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Immortal David Keogh, once an indentured servant, is a noted craftsman with his heart set on marrying his sweetheart, Jill. Unfortunately, Jill does not agree. Although she loved Keogh once, she was unable to handle it when he confided the secret of his Immortality. Now Keogh won't leave her alone and she's coming to MacLeod, whom Keogh respects and might listen to, for help. But Keogh won't listen, convinced that Jill needs him as much as he needs her. In flashback, we see a time in MacLeod's life when he, too, was obsessed with a woman he couldn't have. When Jill is killed in a tragic accident while trying to get way from Keogh, Keogh blames MacLeod and swears vengence.

What happens to a kid who hits Immortality before he hits puberty? MacLeod and Richie take in 10-year-old Kenny, who asks for their protection after the fatherly Immortal who was protecting him is beheaded. Kenny, we discover, is not the sweet little lamb he appears to be. He has been Immortal for nearly 800 years, and has survived all that time by convincing other Immortals to take him in and protect him — and then taking their heads. Kenny tries to get MacLeod, but he is continuously thwarted by the presence of Anne. Kenny attempts to get Anne out of his way, but MacLeod, realizing the truth about Kenny, manages to rescue her. He goes after Kenny to stop him from killing again, but Kenny manages to escape by blending in with a group of innocent children.

Cullen, an old friend of MacLeod's, is burnt out from centuries of playing The Game and has turned to drugs and alcohol to get the courage to keep on playing. Cullen had a run-in with Richie and now he's coming for Richie's head. While playing ""chicken"" with Richie on a mountain road, Cullen crashes head-on into a bus full of passengers, killing many. MacLeod tries to convince Cullen, who he once knew as the greatest of the warriors, to stop using the drugs, but a paranoid Cullen believes MacLeod is just trying to render him helpless. Finally, MacLeod has no choice but to confront his former comrade and defeat him.

Michelle Webster, the rebellious teenage daughter of a friend of MacLeod's, drives away from her parents' house in a rage and right over a cliff. Trauma surgeon Anne Lindsey tries her best to save Michelle, but it's too late. MacLeod rushes to the hospital to comfort his grieving friends — and sneak their newly Immortal daughter out of the morgue. He tries to train her in the arts of Immortality, but Michelle just wants to have fun. She meets Immortal Axel Whittaker who promises her all the fun and adventure she could imagine if she stays with him. In flashback, we see that Axel uses beautiful new Immortal women as bait to trap other Immortals and take their heads — MacLeod barely escaped with his in 1896 Boston. Axel uses Michelle to lure MacLeod to his yacht, where they continue the battle they started a hundred years before. MacLeod defeats Axel. Michelle, witnessing the fearsome power of the Quickening, agrees to be trained as an Immortal under the protection of Amanda.

Dawson has a new girlfriend, art historian Lauren Gale, and a new attitude on life. Unfortunately, Dawson arrives at Lauren's house one evening to witness her murder. We discover the murderer is Armand Thorne, benefactor of the Thorne Museum of Antiquities, who was being investigated by Lauren. MacLeod finds an ancient gold cross on display in Thorne's museum, a cross that had been stolen out from under his protection nearly two hundred years before. Armand Thorne, MacLeod discovers, is actually John Durgan, the Immortal trapper who murdered a frontier priest and stole the cross. MacLeod persuades Amanda to come out of cat-burglar retirement and help him to steal the cross from the museum in order to lure Thorne out of his heavily protected fortress. MacLeod confronts Thorne, taking his head, and finally gets fulfill his promise to return the Cross of St. Antoine.

Led by Paul Karros, the people of a tiny Balkan nation are rising up against an oppressive dictator. Karros is an Immortal who once fought his way to freedom with Spartacus. Since then, whenever the common people have been fighting against oppression, Karros has been at their side. Karros and his assistant, Mara, have come to the U.S. to drum up support for their cause. MacLeod and Karros fought together in the Mexican Revolution and Karros tries to convince MacLeod to fight with him now. MacLeod turns him down, but Charlie is tempted both by the cause and by Mara.