Kento hasn’t had much opportunity to meet women and steps out on his first date ever. Di, a transgender woman braces herself for what she feels could be her last throw of the dice on the dating scene.

Olivia’s first ever date ends with a question mark, and she fills her mum Kerry in with all the details. Charles prepares to step out on his first ever date and seeks advice from a relationship expert.

Charles found dating one-on-one intimidating so the idea of a speed dating event has him reaching for best collared shirt. Jack and Phoebe have a lot in common, including a tummy full of butterflies.

After her romantic dinner date, Olivia is having feelings she hasn’t experienced before. Charles readies himself to step out on a date with someone new, hoping he can keep his nerves in check.

Charles prepares for his very first second date, but he worries he isn’t good enough for his suitor. Liv meets a young man at the beach for her first ever date.

Olivia’s relationship continues to develop, and she takes the next step by inviting her date to meet the family. Dianne’s first date continues, with the two women continuing to bond.