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Avi’s Anal Training with her Sadistic Step Family – Jessica Ryan, Avi Love

Avi is a crafty little daddy’s girl that arrives at her Step Father’s house with plans to get back to her boyfriend, but Tommy’s new wife Jessica see’s right through her 18 year old lies and puts her cute little ass on notice with a good hard spanking and a metal anal plug. It was Avi’s misfortune to have interrupted Jessica and Tommy’s date day with her bullshit. Jessica had been waiting a long time to get her round ass tied up tight, drooling on a ball gag a with a strict caning from her husband. Once her sweet ass was burning with red cane marks and bouncing on Tommy’s cock she was ready to confess every dirty thought and fantasy she had been saving for this special day. It all comes spilling out of her like slobber around his cock as she gags and sucks with pent up desire: that is until his phone starts ringing with the news that Avi is coming over to escape some trouble she has found herself in. Tommy leaves his little anal angel with Jessica, who decides to take her day back and have some evil lesbian fun with this little brat and teach her about pussy clamps, anal, pussy licking, and how to take a good beating. When Tommy comes home and finds his step daughter covered in his wife’s cunt he is furious, until both ladies manage to sooth his nerves and invite him into a zone of taboo sexual pleasure. He teaches his step daughter how to take a cock in her ass and follow orders as Jessica get’s herself off and cleans Avi’s ass off his cock happily. The end of the afternoon finds Jessica in some belt bondage and her husbands cock deep in her ass as Avi rides her face and screams around a big red ball gag. The little princess has her first tight zipper on and is going to hold her undisciplined orgasms back as long as she can because Daddy is watching, and he wants to see that she can show some self control while he gives Jessica the indulgent anal pounding she has been waiting so long for. After showing that she can be a good girl, Avi is given a full anal exploration, with Tommy and Jessica stretching and pulling open all her sweet young holes while she learns how to cum in a thousand new ways.

Avis Anal Training with her Sadistic Step Family   Jessica Ryan, Avi Love
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Anna De Ville Extreme Anal Training

Anna De Ville is a pretty petite anal whore who came to The Training of O to have her ass stretched to its limits. We start with Anna tied in rope bondage with her ass in the air and a ball gag in her mouth. Tommy Pistol spanks and stretches Anna’s ass with his hands getting it ready for a big acrylic toy. Tommy then fucks her ass with the toy, violently stirring it around and pops it in and out of her ass with ease making Anna’s asshole gape so big you can see all the way into her pink butt tunnel. A short distance away, Tommy has placed two glass butt plugs on the ground. He explains that the only way she’ll get any cock is to waddle over and shove both glass butt plugs up her ass and waddle back. As she does so with ease, Tommy rewards her with a proper face-fucking and crams his cock and balls all inside her whore mouth. Tommy then makes Anna give back his toys. As suspense builds, Anna eventually pushes both glass toys out and reveals to us her pretty rosebud. With her ass still in the air, face shoved on the floor with her legs and wrists tied with rope, Tommy double dips and pounds Anna’s ass and pussy in pile driver back and forth. Tommy then has Anna fist her own ass while he flogs her. In the next scene, Anna De Ville shoves Tommy Pistols cock in her ass in reverse cowgirl with clamps on her nipples and breast bondage and rides his cock until she cums. Anna then finds herself on a table completely naked in missionary with one leg in a frog tie. Tommy wrecks her gaping ass once again until he blows his load all over her face.

Anna De Ville Extreme Anal Training
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Gagging Goth Charlotte’s Anal Training – Charlotte Sartre

Gagging Goth Charlottes Anal Training   Charlotte Sartre Tattooed Goth babe Charlotte Sartre prefers hard ass pounding to vaginal sex any day. The fair-skinned cutie wears a fishnet body stocking and flaunts a massive butt plug stuffed up her sphincter. She joins well-hung Mike Adriano for a graphic anal rendezvous with ass-to-mouth face fucking. Charlotte spouts dirty talk as Mike reams her rectum. Her bunghole gapes widely. She keenly rims his asshole and shivers in orgasm through a balls-deep backdoor reaming. In a throat-pounding blow job, Charlotte gushes gag spit over the camera. Mike plasters the intrepid slut’s face with sperm.

Gaping Layla’s Vulgar Anal Training – Layla Price

Gaping Laylas Vulgar Anal Training   Layla Price Bodacious blonde Layla Price struts for well-hung director Mike Adriano, flaunting the plump rump packed in her skintight skirt. The bold broad kneels for a sloppy blow job. Layla regurgitates gag spit into a glass and lewdly swallows her nasty expelled fluids! She rims bunghole, laps balls and enjoys an explicit, multi-position rectal rooting loaded with rude anal gaping, vulgar chatter and fierce, ass-to-mouth sucking. In the finale, Layla latches her hungry lips around Mike’s meat and swallows semen.

