Married at 20, Asea is sharing why she got married so young and how she and her husband came together despite him not being her type initially. 

Inayah is newly "un-single" and she's not quite ready to categorize it as a relationship until she's sure there's a future with her younger boo. Inayah is sharing what it's like dating a man four years her junior and how she's showing him the ropes of an adult relationship. 

Model De'Ana Fierce made the decision to come out to her parents in college, and it put a strain on her family. De'Ana has stayed true to herself alongside her partner of 11 years. She's sharing how their foundation of friendship has brought them through difficult times. Tennesha helps De'Ana to move forward and share her future plans with her family.

Tennesha is talking about her recent life change and answering listener questions about what it's like dating a man with children. She's also giving advice on navigating communicating in your relationship, not straying your marriage, and sharing why you should ask for a credit score up front.  

Essence is back for part of 2. Hilarity ensues when she shares her most memorable dates during the 12 years she's been single. She discusses everything from fancy dates at Chipotle knockoffs to the guy who was determined to feed her venison.

Essence has been singe for the last 12 years. During that time, she encountered many frogs, including a few who have gotten other women pregnant while dating her. She is talking about life in the friend-zone and sharing why she has given up on the 'Say Yes to the Dress' fantasy.

Giavanna is sharing how turning 30 caused her to re-evaluate her friendships and recognize that every friend is for every-thing. She also reveals why she wants kids but is okay without marriage. Tennesha and Giavanna debate about whether it’s really okay to “date the man that works at McDonald's.”

Jazmin remained celibate through an entire 7-year relationship, but that changed when she became "smitten" for the first time. She went against her better instincts and ignored red flags, which lead to heartache. Jazmin shares how she was humbled by that experience and the lessons it taught her about loving unconditionally.

Panama joined Tennesha on DRL over two years ago, where she labeled him as "the wild one" and "a player." Now, almost 30, Panama is back to share what he's learned about relationships and why he's gotten real with women about who is and what he wants. 

Danielle recounts her journey from bride-to-be to single. She is sharing why she fell in love with the fantasy of marriage and how she realized she was with the wrong man which led her to embark on a journey of discovery and self love.