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Joey briefly dated Dorothy Hayes and gently rebuffed efforts by Dorian to reconnect with him.In 1998, Joey began dating and Barbara Graham and fell madly in love with her, but Barbara was secretly obsessed with Kevin and made it her mission to sabotage Kevin's relationship with Cassie.Kelly kept finding excuses to not go, most of them because of her Aunt Dorian. Joey and Kelly tried to write and keep the relationship going, but it didn't work out, especially since Joey's cousin Drew was doing his best to keep them apart.Soon Kelly got a letter saying it was over between them and was so upset that she accidentally caused a car accident which caused the death of her cousin Blair's unborn child.As Kelly and Max prepared to marry, Joey consoled himself at a local bar and ended up having a drunken one-night stand with barmaid Sophia Pellegrino.Joey returned home to find Kelly waiting there for him, explaining that she had left Max at the altar.Meanwhile, Kelly started dating Drew Buchanan, but the relationship was cut short when Drew was shot and killed by Barbara in a botched attempt to kill Joey.By spring 1999, Joey made another play for Kelly but he was too late, because had begun a serious relationship with Max Holden.
Joey was heartbroken in early 1995 when he got a "Dear John" letter from Dorian, saying she was moving to Spain.Joey and Kelly reconciled, and Kelly even forgave him after Joey admitted to his drunken encounter with Sophia.In February 2000, Joey was devastated and heart-sick when he found out about his mother's breast cancer.Later, while living with Kevin at the Llanfair carriage house, Joey began a relationship with Kelly Cramer, Dorian's wild niece who had recently moved to town.Joey saved Kelly's life after she had been held hostage by David, and they started dating.
Later in 1995, Joey was out jogging and he spotted a beautiful woman swimming nude in a pond, but she ran away before he could find out who she was.