Veronica Avluv and Bill Bailey in Naughty Office

It's the holiday season, and the stress is flowing! Veronica Avluv is FUMING because she thinks the new secretary her boss Bill hired, Lexi Belle, is incompetent at her job. She storms into the boss's office and tells him he needs to can Lexi if he wants her to stay there. Bill eases the tension by 1) talking to Lexi and apologizing for Veronica's behavior, and 2) hoisting Veronica onto a desk, sucking on her tits, sucking on her clit, sticking his big dick in her mouth and then destroying her pussy with his giant member until he feeds her a massive load of cum, which she swallows. Everyone wins.

Veronica Avluv

Bill Bailey

Naughty America · December 12, 2012

Isis Taylor and Bill Bailey in Housewife 1 on 1

Isis Taylor's husband was such a good man to buy her the nice and shiny, new little red coupe that she wanted. She wants to christen the new ride and give him road head, but first she wants to celebrate inside and ride him. Once her nice natural tits fall out of her shirt, her hubby's big dick is instantly hard and ready for her wet-mouthed blowjob. She sucks him good and fucks him even better ... then it's time for another spin!

Isis Taylor

Bill Bailey

Naughty America · December 7, 2012

Jessica Jaymes and Bill Bailey in My Friends Hot Mom

Bill goes over to his bandmate's house to borrow a guitar, but his buddy is nowhere to be found; only his mother, Jessica Jaymes, is home. When Bill inquires where he is, Ms. Jaymes delivers some bad news and tells him that her son decided to up and quit the band and take off. Dumbfounded, Bill doesn't know what to say. But hot MILF Ms. Jaymes delivers good news, too: now that he and her son aren't in a band together, she can pull out her big tits, get on her knees and suck her son's friend's big dick! Bill piledrives the shit out of the hot mom and unleashes a hot thick load on her face. Rock on.

Jessica Jaymes

Bill Bailey

Naughty America · November 30, 2012

Sammie Spades and Bill Bailey in My First Sex Teacher

Bill visits his former law school professor Sammie Spades and tells her that since graduation he took a job in criminal defense, but that it didn't work out. Ms. Spades had warned him that he wasn't assertive enough for that, and that he should have gone into contracts or something. When Bill hears this, he decides it's time to take charge and show the busty blonde law professor how assertive he can be. When he shoves his big dick down her throat and fucks her on her desk, she sees a different Bill!

Sammie Spades

Bill Bailey

Naughty America · November 27, 2012

Zarena Summers and Bill Bailey in Naughty Bookworms

Zarena Summers gets called in to her geology professor's office because on a quiz from last week she answered that the hardest known substance known to man is a penis. Professor Bailey isn't too happy that she's not taking the course seriously, but when she shows him how hard a penis can get by kneeling down and sucking his and letting him fuck her warm pink pussy, it turns out the naughty schoolgirl was right.

Zarena Summers

Bill Bailey

Naughty America · November 26, 2012

Alura Jenson and Bill Bailey in Seduced by a cougar

It's Cyber Monday, and Alura Jenson is ready to do a ton of shopping on the internet! Problem is her computer's all jacked up, so she calls up the Nerd Team to send somebody over to her house ASAP to fix her shit. She was expecting a true dweeb, but when the tech arrives she finds a tall, good-looking, strapping man! Not only that, but she discovers his big dick when she pulls down his pants and sucks and fucks him! Forget Cyber Monday, this blonde cougar is getting the deal of her life!

Alura Jenson

Bill Bailey

Naughty America · November 23, 2012

Nikita Von James and Bill Bailey in My Friends Hot Mom

Nikita Von James goes to wake up her son so that he can get to his college English class on time for his exam, but when she finds his best friend Bill under the covers, she doesn't know what to do! Bill beats around the bush until he finally tells Ms. Von James that her son paid him cash to pretend he was him for the night so he could go out and party, and his mom would never know the difference. When she hears this, the busty MILF tells Bill that what he did was sweet, and since she's always been attracted to him, she's going to reward him with her big tits in his mouth and his big dick in her mouth. Now that's getting paid!

Nikita Von James

Bill Bailey

Naughty America · November 23, 2012

Courtney Taylor and Bill Bailey in My Dad's Hot Girlfriend

Bill's pissed off when his dad's girlfriend Courtney Taylor arrives at the house with a multitude of shopping bags on Black Friday because he thinks she's just using his dad for his money. He tells her that he's tired of her spending what's supposed to be his inheritance, and that he'd better get something out of it, or else he's going to tell his dad to give her the boot. When the sexy blonde realizes she's being blackmailed for sex, she can only do the right thing ... get on her knees and suck Bill's dick, then fuck him and gobble up his cum!

