Caleb undid the wrist cuffs, but he lay on top of her, and used his height and strength to keep her under his control, and he rolled on on to her belly, and recuffed her. He got up, and watched as she got to her knees, unable to get up any further.
He wanted to hear her answer, so he popped out the ball gag.
"Mack, are you still an anal virgin?"
Her eys went wide as she nodded, then her voice rose up, "NO, NO I'VE NEVER TAKEN MMMPPPFFFF!" further words being cut off as Caleb regagged her.
Caleb chuckled as she said, "Well, no need to worry Mack, I'm gonna take care of that!"
She started to writhe her hips, until Caleb took a leather belt and whacked her twice. The blaze of pain across her cheeks made her hold up.