The Winters worried endlessly about Lily and her deep love for Daniel. Dru was specifically obsessed with keeping the two teens apart and, as a result, she neglected Devon. Devon sought out his birth mother only to find her doing crack in the park and realizing he better stay away from her for good. With Neil's help, Devon's mother Yolanda got the treatment she needed and soon moved in with the Winters. Meanwhile, Lily was sent to boarding school, but she and Daniel managed to secretly communicate through www.studypals.net, the school's message boards.

With Brittany betrothed to Bobby, things heated up for J.T. and Mac. Mac made the ultimate decision to sleep with J.T. While known as a player in the past, he truly did love her, but circumstances tour them apart. Bobby was in big trouble with the mob. In order to save he and Brittany's unborn child, they pretended to break up and that J.T. was the father. J.T. always willing to help Brittany, went along with the plan even lying to Mac. This broke her heart and left many unanswered questions. In a strange twist of irony, Mac ended up delivering Brittany's baby when she went into labor at the loft and J.T. finally told her the truth, but it was too late to gain back Mac's trust.

Meanwhile, in order to save his wife and baby (and to protect the likes of Nikki who was kidnapped by Vinny until Victor saved her with the help of Paul), Bobby left Genoa City to head into protective custody hoping that Brittany and their son Joshua would join him once Joshua, who was born two months early, could leave the hospital.

For safety reasons, Brittany moved into the Chancellor mansion. J.T. was also staying their and Mac eventually forgave him and their romance was back on. At first, Jill was annoyed everyone was staying in her home, including the newborn Joshua. She soon found herself very attached however. Once the news surfaced that Bobby had been killed and Brittany made a last ditch effort for J.T. by kissing him, but was denied, Brittany decided to leave Genoa City with Joshua.

With J.T. and Mac reunited completely and now sans Brittany, Kevin's crush on Mac was definitely unrequited. However, the two decided to go into business together and bought Crimson Lights from Nick and Sharon.

Michael decided to roll the dice and proposed to Lauren after transforming the GCAC dining room into a Vegas type celebration complete with Elvis. Lauren said yes and wedding plans, with the help of Gloria, were under way.

Michael got increasingly curious about Lauren's son Scotty and, much to the chagrin of Lauren, went to find him. Involving her son left Lauren nervous as it might have meant the re-surfacing of Sheila who kidnapped Scotty when he was a baby. Low and behold, Lauren's worries were warranted and Sheila returned to town causing panic and intrigue throughout Genoa City.

Gloria was in a heap of trouble of her own. Her ex-husband, Terrible Tom, a.k.a. Kevin's abusive father, returned to town, and, since they never officially divorced, he blackmailed Gloria so that John would not find out.

With their mutual hatred of Lauren and Michael respectively, Sheila and Tom decided to team up. First Ashley and Michael got the upper hand when scheming against Tom. Ashley pretended to be interested in Tom, but really the duo set him up landing him in jail. This move only added fuel to his fire.

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