Second Date Update: Randall Is Back For More

Up next

Today vs Back in the Day (9/5/26)

We're pitting the generations against each other with the ultimate trivia game, it's Brooke vs. Alexis!See omnystudio.com/listener for privacy information.

. 16min 6sec

FULL SHOW: Jeff’s Back to School Parody, Zoo Zaddy Date + Dumbest Celeb Moments (9/4/26)

FULL SHOW: Friday, September 4th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

. 1h 4min

Recommended Episodes

Second Date Update: Randall Is Back For More

Brooke and Jeffrey: Second Date Update

After many failed romantic encounters...and a couple of outright scams...one of our most lovable listeners is back! He says this time is different because he finally executed the perfect date night, at least for a few minutes. We'll find out what went wrong this time in your bran ... Show more

. 18min 34sec

Second Date Update UPDATE: We Built This Thing Together

Brooke and Jeffrey: Second Date Update

Get your 2nd Date Update Merch For A Cause HERE! Not everyone is wired to be ultra-romantic… that was an issue for one of our listeners months ago when they were on our show. Today he’s back and we’ll see if anything has changed since then in a Second Date Update UPDATE! See omn ... Show more

. 17min 13sec

Second Date Update: Recreate The Scene

Brooke and Jeffrey: Second Date Update

One of our listeners decided his goal was to bring the magic of RomComs to his dating life. You’ll find out how during an all new Second Date Update!See omnystudio.com/listener for privacy information.

. 17min 15sec

Second Date Update Classic: Soulmate Psychic

Brooke and Jeffrey: Second Date Update

One of our listeners had a GREAT first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things… Hear what he sent coming up in your Second Date Update!See omnystudio.com/listener for privacy information.

. 16min 5sec