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Her denial was answered with two stinging spanks, one for each still burning ass cheek. “I think you’re telling fibs, little one. There’s nothing to be embarrassed by, Livvy.”
She couldn’t bring herself to give him more than a whimper in response. But judging by his answering growl, he didn’t mind. He’d told her more than once he loved the little sounds his punishments drew from her.
When he pressed a slick finger against her bottom hole, her whimpers grew louder. She loved the feel of him invading her this way, but it had always been for play and pleasure before. Not knowing how far he might push her, how close he might take her to that breaking point terrified and thrilled her at the same time.
He was gentle, at least at first as he worked one finger and then two inside of her, murmuring words of encouragement. The familiar burn and stretch of his fingers preparing her for him eventually relaxed her.
And then he withdrew, instructing her to stand, and her body was on alert again. “Back up and straddle my lap. You’re going to ride Daddy’s cock.”
Stepping back, she placed one foot on either side of the chair. He gripped her hips to position her over his cock, and she slowly lowered herself until she felt the tip pushing against her bottom hole.
Panic clawed at her throat. “I can’t. Daddy, I can’t do it!”
“You will, little one. You’re going to take Daddy’s cock all the way inside your tight little bottom, just like you have before.”
As far as pep talks went, it wasn’t super encouraging, but it gave her the courage to obey his silent command when he pushed on her hips. His cock stretched her, burning as it pushed past the tight outer ring. Though he didn’t simply thrust into her, he definitely didn’t give her as much time to adjust as he normally would.
And now she knew why it was a punishment. It was always uncomfortable, but now ithurt. Her bottom still throbbed from the thorough spanking he’d just delivered, and now she felt like she was being split in half by his cock. Had he gotten bigger, somehow? It certainly seemed that way when he pulled her further down on his shaft.
“Daddy,” she whined, “it hurts!”
“Does it? Does it hurt as much as sacrificing your career, our livelihoods, because you came to work with an attitude?”
A sob bubbled up in her chest. “N-no, Daddy.”
“Then you’re getting off easy, aren’t you, little one?”
She didn’t want to answer that, so she stayed silent and focused on pleasing him. He still wasn’t completely inside her, and she must have pushed his patience to its breaking point, because he gripped her hips and pulled her down the rest of the way. Every inch of her bottom, inside and out, burned and throbbed with his displeasure.
And she still wasn’t done.
“Ride, little one.”
With tears slipping down her cheeks, she balanced her hands on his legs and lifted her hips. The brief moment of relief she felt when his cock slipped from her bottom was overshadowed by the realization she had to repeat the process all over again.
And even though it hurt, so fucking bad, she did it. She lifted and lowered her bottom, riding her Daddy’s cock with as much enthusiasm as she could muster.
“Harder, little one.”
Oh, God, no. “I c-can’t.”
“Harder, or we’ll have to repeat this lesson.”
“But I’m sorry! I’m so sorry! Please!” Any sense of pride or dignity had fled, reducing her to a begging, whimpering mess.
“I won’t tell you again, Olivia Jane.”
Sobbing, she did as she was told and slammed her bottom down on his cock. Hard hands gripped her hips, guiding her movements, applying pressure when she began to falter.
Behind her, James groaned. “Fuck. Faster, Livvy.”
With a whimper she pushed herself to move faster, even though the friction inside her bottom was becoming unbearable. Just when she felt she couldn’t go another second, his fingers dug into her skin, holding her in place while his cock swelled and emptied into her. The feeling of his seed, hot and sticky, filling her most secret place had heat rising to her cheeks.
“That’s my good girl.” His arms came around her, and Olivia melted into him. For a long while, his ragged breathing and her soft whimpers were the only sound in the room.
“You took your punishment so well, little one,” he said once he’d managed to catch his breath. “Daddy’s so proud of you.”
“Am I your good girl again?”
