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The relationship started in Dangerous Liaisons, when Rebekah asked Matt to the Mikaelson's Ball.
Rebekah then asks Matt to dance with her, which after some cajoling he agrees.
Rebekah then says she never meant to hurt him but Elena after what they did to Klaus, Matt gives her a cold look and walks away.
This later leads to a confrontation between the two.
In Heart of Darkness, Matt is busy keeping Rebekah involved in the 20's Decade Dance preparations so that Caroline gets a day off to meet with Tyler.
He gives Rebekah a ride back to Klaus' Mansion and is sweet to her when he drops her off.