Karlee Grey - Karlee Grey, Begging in Bondage (Training Of O)

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Scene Description

The beautiful buxom brunette Karlee Grey submits entirely to the dark and handsome Ramon Nomar. These two give it their all in this hot and sweaty episode of The Training of O. The scene begins with Karlee standing, legs apart with her arms raised above her head, a spreader bar between both ankles and her hands bound by leather cuffs attached to the ceiling. Ramon swings a single-tailed whip around and around repeatedly smacking Karlee's ass through her polka-dot mini skirt. He rips her shirt open, exposing her big natural tits squeezing and slapping them from behind. He asks what she wants and she replies saying she'd like all the pain he'd like to give her, and so there it begins. Ramon repeatedly smacks Karlee's pussy with a crop, applies nipple clamps to her tits and zaps her with electricity. He ties one leg up in the air, blindfolds her with his shirt and fucks her senseless until she's begging to cum. In the next scene we find Karlee completely naked on her knees, bound with rope to a wooden St. Andrew's cross with a vibrator held in place and affixed to her pussy. Karlee gets her mouth used like a whore as she sucks and gags on Ramon's fat cock over and over until her tits are dripping with spit. Later Karlee finds herself placed on a box in another rope bondage predicament face down and ass in the air, wrists bound to her ankles. Ramon gets the clover clamps and attaches one to each labia and slides his meaty dick into her slutty pussy and pounds it hard deep and fast. Karlee begs and begs to cum but Ramon is too amused by her cries and will not allow her to have an orgasm until he hears her screaming at her most desperate. In the final scene Karlee is on her back, blindfolded with her tits tied up. One foot tied in the air and the other pulled to the side by another rope. Ramon continues to torment her with zappers vibrators and extreme orgasm denial as he wrecks her pussy once again ending in an orgasmic crescendo . ...Read More

Scene Tags

Straight, Female Slave, Master, Gimp, Bdsm, Bondage, Humiliation, Role Play, Rope Bondage, Discipline, Anal, Corporal Punishment, Oral Sex, Big Natural Tits, Brunette, Crop, Leather, Leather Cuffs, Nipple Clamps, Pain, Clover Clamps, Electricity, Vibrator, Orgasm Denial, Slapping

Male Models

Ramon Nomar

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Karlee Grey - Karlee Grey, Begging in Bondage (Thumb 01)
Karlee Grey - Karlee Grey, Begging in Bondage (Thumb 02)
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Karlee Grey - Karlee Grey, Begging in Bondage (Thumb 07)
Karlee Grey - Karlee Grey, Begging in Bondage (Thumb 08)
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The Upper Floor @ Kink.com
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Karlee Grey - Big Tit Squirter Screams in Metal Bondage

Karlee Grey - Device Bondage

9th March - Karlee Grey and her Huge Tits are ready to serve. Naked in high heels, she is placed into proper posture in restrictive metal bondage. Her huge tits are slapped red, her sensitive nipples are tormented with weighted clamps. Her ass punished by flogging and her pussy lips are stretched with metal weights. Karlee is then put into a devastating second position on her hands and knees. Screams of pain and pleasure echo when needles are scraped down her bare feet. Her pussy is filled and pounded til orgasms are ripped out of her. Finally on her back and legs spread wide open, her pussy gets slapped bright red before huge squirting orgasms flood the room. ...Read More
Chanel Preston - Chanel Preston's New Electroslut!

Chanel Preston - Electro Sluts

15th December - Chanel Preston breaks in new Electroslut Karlee Gray with bondage, the violet wand, a wired dildo, face sitting, and lots of orgasms!
Karlee Grey - Big Tits, Big Ass, and Huge Squirting Orgasms!!

Karlee Grey - Fucking Machines

2nd August - Karlee is an all natural babe with all of the curves in all of the right places. Her big natural tits are what dreams are made of, and when she is getting pounded by our machines they are mesmerizing to watch. Her ass is big and firm, just the way anyone would like it when they look down and are fucking her from behind. We put her in multiple positions to show off her sexy all natural body and fuck her as hard as she will let us with the machines. Every girl has a plevel of orgasms that they want to have, and every time one of those girls comes to us, we far surpass all of her expectations. These machines will do what no person could ever do, and that is to completely satisfy them 100%! ...Read More
The Upper Floor @ Kink.com

