A/N: Tails is 12 in this fic. The age gap isnt the same proportion as in the games. Most female characters are older than him. I don't do many lolis, but I'll come to it if I have to.
Tails arrived at Green Hill Academy, a school for naturally enhanced mobians ages 12-18. The school was made for students who had abilities or traits no other mobians had. "I'm so happy for ny first day!" Tails said. "I hope it goes well!"
He went to the office and saw a busty bat behind the desk painting her nails. "Um...hi."
"Oh, hi cutie," said the bat as she smiled at the fox. "Can I help you?"
Tails blushed at being called cutie by such a beautiful older woman. "Um...my name is Tails and I'm new here."
"Oh, I thought I didn't recognise you," she smiled before reaching over to shake his hand. "My name is Rouge. I work here in the office."
"H-hi, Rouge," said Tails nervously.
"Would you like me to show you to your dorm?" she asked, standing up.
"Yes please," replied the fox politely. "I still don't know my way around here."
"Well follow me," she said as she walked out from behind the desk. She was followed by Tails out of the building and across the school grounds. As he followed her, he noticed her large, swaying rear which was almost as big as her boobs. He was mesmerized, the outfit she was wearing show it off nicely.
"So what natural enhancement do you have?" asked Rouge, turning to him. "Tails?"
Tails was snapped out of his thoughts. "Oh, um, I was born with 2 tails instead of just 1."
"How unique," smiled Rouge. "I bet they must come in handy."
"Not really," muttered Tails, looking down. "I wish I never had them."
Rouge's face became concerned as she saw him sadden. "What's wrong, cutie?" she asked.
"When I was younger, people bullied me because of my abnormality," he replied, a tear forming in his eye.
"Oh, cutie, how awful," said Rouge as she stopped and turned to the fox, bending down to eye level. "Don't let kids here bully you." She then pulled him into a hug, surprising him. "If they do, tell me and I'll deal with them."
Tails blushed as he felt her large melons press against his body. He felt his lower body heating up immensly. "T-thanks..."
She let go of the fox and stood up. "Come on, let's go. I still have your dorm to show you."
She took him to a large building which said "Boys Dorms" on it. She went inside and showed Tails to his room. Tails noticed many males stare at her as she passed, eyes fixes on either her bouncing chest or jiggling butt. Rouge didn't react to this in any way. She just smirked.
Then they finally arrived at his room. "Well, this is your room."
"Thanks," said Tails, smiling.
"No problem cutie. Remember, if you need anything, come and find me and I'll help you out." Then she winked at the fox, making him blush, his cheeks a bright red. Then she sauntered away, Tails getting one last glimpse of her hourglass figure before going into his room.