Page 52 of Dark Holiday

The moment she steps in all the way, her grin fades. “Uh oh.”

“Uh oh is right.” I pull out the panties and twirl them in the air on my finger. “Care to explain this?”

“Well, you see -.”

“Bend over the desk and grab the other side.” That sultry grin is back as she obeys me, but she has no idea what I have planned. “You’ve been a very, very naughty little girl, haven’t you, Cindy?”

“Yes, Daddy,” she whispers, already breathless. If only she knew. I plan on making it so she can’t even think well enough to speak.

“And do you know what Daddies do to punish naughty little girls that directly disobey them?”

“No, but I’m pretty sure you’re going to tell me.” Her bottom jiggles as she wiggles about.

Leaning down, I slide her skirt up and slide her panties down before grazing my lips over her ear. “They punish their naughty bottoms inside and out.”

Cindy raises her head, apprehension etched on her face. I force her back down onto the desk and squirt some lube onto her upturned ass. “I’m sorry.”

“Not yet, you’re not, little girl. Daddy needs to teach you that there are consequences to your actions. Always. Now relax, or this is going to hurt much more than it needs to.” Cindy whimpers and grips the desk even harder, and my shaft jerks at her pitiful display. Spreading her cheeks, I slide the head of my cock through the lube and over her back hole.

She tries to jerk forward, but the desk doesn’t allow it. “Just like the anal hook, baby. Breathe in for me. Good girl. Now breathe out.” On her exhale, I push my head into that tight, little ring, groaning as it resists me. Cindy whines and shimmies her hips, but I smack each cheek in turn.

“Daddy, it hurts,” she cries, going up onto her toes.

“I know it does, baby, but are you going to disobey me again?”

She sniffles for a moment before answering. “Probably.”

I laugh and force myself in another inch despite her protests. “I applaud your honesty. Come on, baby girl. You can do this. Just breathe. You can take Daddy’s cock.” Groaning, I push forward just a little more, stilling for a moment for her to get used to me. “That’s it. You’re doing great, baby. Just a little more.”

Her whines and babbling pleas spur me on. One more push, and I’m deep inside. Her back hole stretches tight around me, and I groan in the sheer pleasure of claiming yet one more part of her that no one else has. I slide out and back in, keeping my movements slow. At this rate, I’m not going to last long.

The more she cries, the more I want to ram into her, but I don’t actually want to harm her. Besides, I’m sure this will not be a one-time occurrence. I foresee this brand of punishment happening a lot, and soon, she’ll take my punishing thrusts. Not today, though. Today, I’m just going to teach her a lesson.

“Please, Daddy,” she wails, her ass clenching as I slide back in. It’s all too much. Gripping her hips, I come, filling her up as she stands there. I reach over to the desk and grab the plug, then give myself a moment to catch my breath and soften before pulling out.

As the tip slides out, I push the plug in, keeping my cum deep inside her. “Do you want to come again, little girl?” Her arousal glistens on her lower lips and shimmers on her inner thighs.

“Oh God, yes. Please, Daddy!”

“Not this time. Only good girls get to come. Besides, based on the look of these panties, it looks like you already had a good time when you weren’t supposed to." Walking back over to my chair, I watch her eyes as they follow my movements.

I take the panties and use them to clean off the lube and cum on my cock, then drop them into the trash. “Don’t worry, sweetie. I’ll buy you another pair.” I pause and look deep into her eyes. “You still want to be my little girl?” She nods as tears drip down her nose. “Even when I have to punish you?”

“Yes, Daddy.”

“That’s my good girl.” Reaching down, I slide my hand across her smooth ass, grinning at how red it’s about to be. “Punishment is almost over.” Pulling my hand back, I lightly swat both cheeks several times, letting them warm up. Her soft sighs and moans as she grinds back and forth have my cock twitching yet again.

Once she’s nice and warmed up, I increase the pressure, letting my fingertips smack her skin, adding to the sting. The harder I swat her, the less her groans sound erotic and take a turn toward pained. “I know it hurts, baby girl, but you’re going to learn that when Daddy says something, he means it. Now, these last few are going to hurt, and you’re going to count them for me. Understood?”

“Y-yes, Daddy,” she warbles, her pitiful cries going straight to my balls.

“There’s going to be four in total. You can do this, baby. I have faith in you.”

Smack, right in the crease between her thigh and ass. Cindy howls, bucking up at the pain.

“Aren’t you forgetting something? Or do we need to start again?”

“One,” she cries out.