Zoey and Simon were one of the romantic pairings that fans instantly shipped in Zoey's Extraordinary Playlist. They seemed so perfect together as they shared the darkest parts of their lives and comforted one another. The only problem was that they each had moments where they were the worst to one another.

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It is easy to look at the good times the two of them have had, but a peak beneath the surface reveals just how horrible they have been to one another. Some fans may still love them as a pair, while others will see the issues that have been brewing between them since the beginning. Keep reading to see how both Simon and Zoey are the worst part of this relationship!

When Zoey Used His Heart Song To Grow Closer To Him

Simon singing 'Mad World' on 'Zoey's Extraordinary Playlist'

Zoey had been watching Simon from afar for quite some time, but they didn't start talking until Zoey heard his heart song.

She decided to offer a few words and it led to them making a day of it as they hung out and discussed their own personal stories of hardship. It was partially for his benefit, although, a part of her definitely pursued this heart song because of her attraction to him.

When Simon Neglected To Tell Zoey About His Fiancée

'Zoey's Extraordinary Playlist' Jessica and Simon

Simon and Zoey went on a grand adventure the first time they hung out after Zoey heard his heart song, but Simon neglected to tell her about his fiancée. She didn't find out till later and by then the damage was already done.

He didn't come out right away and tell her about this part of his life and that is what made him the worst and far from the right guy for Zoey.

When Zoey Offered Her Mom's Services To Simon

Zoey's mother on 'Zoey's Extraordinary Playlist'

Zoey couldn't shake her crush on Simon, and he obviously had feelings for her as well, but that didn't stop Zoey from offering up her mom's services for their engagement party.

She should have stayed out of it as she knew that nothing good could come from this attraction. It was obvious she was trying to be a good friend, while deep down viewers knew that these were feelings that would never go away.

Simon Dances With Zoey At The Product Demo

Zoey and Simon at the Product Demo in 'Zoey's Extraordinary Playlist'

Zoey asked Simon to dance at the product demo, and he should have refused the offer. He was an engaged man who was starting to have feelings for her, and yet he still agreed to have a blast with her on the dance floor.

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It might have been okay if the two were friends, but it was obvious they were headed in a more romantic direction. It sent Zoey a bad message as the feeling she had been trying to push away resurfaced with this supposed 'friendly' gesture.

When Zoey Showed Up To Simon's Engagement Party

Zoey at Simon and Jessica's engagement party on 'Zoey's Extraordinary Playlist'

Zoey had tried to avoid the engagement party by going out for drinks with Joan, but her boss dragged her to the festivities anyway. She should have insisted that they head home as they were both way too intoxicated already and Zoey's obvious feelings for Simon had no business being there.

She should have respected Simon and instead, her presence spilled the beans on Simon's feelings for her and signified the end of their engagement. It might have been one of the best episodes of the season, but it doesn't change the viewer's opinions about her actions.

When Simon Almost Kissed Zoey While Engaged

Simon showed up at Zoey's apartment one night while he was engaged in order to talk to her about his struggles with his father's death.

He knew he had feelings for Zoey and that she felt the same, but he came over anyway. It almost ended in a kiss, which wasn't fair for Simon to do to Zoey or his fiancée.

When Zoey Invited Simon To Her Place When She Was Upset

Zoey invites Simon over to her place in 'Zoey's Extraordinary Playlist'

Zoey was upset at the state of her father's condition, so she invited Simon over. He was ready to be a friend, but all Zoey wanted to do was use him as a distraction.

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Luckily, he called her out on it as it wasn't fair to him to be treated in such a way. Simon deserved so much better than to be used as an escape, and fans who are Team Simon agree, as talking it out was so much healthier for her and their relationship.

When Simon Invited Zoey Over The Day After His Breakup

Simon invites Zoey over to his place in 'Zoey's Extraordinary Playlist'

Simon had just broken up with his fiancée and the next day he invited Zoey over to his apartment. He wasn't ready to move on quite yet, which is exactly what his heart song made evident, even if it was one of the best songs of the season.

It wasn't fair of him to give this impression to Zoey when he really needed time to adjust to the change and mourn the loss of Jessica in his life.

When Zoey Sang Her Heart Song To Simon

Zoey singing 'I Want You to Want Me' on 'Zoey's Extraordinary Playlist'

Zoey was having a strange day where she was singing heart songs left and right, and one of those songs went to Simon.

She sang I Want You to Want Me and it ended with a kiss that told Simon exactly how Zoey felt about him. It made her the worst though as she had just sung a similar song to Max only a few minutes earlier.

When Simon Can't Choose Between Jessica And Zoey

Simon and Moe on 'Zoey's Extraordinary Playlist'

Simon was stuck in the middle of a sticky situation as he was struggling to choose between Zoey and Jessica, his fiancée. It wasn't fair to either of the women to leave them waiting for him to make up his mind, not that Jessica even knew he was making a decision.

The two women deserved someone who was fully committed to them, but instead, they were left with a guy who didn't know which woman he could live without. Simon's intentions toward Zoey are still unclear and it is a question fans hope is answered in Season 2.

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