Jimmy and Rachel each design the avatars for their ideal mates, but will their chemistry be picture perfect IRL?

Anthony goes on rapid-fire dates with 4 men vying for his attention. The only problem: he has no idea what they actually look like.

Gisela and Andre try to recapture their youth over milkshakes in a 50s diner. Can these retirees virtually slow dance their way to love?

Sara is scared of everything; Andrew isn't scared of anything. We dropped both of them into an abandoned school for a virtual date, but they quickly realize that they aren't alone...

A former punk and a reformed bad boy revisit their high school years in this romantic time-traveling date.

Gloria and Leon are dropped on a deserted island with a selection of objects that will lead them to discover how much they have in common.

Ladaska and Otis go on a date designed by Ladaska's kids. She has never been on a vacation—and has never been set up by her children. Today in virtual reality, she'll do both!

Brian and Alex compete in a battle of wit and physical skill to win the heart of Stephanie, our mysterious host for this competitive date.

Kaitlin and Sal play a series of games designed to make them reveal deep truths about themselves that usually wouldn't be shared on a first date.