Second Date Update: Lipstick Dipstick
01 Aug 2025
Contributed by Lukas
Our listener on the phone today says his entire night was ruined when his date reached down and pull...
Textual Healing: Mass Text Madness
31 Jul 2025
Contributed by Lukas
One sassy email has sparked an ELECTRIC situation between neighbors and now we’re being roped ...
Second Date Update: Floral Intentions
30 Jul 2025
Contributed by Lukas
One of our listeners tried out the dating app PLENTY OF FISH… and you’re not gonna beli...
Awkward Tuesday: Road Trip Singer
29 Jul 2025
Contributed by Lukas
One of our listeners says she LOVES her boyfriend just the way he is…. Except for ONE THING. ...
Second Date Update: Can I Cut In Lime?
28 Jul 2025
Contributed by Lukas
A single phone call caused the guy in today’s Second Date Update to RUN OFF of his date with s...
Second Date Update Classics: Secret Selfie + Day Date Surprise
26 Jul 2025
Contributed by Lukas
Part 1 You won’t believe what one listener pulled off while on her date. Jose was FREAKING OUT...
Second Date Update: One More Refill
25 Jul 2025
Contributed by Lukas
A request made at a dinner date might have crossed the line… but the listener on the phone sa...
Closure Call: Dumped Via Text
24 Jul 2025
Contributed by Lukas
One of our listeners was DUMPED over text! All he really wants is answers and all we can offer him i...
Second Date Update: Hearts and Crafts
23 Jul 2025
Contributed by Lukas
One of our listeners discovered a little trick to exchange phone numbers with someone in public with...
Awkward Tuesday: Work Friend To Boyfriend
22 Jul 2025
Contributed by Lukas
One of our listeners says that a romantic spark is happening with her coworker and now she needs our...
Second Date Update: Sea Meat Surprise
21 Jul 2025
Contributed by Lukas
The woman on the phone today claims that she discovered a place that is swarming with career driven,...
Second Date Update Classics: Childlike Wonder What Happened + Silent Dancer
19 Jul 2025
Contributed by Lukas
Part 1 The guy in today’s Second Date is a PROUD single-dad, but he thinks it also might be th...
Second Date Update: Randall Is Back For More
18 Jul 2025
Contributed by Lukas
After many failed romantic encounters...and a couple of outright scams...one of our most lovable lis...
Second Date Update UPDATE: 5 Second Holiday Makeout Hack
17 Jul 2025
Contributed by Lukas
A couple that met at holiday work party did a 2nd date with us way back in December. And after ...
Second Date Update: Family Dinner Drama
16 Jul 2025
Contributed by Lukas
One man was stuck in the friend zone for 20 YEARS until he got a call that changed his life...You&rs...
Awkward Tuesday: Stepmom Thirst Trap
15 Jul 2025
Contributed by Lukas
One of our listeners is freaking out over what his new stepmom just posted online...He says it has p...
Second Date Update: Red Light Green Light
14 Jul 2025
Contributed by Lukas
In today’s Second Date Update there was one moment that brought the evening to a SCREECHING HA...
Second Date Update Classics: Recreate the Scene + Lifetimes of Love
12 Jul 2025
Contributed by Lukas
Part 1One of our listeners decided his goal was to bring the magic of RomComs to his dating life...N...
Second Date Update: B Dub Flub
11 Jul 2025
Contributed by Lukas
When the woman on the phone today described her job to us we were SHOCKED… but is it somethin...
Blind Love Is? Kissing Animals + Serenade Escapade
10 Jul 2025
Contributed by Lukas
For the past few months we’ve been doing our own knock-off version of Netflix’s “L...
Second Date Update: A Slip of the Ex
09 Jul 2025
Contributed by Lukas
One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a b...
Awkward Tuesday: Kids Party Problem
08 Jul 2025
Contributed by Lukas
After something went awry at a kid’s birthday party ONE YEAR AGO something is STILL causing a ...
Second Date Update: Vacation No No
07 Jul 2025
Contributed by Lukas
One of our listeners planned a first date to last 5 full days with a woman he had never even met bef...
Second Date Update Classics: Fast Service Disservice + Give A Hero A Chance
05 Jul 2025
Contributed by Lukas
Part 1 One of our listeners had a very awkward and puzzling fact about himself get exposed on the sh...
