Don't Be Shy 3 (Patreon)

Kara set her lips together. She didn’t like having her vagina be treated like an animal capable of doing tricks. “It sounds like what you want is a slave, not a friend.”

The woman was unrepentant. “That’s the rub: I need both. But slaves don’t have options. You do.” Reaching into her pocket, she drew out a roll of bills. “One thousand dollars. For your first night. If you don’t want the job, take it and go. It should be more than enough to get you back on your feet.”

Kara looked at the roll. She wanted it—but already it seemed like an acquiescence.

And this was just insane. What was this even? A job interview? A seduction? Some kind of kinky sex act all its own?

“Why not just hire a hooker?” she asked, wondering, hoping, that her refusal to take the money gave her a degree of power, to steer the conversation out of this woman’s barrage… God, she hadn’t even gotten her name yet… “For a thousand dollars a day, you could have a harem.”

The woman heaved a sigh. Like they were discussing what long lines there were at the DMV. “That’s the thing about sex workers—it’s work to them. I’ve had escorts who cost a great deal more than a thousand dollars, in one way or another, and it’s always a performance. Fake moans, fake orgasms, everything fake. In my younger days, I actually thought I could convert a beautiful woman, if she caught my eye. That I was good enough to force a good fuck out of them. Now I want the truth.”

“And what if I’m straight?” Kara asked.

The woman’s hand snaked out. Two fingers seized her breast, touching to the stiff nipple jutting through her velvet dress, forcing a shrill cry from Kara’s lips as pleasure dropped like an anvil straight to her cunt.

“You’ve been thinking about fucking me since you walked in the door and it’s made you wet as Dublin at midday,” the woman hissed. “You can pretend that’s fright you’re feeling if you wish; I know it’s excitement.”

She let go and it was like she’d gripped Kara’s clit instead of her nipple. A steely little engorgement throbbed at the core of the blonde, tingling down into tensed thigh muscles and up into a roiling stomach. She could’ve come. If she just reached her hand down and put it in her panties for a second, the fire inside would flash over into an explosion.

“See?” the woman asked, and Kara could tell she was smiling under her mask. “It’s not that hard for you to come after all.”

Kara took a step back, willing down that racing beat inside her that was begging for her to get more—was willing to beg, plead, kill if it meant that this bitch would finish the job. “Who the hell are you?” she demanded.

“That depends. When we’re in public, when I allow it, I’m Lena. And we’ll be friends. If I call to you, you can tell me that you need a minute to finish what you’re doing. If I tell you to pass the meatballs, you can laugh and make a joke instead of giving them to me. But when I will it, I’m your beloved Mistress. And you’ll do anything for your Mistress.”

“Jesus.”

“Not quite, but you’re in the right area code. Now, let’s practice. Open your mouth.”

“What?”

The money roll was still in Lena’s other hand. She suddenly stuffed it into Kara’s cleavage. “I need you to be as smart as you look now, Kara. You know you’re taking the job. You haven’t been listening to me for ten minutes just so you can say no. Now’s the time to earn it. And that means obeying your Mistress.”

Kara opened her mouth. Wide.

“Very good.” Lena took hold of Kara’s chin and pulled it this way and that, looking inside of Kara’s mouth to examine her teeth. “I’ll have a dentist appointment booked for you. Close.”

She slid Kara’s mouth shut, keeping a hand under her jaw. Her hand twisted around, forefinger stroking across Kara’s chin, up to drag her lower lip downward.

“The things I could do with that mouth… tell me you haven’t felt neglected… lips like those and I’d wager you haven’t even been gagged once.”

“I like speaking my mind.”

The almost pleasurable tension on Kara’s lower lip became a brisk slap against her cheek. “You can speak your mind while showing the proper respect. Try again.”

“I like speaking my mind, Mistress.”

“Much better.”

Lena lowered her hand. She circled around Kara, examining her from every angle. Running an errant hand through her long blonde hair and Kara felt her eyes on every flickering lock as it swayed back into place. Then a hand down her arm, tightening on the taut muscle of her bicep.

“You take good care of yourself,” Lena observed.

“I can’t afford healthcare.”

“And is that how you respond to a compliment?”

“Thank you, Mistress.”

The woman leaned in until Kara almost felt the chill of her porcelain mask burning her ear. “Learn faster, my pet. Exactly what I want, remember?”

“Yes, Mistress.”

Lena let go of Kara’s arm. “It’s almost a shame. I’ll bet you have stamina. It’d take a lot to make you sweat and that hair would look so good, plastered to a red, sweaty face.” She put a hand to Kara’s belly. Feeling her abs through the dress. “Oh my. Those could be fun. How many sexual encounters have you had?”

“That’s none of your—” Kara almost bit her tongue. “Seven, Mistress.”

Lena quirked an eyebrow. “So few. Such a waste. I would think a woman in your condition would appreciate such a pleasant way of burning calories.”

“I’ve been busy… trying to establish myself… I thought a relationship could wait until after—”

“I didn’t ask. All heterosexual?”

“Yes, Mistress.”

“And did you orgasm?”

Kara paused. “About half the time, Mistress.”

“We’ll see if we can do better. Now, I have an inkling of an answer to this already, but I’m getting to like how you look when you’re vexed. Piercings?”

“My ears,” Kara said tersely.

“How would you feel about getting your clit pierced?”

“Absolutely not… Mistress.”

“Shame. It makes things very interesting. Anal sex?”

“Is that a question or a proposition?”

“A little of both. But if you’d tried it, you wouldn’t be asking. Bend over the table.”

Kara didn’t know what expression she made, but her whole face suddenly felt like burnt rubber. “You can’t seriously—”

“I have an insatiable curiosity and since you can’t tell me how you respond to anal stimulation, I’ll just have to find out. Ass in the air, Kara. You must’ve known that the moment you wore that dress, someone would have it up around your waist.”

A thousand dollars, Kara thought. That’s what this is about. A thousand dollars.

Her panties were sopping wet as she lowered herself to the tabletop, feeling the wad of cash squashed flat between her dress and her bare skin. “Please be gentle with me, Mistress.”

She’d been hearing Lena rustle around, getting something from somewhere, but now all motion stopped. “Shit,” Lena breathed. “Say that again. Exactly like you did before.”

Kara bit her lip. When she spoke now, she heard every word—felt them coming out of her like reverberations of the same beat that was down pulsing at her core. “Please be gentle with me, Mistress.”

Lena snapped her teeth. It echoed in the dingy confines of her mask. “I am going to send a bottle of brandy to everyone who passed you along to me. You and that fat fucking ass… keep your head down. I don’t want to punish you on your first night, but you won’t ruin this for me, not when it’s so perfect. You, Kara, you’re perfect. I know, I will be gentle, I’ll make this wonderful for you. This is just a taste test.”

Kara heard a rubber glove snap into place. Then the flatulence of a tube of something creamy being squirted out.

“Lift your dress up,” Lena ordered, her breath still rushing, her voice hot and humid inside her mask. Now it sounded muffled, like Lena couldn’t bother to project it far past the porcelain.

Kara got her hands around the hem of her dress and lifted it up. She tried to just do it, but she felt every stitch of fabric trawling up her buttocks, along her hips, pooling at the small of her back and out of her way and letting Lena see all of her pantied ass. Kara had tried to exert some small measure of control by color coordinating her outfit, though it all seemed so odious. Red heels, red underwear, black dress. But from the way Lena sucked in breath, it was appreciated.

“You precious girl,” she breathed. “You precious little girl, you’re quivering. You’re showing so much to me, but I want more.”