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Tensions mount after Annie and Jake discover one of them has already watched the highly-anticipated season finale of their favorite program, that they had recorded to watch together.
Meanwhile, Gil and Dennah get involved in a pyramid scheme.
Meanwhile at work, Annie has to deal with her boss, Janet (Michaela Watkins), who is impossible to please.
After Annie discovers Myrna has been flirting online with a man named Chuck (Jim Piddock), she schemes up a face-to-face meeting between them, but Myrna has reservations about getting back into the dating game because of how Jake will react.
In addition, several guest stars on Marry Me — including Rob Huebel, Rob Riggle, Nat Faxon and Ryan Hansen — also had guest appearances as different characters on Happy Endings.
In the series premiere, emotionally volatile Annie flips out and goes on a tirade about her longtime boyfriend Jake's inability to commit right at the moment he's about to propose to her, insulting all their family and friends in the process.
This series follows what happens to longtime couple – high-strung Annie (Casey Wilson) and easy-going Jake (Ken Marino) – when their deeply committed relationship turns into a long and bumpy ride on the way to the altar after the question of "Will You Marry Me? After six years together, the couple struggles with trying to decide whether a whirlwind of big fights and botched marriage proposals spells doom for their relationship, when instead they discover a series of "signs" that they think means they are meant for each other.
Faced with proposals gone awry and a string of other unfortunate coincidences, Annie and Jake find themselves destined to be together whether they can get it together or not.
Dennah also enlists the help of her Gary and Laguna to perform a polygraph test to find the truth.
Annie tracks down Jake's old college friends "The Boyz" when she realizes Jake doesn't have any groomsmen for the wedding.
Annie attempts to host the family Thanksgiving gathering for the first time, but first has to break the news to Jake's mom, Myrna, who was always in charge of hosting Thanksgiving in the past.
Myrna appears to be supportive at first, but Annie eventually realizes that Myrna sees this as a competition between them as the most important woman in Jake's life.
Three of the original six series regulars – Casey Wilson, Ken Marino and Sarah Wright Olsen – also appeared on Happy Endings, albeit in different roles.