Second Date Update Classic: Catching Feelings and Z's
04 Jul 2025
Contributed by Lukas
Little mistakes are okay on a first date, but today's Second Date had one BIG mistake and we're hopi...
Textual Healing: Stolen Phone Stolen Heart
03 Jul 2025
Contributed by Lukas
One of our listeners is having a CODE 9 emergency, which is why she stole her roommate's phone, and ...
Second Date Update: Down In The Dumps
02 Jul 2025
Contributed by Lukas
It’s SHOCKING to learn where the listener on the phone met a new love interest today, and it&r...
Awkward Tuesday: Unlexy Hero
01 Jul 2025
Contributed by Lukas
Is there a way to BETRAY a friend… but POLITELY? One of our listeners wants to do that, but s...
Second Date Update: Escape the Fridgescape
30 Jun 2025
Contributed by Lukas
One of our listeners got a woman to come home with him thanks to a unique skill that was so bizarre ...
Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night
28 Jun 2025
Contributed by Lukas
Part 1 A beautiful woman asked one of our listeners to take her out on a date… to a pla...
Second Date Update: Him At The Gym
27 Jun 2025
Contributed by Lukas
One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for...
Say Yes To The Ex: Guys and Girls Trip
26 Jun 2025
Contributed by Lukas
This segment might be one of our most difficult tasks we’ve faced this entire year! It’s...
Second Date Update: CSI Dinner Investigation
25 Jun 2025
Contributed by Lukas
One of our listeners warned her date that there’s ONE THING he HAD to do before she would see ...
Awkward Tuesday: Prenup or Pre-NOPE
24 Jun 2025
Contributed by Lukas
One of our listeners has a looming conversation coming up and it’s one of the most difficult t...
Second Date Update: Big Fragrance Energy
23 Jun 2025
Contributed by Lukas
One of our listeners is worried her gratitude for a gift was BADLY misinterpreted as rude and now sh...
Second Date Update Classics: Love Is On the House + Started From The DM’s
21 Jun 2025
Contributed by Lukas
Part 1 One of our listeners described their dinner date as the most IMPRESSIVE thing that they had e...
Second Date Update: Brunch Yuck
20 Jun 2025
Contributed by Lukas
One of our listeners DEFINITELY regrets a story he told on his date, and you’re gonna want to ...
Closure Call: Grandpa's Inheritance
19 Jun 2025
Contributed by Lukas
If you had to choose, would you pick your family or a life-changing amount of money? A listener was ...
Second Date Update: Best Date of My Life
18 Jun 2025
Contributed by Lukas
The kiss that happened at the end of our listener's date was either the cutest, most spontaneous thi...
Awkward Tuesday: Graduating Class of 2025
17 Jun 2025
Contributed by Lukas
For one of our listeners, there’s ONE MAJOR THING standing in the way of the perfect graduatio...
Second Date Update: Doodle Worthy
16 Jun 2025
Contributed by Lukas
One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was ...
Blind Love Is? Reunion of Love
15 Jun 2025
Contributed by Lukas
We've got a special new episode you this weekend! We’ve got two hopeful singles, ready to meet...
Second Date Update Classics: Vacation Date Gone Wrong + Old Flame New Burn
14 Jun 2025
Contributed by Lukas
Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in th...
Second Date Update: Two Word Whisperer
13 Jun 2025
Contributed by Lukas
The woman on the phone today says her date decided to switch booths HALFWAY through their dinner&hel...
Second Date Update UPDATE: Plant Me A Kiss
12 Jun 2025
Contributed by Lukas
Two plant parents became one of our sweetest Second Date Update calls we’ve done all year, and...
Second Date Update: Flea Market Find
11 Jun 2025
Contributed by Lukas
Our listener on the phone today says his date set a boundary before they even met in person. He had ...
Awkward Tuesday: I Want To Date My Friend's Ex
10 Jun 2025
Contributed by Lukas
Is it ever okay to date your friends EX? Don’t ask us, in fact, just get ‘em on the phon...
Second Date Update: Lonely Cannoli
09 Jun 2025
Contributed by Lukas
A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WI...
Textual Healing: Ex-pectations
08 Jun 2025
Contributed by Lukas
We've got a special new episode you this weekend! Normally on this show we try to HELP make a romant...
