Brooke and Jeffrey: Second Date Update

Latest episodes

Showing 20 · updated from the feed

Second Date Update: Froyo Fun

Right in the middle of a froyo date, Amanda threw caution to the wind and suggested a WILD IDEA to end their night. We’ve never heard a date like the one in today’s Secon

Nov 4
18 min

Awkward Tuesday: Babysitting Blues

A part-time babysitting job led one of our listeners into our email where she’s trying to figure out how to confront her “boss” about how she’s been treated! It's your Aw

Nov 3
18 min

Second Date Update: The Set Up

Meghan told herself she’d only go out for “one drink” but that night spiraled out of control and now she needs OUR HELP to fix her mistakes in your Second Date Update! S

Nov 2
18 min

FULL SHOW: Halloween COSTUME Reveal, Horror Fest Date + Monster (Laser) Stories (10/30/26)

Every Sunday, we host one of our FULL HOUR episodes from our main show feed Brooke & Jeffrey, and incase you missed it, here's our extra spooky Halloween show! FULL SHO

Nov 1
1 h 03 min

Second Date Update Classics: Real Life Ghosting + Halloween Ghostface Ditcher

Part 1 The couple in today’s Second Date Update went to a haunted house for their first date, but only one of them came out, and now HE wants our help getting ahold of

Oct 31
36 min

Second Date Update: Something Sticky Down There

Everyone in the room might have been shrieking at the time but that’s the moment Shawn knew he was in love! Can he regather the girl that’s been ghosting him? Find out in

Oct 30
18 min

Reverse Trick or Treating

It has a 0% success rate but that’s not gonna stop us! We sent Ashton out for REVERSE TRICK OR TREATING to see if someone will let him into their home! See omnystudio.co

Oct 29
17 min

Second Date Update: Float & Boat

One of our listeners was SO RELAXED on her night out with Vince, that she did something unintentional and kind of embarrassing. She thinks it’s probably why she needs our

Oct 28
19 min

Awkward Tuesday: Haunting of Boyfriends Past

Today’s Halloween Edition of the Awkward Tuesday Phone Call is a mortifying conversation between two people who REALLY don’t like each other anymore! See omnystudio.com/

Oct 27
19 min

Second Date Update: Haunted House Hero

One of our listeners said he met a woman during the spookiest time of the year but he never expected to be GHOSTED! We’re investigating and digging in for him in your Hal

Oct 26
17 min

FULL SHOW: Break Room Romeo Date, Jeff’s Busted Birthday + Brooke Goes to the Club (10/21/26)

Every Sunday, we host 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 J

Oct 25
1 h 09 min

Second Date Update Classics: Dutch Isn't Just A Language + Dry Lips & Hands On Hips

Part 1 Jake and Kim bonded on their date over their shared HATE for one specific thing… But now she’s not calling back? Maybe we can get her to explain coming up in you

Oct 24
36 min

Second Date Update: Apple Picking For The 1 Percent

Daniel was DESPERATELY trying to avoid answering one specific question on his date with Lilly. It got asked, it DIDN’T go well, and now he wants our help figuring out how

Oct 23
17 min

Awkward Thursday: HOA Candy Crackdown

The guy on the phone for today’s Awkward Thursday Phone Call DESPERATELY needs our help because his HOA is threatening to FINE him hundreds of dollars if he goes through

Oct 22
19 min

Second Date Update: Microwaved Salad Guy

One of our listeners has a crush on his co-worker and he came up with a plan to show her! It involves a microwave and a wilted bowl of salad… See omnystudio.com/listene

Oct 21
18 min

Awkward Tuesday Phone Call: No No No Show

Two weeks after tying the knot, Katherine wants an apology from one of her unruly family members for the way he acted at her wedding. Its your Awkward Tuesday Phone Call!

