His relationship with Fiona is strained when he decides to go back to medical school in Michigan. He asks Fiona if she wants to go and if the kids would go with them. Fiona is shocked but happy for him. When she learns that his application for a studio apartment in Michigan has been approved, Fiona gets upset. She confronts him outside the work site, and an angry and stressed Jimmy says that he has been living in a slum with Fiona and the kids, as well as claiming that they have never made decisions together.
Fiona storms away livid. Estefania's father shows up the next day and tells Jimmy that his daughter is being deported for failing to impress the INS, who had been watching Jimmy and Estefania. Jimmy is then taken on Estefania's father's boat and is refused a final call to Fiona.
In perhaps the show's most shameless moment, it is assumed, though uncertain, that Jimmy met his death at the hands of Estefania's father. Jimmy has since disappeared, and Fiona starts to worry. She attempts to call again a few times and goes to look for his dad, Dr. Ned Lishman , but eventually, the guy who followed Jimmy gives Fiona an envelope of money, supposedly from Jimmy. The guy explains that Fiona is too good for him, but when Fiona tries to find out more, he drives off.
Later, Fiona calls Jimmy and leaves him a final message: "Wherever you are, bye. After being absent for the whole season, He makes an appearance in the finale, Lazarus.
After the ending credits, it is revealed that Jimmy is alive, and is with an unknown woman. Taking up the alias "Jack," he and the unknown woman pull up to the Gallagher household and she asks him if this is the house and if he wants to go in. Jimmy says "No, not tonight. Jimmy makes an appearance in Rite of Passage. After Fiona greets a mysterious female customer, revealed to be named Angela , with "Hey, you came back after all! At the beginning of Crazy Love , Fiona punches and kicks Jimmy and yells at him.
Fiona soon stops and tells Jimmy that she moved on by getting married. That night, he visits the Gallagher House, where he meets Fiona and her family. He is told of things that occurred in his absence, such as the arrival of Fiona's new half-sister and nephew, Liam's near death experience and Fiona's arrest because of it, and Ian's recent struggles with bipolar disorder. Fiona soon cries as he comforts her and then stops crying and kisses him.
He spends the night afterwards and is hidden by Sammi to prevent Fiona's husband from seeing him. Later on, the next night comes and Fiona starts to have regrets about their affair. Jimmy confesses his love to Fiona before they have sex on the kitchen floor, but Fiona stops it before he is finished and has him leave her house. Jimmy agrees and they meet at Patsy's Pies. Jimmy says hello to Gus then Gus punches him in the nose and walks off.
Soon after, Jimmy comes and sits outside with Fiona and tells her he called off an overseas job to stay with her. She explains she can't see Jimmy anymore, and he musters up courage and tells Fiona to have a good life. She says the same, "whatever your name is. Angela shows up in her car. Fiona tells her sorry Jimmy canceled the overseas job. Angela reveals the client, not Jimmy canceled, that she likes Fiona and says 'Jack' is a great thief but a shitty person.
In The F Word , Fiona mentions that there was a slight chance Jimmy could be the father to the baby she planned to abort. In Own Your Shit , the washer that Jimmy bought breaks down, and Fiona says that they should not have expected it to stick around long anyways, a reference to Jimmy's flaky tendency to run off. Fiona jokingly asks if he is referring to "lying sociopath Jimmy-Steve", and says that her life would be a non-stop psycho-thriller, and she dodged a bullet by not going with him.
Ian asks if she would still feel that same way if she never got that thrill again, and she says she is unsure, but would probably not regret it. At first, Fiona wanted nothing to do with him, still angry at the way his crimes forced him to abandon their relationship. However, after an emotional heart-to-heart, she fled with him in the middle of the night, leaving Craig nothing but a letter.
Fiona and Steve did not return to live on the estate. After only a week of dating, the couple quickly married. And that is the end. That we ever see of him for ever and ever. So, I've always rooted for the two of them because they were both really damaged people [whose] hearts lined up because they were both broken. Shockingly So. Distractify is a registered trademark.
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