Jimmy has lied to Fiona ever since the very first day they met on the first episode of Shameless. He introduced himself as Steve when he was really Jimmy and he let Fiona believe he was a successful businessman when he was really a car thief.

Jimmy again came back for Season 5, but this time to reveal himself to Fiona. And when he and Fiona were reunited, she gave him a piece of her mind and punched him in the face. The next night, however, they have sex on her kitchen floor but she stops him in the middle because she’s so upset about their affair since she’s married to Gus.

Will Jimmy ever return to Shameless? Jimmy has yet to return to the show since his departure. However, every season fans had hope that he’d make a comeback and he and Fiona would rekindle once again.

For nine seasons we got to see Fiona Gallagher make some extremely questionable life choices. Some of which include her choice of paramours, from casual flings to serious relationships. And while Fiona had some healthy stable relationships throughout Shameless, what she craved were bad boys that would turn her life upside down.

Who is Fiona’s boyfriend in Shameless?

Since Ian Gallagher’s character recently earned a relatively happy ending with his Season 1 boyfriend Mickey Milkovich, countless fans hope Fiona will similarly end up with Jimmy before Emmy Rossum leaves Shameless in Season 9 under the belief that they are also soulmates.

When Jimmy returned to Chicago after fleeing the city in the first season, Fiona was torn on whether or not she should give him a second chance. She messed around with him in a bathroom while she was on a date with another guy, but immediately regretted it and led him on for weeks. When she was married to Gus, she slept with Jimmy as soon as he came back to town, but they broke up shortly after.

She initially refused to resume their relationship because Jimmy was now married to Estefania and she still didn’t forgive him for leaving her in the first place, so Jimmy had to utilize some sketchy tactics to slide his way back into Fiona’s life.

When that didn’t work, he let Lip stay at his apartment after Fiona kicked him out for dropping out of high school, knowing that this would anger Fiona and force her to finally have a conversation with him. Good boyfriends don’t have to resort to this level of emotional manipulation.

Jimmy proves that there really isn’t any honor among thieves. While watching Fiona Gallagher dance at a nightclub, he saw her purse get stolen and immediately chased after the robber. He was unsuccessful in his attempt to stop the criminal, but Jimmy was made out to be a hero for trying and his momentary nobility helped him slide into Fiona’s life and heart.

In an attempt to keep Tony Markovich from arresting him for grand theft auto, Jimmy simply gave his rival for Fiona’s heart the house. Tony already said he wouldn’t turn Jimmy in if he just left town, so this was an illogical move that stripped Fiona of a gift he had promised her.

Throughout Fiona and Jimmy’s off-again, on-again relationship, they expressed a variety of issues with each other that never actually got fixed. Fiona was absolutely right that Jimmy failed to ever include her when making big decisions. Jimmy was right that Fiona only seemed to care about her own problems and couldn’t be there for him when he wanted to vent about his father.

What happens when Jimmy and Fiona meet?

When they meet, he punches him in the face. After the fight, Fiona tells Jimmy that she can’t see him anymore much to his despair, and he rides off on his motorcycle while Fiona walks away. That’s the last we ever see of Jimmy on Shameless …

He decided to stay with Estefania so she could become a citizen. The season ended with Jimmy on a boat ride with Estefania’s father, but the fate of Jimmy after the ride was unknown, though it was implied that he didn’t make it out alive. Article continues below advertisement.

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Fans Are Still Curious if the Character Will Ever Return. Season 10 of Shameless is set to return to Showtime on Sunday, Nov. 10. And since Emmy Rossum won’t be returning to the series to play Fiona Gallagher after eight years, fans have found themselves looking back at some of the past cast members in a fit of nostalgia.

Fortunately for fans, Jimmy did not die on Shameless, but his storyline was for sure complicated while he was on the series. The character appeared on the show from Season 1, which kicked off in 2011, until Season 5, which ended in 2015. He was most known for being Fiona’s bad-boy love interest.

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