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If I remember correctly, you have to finish the Priest's Angel Statue Quest. You get that quest after you complete Undercover Mission II with the police officers. 

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Damn, how are you even supposed to know that? The game doesn't say anything about it >. >

 a lot of if was trial and error or dumb luck xD

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Thank you, it worked! I finally proposed! Since you're so reliable, do you know if you can win the cooking contest the first year? I had my cooking skill all the way to Master and even read all the cooking books, as well as the recipe on the bulletin board, but MC still said he's not skilled enough and hasn't finished it as a result, and lost. Also, do you know if the God of Love Quest will be important to the story like the cops and church quests? Because my game glitched that I can't get the general store magical ponpon figurine. Will you need to complete his quest to progress the story at some point? 

Hey. Sorry for the late reply! I am not sure if you can win the cooking contest early on. Mine was low so I lost anyway. As far as I know, the God of Love quest is just an extra quest. I have not needed it to complete other stories. I think he just gives you bonuses to your relationships.