Podcast Episodes

Second Date Update: 15 Minutes Of Lame

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11 hours ago

Awkward Thursday: Hello Universe, Are You There?

Humiliation happened not once but THREE SEPARATE TIMES to one of our listeners, but he’s not ready to give up. In fact, he wants our help with an Awk…

1 day, 11 hours ago

Second Date Update: Farmers Market Only

One of our listeners purposely arrived OVER AND HOUR AHEAD of their date, and you’ll never believe what they used that time to prepare for. Find out …

2 days, 11 hours ago

Awkward Tuesday: Ferrari To Friendzone

The woman on the phone today DEEPLY regrets the compliment she paid to a guy, he took it the WRONG WAY and now Jose and Brooke are gonna have to dig …

3 days, 11 hours ago

Second Date Update: Dirty Danny the Sexy Shoe Salesman

What’s the boldest move a woman can make on the first date? Our listener on the phone today fears she might have pushed it in her interaction but we’…

4 days, 10 hours ago

FULL SHOW: Jeff’s Spring Cleaning Song, Brooke’s Radio Wisdom + In Walks the Ex Date (3/27/26)

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fe…

5 days, 14 hours ago

Second Date Update Classics: Pink Doesn't Stink + Unconventional Beauty and the Feast

Part 1

One of our listeners had women FLOCKING to him thanks to one subtle change to his wardrobe. Hear what it was in your Second Date Update.

Part …

6 days, 13 hours ago

Second Date Update: An Ex Walks Into A Bar

You’re gonna be shocked when you hear how BRIEF the conversation was that brought our listeners date to a COMPLETE and INSTANT STOP. Avoid this sente…

1 week ago

Second Date Update UPDATE: Marathon Date

One of our listeners ended up on a 10-hour long marathon first date and the only thing more shocking than that... is what happened after we hung up t…

1 week, 1 day ago

Second Date Update: Dog Parks and Daughters

Our listener wasn’t TRYING to find a romantic connection, it was her 7 year old DAUGHTER who wanted to do it for her. Hear how a sneaky 2nd grader in…

1 week, 2 days ago