Second Date Update Classics: 2nd Chance Scott + Mysterious Wallet Situation
07 Jun 2025
Contributed by Lukas
Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DID...
Second Date Update: 1st Impressions Are Everything
06 Jun 2025
Contributed by Lukas
One of our listeners invited her date back to her place and spent HOURS together… but what sh...
Second Date Update: Meal Me Once
04 Jun 2025
Contributed by Lukas
If you’re looking for a unique, innovative and new move to pick up women, you need to catch to...
Awkward Tuesday: False Setto Freakout
03 Jun 2025
Contributed by Lukas
One of our listeners is dealing with a difficult type of neighbor drama. You’re gonna want to ...
Second Date Update: One Year Later To Rejection King
02 Jun 2025
Contributed by Lukas
One of our listeners wishes she could take back what she said 11 months ago to a guy she went out wi...
Say Yes to the Ex: Unlucky Number 13
01 Jun 2025
Contributed by Lukas
We've got a special new episode you this weekend! It’s easy to say yes to some things, but say...
Second Date Update Classics: Picture Says It All + Promotion Commotion
31 May 2025
Contributed by Lukas
Part 1: One of our listeners figured out a way to get his entire evening PAID FOR, and it involved n...
Second Date Update: Yup Date for Jessica
30 May 2025
Contributed by Lukas
A mysterious handwritten note was dropped onto the table during our listener's date and it altered b...
Second Date Update: Three Wheelin' It
28 May 2025
Contributed by Lukas
One of our listeners is confused after his date ended in the WEIRDEST way ever… but he still ...
Awkward Tuesday: Birthday Scamazon
27 May 2025
Contributed by Lukas
One of our listeners was SHOCKED by the children’s birthday invite her son received… in...
Second Date Update Classic: The Blame Game
26 May 2025
Contributed by Lukas
In the podcast you can hear the SHOCKING and UNFORTUNATE events that happened during our Second Date...
True Confessions: School Edition
25 May 2025
Contributed by Lukas
We've got a special new episode you this weekend! Can you figure out which of these embarrassing sto...
Second Date Update Classic: Scam the Scammer
24 May 2025
Contributed by Lukas
One of our listeners is FURIOUS after her date left her in the most embarrassing situation of her li...
Second Date Update: First Date Demise
23 May 2025
Contributed by Lukas
We guarantee once you hear today’s Second Date Update that you’ll be cheering for single...
Second Date Update: Hang Up On Him
21 May 2025
Contributed by Lukas
One of our listener’s first kiss happened but her second date never did! So we’re gonna ...
Awkward Tuesday: Sharing Aaron
20 May 2025
Contributed by Lukas
One of our listeners came across an overbearing mother and what went down between them is either gon...
Second Date Update: Unconventional Beauty and the Feast
19 May 2025
Contributed by Lukas
When a listener describes his date as an "unconventional beauty", we're going to try to uncover if t...
Textual Healing: Peek A Boo Your Neighbor Can See You
18 May 2025
Contributed by Lukas
We've got a special new episode you this weekend! One of our listeners caught his neighbor doing som...
Second Date Update Classic: The Birthday Trick
17 May 2025
Contributed by Lukas
One of our listeners managed to make a genuine connection with a woman, all because of one trick he&...
Second Date Update: The Ride Of Shame
16 May 2025
Contributed by Lukas
How can you parlay one night of fun with a person you met at the club into something more meaningful...
Second Date Update UPDATE: Bumpin' Carts
15 May 2025
Contributed by Lukas
Today is proof that just because we think a relationship is doomed doesn't mean anything... because ...
Second Date Update: The First Five Seconds
14 May 2025
Contributed by Lukas
When you're out to dinner and you notice something on your date's face, do you tell them or keep it ...
Awkward Tuesday: Guy In A Tree
13 May 2025
Contributed by Lukas
One of our listeners met a guy at a house party and says he literally RISKED HIS LIFE to not get cau...
Second Date Update: Flirt and Observe
12 May 2025
Contributed by Lukas
One of our listeners says she experienced an intimate moment with a guy she’d never met, when ...
Say Yes To The Ex: Podcast Problems
11 May 2025
Contributed by Lukas
We've got a special new episode you this weekend! One of our listeners got dumped a few months ago d...
