The sissy games

Part 55; What is going on?

Ember hesitated, looking uncertain. "Alex, are you sure this is what you want? You know the answers you get might make things even harder to bear."

"I know they won't be easy to hear," Alex replied. "But not knowing... that feels even worse."

She studied his face, sensing his determination. "Alright," she sighed. "If you're sure, I'll take you."

With Ember leading, they made their way to the lady's office. Alex knocked, and upon hearing permission to enter, he stepped inside.

"Oh, Alex!" she greeted him warmly, she was sparkling with amusement. "You look absolutely stunning, darling. Did you come here just to show me how beautiful you are?"

Alex's cheeks flushed with embarrassment. Today's punishment was the worst he'd endured so far. "No, that's not why I'm here," he replied, trying to keep his voice steady.

She gave him a playful smile. "Come now, at least do a spin for me or a better a pose. The girls did such a lovely job."

Reluctantly, Alex complied, giving a quick spin, feeling the dress swish around him. She clapped her hands, delighted. "Gorgeous!"

But Alex's patience wore thin. "I need answers," he said, his tone serious. "Did my parents really... sell me off to you for money?"

Her smile faded away, and she straightened in her seat. For a moment, silence filled the room. "I'm not going to tell you that," she replied, her voice icy.

"So it's true," Alex said, his mind was now filled with a mix of anger and hurt.

She paused, observing him. "Let's say you found out a part of the truth but there is more. Which I was not planning to share, but how about this: I'll make you a deal."

Curiosity pierced through his frustration. "What kind of deal?"

Her smile returned, sharper now. "If you make it to the top three in the games, I'll give you answers to three of your questions. But... if you don't make it, you'll have to dress like a girl for a number of days equal to your finishing place."

Alex's eyes widened as he processed her words. "Wait, so if I place seventh, I'll have to wear girl's clothing for a whole week?"

She nodded. "Yes, and that's in addition to whatever other punishments you'd receive, my little girl."

"That's not fair!" he shot back.

"Then no answers," she replied smoothly.

Alex clenched his fists, glancing at Ember, who looked on in concern. "Fine," he said, and turned to leave, determined.

But just as he was about to exit, her voice followed him. "Oh, really Alex? Your mother did wanted answers."

He paused and, without looking back, muttered, "Top four, and we have a deal."

She smiled, leaning back in her chair. "Top four it is."

As he left the room, Ember followed, glancing at him nervously. "You realize what you just signed up for, right?"

"Yeah," he replied with determination. "I just have to make it to the top four."

When they reached Alex's room, he found a note resting on his dressing table. It read:

"Dear Alexis, since you're already such a pretty lady, it would be a shame to take this beautifull look away from you. No need to change! XOXO, your shopping sisters."

Alex set down the note, lifting his gaze to the mirror. He barely recognized himself; the reflection staring back was that of a girl, polished and perfect. He looked so convincingly feminine, it almost frightened him. If there were some kind of beauty contest today in the sissy games, he would have definitly won.

After a short while, he and Ember headed to the main hall. As the other participants gathered, Alex saw each one of them dressed up and made up, though none looked as extreme as he did. Ember gave his arm a reassuring squeeze. "Good luck," she whispered.

The lights turned green, signaling the start of the game, and Alex took a deep breath before stepping inside.

He kind of expected it already, that there was no obstacle course this time. Instead, he found himself on a large platform facing a series of closed doors.

A voice boomed over the loudspeakers. "Welcome, dear guests, to this special 150th edition of the Sissy Games! Our lovely contestants look like gorgeous girls tonight!"

The crowd erupted in cheers and whistles, making Alex feel even more self-conscious.

"For our first round, we're taking it back to how it all started: our contestants will each be going on a date with a charming young man! Act as girly as you can to earn points—and you might even win a kiss!"

Alex's stomach twisted. "I have to do what?" he blurted, horrified.

The screen displayed the contestants' names, each linked to a door number. Reluctantly, Alex made slowly his way to his assigned door, feeling as though he were walking to his doom.

Inside, the room was arranged to look like a cozy cafe, complete with candlelight and soft music. Sitting at a small table was a young man dressed in a suit, watching him with a smile.

As Alex entered, the man's eyes lit up. "Oh, wow, you look so pretty," he said, his tone full of admiration.

Alex's stomach lurched, but he forced a shy smile, trying to channel the confidence he didn't feel. "Thank you," he replied with a soft giggle, adding a flirtatious tilt to his voice. "You... look really handsome."

The man beamed, clearly flattered. "I'm Peter. What's your name?"

Alex swallowed hard. "Alexis," he managed to say, inwardly cringing as he imagined amy and stacey laughing at him seeing him say that.

Peter leaned in, asking warmly, "So, Alexis, was it any trouble getting here?"

Alex shook his head, his voice trembling slightly. "No, it was fine." He paused, casting around for something more "girly" to say. "So, um... what are your hobbies?"

Peter's face lit up as he began talking about his interests, giving Alex a moment's reprieve. When Peter finished, he turned the question back to Alex.

"Oh, me?" Alex said, feigning interest. "I love shopping, painting my nails, and... I'm really into makeup."

Peter grinned. "I can tell. You look stunning."

Alex forced himself to blush, twisting a strand of hair around his finger and letting out a bashful laugh. His cheeks burned with embarrassment as he realized he was actually acting the part. But if he wanted to end up high today, he had to go all in.

The conversation continued, with Alex playing up his "girly" role, throwing in giggles and shy smiles whenever possible. Suddenly, Peter paused, touching his ear as though listening to something through an earpiece. He looked up at Alex, clearly shocked by whatever he'd just heard.

Alex's heart skipped a beat. What did he just learn?