Alex POV

I was apathetic the following day. I realized I only had one day left before mom was coming home. I had to endure whatever Anita had for me so that I could get the allowance and flee the fuck from this place.

Anita did not take my rectal temperature or had played with my ass. She served me breakfast while wearing lingerie.

“I realized that I might have gone too far yesterday.” She apologized while I was busy filling my face with her amazing pancakes.

“Uh, UHM.” I could have forgiven her, but why exactly? She had abused me for days; am I supposed to be happy suddenly?

“Your mom is coming home this evening, so I thought we could pay a little.” Anita smiled. I smiled back.

Anita went on a shopping spree while I had played video games at home. Although my butt hurt from the previous spankings, I got a nice buzz about the evening.

“Your mom expects you to poop before she gets home.” She told me an early afternoon as I was finishing my game.

“Eh, why? Can we tell her I did it?” I enquired.

“No, I am afraid. I have to take a picture of it and send it in an email. You know, bureaucratic process.” She laughed.

“But I had a poop yesterday. Don’t you remember?” I bet she did, but she was playing innocent. To be fair, I probably wanted to forget about the mess I made the day before more than she did.

“I know, but we have to do this. May I give you another suppository so that we can get over this?”

Painfully aware of the power difference between us, I stood up and pulled my pants down. Anita inserted a glycerine suppository inside me. She was super gentle and giggled when finished.

“You know, sometimes I use these too. This stuff is not bad to regulate your bowels.” She confessed. I marched to the toilet and quickly relieved myself. Upon returning, I recognized the handcuffs in her hand. I also noticed that she was not wearing panties. I got incredibly hard.

“Let me tie you down and give you a massage.” She offered, but I was cautious.

“Why would you need to tie me down? I promise I won’t move while you massage me.” I wondered.

“I like the idea. It makes me kind of horny when I see you tied down.” She grinned. “But if you don’t want to, I guess we can just watch TV.”

“Oh, no, you can do it!” I told her, fearing missing out on getting laid.

I laid on my belly and let her cuff my arms and legs. I was in a spread eagle on the bed, looking ahead of the pampering.

However, instead of a gentle rub, something else happened.

“Hey, what are you doing?” I demanded answers as Ani inserted one of her fingers in my ass.

“Your mom needs you to be clean. Completely. I need you to be super-clean.” She said with a completely different tone and inserted another finger in my ass.

I shouted as she slowly pushed her whole fist inside me. She moved her hand a little, sending waves of stress upon my bowels.

“Ouch, oh no, please, stop!” I screamed, but she was unstoppable. I can’t remember how long we were there, but snot and tears covered my face when she finished.

“Oh, come on! You will be fine. I want to make sure I get everything that the suppository did not.” Anita explained as she kept moving her hands in and out.

I never got fisted before. I could barely handle the pain in the beginning. However, a minute or two of fisting in, the pain morphed into a weird and satisfying numbness.

Nanny POV

After fisting, I took the dirty tissues out to the toilet. I took some photos of Alex’s product and the clean-up I did. I think I did well. I fisted no one before, and it felt empowering.

I finished with the must-haves, and I could finally look at my purchases from earlier. I took my little toy from the shopping spree and introduced it to Alex.

“Please, not again.” He begged me as I stretched his bum hole.

“Relax, I am not fisting you again; this is something different!” I reassured him.

“What are you doing? Holy crap, my ass is blowing apart!” He screamed.

“Ah, you are so silly. I am pegging you with a strap-on. This toy is my gift to you for being obedient over the week. Eric would never let me do this, but you do, right?” I announced and started rhythmically riding his behind.

It did not take long, and Alex came on the bed. The strap-on gave me an orgasm with its vibration and massages his prostate as well.

“Ah, this was so good. I love you.” Alex has whispered to me as I lay on top of him after I finished.

“Ah, you are sweet, but I am your nanny and nothing else. This whole thing was part of the plan. Your mom installed a hidden camera in your room so she will be able to re-watch everything that had happened here.” I stated. I heard him crying quietly. “My job is done, now.”

Mom POV

I returned from the five-day trip refreshed. I got a beautiful tan and finally spent time with my new partner. I have closely monitored Anita’s messages over the week and was satisfied with her results.

I entered the apartment and found her packed up, ready to go. She smiled and hugged me.

“Alex behaved well. He deserves the allowance.” She informed me.

“Good to hear. What is Alex doing now?” I asked curiously.

“I left him inside, tied down. He will need to clean up after himself, but that should be easy-peasy after what I made him do this week.”

We both laughed and said our goodbyes.