Ricky is having trouble with girls at school. He feels like his stature is getting in the way of landing chicks, and his friend Jimmy watches as Ricky lives his life in utter turmoil. Luckily for Jimmy and Ricky, their stepmoms, Annie and Ryan, are cool as fuck, and want to help the boys with their girl troubles. Annie and Ryan teach the guys about picking up chicks and let Ricky and Jimmy practice their lines on them. They want to see how the guys would seduce girls, and Ricky and Jimmy soon find themselves in a risque groove. Things get heated when the milfs put their hands on their stepsons’ cocks. Before anyone knows it, the group is deep in a full-blown fuck sesh. Ricky and Jimmy can’t believe they’re fucking each other’s stepmoms, though things get even wilder when they switch back and fuck their own stepmoms. The lucky studs give the milfs their all until Ryan and Annie milk Jimmy and Ricky’s cocks clean of all their juice.

Deep in no mans land there’s a farm rich in underground shale oil. Syren de Mer is a sexy oil exec who tries to convince the buxom farmer, Ryan Keely, to sell her land, but the only drilling this hot and sexy farmer is allowing on her land is deep in this execs holes. Feeling a little isolated from the world, she takes advantage of the sexy execs presence and shows her a good fracking time. She takes down Syren De Mer and preps her nice juicy booty with some spanking. Ryan then smothers Syren’s face with her big juicy ass and gives her a taste of her sweet pussy. Ryan then ties and suspends Syren De Mer. She gives her a little pain before pleasure with a bit of caning and cropping. After dishing out a bit of pain on Syren’s booty and feet, she takes a big dick-on-a-stick and gives her a good fucking. The filthy little exec begs to cum as she gets drilled by Ryan’s dick on a stick. Ryan hits the right spot and makes Syren gush like an oil well, leaving a big wet mess all over the barn floor. Ryan then gives Syren a good flogging on her booty, leaving it nice and red before going deep inside of her with her strap on cock. She fucks Syren hard, showing her how a good drilling is done. Syren begs to cum over and over as she is ready to gush. Ryan then shoves her cock deep in Syren’s ass. Now Ryan’s ready to get her own pleasure. She scissors Syren and uses her body until she gets her orgasm. This dirty little exec will think twice before trying to take another country gal’s farm.

Incredibly hot hacker, Ryan Keely, has been monitoring the illicit activities of the equally stunning international hacker Kira Noir. She has a special bone to pick with her as Kira’s new hacking endeavors have crossed into Ryan’s own activities. Now Ryan finally has enough dirt to blackmail Kira into submission, and give her a taste of her own medicine. She calls her down to her den where she lays it all out on the table for her. At that moment Kira knows she has no choice but to submit to Ryan’s wild sexual demands. Ryan starts her joyful revenge by making Kira worship her feet. She then proceeds to spank her and get her hot tight booty red and plump. Ryan pulls her latex dress up to reveal her nice wet pussy, and makes Kira lick her and pleasure her with her fingers. She then bends Kira over and plays with her tight little pussy until she cums. Kira then appears suspended upside down, helpless and at Ryan’s mercy. Ryan teases her by shocking her senses. She runs the wand from her tongue up to her pussy, then licks her pussy and makes her cum with the vibrator while she shocks her body. Ryan takes advantage of her upside down position so she backs her ass on to Kira’s face for a nice big orgasm. Then she takes Kira to the floor where she paddles her feet and big juicy ass. She gets her pussy nice and wet with a few licks then slides her big black cock into Kira’s tight little pussy. She gives her a few shocks as she gives her a good pounding. She then makes Kira get on top and ride her cock until she cums all over it. A few shocks more, and Kira knows exactly who’s been hacked.

Ryan Keely is used to making people wait, but she’s mistaken if she thinks London River is gonna deal with her bullshit. When she shows up late to her session – Ryan gets put in her place. But London soon decides Ryan’s had all the vacation she deserves, and orders Ryan to switch. Denied her chance to lose control, Ryan is sure to make London pay. Featuring foot worship, face sitting, bondage, spanking, flogger, riding crop, electricity, strap on, anal, anal fisting, double penetration, a double-sided dildo, and more orgasms than you’ll be able to count.

