Annie & Fran attend the Fat Babe Pool Party. Annie is so empowered by the experience and so furious with her boss, Gabe, that she posts a body positive article to the paper’s website that explains exactly what it’s like to be a fat woman in today’s world.

Annie receives an invite to Gabe's monthly salon. There she meets the publisher of The Thorn who is impressed with her work. Annie sees that she has been selling herself short in her work life and her love life and maybe needs to push herself further.

Annie goes with Fran to her cousin's traditional Nigerian wedding. Fran reconnects with her parents and has to deal with their old issues. Annie reconnects with Fran's brother Lamar and is forced to question whether Ryan is really a good match for her.

Annie, Will, Fran, and Emily spend a weekend at the Oregon coast, and Annie and Fran reminisce about the early days of their friendship.

Annie's been putting herself out there more than ever and her life is becoming a tornado of both good and bad. She is forced to confront her boyfriend, her boss, her roommate, and even her troll.

While Annie deals with the fallout from her “Hello, I’m Fat” article with Gabe and her troll, Ryan guides Bonkers through an accidental mushroom trip.

Gabe finally gives Annie a meaty article to write – about a women in business convention. Initially impressed, Annie realizes that it's really a way to monetize feminism. Gabe guides her to the conclusion that society just wants to put women in boxes.

Annie and Ryan escape the potential wrath of the Troll and go camping. But reality comes crashing down when Annie finds out her dad is alone and her mom skipped town to Vancouver.

For her first big investigative piece, Annie visits a separatist community outside of Portland. But is she out of her depth? Fran and Emily make a sex tape. Annie tries to move things forward with Nick.

Amadi sets Annie up on a disastrous blind date. Fran is sick of working from home and takes a job at a salon. Bill and Vera make a big announcement about their future.

Annie faces backlash over her separatist article, and realizes she might deserve it. Fran introduces Emily to Nigerian food, and her mother.

Annie’s writing her first article, going on her first date with Ryan and, finally, asking more from the people in her life than she has before. Things are looking up, until an internet troll appears and tries to drag her self-esteem back down where it started.

When the morning after pill fails and aspiring journalist Annie winds up pregnant, she weighs the pros and cons of having a child with her hook-up buddy. The decision-making process forces Annie, with help from her best friend Fran, to figure out who she is and what she wants from her life.

Annie starts her freelance career by interviewing the Troll. Fran is heartbroken after she finds out Vic is not exclusive. When no one reads Annie's article, she realizes going freelance may not be as positive a move as she thought when she quit The Thorn.