It starts out in the morning where Princess Carolyn is very happy with her situation; a caring boyfriend, a baby on the way, and a high-end client.
Ralph allows her to have a little sip of coffee, but Princess Carolyn accidentally spills it on her clothes and breaks her necklace.
Ruthie then informs her class that this particular day would suck.
Princess Carolyn plans on getting Courtney Portnoy another acting gig in a movie called Corpse Me If You Can-Can. However, this turns out to be a set up as Courtney fires her for the failures of Ms.Taken and her and Todd's sham wedding. Determined not to let this get her down, she calls up Mr. Peanutbutter for a possible new acting gig. Mr. Peanutbutter tells her he's busy helping Woodchuck on the election against Jessica Biel and Katrina.
Meanwhile, BoJack has decided to go to the courthouse of Hollywoo to find Hollyhock's birth certificate and brings Diane along as Hollyhock is too busy "counting her teeth." Their efforts turn fruitless, however, as BoJack gets fed up with the long lines and paperwork. They wind up leaving empty-handed.
Princess Carolyn goes to Whales to get her necklace fixed.
Ruthie explains that Princess Carolyn's necklace was a priceless family heirloom from the old country. It was the one item her grandmother refused to sell despite the family's extremely poor conditions so that she could pass it down to her descendants. The necklace would remind them that they came from "generations of strong women who always landed on their feet."
While at Whales, Princess Carolyn meets up with Charley Witherspoon, who mentions the offer he made her last year to merge companies. According to Charley, Judah told him she wasn't interested, which is news to Princess Carolyn. She tries to get Judah to confess to it, but he does not confirm the situation.
Princess Carolyn heads over to the doctor's office for a check-up on the baby, but unfortunately, she learns she has had another miscarriage. The doctor informs her it isn't likely she'll get pregnant again.
Her day gets even worse when she finds out her necklace, which she believed to be a family heirloom since her grandmother, turns out to be a fake costume jewelry necklace from JCPenney.After she gets in her car, Princess Carolyn finally breaks down crying. However, she is forced to collect herself when Ralph calls. She lies and tells him everything is OK. Ralph tells her she's so easy.
At the office, Princess Carolyn starts drinking alcohol when Judah comes in. She confronts him about the offer Charley made, and Judah admits that he was only trying to protect her. Princess Carolyn, however, is angry that he lied to her, and fires him as her assistant.
Princess Carolyn later goes to dinner with Ralph, but is very reluctant to tell him about the miscarriage, eventually deciding to leave after hearing the waiter greeting celebrity female clients named "Miss Carey" or "Miss Carrie" and sounding an awful lot like "miscarry."
Instead of going to Ralph's place, she returns to her old apartment, only to see Todd's horrifying Clown Dentist practice at work.
Later that night, she drinks heavily at a party with Todd and the clowns when Ralph comes over. An argument happens with Princess Carolyn revealing the miscarriage, and adding in the reveal that this is the fifth one she had throughout her life.
While Ralph wants to try and look for other options to have a baby, Princess Carolyn, feeling as if she failed at being his "easy" girlfriend and refuses to give up on trying to get pregnant herself, breaks up with him.
Princess Carolyn goes back to the office, when BoJack calls her, about the terrible day he had. Princess Carolyn, who also possibly had the worst day of her life, tells him that whenever she has a bad day she imagines that her future descendant is talking about her in class.
While BoJack points out that all of that is fake, she sadly notes that it makes her feel better.
|Will Arnett||...||BoJack Horseman|
|Amy Sedaris||...||Princess Carolyn|
|Alison Brie||...||Diane Nguyen|
|Paul F. Tompkins||...||Mr. Peanutbutter|
|Aaron Paul||...||Todd Chavez|
|Diedrich Bader||...||Judah Mannowdog|
|Raphael Bob-Waksberg||...||Charley Witherspoon|
|Kristin Chenoweth||...||Vanessa Gekko / Mrs. Teach-Bot|
|Raúl Esparza||...||Ralph Stilton|
|Sharon Horgan||...||Courtney Portnoy|
|Ben Schwartz||...||Rutabaga Rabitowitz|
|Sasheer Zamata||...||Jewelry Store Clerk|
- Princess Carolyn has another miscarriage, and it's very unlikely she will be able to get pregnant again.
- Princess Carolyn and Ralph break up.
- Princess Carolyn saying "Who knew Portnoy had so many complaints?" is a reference to the novel Portnoy's Complaint by Philip Roth.
- "The Pig Bang Theory" poster is seen and also in The BoJack Horseman Show.
- This is the second of four episodes that are centered around Princess Carolyn :