Disclaimer: I own nothing but the plot!

Toothless: The Matchmaker

It all started with Toothless. If it weren't for that stupid cat, Jackson Frost would never have given me a second glance. I remember the day perfectly.

Toothless had gotten out of the house and was running around the neighborhood terrorizing our neighbor's dogs and sneaking into nearby houses. I was running all around the block before I saw the fuzzy black pest jump through an open window and into the house across the street from mine.

"Crapcrapcrap…" I mumbled to myself. I then snuck over to the window and peeked through, only to see the cat-eared menace staring back at me, challenging me to come after him. I then decided to climb through the window and retrieve Toothless.

I had gotten ¾ of the way through the small window before losing my grip and toppling into the house, hitting my head during the rather ungraceful fall. I sat up, trying to regain balance. As I stood up I knocked over a small table sitting nearby. It fell to the ground with a loud crash, I flinched at the racket, praying that no one was home.

Toothless seemed to laugh at my clumsiness. I glared at the furball and bent down to gather the troublemaker up in my arms.

"Why exactly are you in my bathroom?" A masculine voice said behind me. I turned around to see a rather handsome man standing in the doorway. He was tall and thin but also muscular with white-blonde hair and extraordinary icy blue eyes.

"Um.. Well.. You see…" I began, the beautiful stranger then cut in "Not that I'm complaining, its not every day that you find a cute guy in your bathroom." I blushed and explained the odd circumstances which brought me to his bathroom. He laughed as I told him about my troublemaker cat who was doing his best to look innocent in my arms.

"Well as nice as it is having you here, I'm afraid that you're going to have to leave. I was about to take a shower.." He said.

"Oh. Um.. Okay" I mumbled, staring at the floor after noticing he was only in a towel. "I'll be on my way then"

"I'm Jack by the way, and I'll pick you up at 7 for a date, okay?" He smiled and said.

"Okay.. I'm Hiccup, and what date?" I stuttered.

"Ours, silly. You fell through my window, so you are paying for dinner. Later!" He replied before ushering me out his front door.

I walked home dazed, confused, and overjoyed. I was going on a date! Nevermind how it happened, but I was going to go on a date with Jack!

"Oh Toothless, bless your wonderful soul for leading me to him!" I shouted as I raised my cat into the air.

Toothless simply smirked back at me.

And that is how I. Hiccup Horrendous Haddock the Third met the love of my life, Jackson Overland Frost, thanks to a meddlesome fuzzball.