That night after the manager went to bed, the kid slipped out of his room. He had on his favorite outfit. A red t-shirt with a silver pegasus in mid flight on the front he got from his ex girlfriend. And his biker's leather jacket he got as a birthday gift from his friend and personal fitness coach. His silk jeans and black sport shoes completed the look.

As he made his way down the hall, he looked in his backpack.

sleeping bag: check

Tent: check

Snacks for at least a week: check

Wallet: check

Money to bribe guard: check

Looking around the corner he smiled and approached the counter pulling out a letter, a signed CD, and 500 cash. "Don't open the letter till my manager shows."

The lady blinked and nodded as she looked at the money and CD. "Consider it a tip and gift." He said before turning away.

He didn't have to see her to know she snatched up the CD. He knew who the CD was going to. And like all his fans. It'd make her "best mom ever".

Exiting the building he saw the guards. "What luck. I may just get away easier than I thought." He thought as he started to walk past, spanking one of the guards with his tail. This made his partner snicker. "Going out for some air boys. Don't wait up." He called back as he walked across the street to the park.

As he walked a familiar feeling started to build in him. Closing his eyes he took a deep breath forcing it down. "No. This is my chance. I'm not going to mess it up."

Opening his eyes he saw a train station. Blinking, he looked around. He was still in the park. Looking back to the station he slowly approached freezing for a moment when he saw an old gruff man in mishmash clothes. It was an odd look. But one the kid admitted the man pulled off.

Walking up to him the kid asked. "Why is there a station in the middle of the park?"

"Why else? For the train to pick people up at." The man replied in a gruff yet surprisingly inviting tone.

The kid looked along the tracks one way then the other. "I doubt a train will come this late. But I can't help but notice how short the track is."

"Oh?" The old man pondered as he looked down the track. "I thought those went into tunnels."

"What tunnels?"

At the question the old man pointed to two sets of trees that formed archways over two paths.

"Those aren't tunnels. There...'' The kid stopped mid sentence as the sound of an approaching train came from one of the arches. "That makes no sense." He laughed.

A few moments later a long train pulled up. To the kid's surprise. There was only one door.

"You know there's a fea for the ride. Right?" The old man asked.

"Sounds fair. How much?" The kid asked, pulling out a wad of money.

"Not much." The old man said, pulling a silk bag from his shirt. "Oh. And you may want to put your money in here."

The boy took the bag and did as he was told. "So. What's the price?"

"How about... a song?"

"Isn't there anything else?"

"What's the matter? I hear you have an amazing voice. I'd like to hear it myself before you go."

"I.... I.... I really would rather pay with something else." The kid said looking back down the path.

"Fine." The old man sighed. "But it'll cost more."

"What can cost me more than the risk of getting caught?"

The old man thought about it. After a moment he spotted the silver pegasus and smiled. "Ok. How about this? I'll show you.... four cards. You pick one and after a nap. That'll be the new you."

"Kinda a win win."

"Well... there is a slight catch. It'll be hard NOT to sing where you'll be going."

"Will they know my...?"

"Doubt most will."

"Still good... but..."

"But?"

"If I am going to change... can it be one of these?" He said pointing to his shirt.

"Deal. Now go on. Don't want to keep the train waiting."

With a smile the kid hopped on and looked back at the old man through the open door. "How about a song for the road?"

The old man smiled. "Shout it loud."

Much to the old man's surprise the park seemed to come alive with music. And soon the boy began to sing.

Later in Equestria

The kid yawned and stretched before looking around. He was still on the train. More importantly he was now free from the fans and spotlight. Not that he didn't mind it. But never having time to himself stunk.

Memories of his last "vacation" danced in his head causing him to sigh.

"No going back now." He thought with a smile.

Turning he looked out the window at the vast desert. "Wow... I must have slept like a..." That's when he noticed. His reflection. It was that of a stallion. Not only that. But a tan one with a red, black and silver mane. What's more he had wings.

"Holy...FUCK YA!" He shouted springing to his hoofs and prancing in place. "This is soooooooo cool." Quickly he looked around and let out a sigh to find he was alone. "Fuck it. I'm old enough to say and act how I want." He proclaimed before looking himself over.

His mane and tail had the same stripes that seemed to fade into his wings and had feather tips that alternated between the three colors as if they were airspraid. His hoofs hand a dark silvery tint to them as did his chest fluff which poked out of his jacket. After a second look around he checked one more thing. Yeap. At least there was a bulge in his pants.

Chuckling to himself he looked at his bag that seemed to have changed as well. Instead of a backpack. He had a saddle bag. With a smile he sat on the bed and started looking through his bag. Surprisingly, most of his things stayed the same. His snacks went from meat strips to what looked like sugar cane strips. Reaching in with a hoof he found it surprisingly easy to grab his pouch of money. To his surprise it made a tinging sound.

Pulling it and a strip. Putting the end of the strip in his mouth to chew on, he looked in the bag. To his surprise his wad of bills turned to jems. Blinking he looked back in his bag and saw several similar bags. Another scan of the cart and he shoved the pouch back in his bag.

"Ok... let's hope being rich isn't a rare thing. Or there's a bank I can use." The thought as he paced back and forth. "Maybe.." Another look in his bag revealed his mask that he pulled out. "Well. If I ever need it again. At least I have it." He sighed.

Looking outside he saw the desert was replaced with trees and fields. "Next stop. Ponyville." A voice announced. With a shrug the kid carefully put on his bag and trotted to the door. As the train came to a stop the kid shot out the door letting his wings take him into the sky. Shakily at first of course. But he worked with winged creatures enough to understand the basics.

As long as he kept his eyes open... "LOOK OUT!!!"

And we have knocked out.

Author's Note

If you're reading to this point. Allow me to explain why I picked the song.
1: it sounded like it'd be a fitting farewell letter to his fans.
2: not only dose it sprak of endings. But new beginnings as well.
3: I did a little research on this. Turns out the video was a gift to his dad who died. Which ties it to this chapter in a way.