In it goes.

"Did you say, 'yes please'?" I said. Cassie's eyes widened and she shook her head. "NMPPHH! MNGH!" she said through the gag, and a trickle of drool ran down her chin.

"I'm sorry, I'll have to go with your first answer. Should I lube it up first?" I asked.

Cassie nodded frantically. "Yuff!" she managed to say.

"What do you say?" I demanded.

"Yuff pllff." Cassie answered with difficulty. Yes please. This was good- she was already learning to beg me for things.

I smeared the vibrator with lubricant and began to work it up Cassie's tight anus. She wailed and twitched, but couldn't resist as it slowly slipped further into her. This was both painful and humiliating for her, but I was enjoying it.

Once it was fully in I turned it on, gave her a slap on her butt cheek, and moved back from her. "I'll leave you to get to know your vibrator better, princess, I'll be back in a little while."

I had a few things to do around the house, and I was curious to see if she'd try to push the vibrator out. If she did, I'd make her sorry she'd ever been born. If she didn't, it meant she was beginning to accept her situation- even if it was only to bide her time for an escape attempt it'd be a step in the right direction.