The ladies are back in the city for the fall, and Bethenny is excited to be living in a home that she loves, all while continuing to find balance between working, dating and dealing with the stress that accompanies a chaotic divorce. After a year of lovebird bliss, Carole and her boyfriend, Adam, are still going strong. Meanwhile, Ramona adjusts to newly single life and takes advantage of all that the Manhattan dating scene has to offer. With her daughter away at boarding school, Sonja experiences empty-nest syndrome and invites Luann to stay at her townhouse, ...
Bethenny begins planning a tailgate-chic BBQ birthday party to take place at her Hamptons home. Meanwhile, on the Upper East Side, Luann and Sonja bond over sparkling rosé and their desire to settle down. Dorinda visits Ramona's revamped post-Mario apartment and invites her to her lingerie party. Carole and Bethenny meet up to discuss Carole's relationship with Adam, as well as her ongoing drama with Luann. On the night of Dorinda's lingerie party, Bethenny confronts Dorinda about overselling John to the ladies, which opens the door for Ramona to reveal a shocking ...
Chaos from the lingerie party continues as Dorinda confronts Ramona, shocking Jules, the newcomer to the group. The night heats up when John arrives at the party uninvited, ready for a showdown with Bethenny. As Bethenny and John go head to head, an embarrassed Dorinda decides it's time to ask John to leave. After the dramatic night, the ladies are excited for a relaxing weekend in the Hamptons to celebrate Bethenny's birthday, but everyone seems to have a different perspective on the situation that took place between John and Bethenny. Dorinda agrees to go to dinner ...
The ladies continue their fun weekend in the Hamptons, and Dorinda preps John to apologize to Bethenny. The ladies begin to arrive at Bethenny's house ready to party, but Bethenny avoids John and his attempts to apologize, making everyone uncomfortable. Although Carole doesn't want to engage Luann, Luann pursues her until she relents, and they decide to hash out their issues. When Bethenny finally decides to hear John out, it escalates into another confrontation, but seeing Dorinda upset, Bethenny decides to extend an olive branch to him. The next day, Jules decides ...
Jules airs her grievances to Dorinda and Carole concerning Bethenny's abrasiveness during the Hamptons trip. Bethenny gains a newfound respect for Jules when Jules opens up about a personal struggle. Meanwhile, Ramona finally tells Sonja why she has avoided spending time with her. Then, Ramona hosts an eventful birthday lunch where Luann makes a re-gifting faux pas, Bethenny confronts Luann about her behavior over the summer, and Dorinda delivers a double-edged toast.
Carole hosts a psychic session that turns ugly when Dorinda gets an unexpected reading that leads to raised voices between her and Ramona. At Sonja's birthday party, Luann and Ramona bicker over Luann's influence on Sonja and Luann's ill-received birthday gift to Ramona. And Sonja reveals her latest business venture that immediately causes concern amongst some of the women.
When Sonja stops by Bethenny's office for a chat, she is caught off guard by Bethenny's response to her new business. Meanwhile, Luann officially moves in with Sonja, Jules hunts for a new nanny, and Carole fosters a kitten while working on a vegan cookbook with Adam. When Ramona and John get into an argument over the incident, it's Dorinda and Ramona who find themselves on the outs after an epic sidewalk screaming match.
Bethenny hosts a holiday party where the topic of discussion is a trip to the Berkshires. Luann introduces her new boyfriend to Dorinda and Jules at an intimate couples dinner. The women discover Ramona shares a past with Luann's man. As Bethenny arrives, the revelation that Luann is living with and "mentoring" Sonja leads to a major confrontation.
The holiday spirit hits a rough patch when tensions between Luann and Bethenny reach explosive levels. Ramona accuses Luann of breaking the girl code. As Luann attempts to defend herself, Dorinda has an epic meltdown of her own. Meanwhile, Jules' first weekend away with the ladies takes a turn as she is confronted with a family emergency.
The saga in the Berkshires continues with round two of Bethenny vs. Luann. Back in the city, Jules has to adjust to life without a nanny. Sonja's feeling the pressure from Luann and Ramona to apologize to Bethenny, but it doesn't go quite as Sonja had planned.
Still dealing with the fallout from her Tipsy Girl venture, Sonja decides to change her partying ways. Her roommate, Luann, has a surprising announcement of her own. Bethenny invites some of the women on a trip to Mexico, but divides the group as they vote on who should come. On a double date with Dorinda and John, Jules hits a boiling point with Michael. And, Bethenny has a conversation with Luann that leaves her speechless.
It feels like old times for Ramonja as Ramona and Sonja get their friendship back on track and plot how Sonja can get back in good graces with Bethenny. Jules shares a secret business project with Michael, who is both surprised and impressed. Bethenny has a health scare on a shopping trip with Dorinda.
Carole meets up with old friend Heather Thomson for a winter ice skate in the park. Sonja takes a trip down memory lane with Dorinda when she attempts to clean out her basement. Bethenny gets news about her health that she's not prepared to hear. At Luann's cocktail party, Ramona tries to convince Luann she needs to mend fences with Carole, but Luann's not having it.
Despite her health issues, Bethenny glams it up for a Skinnygirl event. Jules sees her plastic surgeon to get an update on her injury. After a get together, Dorinda clues Luann into the rumors that Ramona has been spreading about her. When the ladies get together for drinks, Luann confronts Ramona and Sonja shares shocking news about her relationship with Tom, Luann's boyfriend.
Riled up from listening to the girls talk badly about Luann, Jules gives Bethenny a piece of her mind. After insulting Luann at the dinner, Ramona attempts to ease tensions with her, but Luannâ€TMs not ready to let Ramona off the hook. Sonja hosts a dinner party for Dorinda, Jules and their men, and is surprised by the blind date sheâ€TMs been set up with.
The ladies arrive for a night of fun at the Mohegan Sun Casino and everyone is in good. Once back in the city Carole and Adam discuss their future and the future of their cookbook. Ramona has conflicting discussions with both Sonja and Dorinda about planning Luann's engagement dinner. Bethenny packs for a short, but ill-advised trip with Bryn. And Luann's engagement dinner serves up a new trip announcement.
After canceling Mexico and Hawaii because of Bethenny's health issues, the ladies decide to vacation in Miami. While excited about the trip, the ladies are conflicted about Luann's last minute engagement party in Palm Beach. Ramona has unresolved issues with Luann while Sonja has unresolved issues with Tom. Jules visits her parents in Boca Raton. Bethenny visits with a friend in Miami and reveals she has information that may jeopardize Luann and Tom's future together.
Bethenny shares a damaging secret about Luannâ€ôs relationship with some of the ladies. Out on the town Luann continues to gloat about her engagement, while Bethenny and Sonja do some undercover work and make a confrontational phone call. The final morning in Miami opens the door for an upsetting conversation that leaves Bethenny no choice but to share this scandalous secret to the person it could hurt the most.