Gabby Quinteros and Bill Bailey in Seduced by a cougar

Gabby Quinteros is in the mood for some fuckin'! She heard from her friend that a certain plumbing company sends out young studs who "take care" of their female clients. So, Bill the plumber ends up being called out to "fix her shower," but he has no idea what she's hinting to until she drops her towel and shows off her tits and pussy. Bill ends up clogging her holes with his cock, and she keeps him from getting backed up by draining him of his jizz and swallowing it up! Service with a smile.

Gabby Quinteros

Bill Bailey

Naughty America · January 25, 2012

Brooke Tyler and Bill Bailey in My Friends Hot Mom

Brooke Tyler is divorced and ready to start dating young bucks! But she's got to get in shape, first, which is why she has her son call his best friend Bill, who's a personal trainer. Bill is more than happy to get his friend's mom on a workout regimen, which is what he tries to do. But all Brooke wants to do his hit on Bill, pull out his cock for a suck n' fuck, and drain his balls and swallow his cum. It's a tough job for Bill, but somebody's gotta do it...

Brooke Tyler

Bill Bailey

Naughty America · January 24, 2012

Karina White and Bill Bailey in Fast Times

Bill is trying something new at school by instituting a fra-rority, a new co-ed, fraternity/sorority thing. It's rush week, and he's trying to impress new potential pledge Karina White by showing her around the house. She's into the house, and she's really into becoming a member.so much that she'll comply with any type of initiation. Of course, Bill needs her to show off what she can do with her lips -- on his cock!

Karina White

Bill Bailey

Naughty America · January 18, 2012

Jessie Rogers and Bill Bailey in Ass Masterpiece

Smack it, whack it and attack it. That's what cute blonde Jessie Rogers wants you to do to her fat fucking ass. She'll wiggle it just a little bit -- but only a little bit, because she can't wait too long for a big hard dick to enter her pussy from behind, bouncing off her big ol' booty, balls a-slappin' her hard, horny clit. Then watch her buns get glazed and coated with a thick serving of jizz!

Jessie Rogers

Bill Bailey

Naughty America · December 30, 2011

Esperanza Gomez and Bill Bailey in Latin Adultery

Esperanza Gomez's English teacher Bill comes over for their lesson, and she tells him all the good things she's heard about him. Bill thanks her, and also tells her to thank her husband for giving him the job. The sexy Latina says her husband won't be around all day because of work . so she wants to give Bill a little bit of a Spanish lesson. She teaches him what is Espanol for ass and tits . then pulls out her luscious breasts for him to suck on! Bill fucks the Colombian hottie until he jizzes all over her! Bueno trabajo.

Esperanza Gomez

Bill Bailey

Naughty America · December 27, 2011

Shane Dos Santos and Bill Bailey in My Sisters Hot Friend

Shane Dos Santos is on the phone with her roommate, telling her that the stripper pole she ordered has arrived and been installed!! She also tells her roommate that her brother Bill had better not be squatting at their place anymore, or he's gonna have to pay rent. Her roomie's bro just happens to overhear her, and when he spies her practicing on her new pole, he secretly watches her and strokes his cock. Shane catches him and storms off, but for some apparent-yet-unknown ridiculous reason, the next thing you know she's seducing him! I know, right?!?

Shane Dos Santos

Bill Bailey

Naughty America · December 7, 2011

Alia Janine and Bill Bailey in My Friends Hot Mom

Mrs. Alia Janine pops by her son's apartment to inform him that after catching his father with another woman, she's decided to divorce him. However, her son is not home.but his roommate Bill is, and Mrs. Janine tells him her story, all the while flaunting her big natural tits. Bill feels bad for her until she starts petting his dick and climbing all over him. When the mature MILF pulls out her tits, Bill can't help but suck on them and tittyfuck them until he blasts a load all over her! She's single and ready to do more than mingle...

