Dagur: You know what, Hiccup? You're a nice guy. I want to set you up with my sister.
Hiccup: I'm engaged to Astrid.
Dagur: I thought you were gay.
Hiccup: ...then why did you want to set me up with your sister?
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@soulofafury
Dagur: You know what, Hiccup? You're a nice guy. I want to set you up with my sister.
Hiccup: I'm engaged to Astrid.
Dagur: I thought you were gay.
Hiccup: ...then why did you want to set me up with your sister?

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I’ve been looking out a window for eighteen years, dreaming about what it might feel like when those lights rise in the sky. What if it’s not everything I dreamed it would be? — TANGLED (2010) dir. Nathan Greno & Byron Howard
Stoick: Hiccup, I never doubted you for a moment!
Hiccup: Thank you, Dad. You're lying though, right?
Stoick: Yes. I doubted you very strongly.
The twins captured by Dragon Hunters
Ruffnut: Hey, when are you gonna let us out? It's been forever, and Tuffnut here gets cranky if he doesn't eat.
Tuffnut: CRANKY?!
Ruffnut: I was being nice. You're a little bitch.

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Tangled (2010) dir. Nathan Greno and Byron Howard
Heather: Okay lets play. Kiss, Marry, Kill. Hiccup, Fishlegs, and Tuffnut
Astrid: kiss Fishlegs, Marry Hiccup, murder Snotlout
Snotlout: I wasn't even an option!!!!
Snotlout: I'm the most responsible in the group.
Astrid: You literally just set half of Dragon's Edge on fire.
Snotlout: I know, and I take full responsibility for it.
ANASTASIA (1997)

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Snotlout: Getting a brain scan today
Astrid: To check if you have one?
Snotlout: Thank you so much for your concern and support
What Hiccup lost in
Httyd 1 — His leg.
Httyd 2 — His father.
Httyd 3 — EVERYTHING?! HIS ISLAND, HIS BEST FRIEND, HIS CONFIDENCE, AAAALL OF THE DRAGONS, AND ALL HIS HOPES AND DREAMS
What Hiccup gained in
Httyd 1 — Dragons.
Httyd 2 — A mother
Httyd 3 — CRIPPLING ANXIETY, ABANDONMENT ISSUES, and a wife.
RISE OF THE GUARDIANS (2012)
Now she’s here shining in the starlight Now she’s here suddenly I know If she’s here it’s crystal clear I’m where I’m meant to go
Heather: I've only ever said "I love you" to two people in my entire life.
Heather: Windshear, and my brother's Skrill, because it was dark and I thought he was Windshear.

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Gobber: How old are you, anyway? Six?
Hiccup, starting to work at the forge: I'm twelve.
Gobber: Cool. I don't know anything about kids.