Phone A Mommy Blog

January 2, 2025

Jake Goes On An Apology Tour (4)

Jake froze, his heart pounding in his chest. Emma’s eyes lit up with anticipation. “Go ahead,” she taunted. “Let’s see what you’ve got.” With trembling hands, Jake reached for the hem of his skirt. He hesitated for a moment, but the pressure from his mother’s grip urged him on. Slowly, he lifted the fabric, revealing the white panties once again. The lace trim seemed even more humiliating than before, especially under Emma’s scrutinizing gaze. Emma leaned in, her smirk turning into a full-blown grin. “Wow, Jake,” she said, her voice laced with mockery. “Those are… something else. Who knew you […]
January 2, 2025

Jake Goes On An Apology Tour (Part 3)

Mrs. Carter’s eyebrows shot up as she opened the door, her gaze immediately darting to Jake’s outfit. “Well, hello there,” she said, a sly smirk tugging at the corners of her lips. “This is… quite the look.” Brenda stepped forward, her voice firm but polite. “Good afternoon, Mrs. Carter. We’re here because Jake has something important to apologize for.” Jake shifted uncomfortably, the pink skirt swishing around his legs. The lace-trimmed hem brushed against his thighs, a constant reminder of his predicament. His blouse clung to him, the fabric soft but far too delicate for his liking. Why did it […]
January 2, 2025

Jake Goes on an Apology Tour (Part 2)

Jake followed obediently, his mind racing as they walked toward the next neighbor’s home. He couldn’t believe this was happening. His entire body felt numb, except for the constant burn of shame that seemed to radiate from his very core. He noticed a group of kids playing in the yard as they approached the next house. They paused as they saw Jake, their eyes growing wide as they took in his outfit. “Hey, look!” one of the boys shouted. “It’s a sissy girl!” The others burst into laughter, pointing and jeering at Jake. He wanted to sink into the ground, […]
January 2, 2025

Jake Goes On An Apology Tour (1)

  Brenda walked briskly into the living room, her face determined and more than a bit agitated. Her son, Jake, sat on the couch, his eyes wide with terror as he clutched the edges of his pink skirt. The fabric was soft against his trembling hands but felt like fire against his skin. His cheeks were flushed, not just from embarrassment but from the sheer humiliation of the situation. Brenda’s voice cut through the air like a whip.“Up, Jake. We have some apologies to make.”Jake winced as she grabbed his arm and yanked him to his feet. He stumbled, nearly […]
January 1, 2025

Simon’s Much Needed Regression (part 2)

(Part 1) Simon called out, panicked. “Brenda!” he said, his voice tinged with desperation. “Something’s wrong! I can’t think straight!” Brenda appeared at the doorway, her eyes twinkling with amusement. “What’s the matter, Simon? Having trouble keeping up?” Simon clutched his head, his thoughts racing incoherently. “I… I don’t understand. Why am I losing my mind?” Brenda smiled sweetly, her voice almost maternal. “Oh, Simon. Didn’t I tell you? The diaper does more than just hold in accidents. It also has a special effect on your brain.” Simon’s eyes widened in horror. “You mean… you planned this?” Brenda shrugged nonchalantly. […]
January 1, 2025

Simon’s Much Needed Regression (part 1)

The kitchen table was a battlefield of scattered cards, snack crumbs, and red solo cups. Brenda stood triumphantly, her arms crossed over her chest, a smug grin plastered on her face. Across from her, Simon slumped in his chair, his eyes wide with disbelief. “I can’t believe you lost,” Brenda said, her voice dripping with amusement. “You were so sure you had it in the bag.” Simon shook his head, still trying to process what had just happened. “This… this isn’t fair. You cheated!” Brenda raised an eyebrow, her grin widening. “Cheated? Please. I played by the rules, Simon. You’re […]