Alia Janine

Bill Bailey

Naughty America · December 2, 2011

Tara Holiday and Bill Bailey in Housewife 1 on 1

Tara Holiday is thankful that her husband takes care of her. For their anniversary, he's spirited her away to Cancun for some fun. Now, in their hotel room, the sexy brunette is ready to give him some fun, with a nice sloppy blowjob and some doggystyle fucking. Whoa, Mexico...

Tara Holiday

Bill Bailey

Naughty America · December 1, 2011

Jessica Dawn and Bill Bailey in My Friends Hot Mom

Jessica Dawn welcomes her son's friend Bill into her house, since he needs to stay there for a few days after getting booted from his apartment. He tells her that he and his roommate got into a fight over paying rent, but she knows the real story . that Bill fucked his roomie's mom! Now Ms. Dawn wants some of the action, so she gets Bill to suck on her big MILF tits and shove his big long dick into her wet pussy before her son comes home!

Jessica Dawn

Bill Bailey

Naughty America · November 23, 2011

Holly Michaels and Bill Bailey in Naughty Office

Sneaky Holly Michaels goes to Bill's desk while he's away and thieves his sales leads. But she's not fast enough, because Bill catches her with one natural titty in the cookie jar. He's ready to go to HR to rat her out, but Holly convinces him otherwise when she starts stroking and sucking his big cock. He lets it slide after he slides his dick inside of her wet pussy and destroys her face and glasses with his powerful cum blast. Revenge is a bitch.

Holly Michaels

Bill Bailey

Naughty America · May 13, 2011

Veronica Avluv and Bill Bailey in My First Sex Teacher

Veronica Avluv wakes up late because she's a bit hungover and tired from her naughty night. Recanting her story to her friend on the phone, the hornball teacher apparently got drunk with young guy, took him home and blew him, but he passed out! Well, a long story short, it turns out the guy she tried to fuck is the same guy who appears on her stoop for his tutoring lesson with her! Avluv forgoes the lesson and pulls out her big tits, and starts up where she left off with his big dick in her mouth!

Veronica Avluv

Bill Bailey

Naughty America · May 12, 2011

Missy Martinez and Bill Bailey in Latin Adultery

Missy Martinez is not a happy camper when she finds a pair of pink panties that aren't hers on her husband's pillowcase. That's why she storms into her hubby's personal assistant's home and interrogates him, telling him she'll can his ass if he doesn't give up what he knows. Bill doesn't know what to do, but hints that her husband may be a cheating bastard. Missy wants nothing but revenge, and the only way the busty Latina wants to serve it is by serving Bill's big cock to her mouth and pussy!

Missy Martinez

Bill Bailey

Naughty America · February 18, 2011

Samantha Saint and Bill Bailey in Naughty Office

Samantha Saint has been fired from her job! Not only that, someone's been hired to watch her pack up her things, then escort her straight to the elevator and out of the building. When she finds out from the suit that she won't be even be able to say goodbye to her co-workers and friends, she says "fuck it," and proceeds to have one last good time in her office and masturbate on her desk. The poor bustard watching over her has no idea what to do, so when she asks him to join her for one last toss, he says "fuck it," too, and fucks the blonde and her big tits before he bounces her out. Take that!

Samantha Saint

Bill Bailey

Naughty America · February 18, 2011

Samantha Saint and Bill Bailey in I Have a Wife

Bill and his wife have a spare bedroom they rent out for extra income and Samantha is looking for a new place to rent. She realizes this is the perfect place to live since Bill is a hot stud that she could fuck from time to time - even if he is married. There's something about a married man that makes Samantha's pussy instantly wet!

Samantha Saint

Bill Bailey

Naughty America · February 16, 2011

Amy Fisher and Bill Bailey in Seduced by a cougar

Bill comes over to fix a few things around Amy's house. It's been a while since Amy's had a young hot stud around and there is no way she is going to let him go without seizing a perfect opportunity for a good fuck. Bill shows Amy just how handy he is with his long, hard tool.

Amy Fisher

Bill Bailey