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When sultry business executive Nikki Delano tries to fire her lead editor, Mr. Pete takes things...
When sultry business executive Nikki Delano tries to fire her lead editor, Mr. Pete...
Summer signs the contract to a new loft as the real estate agent slyly gets her to seal the deal...
Summer signs the contract to a new loft as the real estate agent slyly gets her to...
When my fake red headed slave gets really naughty I take her to my dungeon for a hardcore breast...
When my fake red headed slave gets really naughty I take her to my dungeon for a...
When porn star Riley Evens comes to The Training of O, she learns that it takes more than a big...
When porn star Riley Evens comes to The Training of O, she learns that it takes more...
Mistress Liza is coming up to her slave with a lash in her hands
Mistress Liza is coming up to her slave with a lash in her hands
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United gay twink porn
I the TaskI am all for teaching a trainee about humility and dignity in manual labor, but four...
I the TaskI am all for teaching a trainee about humility and dignity in manual labor,...
Mistress Olga and her strapon slave
Mistress Olga and her strapon slave
Slave girl wannabe Hollander has been holding back her pussy all week like it was a fragile...
Slave girl wannabe Hollander has been holding back her pussy all week like it was a...
A horny teen with a strap-on makes her blonde friend her little sex slave!
A horny teen with a strap-on makes her blonde friend her little sex slave!
My mind is made up to use this trainees ass all week long. In fact, I am going to only punish...
My mind is made up to use this trainees ass all week long. In fact, I am going to only...
Our little Nympho MILF is learning a little about grace under pressure on her journey through...
Our little Nympho MILF is learning a little about grace under pressure on her journey...
MILF and her slave
MILF and her slave
Mistress Carly pleasures herself on the bed until her slave arrives with the dildo mask! Then...
Mistress Carly pleasures herself on the bed until her slave arrives with the dildo...
Our eastern European expeditions continue with Mistress Lorelei Lee at an old meat factory in...
Our eastern European expeditions continue with Mistress Lorelei Lee at an old meat...
Jade Indica and Chloe Camilla get themselves in big trouble when they lose a lot of money and...
Jade Indica and Chloe Camilla get themselves in big trouble when they lose a lot of...
Cute Mistress posing with a huge strapon and forces male slave to suck it and to take it from...
Cute Mistress posing with a huge strapon and forces male slave to suck it and to take...
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Our little Nympho MILF is learning a little about grace under pressure on her journey through...
Our little Nympho MILF is learning a little about grace under pressure on her journey...
Chastitys final day will test her her on all levels of her training, from boot blacking to...
Chastitys final day will test her her on all levels of her training, from boot...
Dakota Skye is made into an obedient anal slave when she gets picked up off the street by a...
Dakota Skye is made into an obedient anal slave when she gets picked up off the street...
Hot Mistress Olga forces her slave to lick off her shoes.
Hot Mistress Olga forces her slave to lick off her shoes.
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave trainer She...
Big tit juicy redhead Lauren Phillips learns a very important lesson from her slave...
Cuck Slave Cleanup
Cuck Slave Cleanup
Slave washes and massages two ladies feet
Slave washes and massages two ladies feet
There is nothing we could have said to prepare trainee rosie for this day. James Deen is ready...
There is nothing we could have said to prepare trainee rosie for this day. James Deen...
Rubys Sex Slave
Rubys Sex Slave
MILF Mother Id Like to Fuck. SMILF Submissive Mother Id Like to Fuck.Lets take the trainee out...
MILF Mother Id Like to Fuck. SMILF Submissive Mother Id Like to Fuck.Lets take the...
Freaky babe in control top hose turning her co-worker into humble sex slave
Freaky babe in control top hose turning her co-worker into humble sex slave
Sexy mistress has got a nice present for her slave and his tight anal hole
Sexy mistress has got a nice present for her slave and his tight anal hole
Mattie Borders fantasizes about what it would be like to experience slave training. Her...
Mattie Borders fantasizes about what it would be like to experience slave training....
