at all. In fact, it seems to have gotten much worse as she tells him of her delusions of being abused and experimented on by the night staff of the hospital. Little does he know that his wife is not delusional at all, and as soon as he leaves she will fucked and tormented with all kinds of crazy electrical toys!!!
Format: mp4
Duration: 57:54
Video: 1280x720, AVC (H.264), 2929kbps
Audio: 122kbps



File size: 1.3 GB


DOWNLOAD FROM FILESMONSTER: The Night Staff

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Young Anal Slut Trained in Cock Worship Goodland

Release Year: 2015
Studio: Theupperfloor
Cast: Cherry Torn, John Strong, Alina West
Genres: bondage, suspension, sybian, slave, Cherry Torn, discipline, Cock Worship, straight, female slave, master, bdsm, humiliation, role play, rope bondage, anal, Corporal Punishment, oral sex, Rough Sex, flogging, cattle prod
Video language: English
Alina is a pretty little package with a round ass, long legs, and a deep hunger for cock. However, her discipline is lacking and it will take the iron hand of Cherry Torn to right her course in anal cock worship. Cherry comes right out of the gate with electrical toys and cattle prods to teach the trainee rules in front of a jeering crowd. In her estimation Alina did not earn any dick with her performance, and Cherry steals it away in her tight pussy while making Alina lick the crowd´s shoes and take a punishment orgasm on her clamped pussy.The rest of the day is spent using Alina´s face as a cum rag while Cherry Torn enjoys hard cock in her slutty ass in front of a laughing crowd. The guests get horny and spend the day taking floggings, riding the sybian, suspending each other, and fucking like bunnies. When Alina finally earns herself a fucking, it is in a difficult suspension while reciting her rules. She cums and cums, but only while under duress. Well done Cherry Torn! She makes a fine slave.
Format: mp4
Duration: 1:05:49
Video: 1280x720, AVC (H.264), 4864kbps
Audio: 122kbps



File size: 2.4 GB


DOWNLOAD FROM FILESMONSTER: Young Anal Slut Trained in Cock Worship

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Yes Mistress: April Olsen and JJ Graves Greenbrae

Release Year: 2022
Studio: Kink
Cast: April Olsen, JJ Graves
Genres: BDSM, Big Tits, Bondage, brunet, Brunette, CBT, Corporal Punishment, Dominatrix, dungeon, Facesitting, Feet, Femdom, Fingering
Video language: English
Looking insanely sexy in her pink latex outfit, April Olsen feels right at home in her dark dungeon. Her submissive, JJ Graves is on his back with his legs spread. His ankles are bound to steel bars, and his hands are trapped in a black latex straight jacket. From the waist down, JJ only wears an enormous butt-plug shoved up his ass. Mistress April plays with the plug while she strokes his rock-hard cock. She replaces the toy with her strap-on and fucks his stretched-out hole. In the next scene, JJ sits naked in a chair, in the middle of the room. A latex hood fits tightly over his head with only one hole for breathing. April places a balloon on the hole and sucks his cock while he sucks his own air. In the final scene, April places JJ on the floor and rubs his cock with her latex covered feet. She sits on his chest and rubs one out with a vibrator and then shoves his head into her pussy. She slides onto his cock and fucks it until she has a huge orgasm and then lets him cum on her feet.
Format: mp4
Duration: 48:28
Video: 1920x1080, AVC (H.264), 9777kbps
Audio: 156kbps



File size: 3.4 GB


DOWNLOAD FROM FILESMONSTER: Yes Mistress: April Olsen and JJ Graves

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Seda is ass-fucked, whipped and caned in hard bondage. Tefft

Cast: Seda
Genres: Humiliation ,natural boobs ,Handler ,Caning ,Bondage ,Tattoo ,Flogging ,Fingering ,Corporal Punishment ,Submission
Video language: English
Seda is started off on her back with neck and waist attached to the box by metal straps. Her arms and legs are wrapped together and locked spread open leaving her properly exposed. She takes a hard flogging to the pussy and thighs before I ram a cock in her ass.
Next, she is strung upside down by her arms and legs as I light her ass up with the flip nine. A dick and vibe is shoved into her abused pussy. She is caned all over. I cane her hard stomach while she cums. Then give her a pussy whipping she will never forget.
By now, Seda is worn the fuck out. So why not fuck her with a machine. She is restrained in doggy with her head tied in place. Unable to move I smack that ass red and fuck that pussy raw.
Format: mp4
Duration: 52:45
Video: 1280x720, AVC (H.264), 4882kbps
Audio: 122kbps



File size: 1.9 GB


DOWNLOAD FROM FILESMONSTER: Seda is ass-fucked, whipped and caned in hard bondage.