Naughty Boy’s Sissy Training! (Part 2)

(part 1) As she worked, she spoke softly, almost tenderly. “This isn’t about hurting you, dear. It’s about teaching you to behave and appreciate the rules. Sometimes, we need to take drastic measures to correct bad habits.”
Once his hair was done, Mommy Liz stepped back to admire her handiwork.
“There,” Mommy Liz said, looking satisfied. “Now, you’re ready. We’ll start your training properly tomorrow. You’ll sleep in this outfit tonight to reflect on your actions and what led you here.”
James nodded silently, his mind a whirl of emotions. He felt trapped in this new role, unsure how to escape or if he wanted to. As Mommy Liz tucked him in, he couldn’t stop thinking about the dresses he saw. Would she really make him wear them?
“Goodnight, dear,” Mommy Liz whispered, kissing his forehead. “Tomorrow, we’ll begin your lessons in earnest. Sleep well, and dream of being a good girl.”
As she left the room, closing the door softly behind her, James lay there, the silky feel of the panties and nightie heavy on his mind. He drifted to sleep, imagining all the girly things Mommy Liz would put him in.
The morning light filtered through the curtains, casting a soft glow across James’s room. He woke up with a start, his mind still foggy from sleep, and for a moment, he didn’t remember what happened. Then, the feel of what he was wearing registered, and the memory of the previous day came flooding back. He was no longer just James, the naughty boy; he was now a sissy, expected to dress in frilly dresses and girly things under the strict guidance of Mommy Liz.
As he sat up, there was a gentle knock on the door. “Time to get up, sweet sissy,” Mommy Liz called out, her voice firm yet tinged with a hint of warmth. “We have a big day ahead of us.”
James sighed, pushing back the covers and standing up. The nightgown rustled softly as he moved, the fabric brushing against his legs. He shuffled over to the door, feeling self-conscious about his appearance. Opening it, he found Mommy Liz waiting, a smile playing on her lips.
“Good morning,” she said, straightening his pigtails. “Time to get dressed. Today, we’re going to go shopping. It’s time for you to learn how to be a proper sissy in public.”
James’s eyes widened in alarm. “Shopping? In public?” he stammered, his voice trembling slightly.
“Yes, dear,” Mommy Liz replied, her tone leaving no room for argument. “It’s part of your training. You need to get used to being seen like this. Now, let’s get you dressed.”
She soon had him dolled up in the green dress, matching bra, panties, and some lacy socks with the most embarrassing little bells that jingled as he walked! Then Mommy Liz led him downstairs and out to the car, not seeming concerned that the neighbors might see him. James watched the world pass by as they drove, his heart pounding. Being seen in public like this filled him with fear and humiliation (and excitement). Would you feel the same way? Click right here if you’d like to read the end!

Mommy Liz

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