He stood and paused, gazing down at her. “This will hurt, but at the end you’ll be happy.” He brushed a fleeting kiss across her lips. For someone bent on punishing her, the kiss was so sweet. She wished she could kiss him for hours. Oh God, I’m falling in love...
“Fifteen strokes,” he said against her cheek. He ran his fingers across the strap holding her waist, as if to check that it was still secure, and then opened her legs wide.
“You’ll have to keep these still,” he said in his gravelly Portuguese accent. “If you close them, I’ll add more.”
She made a strangled sound. “Can’t you tie them open or something?”
“No. This is how we learn control, yes?”
He straightened and she braced for the first blow. She didn’t think he’d injure her but she wasn’t sure how you got whipped on your pussy without some serious hurt going on.
“Wait,” he said. “I have something to help.”
He left and returned a moment later with a blindfold. That was supposed to help? Help what? Help break her mind? He smoothed it over her eyes so she was plunged into blackness. In some way it helped, because she didn’t have to watch him standing over her with the whip. But now she felt everything so much more intensely. She felt the hold of the restraints and the pressure of the plug in her ass, and the solid table at her back.
“Open your legs wider,” he chided. “Open for what you deserve.”
Oh my God... The first stroke flicked against the inside of her left thigh, over her labia. “One.”
The sting of it shocked her. She pulled at the cuffs, snapping her legs shut.
“Now you added one,” he said. “Is like starting all over. Fifteen strokes. Open your legs.”
“I can’t. It hurts too much.”
“I know it hurts. Open your legs.”
She could use a safeword, but she didn’t want to. With a moan she let her legs fall open, and waited in darkness. The next flick landed on the inside of her other thigh. “Two.”
She cried out but she kept her legs open. His breathy “good girl” felt like a caress.
“Three.” Holy motherfucking Christ. The third stroke landed right on her clit. She jumped but stayed silent, gritting her teeth. He wasn’t hitting her too hard, but oh, she was so sensitive there. “Four.” Another on her clit. She made a begging sound, then yelped as he hit her two more times in succession, right on the tender folds of her pussy lips. Her skin pulsed and her pelvis felt heavy and achy, like she might come again if he caught it with the whip just the right way.
Then the next stroke fell, and she cried out. “Seven.”
That one was hard. Eight was harder and nine had her legs snapping shut again. He slapped her outer thigh. “Now we do nine again. You’re making things worse for yourself.”
“Please...”
“Open your legs,” he said in a dire voice. She wished she could see his face, see the intensity and control she heard in his voice. With a sigh, she opened her thighs against the table.
She struggled at nine, tensing her legs to keep them open as the whip landed on her clit in a spark of fire. “I can’t,” she said. “I can’t take all fifteen of these. Please, I can’t.”
“Are you ready to bargain?”
His quiet words stilled her. Bargain with what? Her virgin asshole... She knew it even before she felt his fingers on the plug. He pressed the flange against her body, wiggling it. “One more stroke, and then you open your asshole for me. You let me fuck your asshole until you come.”
Not until he came. Until she came. A shudder wracked her body. “I’m scared.”
“I know you’re scared,” he said calmly. “That’s why we’re bargaining. Pain or pleasure. You decide.”
He brought the whip down on the table in a loud snap so she jumped. “Okay.” She squeezed her eyes shut behind the blindfold. “Okay. I’ll let you.”
“You’ll let me have your virgin asshole. Say it.”
“I’ll let you have my virgin asshole,” she said, her voice wavering on the last two words.
“Spread your legs then. One last whip on your clit.”
His voice was sharp and businesslike, impossible to contradict. He was so good at this. She opened her legs and arched her pelvis so he could get in a good parting shot. She could feel the plug in her ass, soon to be replaced with something altogether larger. In the midst of that thought, the whip flicked against her swollen button. If anything, her legs spread wider for him as she panted through the stinging aftermath. Until you come. Oh God, she wanted to come so badly.
He stroked her legs, tapped her pussy a couple times with his fingers, then tugged at the flange of the anal toy until he could ease it out. The pain sharpened as the thickest part slid past the ring of her sphincter.