The sexy and curvy Ryan Keely is ready to end her marriage. She hires expert divorce lawyer Helena Locke to find some dirt on her asshole husband. Helena gathers what she can, but also discovers Ryan’s scandalous porn career on the internet. When confronted with documentation of her kinky, lurid sex acts, Ryan vows that she has rejected her scandalous, slutty ways and turned her life over to Jesus Christ. Helena explains that it will take more than just promises to make Ryan look convincingly squeaky clean, and decides to take advantage of Ryan’s whorish history to get a little for herself. She demands that Ryan strip, nice and slow. Helena likes what she sees and wants a closer look at Ryan’s beautiful ass for some OTK spanking. “So many things I’m going to do to you,” Helena promises. Ryan bares all for Helena. Helena’s mouth latches on to Ryan’s pussy driving her wild. She teases, torments and tickles Ryan’s pussy with her tongue. There is more hard work ahead for poor Ryan. A red ball gag in her mouth, bound with rope and a spreader bar holding her legs wide open, pussy and ass exposed to Ms. Locke, who now wears a black strap-on dildo and is ready to give Ryan some hard pussy fucking. There will be no orgasms yes, or no movement at all. There are other holes Helena wants to explore. Helena fucks Ryan’s ass driving her wild. A paddle stinging her thighs helps distract Ryan from cumming. This filthy whore likes to cum from a hard ass fucking. Ryan is punished on all fours with whip and the leather paddle. Her whipped ass turns bright red. She’s then put into a rope suspension and reduced to a whimpering mess. Ryan submits to sucking Helena’s toes and feet, licking every inch. Helena sits on her bound client, smothering her with her ass and compelling her to eat her wet, hungry cunt. Helena beats Ryan with a crop and flogger, and torments her feet with cropping and tickling. Helena is satisfied with Ryan’s performance, but blackmail doesn’t end with one payment, and they both know there will be more to come.

Skylar Snow auditions to be Ryan Keely’s body double. Ryan is busy being a full-time domme, but she still has a few valued clients who pay her to be a submissive. Ryan hopes to find a woman with a similar body who can pass as Ryan since she will be wearing a mask during the session. Skylar has limited bondage experience, but she is a pain slut. Ryan helps Skylar remove her clothes. Now the interview gets personal. Ryan inspects all of Skylar’s holes. Big tits, Big butt, Thick thighs. Physically it’s a match, but Ryan needs to know if Skylar can take some punishment. She orders her to bend over her knee and then begins to spank her. Skylar’s ass gets nice and red. Ryan then orders Skylar on her hands and knees and uses her cane on Skylar’s exposed ass and thighs. Skylar squeals with delight. Ryan tries breath play, face slapping, and Skylar is loving it. Ryan goes down on Skylar’s pussy. Skylar is turned on, she thinks this is going to be easy, but that was just a tease, Ryan is ready to test Skylar with a suspension. Skylar is bound and tied, her breasts exposed to Ryan’s mouth. First Ryan applies some cold, hard metal clamps to Skylar’s nipples. Now it’s time for pussy flogging. Ryan uses a zapper on Skylar’s bare feet, exposed thighs and tender pussy. Ryan gives her a break, but only for a moment while she positions herself under Skylar’s mouth. Ryan cums hard and rewards Skylar with more of the zapper. Ryan enjoys Skylar’s pussy, getting it nice and wet. Skylar is taken down and placed on the floor with a ball-gag in her mouth. Her ample breasts are tied up tight, clips circle each breast, biting tight into her tender pink flesh. Wrists clamped to her ankles. Legs spread wide open, pussy and ass exposed for Ryan to use. Ryan then gets her strap-on and fucks her hard. She then adds a vibrator Skylar squirts a gusher. Ryan releases Skylar so she can receive cock on her hands and knees. Now her ass is vulnerable to Ryan’s predations. Ryan slides her black strap-on cock in Skylar’s ass for some hard ass fucking. Ryan flips Skylar on her back, giving her an anal orgasm. It looks like Ryan has found the ideal candidate for the job, and she is already fantasizing about all the intense training she is going to give sexy Skylar.