Second Date Update Classic: Red Envelope Regret
10 May 2025
Contributed by Lukas
If only finding a date was as easy as ordering your favorite drink. One of our listeners had the per...
Second Date Update: A Picture Says A Thousand Icks
09 May 2025
Contributed by Lukas
Our listener on the phone today claims his date said one specific thing to their waiter that wasn't ...
Second Date Update: Date Night Veto
07 May 2025
Contributed by Lukas
One of our female listeners used an innocent little excuse…. To go from awkward end of the ni...
Awkward Tuesday: Cheating Across Continents
06 May 2025
Contributed by Lukas
One of our listeners is facing a huge moral dilemma, does she mind her own business, or possibly rui...
Second Date Update: Street Walker Love Story
05 May 2025
Contributed by Lukas
One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO p...
Blind Love Is? Automatic Yes & 20 Seconds of Silence
04 May 2025
Contributed by Lukas
We've got a special new episode you this weekend! Two single listeners will meet for the very first ...
Second Date Update Classic: Five Finger Hangout
03 May 2025
Contributed by Lukas
Someone’s phone alarm going off in the middle of the date set off the WILDEST part of their en...
Second Date Update: Right To Remain Sexy
02 May 2025
Contributed by Lukas
One of our listeners says HIS DATE asked him to do something UNUSUAL shortly after they sat down, an...
Second Date Update: Better Late Than Never
30 Apr 2025
Contributed by Lukas
Something happened to our listener on his way to the first meetup with his date, and it changed the ...
Awkward Tuesday: Bridesmaid Contract
29 Apr 2025
Contributed by Lukas
Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segmen...
Second Date Update: Ex Marks The Shot
28 Apr 2025
Contributed by Lukas
We were shocked when we heard about our listeners tense situation that went down on a first date wit...
Say Yes To The Ex: Sims City Blues
27 Apr 2025
Contributed by Lukas
We've got a special new episode you this weekend! One of our listeners is having communication issue...
Second Date Update Classic: Ross Mess For Less
26 Apr 2025
Contributed by Lukas
We had to try our best to get the woman on the phone to tell us the TRUTH about what happened on her...
Second Date Update: Appetizer Energy, Entrée Problems
25 Apr 2025
Contributed by Lukas
One of our listeners THOUGHT he had a second chance all lined up with his date, but a single one-wor...
Second Date Update UPDATE: A Quiet Place
24 Apr 2025
Contributed by Lukas
The couple on the phone today were so sweet and cute the last time they appeared on our show that we...
Second Date Update: Couch Crush
23 Apr 2025
Contributed by Lukas
Our listener met a good looking lady at a FURNITURE store of all places. You don’t hear that o...
Awkward Tuesday: In Greg We Trust
22 Apr 2025
Contributed by Lukas
Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segmen...
Second Date Update: Car Talk
21 Apr 2025
Contributed by Lukas
The woman on the phone today got an INTERESTING surprise when she got into her date's car, and that ...
Closure Call: Switch Sitch
20 Apr 2025
Contributed by Lukas
We've got a special new episode you this weekend! It all started with a SHOCKING and mysterious Face...
Second Date Update Classic: Scooby Dooby Eww A Honda Civic
19 Apr 2025
Contributed by Lukas
One of our listeners came up with the perfect first date question. You might want to steal this one ...
Second Date Update: Wax On Date Off
18 Apr 2025
Contributed by Lukas
The guy in today’s Second Date was so smooth with his pickup line that it impressed all of us ...
Second Date Update: The Good, the Bad & the Fugly
16 Apr 2025
Contributed by Lukas
The woman in today’s Second Date says she waits 30 DAYS before meeting up with a guy for the s...
Awkward Tuesday: 15 Minutes of Gurt
15 Apr 2025
Contributed by Lukas
Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segmen...
Second Date Update: Fifteen Minutes of Shame
14 Apr 2025
Contributed by Lukas
The guy in today’s Second Date is sorta famous and never told us! Not until we got a hold of h...
Textual Healing: Let's Get This Goat Show On The Road
13 Apr 2025
Contributed by Lukas
We've got a special new episode you this weekend! One of our listeners is worried she may be caught ...
Second Date Update Classic: Bats on the Beach
12 Apr 2025
Contributed by Lukas
The guy in today’s Second Date Update said he tangled tongues at a very awkward time right in ...