Yes

She didn’t like the vaginal search but she hated the anal search. The first time I had to do it she pleaded and said nothing had ever gone up there but now she’s at least a little more used to it even if it was still horrible for her.

I relubricated my fingers and without warning spread some up her crack as I dragged it across her other hole. She let out a gasp and tensed up but didn’t say anything. I used my free hand to grip her left cheek forcefully and spread it out exposing her tiny pink anus above her parted lips.

Her back arched a bit as I put the same two fingers as before against her asshole. The first time this happened she assumed I would use two fingers because that’s what I had done to her vagina and she begged me to use a single finger. I had actually already planned to do that at the time but she got belligerent so I used two and I couldn’t stop using two once I started or she might think I’m going easy on her.

I pushed slowly against her tight asshole and she took several deep breaths. The tips of my fingers were now inside and she whimpered as I continued to push them forward. I got down to the first knuckle and she grunted and gripped her dresser harder. Sweat was starting to drip off of her as she shook. She was being remarkably well behaved for this part of her examination so I squirmed my fingers a bit to to test her and while she whimpered again she didn’t say anything. While I’d never played with my own ass knowing this is how I’d likely act and feel turned me on further.

“I’m proud of you for being so cooperative, Lucy.”

I expected her to break at this point and say something sarcastic, or at least ask me to not talk during this but instead I got something very different.

“Really?” She said though I could tell she was trying to hold back deeper emotions.

“Of course, Lucy, you’re usually so resistant to your anal inspection and you haven’t given me any disrespect at all.”

“Can...

I pushed my fingers in deeper and at a little bit of a quicker pace as another test and though it caused her to grunt mid sentence she continued to speak more respectfully.

“... you... tell mom?”

I wiggled my fingers a bit exploring her rectum as I pushed in deeper.

“Of course, Lucy, I tell mom everything: the good and the bad and right now you’re being so good.”

She mewled a little as I finally got the base of my fingers in her tight rear passage. Despite two months of this her anus seemed just as tight as the first time and while it was hot for me, I imagined it didn’t help her at all.

“Thank...k you... Lacy.”

With my fingers now all the way inside her, I pushed my fingers in all directions around her rectum. This was usually the worst part for her yet she was being so good I assumed my discipline was getting to her. Still I had to make sure she wasn’t trying to trick me so I continued a lot longer than normal. She shook and whined and even moaned when I pushed against the lining of her rectum towards her vagina but she just stayed there bent over and took it. I felt powerful not only because of what I was allowed to do to her but also because it seems like it’s actually working.

Usually I spent a minute or so doing this but we were probably closer to five minutes now and she whimpered and grunted but still didn’t say anything. I pumped my fingers in and out a little faster and her legs were shaking when I finally slowed and she breathed a little easier. Then I sped back up and pushed harder towards the wall between her vagina and rectum and she moaned deeply so I continued and she moaned again. She was, at least physically, enjoying me playing with her ass. I kept doing this and saw her vagina start to leak again. Between the humiliation of getting an anal cavity search and her increased arousal I expected this to be where she broke but she just gripped the dresser and grunted and moaned with nothing without any form of comment. I slowed again and she let out a calming breath.

“You’re such a good girl.”

I know how hard she took comments like that and I said it as another test but she just said “th...ank... you.”

I stopped and left my fingers inside her but didn’t move them at all waiting to see if she’d screw this up but she still didn’t say anything. I twisted my fingers and left my thumb on her slit “on accident” and she moaned again and pushed herself back against me. I needed to get control of myself. I knew I was taking this too far but I felt so turned on, powerful, and of course I was imagining myself as both giver and receiver so it didn’t feel like I was hurting anyone. I decided to leave it in her hands.

“Lucy, do you want me to stop?”

She only nodded her head up and down while still pushing herself back against me and moaning pretty hard.

“I need to hear you say it.”

“Pl...ease... stop.” She mewled.

I slowed my fingers and removed my thumb from her slit. My thumb was now thickly coated in her secretions. Finally, I removed my fingers gently and slowly and watched as her anal opening slowly closed. I tapped her on her left butt cheek which was her cue to stand back up. She turned and faced me and though she was slightly teary eyed, frowning, sweaty and very much aroused, she managed to hold it together.

“That was the best you’ve ever behaved during your anal inspection. I expect this during everything from now on.”

She rubbed her arm as she avoided eye contact. I saw her reach her hand towards her pussy but she pulled it back.

“Lacy... I’ll be so good, I promise.”

I looked over her body which had a light sheen of sweat, her nipples were erect and then looked down between her legs to see some juices coating her inner thigh and she blushed again but didn’t protest.

“I know you will, Lucy. Now go do the laundry and meet me in my room with your hair brush.”

She looked a little hurt that I hadn’t taken back her spanking punishment but she just bent down and I watched her breasts with erect nipples hang below her as she picked up the basket and went to the laundry room just one door away.

She wasn’t allowed to close doors in the house to make sure she wasn’t tempted to put on clothes or some other violation of my rules for the home. I pretended to go to my room but secretly followed her to make sure she didn’t give into any temptation while she thought I wasn’t watching.