Sexy cougar Veronica Rayne gets what she wants when she wants

This cougar has had her eye on the sexy mechanic. There's nothing wrong with her car today and she lures him into her home office to pay him for all his hard work.

Veronica Rayne

James Deen

Naughty America · July 17, 2022

Courtney Cummz takes on two big cocks in the office

Courtney Cummz has been fucking her co-workers every Tuesday for three years. But when the guys have a strict deadline, Courtney gets short changed out of some fun. Determined as ever, Courtney reminds them that they have to play hard if they want to work hard...

Courtney Cummz

Danny Mountain

James Deen

Naughty America · July 19, 2020

Alexis Malone takes a big young cock in the kitchen

Alexis is making some soup for her best friend, who is really sick. James stops by to pick it up for his sister, but before her leaves he tells Alexis a little secret. He has had a crush on her for a long time and now the time has come to fuck his sister's best friend!

Alexis Malone

James Deen

Naughty America · June 11, 2019

Jayden Jaymes gets fucked

Jayden has missed a couple of scuba diving classes and James has decided to help her out, but the only pressure she's interested in, is the pressure from that hard-on in his pants.

Jayden Jaymes

James Deen

Naughty America · May 14, 2019

Memphis Monroe fucks like a dream

James meets an old friend from high school, she's nice and tight, and still has the nicest ass he's ever seen. He wonders what it would be like to take her to the winter formal, but the limo doesn't arrive for another half hour, he can fuck her until it gets here!

Memphis Monroe

James Deen

Naughty America · September 14, 2012

Kristal Summers and James Deen in My First Sex Teacher

James is so stressed out about failing his class that his teacher, Professor Summers, invites him over to her house for a special study session. He's worried that his parents will kill him if he flunks, so he's desperate at this point. Professor Summers tells him he needs to relax before they hit the books, and to help her favorite student do that, she lets him suck on her big tits, and then sucks on his big cock! The naughty teacher has her student tittyfuck her until he cums all over her face, and then it's study time!!!

Kristal Summers

James Deen

Naughty America · August 20, 2012

Aiden Starr and James Deen in My Friends Hot Mom

James's friend's mom Aiden Starr has always been a stickler for etiquette, so she's teaching him a thing or two about table manners in preparation for his upcoming dinner with his prospective boss. He's not sure if he's got the job yet, but Ms. Starr is helping him secure his future by showing him which fork the salad fork is, and what the champagne flute is. While grateful, James thinks she's being a tad strict and serious, so he tells her she needs to get laid. Lucky for the blonde MILF, James and his big dick are right there and make a good fit for her big tits and wet pussy. Soup's on!

Aiden Starr

James Deen

Naughty America · July 24, 2012

Alliyah Sky and James Deen in My Sisters Hot Friend

James is trying to do laundry in his house, but his sister's friend Alliyah Sky keeps interrupting him by trying to wash her clothes there. When he sees that his clothes removed from the washer and replaced by hers, he steals a pair of her sexy panties in revenge. But she catches him in the laundry room, and eventually finds her undergarments in his pockets!! What else does she find in his pants? A big hard dick that's throbbing to fuck her on the washer!!!

Alliyah Sky

James Deen

Naughty America · May 23, 2012

Sharon Lee and James Deen in I Have a Wife

James needs to vent, so he decides his housekeeper Sharon Lee, who barely speaks English, would be a good soundboard. While she's polishing his banister, he spouts off about how his new receptionist at work, who is the boss's daughter, won't stop hitting on him, despite him being married. He goes on and on and on while Sharon isn't paying attention or understanding him . until he says the buzzword "sex." As soon as the busty Asian hears the key word, she takes her big tits out, kneels down and sucks and fucks his big cock, draining his balls!

Sharon Lee

James Deen

Naughty America · May 16, 2012

Tiffany Doll and James Deen in My Sisters Hot Friend

James's sister's friend Tiffany Doll is visiting from France and he overhears that she has a crush on the guitarist of a band. Since James plays guitar in a band, he plans a little scheme to try to impress her. Since his sister isn't home, Tiffany decides to take interest in James and his new musical journey. She even holds and strums his guitar, and after that she holds and strums his penis with her mouth and pussy! Making music is a beautiful thing.

Tiffany Doll

James Deen

Naughty America · March 13, 2012

Jaslene Jade and James Deen in My Friend's Hot Girl

Jaslene Jade is frustrated. She's going away for a few days to see her grandmother, but her boyfriend can't go with he because he has to work. Furthermore, he can't even take her to the airport because of his shift, so he's employed his buddy James to pick her up and take her. Even furthermore, she's horny as fuck and her man is late for work, so he can't satisfy her before she leaves. Even further, furthermore, when James arrives at her place, he hears and sees her masturbating outside her window, which makes him horny. Even further, further, furthermore, Jaslene still has at least an hour before she needs to be at the airport. You do the math.

Jaslene Jade

James Deen

Naughty America · March 12, 2012

Eva Angelina and James Deen in My Wife's Hot Friend

James is helping his wife's friend Eva film a short video clip that she can put on her profile for a dating website. She hasn't been with anyone in a long time, and her frumpy disposition attests as to why. James has to stop the shoot numerous times to try to rid her of her nerdiness and spruce up her sexiness. But Eva's feeling uncomfortable . but she confesses that she's horny for him! He's married, but Eva pleads him stick his cock inside of her. And does he ever!

Eva Angelina

James Deen

Naughty America · March 9, 2012

India Summer and James Deen in My Friends Hot Mom

India Summer is in a dilemma. She's fucked her son's friend James a few times, and now he won't leave her alone, especially since she told him she loved him during sex talk. Now he's at her house while her son's home, and he wants to fuck, or else he's going to tell her son, who's upstairs! India has no choice but to suck his cock, fuck it, and get a load of jizz shot onto her lips. What will she do???

India Summer

James Deen

Naughty America · March 5, 2012

Kagney Linn Karter and James Deen in My Friend's Hot Girl

Kagney Linn Karter is desperate for dick. Her lawyer boyfriend hasn't banged her in five months, and he works so damn much he's asked his good buddy James to take her to a flick and show her a good time. Well, wrong move, pal: back at Kagney and her beau's place, she tells James that she needs to get fucked by HIM, and if he doesn't nail her, she'll tell her boyfriend that they had sex. WWJD? He would fuck the horny, big-tittied blonde like she needs it, that's what!

Kagney Linn Karter

James Deen

Naughty America · February 24, 2012

Alexis Ford and James Deen in My Friend's Hot Girl

Alexis Ford invites her boyfriend's buddy James over for a sit-down. She knows that he's aware that her guy is cheating on her, and she's hurt that James wouldn't tell her about it. James says he wanted to say something, but that he couldn't betray his best friend's trust. Alexis, with her big tits and fat ass, throws the guilt on James, asking him when she'll be allowed her fun . with his dick. He remains loyal and says no . for a good ten seconds, until her nipples are in his mouth.

Alexis Ford

James Deen