Oct 20
18 min

Second Date Update: Food Court Cutie

Susan said her date asked her a STRANGE question at the end of the night and was VERY disappointed by her response… You’ll hear the question and her answer in your Second

Oct 19
18 min

FULL SHOW: Jeff’s Ode to Pasta, Overly Romantic Date + Dumbest Healthcare Questions (10/16/26)

Every Sunday, we host 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 J

Oct 18
1 h 05 min

Second Date Update Classics: Bathroom 911 + Big Fajita Energy

Part 1 Nick is willing to tell us the MOST EMBARRASSING date night of his life… in hopes it will get him another shot with the woman he loves. Will it be worth the humi

Oct 17
37 min

Second Date Update: Vacation On Me

Kyle made ONE SLIGHT adjustment to his dating profile and he ended up matching with a woman he calls “The real deal.” So why does he need our help? We’ll figure it out in

Oct 16
18 min

Chart trend

Position in the Comedy chart (US), last 90 days.

#1#33#64AugSepOctNov

#17

all-time peak

566

days in the top 50 since Nov 2024

Chart positions

Where Brooke and Jeffrey: Second Date Update ranks today in each Apple Podcasts chart (US, Nov 4, 2026).

#64 ▼ 7 Comedy US

What listeners say

A curated, balanced selection of Apple Podcasts reviews.

I found this podcast last year, and listen to it while I’m at work. I have ADHD, and it keeps me focused on my super boring job AND keeps me smiling and in a good mood at work. I’m sure I look like a crazy person as I’m laughing aloud to my spreadsheets and your humor. Love Brook’s level head and empathy for some of these crazy people, Jeff’s absurd humor, Jose’s energy, and Alexis’ attitude. Keep it up! I’m only sad that I’m caught up and have to wait for them to come out in real time now. Heading to the full show podcast when I finish this one. Thanks and hello from Atlanta!

Allison E. M. · Apr 2026

Omg you guys bring joy and laughter into my life! I love Jeff’s sarcasm, Brooks honestly and Jose. OMG I thought I had a crazy laugh, but your laugh seriously makes me smile and laugh loud every time I hear u! lol Im so glad I came across your guys station in the car over 4yrs ago, thank you for making my days better with laughter. Love you guys, keep it up!

Rabbit006 · Apr 2026

For over a decade, your show hasn’t just been something I listen to—it’s been part of my life. What started with me turned into something even more special: now my mom and both of my daughters are hooked too. Three generations, all laughing along together. Listening to you feels like sitting at the best kind of family gathering—full of love, laughter, and those perfectly hilarious, no-holding-back opinions we can’t get enough of. You’ve created something truly special. Please don’t go anywhere—we love you!

MoBody9 · Apr 2026

I just saw a bunch of reviews bashing on Jose, “the guy in the background,” and I wanted to say, us real fans love you Jose! Even though you’re not the main two cohosts, you add a bright ball of joy to the show. I remember hearing the show years ago on the radio as a kid, I think it was Jubal back then and I remember Jose laughing in the background a ton, which was hilarious and memorable. Finding the podcast again about 2 years ago, I instantly recognized the iconic laugh from Jose. And it instantly hooked me back in and now I’m a diehard listener! Jose’s laugh makes me laugh, it’s bright, it’s contagious, and you can tell he has a lot of fun. It’s something most other shows don’t have which makes other shows less entertaining - just regular people talking, no silly fun Jose. So, Jose, keep doing you! You add light, happy, unique, and fun energy to this show like no other! Not to mention your incredibly hilarious phone tap characters! And plus, with 90% of Jeffrey’s humor coming from bashing on poor Brooke (we love you Brooke!), which is only half funny and half annoying, Jose is a nice changeup to have in the room. Still love you too Jeffrey! Just wish you went to more places for humor than Brooke-bashing. But still, you guys are the best.

UltraMegaFreshGuy · Dec 2024

We strive to present a balanced view by showing a diverse range of reviews from Apple Podcasts.