After a 5-season run, You're The Worst served its fans an unconventional yet, for Jimmy and Gretchen, appropriate happy ending. Still, there were countless moments that earned this show its anti-romantic comedy status. It's impossible to get over the fact that the romantic relationship between Jimmy and Gretchen was, from the very beginning, unstable, complicated, and often even questionable.
Given that the show revolves around two selfish and messed up people, Jimmy and Gretchen have truly done some nasty things to each other. Today, we're remembering some of these situations as we go back to the 10 worst things Jimmy and Gretchen have done to each other, and you can decide on your own who's really the worst.
Gretchen "borrowing" Jimmy's car
The pair met at Becca and Veronon's wedding, where they first hooked up with a stern promise of never getting into a relationship with each other. The next day, Gretchen had to get back to Jimmy because she forgot her purse so Jimmy attacked her because she stayed the night when it was just supposed to be a hook-up.
Infuriated, Gretchen steals his car keys and drives off (with no license) to a guy she'd been shacking up with so she could suppress her obvious feelings for Jimmy. The episode ends on a good note when Gretchen explains that she had just "borrowed" the car and the pair end up talking about Jimmy's foot fetish (of all things) late in the night.
Jimmy making it difficult for Gretchen to move in with him
Here's the deal: both Jimmy and Gretchen had the arrangement to live together in his house, but from his behavior, it's visible that this does not really work for him. Jimmy still considers this house his own, and not their mutual residence.
Moreover, he told Gretchen that she should get her own stuff for the house and showed no intention of helping her move in. Instead, he avoids her any attempt to personalize the house to her liking and forces her to keep her belongings in trash bags. Perhaps because he is a massive control freak? It's bad enough that he makes her girlfriend live like a hobo inside his house, but his final big "compromise" was building her a small night table -how generous of him.
The Pros and cons lists
This one was particularly bad as the characters really hit each other where it hurt the most. It all started with the passing of Jimmy's father, which prompts him to create a list of pros and cons in order to re-evaluate his life decisions. Angry he wouldn't share the list with her, Gretchen creates a list of her own. With curiosity boiling over, the couple decides to finally share their lists with each other, which proved to be quite a painful experience for both of them.
The worst item on Jimmy's list for Gretchen was that he couldn't imagine having kids with her, while she struck back with an equally cruel statement that she doesn't believe he'll ever be successful. Though, it was surprising how easy the couple recovered from these statements, which serves as a reminder to the viewer that their bond may be much stronger than it seems.
Jimmy's affair with Nina
This happened well into his relationship with Gretchen, who's, by the way, been dealing with clinical depression while Jimmy's pretending he doesn't notice her emotional issues. After one of her outbursts, he goes to a bar and hooks up with Nina (Tessa Ferrer) who works there as a bartender.
Given that Gretchen earlier blew off Jimmy saying she doesn't care about him or anything else, this might be considered a "We Were On A Break" type of hook-up, but it's also Jimmy's immature and incompassionate way of dealing with their relationship getting more serious and his girlfriend's emotional problems.
Jimmy disappearing after proposing to Gretchen
Of all the bad decisions Jimmy has made over the show's entire 5-season run, this one probably takes the cake. Immediately after proposing to Gretchen, he makes an excuse to go pick up a sweatshirt in the car and drives off not to be seen or heard for months.
Behind him, he left a confused and disappointed Gretchen, alone with her depression. His excuse? Well, Gretchen did say "family..."
Gretchen sabotaging Jimmy's interview
While Gretchen pretends she's taking a trip to Europe so she can stay alone and deal with Jimmy running away after he proposed, Jimmy's book becomes a success. Jimmy is now about to be interviewed by People magazine about his new book and should seem like he's single in order as part of his whole publicity strategy. Gretchen's employers come to the house and Jimmy lets loose the secret that she's not in Europe.
Angry about what Jimmy did to her, she refused to stay in the room during the interview she parades around the house pretending to be Jimmy's fiancee, which the guys from People fall for, and as icing on the cake brings Boone (Colin Ferguson) to her bedroom in front of the reporters to embarrass Jimmy.
Gretchen avoiding telling Jimmy his dad is dead
Finding out Jimmy's dad had died left Gretchen with the responsibility of telling Jimmy the bad news. This was something that she was ill-prepared to do, so instead, she organized a party celebrating the selling of Jimmy's first book where she'd hope someone else would break the bad news.
To make matters worse, Gretchen kept coming up with nonsensical excuses to prevent herself from being sincere with Jimmy. For example, she didn't tell Jimmy about his dad because she selfishly wanted to go to this Famous Pets of Instagram Cruise that Jimmy was about to book.
Jimmy ignoring Gretchen while she cries in her car
Jimmy is alarmed that Gretchen is sneaking out of the house every night so he decides to investigate if she's been cheating on him. When he finds out that she sneaks off every night to go cry in her car and that it's not his fault, he seems happy and relieved as he leaves her sobbing. What kind of boyfriend are you, Jimmy?
Jimmy hooking up with the Florist
In the fifth episode of the final season Jimmy's picking out flowers for his and Gretchen's wedding and somehow ends up at some party with the florist where she "accidentally" gets intimate with him. The next episode shows Jimmy feeling guilty about the whole ordeal as if he didn't notice what was going on when the lady found herself under his crotch. His solution? - The brilliant "F*** Week" idea.
At this point, Gretchen still didn't know about what had happened with the Florist, and Jimmy wanted a way to make himself feel less guilty about the affair. So, he suggested a week where they could hook up with anyone they wanted without any negative consequences (but he wouldn't). Gretchen eventually finds out about what had happened after she'd already hooked up with some random guy and now she feels guilty, which only makes matters worse. This brings us to the next entry of our list...
Gretchen suggesting Jimmy should pleasure a guy to appease her
In the aftermath of the previous episode, Jimmy's still looking for a way to make up for the fact that he hooked up with that Florist to Gretchen. Half-jokingly, Gretchen suggests he should do the same to some guy. In the meantime, they meet a married couple whom they become fond of - Rachel (Janina Gavankar) and Quinn (Timm Sharp). The show takes yet another ridiculous turn when Jimmy actually follows up on this by giving fellatio to Quinn.
Unfortunately, things don't end there. During a dinner with the couple, Gretchen, being uncomfortable with the whole situation, again has an outburst where she acts like she doesn't know what Jimmy is talking about, saying she never suggested him to do anything with Quinn, and that it was all his idea. Naturally, the couple leave never to be seen again, and Jimmy is left humiliated and embarrassed.