She smiled and took his hand, pulling herself onto Toothless. She sat close behind Hiccup, and wrapped her arms around him.
"ready when you are." Hiccup looked over to his side when Trinity put her arms around his waist, his eyeballs straining to make eye contact with her. He didn't say anything to her, he just gave her another somewhat seductive smile before turning his head back to his front.
"Hold on tight!" Hiccup yelled as he shifted gears with his foot, sending Toothless and them skyrocketing up into the air. Out of reflex she tightened her grip on his waist and closed her eyes.
"Whoa! S-some takeoff." She carefully opened one eye to see what was happening around her.
"Haha, you get used to it." Hiccup said smoothly. Trin looked around, they were up high. Really high.
"Oh my…." She scooted closer to Hiccup, and tightened her hold a little more "we're up high aren't we?" She questioned the obvious.
"Haha, yeah. But that's the thrill of it all. Besides, Toothless needs a lot of velocity if we're going to take a nose dive into the water. He loves doing that." Hiccup smiled, but then realized how scary this might be for her. He put a reassuring hand over her hands that intertwined each other at his bellybutton. "Don't worry though. Just hold onto me and you'll be okay. Promise."
"okay… I trust you." She smiled as she tried to calm herself, looking around. She leaned forward and rested her head on his back when she relaxed a little. They were just skimming the clouds when Toothless leveled himself. Hiccup turned his head sideways.
"Have you ever felt clouds before?" He asked. "The clouds? No I can't say that i ever have." She lifted her head to try and look at Hiccup, wondering what he was planning. He smiled when their eyes met.
"Trust me, okay?"
Hiccup pried one of her hands from his waist and, with his palm against the top of her hand and his fingers intertwining with hers, he lifted her hand up to touch the clouds. She blushed lightly as he took her hand. They shifted as Hiccup moved their hands to the clouds, she didn't want to fall, but she knew she had to trust Hiccup.
"oh wow….." The clouds were flowing around their hands. "This is beautiful." She looked around they were above the white blanket of the sky, but from this view they were pinkish, almost unreal.
"It looks like something you'd only see in your dreams." Hiccup chuckled.
. "Only if they're good dreams…" Hiccup's smile faded a bit when he said that, but it quickly returned.
"You ready for the thrill aspect of this flight?" He said challengingly.
She smirked "bring it on!" Hiccup narrowed his eyes and shifted his foot, sending the three of them in a zero degree plummet towards the ocean. "Holy-!" She held on tightly to Hiccup, shaking, she didn't expect a plummet like that. Hiccup chuckled when he heard her yell. This wasn't even the funnest part! As they were flying closer to the water, Hiccup shifted his body around to face Trinity. He grabbed her with both hands by the waist and spun her around so she wasn't behind Hiccup anymore. He held onto her tight, their torsos touching. "Still trust me?" Hiccup smirked. Her eyes widened, and she held onto him after he had shifted them around.
"I have to don't I?!" Looking her in the eyes, Hiccup smiled.
"Then don't let go!" He yelled as he shifted all of his weight to one side, sliding him and Trinity off Toothless.
"Oh- OH MY GOD! HICCUP ARE YOU CRAZY!" her fear of heights suddenly attacking her "~Hiccup!"
"I do this all the time!" Hiccup yelled so she could hear him over the wind. "We'll be okay! Just close your eyes and enjoy the weightless feeling!" She clung to him and buried her face in the crook of his neck, feeling the wind rushing around them.
"Haha, you won't be able to fully enjoy it until you loosen up! Don't be so tense! Don't worry, I won't let you go!" She relaxed a little, trusting him "o-okay." After their ears adjusted to the wind, it felt like they were floating. Hiccup inhaled deeply, and trinity noticed by the movement of his chest against hers. He let out a slow exhale, a smile spreading across his face. His eyes fluttered open to see where they were. Toothless was only about fifty yards to their left, enjoying the wind as much as Hiccup was. They had a few thousand feet left to go before they reached the sea, so he figured he had about a minute or so left of free falling. He closed his eyes as he moved one of his arms from Trinity's back, placing it onto her scalp.
"You alright?" He asked.
She nodded "y-yeah, it's kinda nice." She relaxed a lot more, hold on him more like an embrace.
"and don't worry about drowning okay? Toothless stays about ten feet above the water when I dive in to make sure I come back up safely, and if I don't come back up in less than fifteen seconds, he comes in after me." He chuckled sheepishly. "Drowning hasn't been an issue with me until I lost my foot. It's hard to maneuver in water, but that hasn't stopped me. Just make sure you let go of me when we're twenty five feet above the water, okay?"
She just looked at him. "We're going to just crash into the surface of the water? Swimming is no issue, but the tension of the water when we hit it…" There it was. Nerd time. "Im could break our bones!"
"Just go in head first and completely still and you'll be perfectly fine..I learned that the hard way."
she sighed "I'm trusting you, but if I die, I am soooooo gonna haunt your ass!"
"Just do what I said and you'll be perfectly fine!" He chuckled before looking down. They were getting close, very close. "Get ready to let go, okay?" Her eyes went wide. Fear.
"umm….. Okay." She hoped for the best.
"Don't be scared…" Hiccup said, seeing the fear in her eyes. She nodded as they pushed away from each other, the air still rushing past.

As they pushed away from each other, hiccup's prosthetic got tangled up in her shoe. He began to panic, but he yelled for her to stay straight as he tried to fix the problem…
He hit the water on his back just as he broke free from her. The force of the water knocked the wind out if him, and he was stunned by the pain his body was in. He tried to move his arms and legs, but to no avail.
Without being able to move and no air to hold in his lungs as he sank deeper, he was losing touch with reality. He knew Trinity didn't notice what happened, because she would've already went after him if she did; he just hoped she was alright as he lost consciousness.

When Trinity broke the surface of the water, Toothless greeted her with his big green eyes, waiting patiently for Hiccup to come up right after her. When he didn't, however, Toothless became scared. He let out a short screech as he plummeted head first into the ocean, leaving Trinity alone in the water as he went on a frantic search for Hiccup.