Courtney Taylor

Bill Bailey

Naughty America · November 22, 2012

Julia Ann and Bill Bailey in My Dad's Hot Girlfriend

It's Turkey Day, and Julia Ann has prepared an amazing Thanksgiving dinner for her boyfriend and his son Bill. But she's a bit bummed out when her man phones her from the hospital and tells her he's been paged in to an emergency surgery, and that he won't make it in time. But she's still thankful to be happy and healthy with her new family ... until Bill takes advantage of his dad's absence and starts hitting on the sexy blonde MILF. Julia has always been attracted to Bill, but doesn't want to fuck anything up, but once Bill assures her nobody will find out, he's eating a much more delicious meal -- the one between her legs -- and his dad's girlfriend is sucking down his meat! Happy Thanksgiving from Naughty America!

Julia Ann

Bill Bailey

Naughty America · November 19, 2012

Molly Bennett and Bill Bailey in Housewife 1 on 1

Molly Bennett is such a good wife. She brings her hardworking husband his lunch to his office and tells him how much she loves him. And when she finds out that he's at work all alone, she gives him a blowjob in his office! The sexy petite blonde even fucks him right in his workplace and stroke his big dick off so he spurts his love juice all over her pretty little face.

Molly Bennett

Bill Bailey

Naughty America · November 13, 2012

Allison Moore and Bill Bailey in Housewife 1 on 1

Allison Moore's husband is supposed to be getting ready to go out to dinner with her parents instead of lounging around. Allison tells him to get dressed while she's in the shower, but her naughty husband is too tempted by her big tits! He walks over to her in the shower, and when she sees how happy he is to see her (read: hard big dick), she appreciates her husband and goes down to give him a nice wet blowjob and fuck before he sees the in-laws.

Allison Moore

Bill Bailey

Naughty America · November 8, 2012

Brooke Fox and Bill Bailey in My Sisters Hot Friend

Brooke Fox wants to get her friend's brother Bill back for nailing her with a water balloon this week, so she comes up with a plan for revenge. After staying the night at her friend's house, she wakes Bill up in the morning after his sister went to work, and tells him that the shower isn't working. He grumbles over to it and, just when he's looking at it, she turns it on and sprays him! He's pissed, but when she tells him they're alone and drops her towel, showing her big tits, Bill is much happier! He's so happy in fact that he gets revenge on her by spraying her ... with a huge load of cum after destroying her pussy with his big dick!

Brooke Fox

Bill Bailey

Naughty America · November 6, 2012

Darla Crane, Bill Bailey and Jon Jon in My Friends Hot Mom

Darla Crane has set up a polling station at her house in hopes that people in the suburbs will be able to cast their vote there on Election Day, as opposed to having to drive to the city. Her son's friends Jon Jon and Bill helped her set up shop, but when she finds out they think voting is a waste of time, she's a tad concerned. But redheaded MILF with big tits knows her assets and how they can be used to sway the minds of the people...and her son's friends. Once she starts sucking both of their big dicks, the guys definitely decide to punch the hole.

Darla Crane

Bill Bailey

Jon Jon

Naughty America · October 26, 2012

Kimberly Kane and Bill Bailey in My First Sex Teacher

Professor Kimberly Kane tells her student Bill that he really needs to start applying himself instead of goofing off in class and bullying other students. Bill tells her that he'd like to see her express herself on the dance floor, but that everybody doesn't get what they want. Professor Kane, sexy as she is, tells Bill that she's going to help him get his aggression out by letting him fuck her up the butt in her classroom, on her desk, naughty teacher style!

Kimberly Kane

Bill Bailey

Naughty America · October 25, 2012

Sophia Lomeli and Bill Bailey in My Girlfriend's Busty Friend

Bill calls his chick's friend Sophia Lomeli over to tell her that he wants his woman to have tits as big as she does. Sophia's flattered that he thinks her big tits are nice, and even supports his idea to tell his girlfriend to get a boob job. When she offers Bill the opportunity to feel them, he takes full advantage of it and grabs a big ol' handful! Bill dives into them and starts sucking her nipples, but Sophia stops him ... but just for a moment. The feeling gets her all horny and wet for him to slide his big dick inside of her pussy!

Sophia Lomeli

Bill Bailey