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Gay twink experience
Beautiful brunette forcing her obedient curly-headed slave to pussy eating
Beautiful brunette forcing her obedient curly-headed slave to pussy eating
Jade, sitting in a throne wearing nothing but thigh high stockings, smacks her foot slave with a...
Jade, sitting in a throne wearing nothing but thigh high stockings, smacks her foot...
Cute bigtitted slave in sexy latex stockings and dress gagged and restrained for bad attitude
Cute bigtitted slave in sexy latex stockings and dress gagged and restrained for bad...
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Sara Liz calls out for her foot slave saying that she has a surprise for him. When he arrives,...
Sara Liz calls out for her foot slave saying that she has a surprise for him. When he...
Michelle is sitting in her throne wearing a pair of fetish platform boots. She instructs her...
Michelle is sitting in her throne wearing a pair of fetish platform boots. She...
She is young and naive. Perfect submissive fodder for some mean old man to come along and take...
She is young and naive. Perfect submissive fodder for some mean old man to come along...
On Folsom weekend The Upper Floor hosted one of its largest parties. It was a massive gathering,...
On Folsom weekend The Upper Floor hosted one of its largest parties. It was a massive...
Having fun tonight Anna and Irina will humiliate the slave as hell
Having fun tonight Anna and Irina will humiliate the slave as hell
Huge strap-on makes femdom slave live through most painful anal fuck ever
Huge strap-on makes femdom slave live through most painful anal fuck ever
Jades foot slave enters the room where she is reclining on a bench. She makes him massage her...
Jades foot slave enters the room where she is reclining on a bench. She makes him...
Poor guy has become the mistresses fucking slave who had to look forward to nothing but harsh...
Poor guy has become the mistresses fucking slave who had to look forward to nothing...
These two are the hottest mistresses fucking slave with utmost temptation and desire to make him...
These two are the hottest mistresses fucking slave with utmost temptation and desire...
Punished masked slave getting enormous strapon deep inside his asshole
Punished masked slave getting enormous strapon deep inside his asshole
Slave plays with the feet of his sleeping girl and then licks her pussy
Slave plays with the feet of his sleeping girl and then licks her pussy
Bitch slave wife will suck on command
Bitch slave wife will suck on command
Horny brunette gags her helpless slave with her heel before switching on to trampling him.
Horny brunette gags her helpless slave with her heel before switching on to trampling...
You wish you were man enough to please Mistress Ashley Fires however you will take any attention...
You wish you were man enough to please Mistress Ashley Fires however you will take any...
Cruel Mistressl Tanya punishes her slave
Cruel Mistressl Tanya punishes her slave
Mistress in latex boots penetrates male slave with a big strapon and makes him cum on himself
Mistress in latex boots penetrates male slave with a big strapon and makes him cum on...
Skinny slave used as human ashtray and then made to lick his dominas feet
Skinny slave used as human ashtray and then made to lick his dominas feet
Mistress Lea Lexis has an ass for days that deserves worship! Slave Abel Archer endures heavy...
Mistress Lea Lexis has an ass for days that deserves worship! Slave Abel Archer...
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Latex Mistress Carly walks her dirty dog slave in the park, then makes him taste some dog food...
Latex Mistress Carly walks her dirty dog slave in the park, then makes him taste some...
Dominatrix Christina Aguchi flogs her macho slave and and gags him in this kinky bondage porn
Dominatrix Christina Aguchi flogs her macho slave and and gags him in this kinky...
Cherie DeVille starts off in a box, a full sized cage, actually, and while it is uncomfortable...
Cherie DeVille starts off in a box, a full sized cage, actually, and while it is...
Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a practical...
Veronica Avluv is a nymphomaniac anal loving squirting orgasm MILF. When put in a...
Hot anal loving blonde babe Riley Reyes loves when Tommy Pistol trains her to be his slave....
Hot anal loving blonde babe Riley Reyes loves when Tommy Pistol trains her to be his...
