(A/N) This one is fairly short and rushed one. I am sorry for being so slow to update. This chapter was partially written by pandamaster97720 and partially by me.
It was a nice spring evening and it happened to be Hiccup and Astrid's Junior Prom. Weeks before Hiccup had asked Astrid to be his date for Prom as they have been dating for a few month.
As prom drew closer Hiccup was getting nervous. He had already picked out his tuxes a forest green with a black dress shirt with a red tie. As he struggled to tie his tie his older half-brother Dagur came up to him and helped him tie it as he told him, "You have nothing to be worried about brother. Tonight is going to be one of your best moments in your life as of for with your lovely girlfriend." as Hiccup blushes to what Dagur had told him he couldn't feel more relaxed at his words.
As it came time to leave Astrid came by around five. She was wearing a royal blue dress the dance wasn't until seven. "Astrid I..." Hiccup trailed off at seeing the blonde beauty in front of him. Astrid crossed her arms over her chest almost self consciously. She reached out a hand and grabbed her boyfriend by the collar of the shirt. Hiccup gasped in surprise when his girl pressed a gentle kiss to his lips. She pulled away before he could react.
After a dozen pictures from both Valka and Ingrid they left for dinner before the dance with their friend. They pulled up to Defender City High parking lot. They enter the school and headed for the gym right on time for the dance.
The drive to the dance was mostly quiet. Hiccup found the courage to take Astrid's smooth, soft hand into his roughened out sweaty one. Their fingers locked and they smiled at each other from the back seat. Agnar was the one driving them and he felt his daughter was in the right hands. Of course he would always be the first one who ever loved Astrid Hofferson.
As the night went on it was time to announce prom king and principal walk up on stage were the band/DJ was and took the microphone and addressed the crowd, "Good Evening everyone i hope you all had a great time so far and now it's time to announce this year's prom king and queen." She paused for a moment before she continued, "Astrid Hofferson and Hiccup Haddock!". The crowd was shocked for before a loud roar of applause erupted throughout the crowd.
Astrid grabbed Hiccup's hand and rushed to the stage to accept their crowns. When they accepted the crowns they got the honor of the first couples dance as they made their way to the gym floor for their slow dance. Hiccup got the courage to tell Astrid something that he wanted to tell her for awhile. With a shaky voice he told her, "Astrid there is something that I want to tell you but it always gets caught in my throat and that is that I love you." Astrid was taken by surprise for a brief moment before replying "I love you too Hiccup." as she leaned in to kiss him. Hiccup could feel the sparks flying and he returned it with a passion as the song came to an end. They separated and danced for another hour before heading home. Hiccup couldn't help thinking that his brother was right. Tonight was the best night of his life so far.
Once Hiccup brought Astrid back to her house he wished her fair well and his mother drove him home. He told his siblings about the night and Heather went on about her own date with her own boyfriend at a different school.
"So...I take it your relationship is going well?" Valka asked her son who lay in his bed with his night clothes on after showering. Toothless purred at his owner's side-they still had no idea how he did so-and watched the boy who was stuck in a dazed, almost dreaming state with his eyes open.
"Uh y-yeah mom. Sh-she's amazing." Valka couldn't help but chuckle as she lay a hand on her son's cheek. She handed him his medications which he'd forgotten to take before he took his shower. Once the boy was relaxed and his mother turned off the lights to his room, he fell asleep with a smile on his face for the first time since his father died. There were no saddened dreams that night, but instead memories of dancing with his girlfriend.