Babied by the Boss (Chapter 9) (Patreon)

Chapter 9 – Interruptions and Malfunctions

Stella felt all the blood drain from her face as she saw Lisa standing there looking at the two of them in shock. Stella’s social life was as good as over if Lisa spread the word around of what she was wearing to the rest of the office. If she thought the slightly older girl treated her childishly before, who knew what she would do now.

Stella expected her to laugh, to scream, to ask questions. She expected her to do literally anything, besides what she ended up doing. After recovering from her initial surprise Lisa straightened back up as a soft, slow smile formed onto her lips. Lisa held her smirk as she shifted her eyes from Stella’s pull-up covered butt to meeting Ms. Pedigrew’s eyes. Lisa cleared her throat,

“Excuse me, ma’am. I apologize for interrupting.” She said it in an extremely normal tone, as if there was nothing at all unusual happening in the office that she had just entered. Stella’s face burned bright red as she stood there still bending over her little desk as Ms. Pedigrew had her hand stuck down the back of her pull-ups.

Anne simply chuckled. “Oh no trouble at all Lisa. I was just giving Ms. Walker here a simple check. You know how it is.” Ms. Pedigrew removed her hand from Stella’s undergarment and let the girls skirt fall back into place. Stella did not like how the women were talking about her like she wasn’t even there. Did Lisa not find this strange at all? Why were they both acting like this kinda thing happened all the time?

“What did you need Lisa?” Anne said with a soft smile.

“I just wanted to hand in these files you requested and ask if you needed anything else before I left for the day?” Stella did not like how Lisa was standing and talking. The girl was clearly “playing” the perfect employee. ‘What a brat!’ Stella thought. She just knows she’s making me look even worse. Not that she needed much help with that right now, Stella thought to herself miserably.

“Oh thank you dear. And no, I do not need any more assistance for today. Go home Lisa. I’ll see you tomorrow.” Lisa smiled as she handed Anne the files and walked towards the door.

“Have a nice evening!” She said in a cheerful voice that Stella knew was fake as could be. Lisa then smiled right at her. “And sweet dreams tonight Stella…” Stella couldn’t stop herself from opening her own mouth in shock. Lisa knew. She didn’t know how she knew but she seemed like she knew… Lisa chuckled as she once more shut the door.

*****

After their short encounter with Lisa, Ms. Pedigrew gave Stella a bit more work to do, which she miserably failed at once again. Ms. Pedigrew did not hide her own disappointment. The young girl didn’t know what was wrong with her. This work had been mixing her up before but after Lisa seeing her pull-ups and acting so strong and confident… she felt even more shaken and confused.

Suddenly though, something else happened that made Stella shift her attention. DING! It was her phone again! She had gotten another text message. Stella’s phone had been on Ms. Pedigrew’s desk ever since her boss had confiscated her things. Anne herself picked up the phone and looked at the screen. Her eyebrows raised with interest and she have a soft, “Hmm...” She handed the phone down to Stella. “You might want to take a look at this.” Stella took the phone from her and looked down at the screen. It was another notification from her train station app. Stella didn’t even want to read what it said; they only messaged her when there was a problem:

“Hello Valued Customer,

We here at Amtrak Railways regret to inform you that due to continued malfunctions with our operating systems our trains will unfortunately have to be shut down and delayed for another day for safety purposes. We once more deeply apologize for any inconveniences this may cause. Once again, we hope to have our systems up and running again as soon as possible. We will update you with any more information when it becomes available. Thank you for your understanding. - Amtrak Railways

Stella didn’t want to believe the words as she read them. She was trapped for another day; and who knew how many more days?!

“No worries dear,” Anne said with a genuine smile. “I don’t mind you staying another night. It’s so rare that I am able to have guests. Besides after how you acted today a second night in my care might do you some good.” Stella hesitated because staying with her boss for another night was about the last thing she wanted to do right now, but she had no choice. Stella nodded softly. Anne gave her a somewhat stern look. “What do you say?” Stella found herself blushing.

“Th-Thank you…”

“Good Girl.”

*****

Ever since Ms. Pedigrew had discovered Stella had had a daytime accident she was noticeably treating the girl differently. When they walked across the street to the office parking lot Anne held Stella’s hand. When Anne drove the two of them home she had made Stella sit in the backseat instead of the passenger seat. She had even buckled Stella’s seatbelt for her even after the young girl had insisted she could do it herself. Stella found all of this extremely weird and inappropriate; but she remembered that she had agreed to do whatever her boss told her or else she’d be fired; so she sucked it up.

This time when the two women arrived at Anne’s beautiful house Stella knew there was a different feeling between them. The night before it had felt more like equal coworkers. Now, as Anne opened the backdoor for her (after releasing the child locks.) and unlocking her seat belt for her Stella felt more like she was being babysat by the older woman.

The two of them entered the house and Stella realized now how hungry she was. She hadn’t eaten much today and was hoping that Anne would cook something up soon. To her delight Anne must have had the same thing in mind because she soon headed to the kitchen too. “C-Can I help?” Stella said softly.

Anne smiled as she turned around. “You? Help with cooking. Oh no no no… that’s quite alright dear.” Anne chuckled. “I have something much better for you to do while I work.” Anne took hold of Stella’s hand. “Come over here,” Ms. Pedigrew sat Stella down at a small wooden table and began rummaging in a nearby cupboard. “So many of my nieces and nephews loved to draw. I think it’s perfect for a little one like you too.” Anne brought over a bunch of blank papers and crayons. “There you go sweetie. I’m gonna go make us some dinner. You be a good girl and draw me some pictures okay?” Stella was stunned as her boss patted her on the head like a toddler and started to walk away.

“C-C-Crayons? But… I’m an adult Anne. Seriously? I am not going to color for you.” At Stella’s words Ms. Pedigrew’s eyes narrowed at her angrily again.

“Stella, you are going to color me some cute pictures or I will fire you like THAT!” Anne snapped her fingers loudly on the word. Her words cut so deep Stella actually jumped a little at the sound.

“Y-Yes Ma’am.”

“That’s what I thought.” Anne turned away from the frightened Stella and into the kitchen. As Stella heard her begin to cook things she looked down at her paper and the box that was scattering crayons out on the table.

Here she was, a 22 year old business executive who had a totally normal life exactly 24 hours ago. But now… she was sitting in her boss’ house and had been told to color pictures with crayons for fun while she sat in an extremely childish outfit that included a little pull-up. Practically a diaper! What was she going to do…?

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This story was written by Zander Chesney
You can find more of his content here :
https://zanderchesneyoriginals.tumblr.com/