Tug of War 47.7 (Patreon)

The dress in question was an extremely tight one, which meant that Timothy had a really hard time putting it on. Not only because the dress itself, but also due to the fact that the nail extensions glued to his hands that day were much longer than what he was used to, making the process even more arduous.   

The boy had to put on the dress from the bottom up in order not to mess up his hair and makeup, and it was especially tricky around his hip and butt. He got very worried about that. His stepmother kept insisting that the female hormones would have little if any effect on his body in the short term, but that's not what Timothy was seeing. He could swear that his hips and butt were already much wider than before, not to mention the way his waist was shrinking rapidly.

When he finally managed to get into the piece of clothing – with a lot of help from the girls – he felt like he had been vacuum-packed. The dress was a strapless one that highlighted every curve of Timothy's increasingly feminine body, and was so short that it ended dangerously close to his crotch, leaving his slender, sexy legs fully on display. 

When Timothy checked his reflection again, he gasped and almost fainted. It was so much worse than he had expected… and by worse, he meant he looked stupendously hot. 

Oh my Gosh! None of this makes sense at all, he thought, disturbed. Not long ago I used to be, like, just a normal guy. But look at me now… I totally look like a jaw-dropping bombshell! Gee, what have they done to me?

"Ok, so..." he started saying. "I…I can't do that!" 

"What are you talking about, Tiff?" Kate asked. 

"I just can't go out on a date with a guy, okay? I mean, look at me!" 

"Don't be silly, little bunny" his stepmother said, stroking his back. "You look so beautiful! Just like a dream!" 

Timothy thought that 'nightmare' would be a much more fitting expression than 'dream'. "Geez, mom, that's not what I'm trying to say!" he protested. "I know I look kinda pretty, but the thing is..."

"Aunt Susan is right, Ti-Ti" Gabriella interrupted him, and the boy got surprised that everyone was already so close that they were already calling Susan 'aunt'. "This is, like, super normal to feel nervous before your first date, but trust us. You don't look kinda pretty. You look totally stunning, girl!"

"B-but..."

"No more buts, silly!" Alyssa said, playfully slapping Timothy's butt to rush him out of the dressing room, which made the feminized boy squeal. "We totally need to go now or you'll be late for your date. You'll thank us later when you see how happy Matt will be when he lays his eyes on you. Let's get moving, girl!"