(Please sorry for my bad english)
Medals:
Love Always Remains: Let the guy who has nothing in the hands interact with you (He is going to hug you and later...).
Party in The Dungeon: Sent to the dungeon many murders.
Whyyyyy?: Let the dwarf kills you.
Eternity: Live long enough (leaving that the guy who have red drink interact with you) until you reach the door.