Holed!

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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Carry’s DP Dream – Csoky Ice & Toby & Carry Cherry

Carrys DP Dream   Csoky Ice & Toby & Carry Cherry While daydreaming in bed, Carry thinks of how nice it would be to have two hard cocks fill her holes. After sucking them, getting them ready, she would take one up her tight ass hole and spread her pussy open to get a deep pounding from the other one. She loves double-penetration and has pro-like skills. After all that Carry gets cum on her ass and all over her face. What a wonderful dream.

Fuck My Tight Ass – Vincent Vega & Virginy Adel

Fuck My Tight Ass   Vincent Vega & Virginy Adel Petite teen Virginy Adel wants her boyfriend Vincent to drill her tight ass. She sucks on his throbbing cock in her small mouth before getting fucked in her wet pussy. Virginy bends over for a deep ass pounding and she gapes after he pulls out. Naughty Virginy takes a huge load of cum in her mouth for a job well done.

Give Me Anal! – Chad Rockwell & Kira Thorn

Give Me Anal!   Chad Rockwell & Kira Thorn Petite blonde angel Kira Thorn catches a peeping tom in the act and demands reparations for his indiscretion. The hot little babe has a kinky streak and orders him to strip down before diving down on his cock, getting it all wet and hard for her tight asshole. Anal sex is always a good path to forgiveness.

Stretch My Anus – Lyen Parker & Lutro

Stretch My Anus   Lyen Parker & Lutro Horny redhead begs for a magic ass moment with Lutro. Before he comea in, she takes good care to stretch her tiny hole with a glass butt plug and blows Lutro’s big dick to make sure that it’s hard and wet! After deep anal intercourse, she gets a facial to reward her for a good job!

Bum Fun – Max Fonda & Annie Wolf

Bum Fun   Max Fonda & Annie Wolf Gorgeous raven haired Annie Wolf is cladded with luscious lingerie. The sexy stockings and thong highlight Annie’s amazing butt which is itching to get sodomized by a huge dick. Max Fonda takes control of the scene and plucks the eager backdoor with his meat pole. Moaning like never before Annie Wolf gets rammed in all positions to end up with a warm load on her lusty face.

Down The Rabbit Holes – Ben & Merri Meys

Down The Rabbit Holes   Ben & Merri Meys Things are getting wild between Ben and Merri. She’s ready to let him enter her wonderland. Like the white rabbit, his big white cock doesn’t waste time to visit each of her holes! At first, he takes her pussy and fucks it like nobody else ever has before. Now, she’s ready to get her ass stretched! Nothing’s more impressive than watching this slutty babe take all that meat in her tight ass and moan for more!

Gothic Anal Whores – Eden Sin – Tommy Pistol & Eden Sin

Gothic Anal Whores   Eden Sin   Tommy Pistol & Eden Sin Gorgeous goth slut Eden Sin rocks a purple pout and gyrates sensually awaiting dick yet to be delivered to her waiting holes. Lusting after cocks pounding her tight ass, Eden is ready to take all of Tommy Pistol’s peen, after he licks her puckerhole of course. He makes a mess of her face with a sloppy blowjob even fitting his balls in her mouth, the two get down to action on the floor, face sitting, and 69ing until she NEEDED to sit on that dick! Switching between wild cowgirl rides and going face-down-ass-up – our perfect anal whore gets the load of cum she desires!

Double Anal FTW – Charlotte Sartre – Mr. Pete & Steve Holmes & Charlotte Sartre

Double Anal FTW   Charlotte Sartre   Mr. Pete & Steve Holmes & Charlotte Sartre Super slut Charlotte Sartre is finally prepared for double anal! She’s so ready, she got it tattooed on her body as daddy Steve Holmes and Mr. Pete rub her tits and pussy getting her all hot, bothered, and slippery wet! As soon as her new ink is completed, she gets down to business sucking cock and eating ass, making her men rock hard for her penetration.. The screams of pleasure and pain as she’s double stuffed in both her whore holes has me dripping! I don’t know about you, but Charlotte makes this look easy. What a fucking CHAMP.