Courageous Erin’s Nasty Anal Training – Erin Grey

Courageous Erins Nasty Anal Training   Erin Grey Bubbly Erin Grey is a gleaming ball of sexual energy. In only her third anal scene, the outgoing, all-natural newbie takes a rowdy rump reaming from anal savant Mike Adriano. Erin tests her asshole with a large butt plug and then kneels for fierce face fucking. The courageous cutie makes a significant effort to cram Mike’s entire cock into her throat. She spreads her legs for deep rectal wrecking shot POV-style. Erin’s bunghole gapes. She gallantly sucks cock ass-to-mouth and swallows Mike’s jizz.

Blonde Natalia’s Anal Training Session – Mark Wood & Natalia Starr

Blonde Natalias Anal Training Session   Mark Wood & Natalia Starr Slim, blonde Natalia Starr, an all-natural Polish beauty with small, perky tits, shows off the butt plug buried in her anus. Older stud Mark Wood removes the toy so Natalia can suck it clean ass-to-mouth. He trains her butthole with a larger dildo, and the talented minx gives him a sexy blow job. Mark plows his big boner into the young lady’s sweet pussy and then fucks her tight asshole — it’s a long, orgasmic anal ride as Natalia buzzes off with a vibrating massager. She sucks out Mark’s tasty load of cum.

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Bondage Slut Eden Sin Receives Anal Discipline Training

Perky Slut Eden Sin has no discipline over her tight young body. She begs to be taught some proper manners. Suspended in rope bondage, her pussy is exposed and ready for a rough lesson. Corporal punishment, nipple clamps, electric cattle prod, and hitachi feeds her hungry little insatiable body. Her mouth opened wide is ready for a deep throat cock sucking, her ass begs for hard anal.

Bondage Slut Eden Sin Receives Anal Discipline Training
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Anal Bondage Slave Training Alexa Nova

Anal Bondage Slave Training Alexa Nova

Anal slave girl Alexa Nova loves being tied with her ankles behind her head and fucked hard in the ass by Tommy Pistol. Slave trainers teach Alexa the ins and outs of servitude and test her BDSM limits with rough sex, pussy fisting, nipple clamps, tight bondage, gags and discipline.

Anal Bondage Slave Training Alexa Nova

Anal Training Submissive Slut Kira Noir

Anal Training Submissive Slut Kira Noir

All natural beauty Kira Noir is a naturally submissive fuck toy who love rough anal sex, bondage, hardcore BDSM and being called a good girl. Compliments, however, do not come easily and Kira earns every one of them as she tries to figure out her lessons while getting fucked hard in tight bondage.

Anal Training Submissive Slut Kira Noir

Handling the Anal Slave, Day Three

Handling the Anal Slave, Day Three

Slave in training Gabriella Paltrova sleeps in a cage in the basement at night. Every night, a Handler will come to the slave quarters to use the trainee, remind them of their status. John Strong puts Gabbi’s slave asshole to the test with hard anal fucking in tight bondage, sloppy blowjobs, tight pussy fucking and a good dose of discipline and humiliation.

Handling the Anal Slave, Day Three

Anal Slave Training Audrey Holiday

Anal Slave Training Audrey Holiday

Hot hot Audrey Holiday is trained by Tommy Pistol to take hardcore anal stretching and fucking while in tight rope bondage. She can suck cock but can she do it while suspended and vibe driving her pussy over the top? Audrey takes hard face fucking while suspended in ropes, then gets tied up and fucked hard the the Master’s pleasure.

Anal Slave Training Audrey Holiday

Rough Sex Anal Slave Training

Rough Sex Anal Slave Training

Hot gorgeous model Audrey Holiday is back and trained by Gage Sin to take hardcore anal stretching and fucking while in tight rope bondage. Audrey takes hard face fucking while suspended in ropes, then gets tied up and fucked hard in the ass for the Master’s pleasure.

Balls Deep Anal Fuck Training

Balls Deep Anal Fuck Training

Hot newbie anal slut Ella Nova is made to endure the Horrible Hundred pushup challenge while spewing dirty talk from her fucking fuck hole. She doesn’t think she can do it but she will, she will. Exhausted and incredulous, she is taken to her knees and fed thick gimp dick till she is covered in drool and begging to get fucked. By first, the Zipper form Hell. She is finished off with hard dick ball deep in her ass, and made to beg for come all over her creamy white tits. A good start, slave trainee Nova. But we are not done with you yet.

Anal Training Amara Romani

Anal Training Amara Romani

Anal Addict Amara Romani loves to be handled roughly, talked down to, tied up, heavy pussy slapping and fucked hard in the ass. She is an anal slave in the rough. When Amara comes to Training of O we give her exactly what she wants: a deep sense of gratitude for the gifts she receives here.