Second Date Update: Corey's Crazy Criteria

Awkward Tuesday: Nanny Zoned

Second Date Update: Ditch Me No Ditch You

FULL SHOW: 30 for 30 Challenge Date, Jeff Trapped at Work + Brooke’s Turkey Trouble (11/5/25)

Second Date Update Classics: Seafood Surprise + Philippines or Bust

Second Date Update: Karaoke Cryer

Awkward Thursday UPDATE: He Saw What He Saw

Second Date Update: 30 for 30

Awkward Tuesday: Girls Trip Mystery

Second Date Update: Red Flag Test

HALLOWEEN SHOW: Jeff’s Disney Villian Song, Boo’s & Booze Date + Ghost Hunter Prank (10/31/25)

Second Date Update Classics: It's A Costume Dummy + Blackout Drunk Shuttlecock

Second Date Update: Halloween Boos and Booze Bar Crawl

Blind Love Is? Halloween Edition

Second Date Update: Halloween Bean Dip Mystery

Awkward Tuesday: Dark Side of the Costume Contest

Second Date Update: Romeo and Ghouliet

FULL SHOW: Outed by Facebook Date, Nurse Alexis Fails + No Cake for Jeffrey (10/22/25)

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

Second Date Update: Get That Sizzle