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Chapter 3 by ShyAsianBoy
What's next?
You see Kaylee again
You come in for work the next day. It's a Friday, so the morning rush is a lot lighter. Only a few customers come by all morning, and you breathe a nice sigh of relief, as you get to relax a while.
The bell jingles as the door is swung open, and in walks Kaylee again. Today, she's wearing another expensive women's suit. Probably Brooks Brothers.
She makes eye contact with you, and she confidently smirks. You quickly look away, nervous, and pretend not to have seen her.
The tall, confident black woman strides right up to the counter. "Hi there, Jimmy! Hi, sweetie!"
You burn up in the face, still not used to how maternal and sweet this woman is to you. "H-hi, Kaylee—I mean, ma'am."
"Awwww," Kaylee responds, "you remembered my name? How sweet of you! I knew you were a smart boy!"
You blush and look down at your feet, unsure of what to say.
"So, how are you, sweetie?" Kaylee asks.
"Umm, I'm doing g-good, thanks for asking," you stammer.
"Mmm, that's good. I'm happy to hear that," Kaylee responds, evidently caring about how you are. "You doing anything interesting this weekend?"
"Ummm..." you stammer, thinking hard while you still look down at your feet. You didn't have anything planned. "I... I don't know," you say, getting hot in the face. Why does it feel so shameful to admit you don't have plans?
Kaylee makes a concerned face. "You don't know? What do you mean, sweetie?"
"I... I didn't make any plans, so... I don't... have... anything to do," you stammer, fidgeting hard with your apron.
Kaylee becomes more concerned. "Well, that isn't good, sweetie. A cute, growing boy like you should be out there living life! You sure you don't have anything lined up at all? Not even one thing?"
An image flashes through your mind—you remember seeing posters for movie. So you blurt out, "Well, I was gonna go see the new Jurassic World movie after I get off work tonight!"
Kaylee smiles. "Oh, you are? That's a great coincidence, I have that movie at home, and I was planning on watching it."
"Oh... th-that's cool," you say, unsure of how else to respond.
"You know, sweetie, since I already have the movie, why don't you come over to my place and we can watch it together? How does that sound, honey?" Kaylee says, smiling at you.
"Oh! Uhh... okay, sure," you say, spinelessly.
"Great!" Kaylee excitedly exclaims. "It's a date, then. I'll be back to pick you up when you get off of work, Jimmy."
"O-ok, th-thanks," you say.
After that, you take her order, and she slips a $20 in your pocket, just like yesterday. As you call her name and give her her coffee, she says, "Thank you, honey! I'll see you later tonight?" She tousles your hair, blows you a kiss, and then turns on her heel and leaves. Again, you watch her round, jiggly ass on those wide, swaying hips as she walks out that door. She looks over her shoulder and catches you staring at her ass, and she knowingly smirks as you quickly look away, embarrassed and red in the face.
What's next?
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World of Mommies
You're a shy, subby boy in a world of Mommies who want to spoil you.
You're an Asian boy working his way through college. In this matriarchal world, a mommy takes personal interest in you and claims you as her own, and she loves you and wants to milk your cock dry every single day.
Updated on Nov 5, 2025
by ShyAsianBoy
Created on Dec 19, 2024
by ShyAsianBoy
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