episodes
- 1. Ruby & Denny: Toxic Relationship Ruby delves into her man issues and a tense encounter with her ex-boyfriend Denny leads to a couples counseling session with Dr. Jane.
- 2. Secrets in the Attic Following her weight gain, Ruby discovers letters from her childhood while cleaning out the attic and is shocked and upset at them. She has a counseling session and a meeting for her Woman's Fat Night...
- 3. Ruby's High School Reunion Ruby & friends have a garage sale to raise money for Ben's move to Los Angeles for music school. Ruby's childhood friends show up and they have a dinner. Meanwhile, Ruby tries to discover more about h...
- 4. Ruby Goes Under Ruby & the gang go out to LA to help Ben set up for music school. While there, they enjoy time at a water park. Ruby then speaks with Melissa and they go to a Reiki session, where she starts blowing u...
- 5. Ruby's Beach Meltdown Ruby, Georgia & Jeff go to a mall, where she meets someone at Lane Bryant. She then decides to go to a yogurt shop, while her friends go get hot dogs on a stick, which is a decision she didn't like. T...
- 6. Ruby Falls for a New Guy Ruby & friends go to a show, where she meets a guy named Ian. All throughout the episode, Jeff & Georgia think that Ian & Ruby are in a relationship, something she constantly denies. She goes for a wa...
- 7. Always a Bridesmaid Ruby is throwing an engagement party for an old friend named Anna. Denny comes into town and Ruby does her best to control herself. An argument breaks out at the pool. Her gang surprises her with a du...
- 8. 50 Pounds & Gaining Ruby returns from her month in Los Angeles and meets with Dr. Jane, then afterwards, Carrington calls and she invites her to spend a day with her. Jeff & Ruby go to a store to get gifts for Carrington...
- 9. Ghosts of Childhood Ruby & her friends make little signs on paper to post around the house. Ruby & Denny go out to dinner, where Denny asks her to please continue the journey. They then go to a charity baseball game, whe...
- 10. Ruby Faces Rosie Ruby & Jeff go to New York City for Ruby's appearance on Rosie O'Donnell's radio show. They walk and Ruby struggles when she constantly is bumping into the passing people. Ruby appears on the radio sh...