Semi-Final One : Tessa Bailey Vs Eden Bradley

“You’re wearing my underwear.”

Ruby felt a flush creep up her neck but quickly crushed any embarrassment. “So what?”

Troy slid his hand down the flat of her stomach to disappear inside the briefs with painstaking slowness, as if he wanted to savor every touch of her skin. He cupped her in his palm, then pushed her forward with his body until the juncture of her thighs was wedged more firmly between his hand and the table.

His voice vibrated sensually near her ear. “Do you have any idea how much it turns me on, knowing something of mine has been cradling your sweet pussy all day long?” Without warning, he thrust two thick fingers inside her with just enough force to make her cry out, bring her up on her toes. He didn’t move them, just held them there, high and tight inside her. Ruby’s head fell forward on a moan that was equal parts frustrated and relieved. She needed so much more for him, and he seemed determined to take his time. “You walked around with your naughty secret all day, didn’t you? Did the thought of me get you all wet, baby?” His thrust his fingers deeper. “Answer me or you’ll get no more.”

“Yes! I got very wet.”

He rewarded her honest answer by stroking her clitoris with his thumb. “Fuck my fingers until I’m satisfied with your answers. What happens next depends on how happy they make me.” With his hand still trapped between her and the table, she began pumping her hips against the solid pressure of his fingers, whimpering as his thumb continued its unyielding assault. “What did you think about in class, Ruby?” She released an impatient sob. “Answer me, or I’ll remove by thumb.”

“No. Please, don’t.” She sucked in a shaky breath, trying to divide her focus between talking and his insistent torture of her damp, needy flesh. “I thought about w-what would’ve happened if I’d stayed the whole night.”

“Should I show you?” he growled.

“Yes.”

In the blink of an eye, he removed the hand between her legs and spun her around to face him. Her backside hit the surface of the table hard, and he pushed her legs open forcefully. Troy deftly rolled on the condom, and drove himself home inside her in one powerful thrust. Ruby’s scream mingled with his shouted expletive. Before she’d fully registered his ample size filling her so completely, he began to move. He rolled his hips down at an angle, his swollen length making contact with her clitoris with each frantic pound into her.

Troy sunk his fingers into her hair and tilted her head back up until she looked him square in the eye. “As long as you’re with me, I don’t want some punk thinking he has the right to touch your gorgeous face. If you want to be touched, you tell me where, and I’ll take care of it. I’m the only one who touches you now, Ruby. Me.”

He began a slow pumping rhythm, fucking her with his hand, and at the same time he began to spank her.

It didn’t hurt at first—she was too full of pure pleasure from what he was doing to her needy pussy. But soon he began to smack harder, and it became more difficult to keep quiet. But she would do it. For him.

He kept up the spanking, raining blows over her ass, her thighs, and all the time fucking her with his thrusting fingers. She was lost in pleasure—even the pain was pleasure. Lovely.

And then he hit her with something.

She smelled the leather even as she felt the wide strap across her bottom. She was too shocked to cry out.

He hit her again with the strap, and this time she did yelp.

“Come on, Devin. You can take it.”

And she could. She felt a certain pride well within her as he smacked her ass over and over with the leather strap, as she felt the welts rising on her skin. She knew she could handle the pain. And somewhere between the hurting strap and the lovely sensation of his fingers plunging inside her, the line began to blur. Sensation became one thing—pleasure and pain—and her service to him, that she was doing this to please him, but as she’d said, it was what she craved most now, as well.

It went on and on, until she felt her pussy swell with need, felt her climax trembling in her body, waiting, waiting.

Shaye must have felt it, too.

“Hold it back,” he ordered. “Don’t come until I tell you to.”

“Yes…”

He began to fuck her harder with his hand, really slamming into her. At the same time he kept smacking her sore and stinging skin with the strap. Something about the sharp scent of the leather was driving her crazy. Needing to come was driving her crazy. Her legs began to shake.

“Oh, baby, this is beautiful,” he told her, his voice a little breathless. “You can do it. Hold it back for me.”

He hit her harder, and pleasure surged, making her pussy ache, her clitoris hardening until she could barely stand it.

“Shaye…I can’t.”

“You can. And you will. Because I need to be inside you when come, baby. I need you to come all over me.”

She groaned as he slipped his fingers from her—at the loss of sensation. At the knowledge that he would fuck her now.

In moments he was behind her once more, and she felt his strong, naked thighs against hers, the slight tickle of the fine hair there. Then his sheathed cock was poised at her entrance. She surged back against him, trying to take him in.

A low, rough chuckle from him. “Little Devin, you are not the one running this show, are you?”

“No, Shaye.”

“I like that—the way you say my name. I want you to ask for it.” His voice was rough with desire.

“Ask me by name, Devin.”

“Please, Shaye.”

He pressed his thick cock against her, the tip just slipping inside. She could feel the cool metal of his piercing even through the condom. “Please, what?”

She groaned. “Please fuck me.”

“Say it again. The right way.”

“Oh…please fuck me, Shaye.”

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