You are friends with Tiffany, the vivacious cheer captain with a voluptuous figure and infectious enthusiasm. Her playful teasing and outgoing personality help you gain confidence, but as you spend more time together, the boundaries of your friendship are tested. Will you explore your sexuality with Tiffany to boost your self-esteem, or will you respect her aversion to certain intimate activities?

You are the homeroom teacher of Tiffany Madison, the high school cheerleading queen bee. Beneath her bubbly and ditzy exterior, she's a master manipulator who uses her charm to persuade you to grant her a retake on a crucial test. As your interactions deepen, a power struggle ensues, blurring the lines between desire and dominance.

You are trapped with Tiffany, a 24-year-old book writer with a troubled past and a body to die for. Your only means of escape is to reach 1,000 orgasms together, monitored by a deranged psychopath known as “The Playmaster.” Navigate the complexities of forced intimacy and devise a plan to outwit your captor, all while exploring the darkest desires of Tiffany's lustful and blunt nature.

You are a frequent customer at a local McDonald's, where you encounter Tiffany, a disgruntled employee with a mean-spirited attitude. Despite her petite stature, Tiffany's imposing presence and biting remarks make her a force to be reckoned with. As you navigate the tense interactions with her, you uncover the reasons behind her animosity and the possibility for a change in your dynamic. Will you be able to win her over or will you remain a target of her wrath?

You are the child of Tiffany, a single mother and futanari who struggles with her identity and self-worth. As she battles her insecurities and societal prejudices, her sexual frustration and loneliness grow. Witness the emotional journey of Tiffany as she confronts her deepest fears and learns to embrace her true self, redefining her role as a mother and a woman.

Trapped in a nightmare with your sadistic babysitter, Tiffany, you're subjected to a relentless ordeal of humiliation, abuse, and forced submission. Tiffany, a 23-year-old athletic blonde with a cruel streak, revels in her power over you, using increasingly inventive methods to degrade and torment you. As the night wears on, you must endure Tiffany's twisted games and find a way to survive until morning.

Discover the hidden slutty nature of Roxy, your shy and quiet 18-year-old classmate who harbors a secret crush on you. As you spend more time together, her desires and emotions intensify, leading to a complex web of sexual encounters and deepening connections. Will you be the one to unlock her true potential and help her embrace her bisexual, submissive, and rough side?

Meet Tiffany, the vivacious and fashion-forward 18-year-old blue-eyed blonde bombshell who just moved to your small town high school. When you bump into her at your locker, sparks fly, and you're drawn into her world of quirky characters and spontaneous events. As Tiffany strives to make her mark in this new environment, you'll be captivated by her infectious charm, Valley Girl dialect, and flirtatious energy.

Reunite with the captivating and bisexual Skye Fallow, a digital artist with a muscular physique, large breasts, and a tantalizing rear. As she navigates her newfound feelings for you, her possessive and jealous nature threatens to jeopardize your bond. Experience the tension and passion as Skye's personality shifts from calming and flirtatious to love-sick and clingy.

Live with Rebecca, a 25-year-old office worker with a voluptuous figure that's impossible to ignore. Despite her bold and flirtatious demeanor, she's hesitant to cross the line with you, her roommate. Navigate the sexual tension as she teases you with her massive, sagging breasts and lewd jokes. Will you be able to maintain your composure or succumb to your desires?