Karlee Grey - Good Help is Hard To Find

Karlee Grey - Sex and Submission

15th December - When busty brunette cleaning gal Karlee Grey gets caught stealing Small Hands makes her pay back every penny with her mouth and pussy. While Karlee is cleaning Small Hand’s trashed house she finds a briefcase full of money and she can’t resist stealing it! She stuffs it in her bra and down her panties, in her stockings anywhere she can until Small Hands comes home unexpectedly and catches her in the act. Small Hands doesn't like it when people steal from him plus his house isn’t clean! so he ties Karlee up and teaches her a lesson about stealing! On her knees and tied to the table Small Hands makes her suck his cock to make up for what she did. Her big tits are busting out of the binding rope around her chest and her fishnet stockings and garter belt stretch tight over her sexy thighs and ass. He punishes her with the flogger and then rewards her with the vibrator on her clit.On all fours tied up in doggie with her ass high in the air Small Hands pounds Karlee’s pussy with his big dick. He taunts her with the zapper, the flogger, the paddle and fucks her pussy until she squirts all over the place. Then in a fetching position on the couch Hands stretches Karlee’s pussy wide open with clothes pins and string. Exposed and sensitive from the predicament bondage he vibes her pussy until she cums. Then he relentlessly pounds her pussy so deep until her eyes are rolling back in her head and she squirts uncontrollably. For the grand finale Karlee sucks Small Hands cock until he shoots his load all over her pretty face. Whew! In this day and age Good Help is Hard to Find! ...Read More
Karlee Grey - Uptight Babe Submits to Punishment and Squirts Everywhere

Karlee Grey - Upper Floor

15th November - This update is a hot afternoon romp including tight bondage, suspension, clamps, electro play, spanking, hardcore anal, and tons of hot squirting sex.
Roxanne Rae - The Savaging of Sweet Karlee Grey

Roxanne Rae - Upper Floor

5th August - Roxanne Rae is an eager beauty, well trained to serve as Senior Slave. She comes to our live dinner party ready to initiate her deceptively sweet protegee Karlee Grey. Karlee is ordered to fuck and cum consistently and constantly, while Roxanne must train this new, seemingly innocent submissive to serve, as she herself satisfies the needs of a roomful of horny guests. Karlee is run through the trials, milking Mickey's huge cock with her hungry pussy while in bondage and locked in punishing stocks. The evening is a beautiful display of training, particularly as Roxanne demonstrates how to take a giant pounding cock in her tight wet ass over and over again. The two slaves learn to serve together while cumming repeatedly, finally sharing Mickey's explosive load and licking up the mess they made. ...Read More
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Karlee Grey - What Are You Looking At

Karlee Grey - What Are You Looking At

27th February - Are you looking at how her lace bodysuit barely covers her sweet hairy bush? Do you want to see more? Karlee Grey is loving the tease and wants you to beg for more! She slowly undresses for you so you can enjoy her huge breasts and soft tanned skin without interruption. She knows you want to see her finger her pussy hard and cums in excitement for you! What a way to enjoy our February Cherry of the Month! ...Read More
Karlee Grey - The Lust Picture Show

Karlee Grey - Real Wife Stories

21st October - When Karlee struggles to get off at home, she decides to take her pussy elsewhere for a pounding – what better place to pick up some strange than a good old fashioned porno theatre? Despite her best efforts to get her fellow pervs to fuck her, Karlee is still high, dry and horny as hell once the credits starts rolling… until theater attendant Michael comes around to clean up the screening room. ...Read More
Karlee Grey and Johnny Castle in My Friend's Hot Girl

Karlee Grey - My Friend's Hot Girl

19th October - Karlee Grey, what a scandalous babe! For a while, she was banging her boyfriend's best friend Johnny — a tryst that lasted for some time. But now that she ended up marrying her boyfriend, she's ready for things to be different: she wants to be married and bang her husband's best friend Johnny. Oh. Yeah! She calls him up while her new hubs is out of the house and tells Johnny to come over and fuck, but he's not having it anymore now that she up and hitched his best pal. So the big tits wife concedes, but then devises a predictable plan in which she asks Johnny to at least come over and help her with some things around the house since her man is gone. And — can you guess? — do you think Karlee's wearing any underwear when she calls Johnny up into the bedroom to “help her with something”??? ...Read More
The Upper Floor @ Kink.com

Karlee Grey - Caught By Her Boyfriend

Karlee Grey - Baby Got Boobs

27th May - Karlee's been living with her boyfriend for a few months now, but even the hottest hetero sex can't cure her of her bisexual ways. When she has ex-girlfriend Valentina over to see the new place, a sneaky kiss leads to a scissoring frenzy - until Jessy surprises them by coming home early! The girls sneak around the house in a tasty lesbian tryst until Jessy finds them fucking. Shocked, Jessy decides the best way they can make it up to him is by climbing atop his rock-hard cock. ...Read More
Karlee Grey - Best Friends Fucking

Karlee Grey - Best Friends Fucking

15th March - Logan convinces his longtime friends Karlee and Alex to partake in a hallucinogenic ritual. As the feelings of oneness flows through them, passion intensifies into full on three way. She tends to both of their sexual desires until they cover her face in cum. ...Read More
Karlee Grey - Amazing naturals

Karlee Grey - Bignaturals

1st April - Karlee was a sexy, big-natty, all star that loved to fuck and play with her huge tits. She brought Katrina along with her the other day to have some fun with Mick. These two big natural chicks were all about sharing the cock together. They loved licking each others pussy juices and riding the same dick. Watch Karlee ride Mick's big cock, as Katrina plays with her before she jumps on his dick too. These two big natties were super hot, and cock and tits wasn't all they shared. They also shared a jizz load! ...Read More