Page 16 of Dirty Discipline, Vol. 2

“Are you going to be a good girl and listen to Daddy’s instructions from now on?”

“Y-yes, Daddy. I’m sorry.”

“I know, baby. I know it’s hard, and you’re new to all this. That’s why I went easy on you this time.”

If that was his idea of going easy on her, she wasn’t in any hurry to find out what his idea of a hard punishment might be.

“Now, we need to discuss something else. We may not have gone over this particular rule, but you know how I feel about gossip, Isabella.”

Her stomach dropped to her knees at the thought of another spanking like she’d just received. “I’m sorry. I’ll never talk about anybody ever again, I promise.”

“And I’m going to help you remember that promise. Do you know what an anal plug is, Isabella?”

“Y-yes.”

“Good. You’re going to wear one the rest of the night. It will be slightly uncomfortable, but it shouldn’t hurt. Between this and the lines on your bottom, you should have no problem remembering your Daddy’s expectations.”

“You can’t be serious!”

“Completely serious, little girl. I can be flexible with some things, but your mouth and your obedience I won’t bend on.”

“I’m really, really sorry, and I swear I’ll be good! I don’t need a plug!”

“You do if I say you do. Take a deep breath and let it out slowly. I’m going to put some lube in your bottom to help you take the plug.”

Whimpering, she did as instructed, drawing in a lungful of air and slowly blowing it out through her mouth.

“Good girl. One more.”

This time when she inhaled, she heard what sounded like a plastic bottle of some kind being opened. A moment later, a thick, slick finger pressed against her bottom hole. She froze at the intrusion, muscles clenched in fear.

“Daddy, please, please don’t do this. I’ll be a good girl, I swear.”

His voice was gentle when he spoke again. “Bear down for me, baby girl. Like you have to use the bathroom. Use your safe word if you really can’t take it.”

She tightened her core, bearing down like he’d told her, and she felt the tip of his finger push past the initial resistance. There was a second of pain, sharp and stinging, but it quickly faded to nothing more than a mild discomfort.

“Good girl. You can do this, baby.”

Panting, she nodded, doing her best to stay relaxed as he pushed further into her bottom. When he was completely inside of her, he pulled his finger part of the way out, then pushed it back in, surprising her with how good it actually felt.

Maybe wearing a plug wouldn’t be too bad after all.

“I’m going to put the plug in now. It’s a good bit bigger than my finger, so it will hurt a little more going in.”

“‘Kay.”

The plug wasn’t just bigger, it was colder and harder, too. And he hadn’t lied about it hurting more going in than his finger had. There was a sharp pinch at the initial breach, but unlike his finger, the plug got wider the further he pushed it in, so the pain never really faded.

“Daddy, it hurts!”

“Almost there, baby.”

Just when she felt like the plug was about to split her open, it slid home, and she felt her muscles close around it. Finally, the pain disappeared, leaving her with only a strange, full feeling.

“Stand up, baby.”

When she stood, the plug shifted inside of her and she felt a rush of heat to her face. “What if it falls out?”

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