Season 1 of The Time We Were Not in Love premiered on June 27, 2015.

Oh Hana and Choi Won are incredibly close platonic friends: throughout 20 years, they've braved it all through thick and thin. As Hana's 30th birthday approaches, Won extols the virtues of aging as a man—like a wine—while explaining that women are like grapes that shrivel into raisins. Determined to prove him wrong, Hana strikes a bet on which of the two will marry before turning 35. Can these two friends make the ultimate leap?