“You know,” he said, “this toy lets your ass close around the narrow part. My cock won’t do that. Just something to think about.” She flinched as he pressed a finger inside. She felt cool liquid, more lube, and then she heard the sound of a condom wrapper. Is okay to be scared...
She felt his warmth above her. His lips lowered over hers for a kiss. Then he was gone and his hands were pressing open her thighs, tugging her closer to the edge of the table. When he touched the head of his cock to her hole she tightened up.
“No,” he said. “I won’t hurt you. Not too much.”
She let out the breath she’d been holding and willed herself to be brave, to accept this intimate act.
“Oh, yes, baby,” he sighed. She felt the head of his cock ease in and stretch her in an intensifying burn. “So tight. You’re so tight. Is okay, hold on. Soon, it will feel better.”
Breathe in, breathe out. He held her legs, massaging the backs of her thighs. “Let me in, baby. I want to be inside you.” With every word, he pressed deeper, prying her open, taking up residence where she’d never thought he could fit. She felt an unbearable fullness, but it was thrilling, not bad. The lubricant eased his passage, as he worked himself forward in small movements. “Okay?” he asked.
She squeezed on his girth, impaled by him in her dark world. “Yes, it’s okay.”
He moved deeper, not violently or roughly. This act didn’t need any violence to communicate power—the violence was the very act of being there, demanding entrance into that tight, cramped space. Now that he was there, she understood she was his. His to use, his to hurt, his to please as it pleased him. He palmed her clit, massaging it as he drove in and out.
“How does it feel?” he asked. “It hurts?”
“A little,” she whimpered.
“You’re scared?”
Yes, she was so scared, but turned on too. Her breath felt heavy, caught up in her chest. Her whole body felt tight and vulnerable, but he was in control now and all she could do was trust. After a while, as he slowly fucked her, she felt her tightness open, felt her limbs relax. His cock wasn’t hurting her anymore, only possessing her deep inside. The lube made it slick, so it wasn’t friction, just intrusion. He pressed back on her thighs, opening her even wider.
“Yes, baby, that’s good,” he said, encouraging her as she arched her hips for more. “I want to be all the way inside you.”
Her toes curled as he pressed deeper, until his pelvis butted up against her ass. She felt completely stretched, completely full. “Oh God. Oh God!”
He shushed her cries, gripping one hip as he took her ass with measured strokes. The other finger explored her pussy, dipping inside before traveling up to graze her clit again. Her clit and labia were still smarting from the whip, so each touch was more than a caress. It was a memory of his punishment, and her submission to his will.
“You want to come?” he asked. “This time you’re allowed to. But I want it to be good.”
Oh God, yes. She might have said it out loud or she might have just breathed it out. Yes, yes, yes… His voice sounded low and gruff, and wonderfully raunchy. She wished she could see him standing over her, driving into her, but she also loved bei
ng swept away on sensation, on the pure hedonism of taking it up the ass. All this time she’d been afraid of anal sex for a myriad of reasons. Now, she was pretty sure it was her new favorite thing.
As she pondered this reversal of opinion, he squeezed her breasts and pinched each nipple. She could feel them harden between his fingertips. She heard the clink of metal and thought, oh, no, he wouldn’t. But he did. With a searing blast of pain, the clamps resumed their torture, one at each nipple, falling down against her breasts. Her burgeoning orgasm fled.
“Ow,” she said. “Oh, God…why?”
“Poor baby,” he said, and she knew he was smiling. “Maybe you can’t come now?”
He touched her clit, just one fleeting stroke, and she shuddered, nearly incapacitated by the combination of pleasure and pain. He drove deep while he fondled her, taking everything he wanted, doing whatever he wanted. She drew her legs wide, thinking, I’m yours, I’m yours, I’m yours. He was enjoying this, hurting her, defiling her, and for her part, she would have submitted to this treatment for hours if he asked it. Her nerve endings were barreling toward orgasm, but she held back, wanting to enjoy the blending of erotic sensations just a moment more…