From the twisted minds of Bree Mills and Stills by Alan, comes the first major release from Gamma Films’ new hardcore brand PRETTY DIRTY. Sugarbabies: A Cautionary Tale is a reminder for every impressionable young woman that all whores were sugarbabies once.
In a desperate bid to repay her debts, a poor nursing student (Penny Pax) takes the advice of a friend (Jade Nile) and agrees to join an exclusive sugaring ring that pairs wealthy celebrities with beautiful young women. Penny winds up in the mansion of a powerful CEO and his kinky wife (James Deen and Chanel Preston) and makes the ultimate sacrifice to secure herself. But she is not alone. The very friend who got her into this lifestyle must make a sacrifice herself, especially if she wants to keep her rock star daddy (Xander Corvus) happy. The celebrity has a taste for virgins and the only thing that will satisfy him is Jade’s younger step-sister (Rebel Lynn).
Also featuring Jaclyn Taylor and Jessy Jones in dramatic supporting roles. You need to buckle up for the most psychological, yet sexual ride of your life!
Life on the bottom wrung is common, but in the land of sun and sand, an incredible journey of transformation is about to take place before our very eyes, and our story begins with Penny Pax, a nursing student, hellbent on getting her life together in any way possible. Her boyfriend Jesse Jones knows that things are tough, and he tries in earnest to sway Penny's decision away from becoming a sugar baby like her best friend Jade Nile. When Jessy walks out, frustrated that Penny would consider breaking them up over money, Penny sees she has no other option, and reaches out, in order to set her life on it's course once again.
James Deen and his wife Chanel Preston are waiting patiently for their new Sugar Baby. James invites Penny in for dinner. but before they can get too comfortable, the sounds of Jessy's texts interrupt. Hoping not to deprive his wife of dinner, James invites Chanel to join them in the living room. Penny is unsure what to expect, but knows that things will not be as easy as expected when Chanel shows up with a strap-on and James leaves his hand prints on Penny's big soft breasts. Penny begins to pant, showing her fear, yet submitting to the powerful couple's every will. Chanel makes sure Penny addresses him for what he is, her daddy.
Chanel holds open Penny's terrified face to welcome James' massive cock inside, filling her until she gags on him. Chanel doesn't like to see her empty, so when he pulls it out of her she fills her sweet little mouth with her fist, telling her to beg daddy for more. Next, Chanel climbs onto Penny's back, shoving her dildo inside of Penny, while taking James' cock deep inside her own pussy. soon, Chanel has Penny clean her ass, while having hers fucked in doggy. Finally, Penny rides Chanel's strap-on until James plunges his massive dick into Penny's asshole. They double penetrate her until James is ready to unload his spunk filled balls all over Penny's beautiful tainted face, plastering her allowance to his load on Penny's ever-grateful mouth.
To Be Continued...
Often, it is those who take chance opportunities in life, and overcome the big hurdles that end up shining, and thrive in the levelling aftermath. Will Penny turn out to be among those powerful survivors?
Penny returns home to her confused and frustrated bf Jessy. He seems to feel sure that his advice was sound, and clearly expects to have the 'I told you so' moment. At every turn, he throws Penny's choices back in her face in the most subtile way, showing her that he wants to be a good supportive boyfriend. He knows he has to be there for her through everything, and says he supports her decisions but, his silent, cutting remarks show that he expects her to deal with her self-ruin all on her own, but for now, he'll play along.
Jessy pulls out a soft pink rope, and promises to get kinky, but not be crazy or nothing like that. Penny, clearly tired, plays along, and lets him tie her up. But, once everything is bound, he turns on a dime, and expresses how he feels about her being such a slut, and even makes her see the light by welcoming Jaclyn Taylor to the mix. Jaclyn tells Penny what she is, without a mention or acknowledgement for her true feelings. Jaclyn was in her shoes, and is determined, with Jessy's help to show her the slut she is.
Jaclyn starts to fuck Jessy right in front of Penny, taking his huge cock into her warm hungry mouth, all while Penny screams, that what they're doing is wrong, and she never wanted to do what she did for pleasure. Jessy and Jaclyn don't stop. Jaclyn uses her warm throat to get Jessy rock hard. She shows Penny what Jessy likes, and then climbs on, to show her exactly how Jessy wants to be fucked by a real slut. She pounds her ass down on his massive cock like she can't get enough. She lies back over Penny to let Jessy fuck her as close as possible before making Jessy cum on Penny's face. A perfect white facial to match her clear stream of tears.
Jade is at home hanging with her little sister Rebel. Jade is in the middle of a texting fiasco with Xander over the virgin he wants her to bring. she has to make a big choice, whether to keep her secret life as a sugar baby a secret from her virgin sister, Rebel, or to expose that she's been sleeping with Rebel's rock idol, Xander, behind her back, all in order to invite her along for a ride on her favorite idol's famous big stiff cock. Rebel is pissed she didn't tell her sooner, but understands the secrecy. Rebel can't wait to show up and have her first ever sexual experience with her one true idol, she proves it by kissing her stepsister, and stripping to take pictures for Xander to approve.
Jade inches closer and closer to her innocent virgin step-sister, and through her body language begs Rebel to go further and further, all for the sake of eventually getting to meet her hero Xander. Rebel isn't sure what to do, or how to act, but Jade is sure to help her find her way. Jade leans in and promises to show Rebel how it's done. she takes off Rebels' shorts and leans her back against the bed, allowing her to spread her legs to be given her first ever orgasm with anyone else. Jade quickly brings Rebel to orgasm.
In order to ensure that Rebel is prepared for the night, Jade makes Rebel show her what she's learned, and if she does well Jade will help her level up with a new lesson in lesbian tribbing. Will it be Xander who's surprised by his new virgin's lesbian abilities, or will it be Rebel who will be surprised with Xander's crazy entourage of rough sexual vices.
Jade and Rebel approach one of Xander's many luxurious apartments. It's clear Rebel is excited and nervous, hardly able to make the decision to support her frail young body as she climbs the stairs to his rock star pad. Rebel is clearly nervous, but Jade assures her that amazing guys will want to take her all over the world after she becomes a sugar baby, and does exactly what they want. Xander pulls up in his sports car ready to get to work fucking his chicks.
Immediately, his asshole charm exudes through his attitude, and Rebel is sure to get what she wants before Xander can go further. Rebel feels like she's in heaven when Xander rips her panties off of her tiny teen body. he immediately starts stroking her pussy, and teasing her. Xander shoves his fingers inside her accompanied by her bittersweet moaning. he kisses her sweet young pussy, and gives her her sister's tit to suck. Xander is pleased with Jade's conquest.
Xander stands Rebel up and strips her dress off her, eager to taste her young virgin pussy again. he shows Rebel sides of sexuality she was never expecting, almost too rough for her to deal with. With Jade on the sidelines to reassure her she'll be just fine, and to show her how sexy Xander's rough sex can be. Jade gags on Xander's erect cock, letting her spit slide off it, showing how much she wants him inside her sister. Rebel needs to take it slow, clearly traumatized by Xander's rough attitude. But Xander wants her sweet tight little virgin hole wrapped around his slick, fully hard cock. Jade reassures her traumatized young sister that they are exactly where they should be, and Rebel soon warms up to the idea of having Xander's monster cock filling the recesses of her little virgin hole. She still cries in pain.