My Wife Caught Me Assfucking Her Mother #11 – Makayla Cox & T Stone & Maya Kendrick

My Wife Caught Me Assfucking Her Mother #11   Makayla Cox & T Stone & Maya Kendrick How wonderful. Maya’s mother Makayla has let her and her fiance law student T stay in the back guest house. She figures they are getting married and might as well save some money. But Maya is worried her mother may have ulterior motives. She has fucked her boyfriends in the past and even did it to her sister. Her mother will do anything. Well it looks like her fears were confirmed when she comes home to find her fiance with his cock wedged up momma’s poop chute. No amount of therapy and confessional blogs will fix this.

Butts and Oil – Small Hands & Aaliyah Hadid

Butts and Oil   Small Hands & Aaliyah Hadid Aaliyah Hadid channels her inner Amber Rose during the best spa day ever, complete with a romantic as fuck full body oil massage from her handsome stud Small Hands! He lubes up her big tits and juicy booty, exploring with his fingers before commencing a massage of her holes with his tongue and cock. She excitedly sucks him deep down her throat, drooling and gagging on her prize meat before he sensually slides inside her pussy and pounds her perfect ass right on the massage table, eventually climaxing on her beautiful face!

My Wife Caught Me Assfucking Her Mother #11 – Claudia Valentine & Alana Summers & Jake Adams

My Wife Caught Me Assfucking Her Mother #11   Claudia Valentine & Alana Summers & Jake Adams Alana’s mother has just been released from prison and has come to stay with her daughter. For five years Alana has been paying for her quarterly package and accepting collect calls. She was never a good mother and now she has to make sure her mom does not go back to her old ways. Just keep her occupied. So what do you know – the very first day back Alana goes to a hair appointment and comes home to find her husband with his cock up moms ass. Sometimes you wish you were adopted.

What A Deal ! – Frida Sante & Chad Rockwell

What A Deal !   Frida Sante & Chad Rockwell Chad Rockwell is looking for an apartment and comes to visit a new one. What a surprise when he sits on the couch with Frida Sante and she asks to see his cock. It’s the condition to get the place, he needs to get sucked and fuck her as good as he can with his big hard dick. Of course, after a long and deep blowjob, he takes her wet pussy before she gets enough and lets him come through the back door in her tight ass! She’s too horny and Frida takes it like a pro. She sucked him one last time and received Chad’s big load all over her face! What a deal!

Angel Piaff’s DP – Zack & Angel Piaff & Vinny Star

Angel Piaffs DP   Zack & Angel Piaff & Vinny Star Smoking hot Angel gets a special surprise from Vinny and Zack. She is excited about having these two hard cocks deep inside her holes. Each guy takes turns pounding Angel’s ass. Then Angel takes both cocks into each of her warm holes. Angel then gets cummed on from both hot guys.

My Wife Caught Me Assfucking Her Mother #11 – Deanna Dare & Justin Hunt & Zoe Clark

My Wife Caught Me Assfucking Her Mother #11   Deanna Dare & Justin Hunt & Zoe Clark Zoe gets her boyfriend Justin all worked out then leaves the poor guy with a hard on when she takes off to go running. Not even a hand job. A girl should never leave a teenager with blue balls. Just when Justin starts working it up to shoot a load in his sock, Zoe’s mother Deanna walks in and catches him. She is shocked to find out what her daughter did and quickly starts helping the young man drain his balls before they get backed up. Nothing sucks the semen out of meatpole better than a tight sphincter to wrap around it. And this is just how Zoe found her mom when she got back from her run. Riding long and hard on her boyfriends cock. Let this be a lesson to young girls everywhere – Keep your mans balls drained. Otherwise your mother will.