Annie Walker (Kristen Wiig) has been in a tailspin since her bakery, "Cake Baby,” failed during the recession. She’s presently in danger of losing the job she got at a jewelry store after a member of her mother’s (Jill Clayburgh) support group took pity on her.
Annie’s problems at work stem from her bad habit of openly expressing her skepticism about marriage to customers shopping for engagement rings. She has good reason to be cynical, between hearing her biological clock ticking and her poor track record in relationships, including the shallow guy (John Hamm) she’s currently involved with who treats her like a doormat.
Annie is also close to being kicked out of her apartment by her roommates (Rebel Wilson and Matt Lucas) for falling behind in rent which means she might have to move back in with her mom. All of the above make it easy to understand why Annie has such mixed emotions upon being asked to be her best friend Lillian’s (Maya Rudolph) Maid of Honor.