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Robbie Sullivan is Claire's old boyfriend from high school. He was invited to dinner by Claire's mom Dede, without Dede asking Claire first. At dinner he brought up stories from when Claire and him were dating. Claire thought that her mom was trying to get Robbie and her back together, but she found out that Robbie and Dede were romantically involved with each other. Later Dede also brings him over to her son, Mitchell's house for one of Lily's birthday parties. He is portrayed by actor Matt Dillon.

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