Two girls put their strapons and play with cocks to fuck a slave
Two girls put their strapons and play with cocks to fuck a slave
This male slave has never been drilled so hard. The hottest strapon sex pictures
This male slave has never been drilled so hard. The hottest strapon sex pictures
Maitresse Madeline concludes her Euro Expedition in an abandoned prison outside of Prague where...
Maitresse Madeline concludes her Euro Expedition in an abandoned prison outside of...
Slave stands on his kneels in front of his Mistress and licks her pussy
Slave stands on his kneels in front of his Mistress and licks her pussy
Slave, tied the rope around his neck, wich licking feet -what a good start for having fun
Slave, tied the rope around his neck, wich licking feet -what a good start for having...
Humble slave impales his hairy ass onto his mistresss monstrous strap-on
Humble slave impales his hairy ass onto his mistresss monstrous strap-on
Three Ladies, three slave-asses
Three Ladies, three slave-asses
Mina praises her foot slave for his improved massage skills and ability to follow her directions...
Mina praises her foot slave for his improved massage skills and ability to follow her...
Julia Roca - Part 1Julia Roca is a shy, perky, brunette, whore and is ready to sing in pain for...
Julia Roca - Part 1Julia Roca is a shy, perky, brunette, whore and is ready to sing in...
Young slave with stretched asshole lets his mistresses fuck him with fists
Young slave with stretched asshole lets his mistresses fuck him with fists
Gorgeous blonde slut turning her inattentive employee into the obedient slave
Gorgeous blonde slut turning her inattentive employee into the obedient slave
Strict mistress lashes her disobedient slave and then drills his asshole
Strict mistress lashes her disobedient slave and then drills his asshole
Lorelei Lee has had enough of her pathetic slave, Jay Wimp, and his inability to pleasure her....
Lorelei Lee has had enough of her pathetic slave, Jay Wimp, and his inability to...
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Strict ladies are burning to drill their masked slave with enormous strapon
Strict ladies are burning to drill their masked slave with enormous strapon
Ella Nova loves anal sex, but first she must learn her lessons. Tommy uses operant conditioning,...
Ella Nova loves anal sex, but first she must learn her lessons. Tommy uses operant...
sexual slave tit fucking torture
sexual slave tit fucking torture
Lauren Phillips is a tall drink of water with giant boobs and a fucking attitude. She strolls...
Lauren Phillips is a tall drink of water with giant boobs and a fucking attitude. She...
Loaded Slave Hunt
Loaded Slave Hunt
Femdom Ellie has her slave in a tough spot. His balls are tied to his feet, so he cant stand up....
Femdom Ellie has her slave in a tough spot. His balls are tied to his feet, so he cant...
Charlotte is a slave in need of training and Master A has a custom curriculum for her. He will...
Charlotte is a slave in need of training and Master A has a custom curriculum for her....
Ashley Edmonds brings her real life slave to Divine Bitches for the ultimate most humiliating...
Ashley Edmonds brings her real life slave to Divine Bitches for the ultimate most...
Tough twink jerks off really hard
Tough twink jerks off really hard
Hardcore Anal MILF Syren de Mer learns to process pain while getting fucked hard in the ass....
Hardcore Anal MILF Syren de Mer learns to process pain while getting fucked hard in...
Handsome latin twink strips and poses outdoors
Handsome latin twink strips and poses outdoors
House Slave Bella Rossi is introduced to the Upper Floor protocols and procedures in her first...
House Slave Bella Rossi is introduced to the Upper Floor protocols and procedures in...
Young Dominatrix Jasmine with her pony slave
Young Dominatrix Jasmine with her pony slave
Bathroom Piss Slave
Bathroom Piss Slave
Slave stands in a doggy-style on a white sofa and beautiful naked Mistress in red gloves plays...
Slave stands in a doggy-style on a white sofa and beautiful naked Mistress in red...
Cute Twink Jerking
Cute Twink Jerking
A Weekend at The English Mansion - Pt1 Slave Picking
A Weekend at The English Mansion - Pt1 Slave Picking
Two bitchy Mistresses Elena and Masha make the slave beg them
Two bitchy Mistresses Elena and Masha make the slave beg them
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