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These scenes are completely optional, but once you trigger all of them the two will marry. Raising heart levels and triggering scenes is the only way to get a rival couple married off.
To trigger Calvin and Phoebe's first event, have 4 hearts with Phoebe (if you are female), or 4 hearts with Calvin (if you are male). Go to the 5th floor of the Upper Garmon Mine after 10AM to trigger this event.