Anikka Albrite thinks that blackmail is a beautiful thing. She informs her boss Bill—who she knows is hitting one of his staff members—that she would want an extra day off during the workweek in exchange for keeping her big, wet mouth shut so HR isn't made aware of the situation. Bill brushes it off, telling himself she's just envious that he's hitting someone else instead of her. After ripping her pantsuit off and sucking up her dripping wet pussy as she sits on his desk in only stockings, he offers his gorgeous blonde employee his enormous dick. After a wonderful hard fuck, he blasts his hot load over her ass.
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Brandi, despite frequenting Danny's restaurant, has never had the confidence to ask him out. She invites him to the couch and expresses her feelings, but Danny is unsure.
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Julia Ann discovers her stepdaughter, Nicole Aniston, cheated on her fiancé. She refuses to speak, assuming everyone is getting laid. In exchange for a sensual threesome, Julia offers Nicole quiet. More couples are expected at the wedding.
Apr162013
Bill, late for class, encounters Ash Hollywood, his landlord's daughter, who is preventing him. Despite her father's absence, Bill can skip class and plays hooky by eating her pussy.
Jul12015
Hot cam model Karla Kush tries to flirt with a delivery man, but he doesn't seem interested. A knock on her door brings the pizza guy back, bringing two friends to get crazy over her. Karla realizes she doesn't want to fuck.
Jan142013
Bill's friend's mother, Puma Swede, confronts him about lewd pictures and his phone. Bill is humiliated and unable to express his feelings, only saying "yes, ma'am!" when confronted about his phone.
Dec242012
Brandi Love faces stress from holidays and corporate deadlines. She seeks help from Chief Executive Officer Bill, who offers to handle corporate matters personally. The MILF suggests wild Bill can screw one more staff member, but must ensure it remains a secret.
Apr192013
Bill attends an interview with Brandy Love, the employer, unsure of his responsibilities. Brandy questions him about his cock size and sexual stamina, but believes he's the ideal gigolo for her male escort business. Bill agrees, rams her clit, and smacks her clit.
May172012
Jessie Rogers, an attractive blond, desires a hard dick to penetrate her ass and bounce against her booty, causing her buns to become covered in jizz and glaze.
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Vanilla DeVille returns home exhausted after a long trip, but finds her housekeeper Josh missing. She suspects a strange man, Bill, as an intruder. She becomes fond of Bill, tearing off his clothing and fucking his customer, resulting in Josh's departure.
Mar252013
AJ Applegate, a seductive blonde, showcases her stubborn applebottom ass, slapping and clapping her booty, preparing for a massive dick, while her butt jiggles with delight.
May82014
Bill struggles with Ms. Von James' class and is threatened with expulsion if he fails. Despite her warnings, Bill grants her the wish, despite her husband's unjust treatment. His at-home tutoring sessions may not be worthwhile.
Apr22012
Bill is searching for donations for a youth charity to pay for college. He meets Brandi Love, who offers a substantial amount in exchange for a favor. Bill is impressed by her modesty and decides to conquer her, showcasing the beauty of philanthropy.