Six singles arrive at the resort, a place which will turn back the clock and give them a chance at love with a variety of people from their past.

After a night of reunions, the Singles and their first Arrivals wake up with mixed emotions; everyone goes on their first dates, sparks fly for some while the memories fizzle out for others.

The Portal complicates things with more new Arrivals; Ashley catches a break; Nigel asks tough questions to avoid breaking bro code, Vince finds nostalgic romance, and Jeff is reunited with another supportive chapter of his coming out journey.

Kasey reels from a betrayal by Allyssa while Ashley begins to fall for one of her Arrivals; Vince and Isabel play love games, Jeff decides to host a pool party, inviting all the Arrivals, leading to the most explosive night yet.

The Portal reopens for Jeff and Kasey as the pool party unravels; Jeff gets a coworker with a crush, and Kasey's cheesy hometown neighbor wants a chance at love.

Allyssa gives The Portal one last chance to introduce her to someone she likes; The Portal fires up and serves Ashley an old flame; Kasey goes on the cheesiest date ever.

Jeff's latest Arrival gives him a reality check, Allyssa's Arrivals declare war to win her heart, a scorned woman comes through The Portal for Nigel, putting the pressure on his other arrivals; Vince dreads making a decision.

Ashley shocks everyone with an unexpected, game-changing decision; the drama continues as Kasey angrily confronts an arrival, Jeff wigs out on a date, and Nigel is forced to confront his past mistakes.

The Singles and their Arrivals gather for a night under the stars; The Portal closes soon, an arrival gets cold feet, so Vince questions her commitment.

The Portal opens one last time to reveal a shocking surprise that hits home; Betty Who drops in to tell the Singles that their time is up and it's time to make their final decision.