I've been looking at this all wrong. You can't outsmart something that doesn't run on logic. But sometimes you can outrun it.
Tails sped down the hall, both tails spinning at full speed. He couldn't remember the last time he'd flown this fast outside of a plane.
He only made one stop. He spin kicked Twilight's door open, grabbing the Mad Mare and speeding back up down the hall.
Tails could tell Twilight was trying to cast a spell of some kind, likely to figure out what Tails was doing, but he didn't slow. He couldn't.
Tails didn't slow when he saw Big Tuna's goons. He sped up, slamming into them and sending them scattering without slowing. Nor did he stop when he saw Judgment Boy coming towards him. Tails couldn't say for sure, but he thought he may have actually knocked the living scale off his rails.
Tails, really for the first time since Cosmo, was having fun. He nearly forgot to aim down at the staircase, and slmost crashed into the wall.
Tails, according to his timing, had made it to the front room in only twelve point seven seconds. Fourteen flat after he stopped for Twilight. He'd be sure to brag later.
"Going for a run my friend? Or, eh, a fly?" Gregory's voice made him pause. "Oh my," Gregory continued, seeing Twilight, "A romantic flight I see. Good to see your moving on." That chuckle of his, mixed with that gleam when he said 'moving on'... It just plain annoyed Tails.
Tails leg go of Twilight's hoof just long enough to sucker punch Gregory, sending the mouse over the counter. Tails reached for Twilight again, but she backed up.
"Explanations." Twilight demanded. "We're leaving." Tails replied simply.
Twilights eyes widened. "L-leaving?! You balanced the numbers?!" Tails shook his head. "For once, we're forgetting the numbers. The numbers are a trick, probably one of his." Tails pointed to Gregory.
"Faulty numbers?" Twilight looked in awe, "Faulty number! By Celestia that's low! You worthless little-" Tails pulled Twilight away from Gregory before she could blast him. "No time. We're leaving. We'll be back for the others."
"But he said that there is no way back when once your out." Twilight said. "He also said he was trying to help. I get the feeling he isn't the most trustworthy of sources." Tails explained.
Twilight thought for a moment, the face palmed, or face hoofed rather. "I should've known!" "Worry about that later. Right now..." Tails grabbed her hoof again, and they flew out the door.
Twilight spread her wings to fly as well. She wasn't nearly fast enough to make a different, but with her wings out they glided faster through the night air.