Awkward Tuesday: A.I Fail| Listen on Anghami

Today

Awkward Tuesday: Enhancement Anxiety

One of our listeners is struggling with the news that his girlfriend wants to get plastic surgery… HOW does he respond and is it better to tell the truth or lie? We’ll help him out in an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

19m 16s

Yesterday

Second Date Update: Surprise Surprise

One of our listeners got one of the BEST compliments a guy could get from a girl at the end of the night, but he’s PUZZLED why she’s not calling him back! We’re on the case in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

18m 21s

Aug 9

FULL SHOW: Horror Movie Date, Jeff’s Discount Humiliation + Brooke's Pickleball Shame (8/5/26)

Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, August 5th 2026 Curious if we look as bad as we sound? Follow us @Bro ... Show More

1h 5m

Jun 2025

Second Date Update Classics: Vacation Date Gone Wrong + Old Flame New Burn

Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in the most DRAMATIC and UNCOMFORTABLE situation of her entire career. Part 2 There’s some topics you just don’t bring up on a first date. One of our listeners didn’t follow that rule a ... Show More

36m 7s

Oct 2025

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

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ... Show More

36m 4s

Apr 2025

Awkward Tuesday: 15 Minutes of Gurt

How do you tell someone you love that their wildest dream might not be achievable? One of our listeners has that very problem with her boyfriend and she chose to email us for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

16m 17s

Jun 2025

Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night

Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll get her to come clean in your Second Date Update. Part 2 The entire show was very surprised by how today’s Second Date finished. And we think all ou ... Show More

36m 27s

Jan 2025

Second Date Update: Standup Standoff

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information.

17m 1s

Aug 2024

Awkward Tuesday: Ex So Nice Dumped Her Twice

Can you breakup with someone and NOT leave them hating you? We're going to help a listener try to pull it off in today's Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

14m 48s

Mar 2025

Blind Love Is? Fan Favorite: Doll Beds

We're adding a little extra content to help you get over the Sunday Scaries! Two of our listeners will test the waters and see if they connect romantically when they speak to each other for the first time on our show!See omnystudio.com/listener for privacy information.

14m 48s

Jun 2025

Awkward Tuesday: Prenup or Pre-NOPE

One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

17m 30s

Sep 2025

Second Date Update Classics: Fin Dumb + Model Convention

Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're about to find out what those letters are and what they mean coming up.Part 2 The peculiar thing one of our listeners saw when he picked up his ... Show More

36m 5s

Dec 2024

Second Date Update: Happy Shamaversary

One of our listeners tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved lunches. You’ll hear what happened in a Second Date Update!See omnystudio.com/listener for privacy information.

17m 48s