Brooke & Jeffrey — Awkward Tuesday

Awkward Tuesday: Haunting of Boyfriends Past

Tue, 27 Oct 2026 15:10:35 +0000

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!

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Awkward Tuesday: No No No Show

Tue, 20 Oct 2026 15:04:47 +0000

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!

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Awkward Tuesday: A Rabbi Walks Into A Bar

Tue, 13 Oct 2026 15:16:51 +0000

Meeting your girlfriend’s parents can be stressful! It happened to Simon over a month ago, so why NOW does he need our help “fixing” what he says went wrong? Find out in a new Awkward Tuesday Phone Call!

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Awkward Tuesday: Honeymoon Phase Ended

Tue, 06 Oct 2026 15:13:45 +0000

One of our listeners needs our help desperately before his apartment is completely EMPTY of all his belongings. He thinks his girlfriend has something to do with it, but he won’t know how to talk to her until we do an Awkward Tuesday Phone Call!

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Awkward Tuesday: House Guest's Fiancée

Tue, 29 Sep 2026 15:26:39 +0000

Last week we promised a guy that we’d help him come clean about losing his job and lying about it to his fiancé… but he snuck in another bombshell we didn’t see coming! Hear what it was during your Awkward Tuesday Phone Call podcast!

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Awkward Tuesday: House Guest

Tue, 22 Sep 2026 15:12:53 +0000

How do you tell a close friend to get out of your house forever without ruining the friendship? We’ll try to figure it out the hard way during your Awkward Tuesday Phone Call podcast!

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Awkward Tuesday: Car Crash

Tue, 15 Sep 2026 15:42:10 +0000

One of our listeners is CERTAIN that the universe was talking to her when she met her DREAM MAN. The only problem? They kind met during a disaster and now she wants our help cleaning up after it! It's your Awkward Tuesday Phone Call!

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Awkward Tuesday: School Mama Drama

Tue, 08 Sep 2026 15:09:56 +0000

One overbearing mother got her son’s teacher to send an email to every parent in the class, and the drama its caused has shaken the school to its core and sucked us in for an Awkward Tuesday Phone Call!

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Awkward Tuesday: Accidentally Phone Snooped

Tue, 01 Sep 2026 15:07:22 +0000

One of our listeners was alone and had the urge to open his significant other’s computer, and what happened next lead to possible the most shocking Awkward Tuesday Phone Call of the year!

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Awkward Tuesday: Flowers For Who?

Tue, 25 Aug 2026 13:20:00 +0000

Imagine getting a text from your ex you haven’t seen in a year and she’s ECSTATIC about the WORST NEWS POSSIBLE… It happened to one of our listeners and he needs our advice in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Monster In Law

Tue, 18 Aug 2026 15:03:59 +0000

One of our listeners says she’s dealing with a MONSTER problem with her mother-in law and her ridiculous demands are OUT OF CONTROL! We’ll try to help reel her in when we do an Awkward Tuesday Phone Call!

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Awkward Tuesday: Enhancement Anxiety

Tue, 11 Aug 2026 15:19:10 +0000

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!

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Awkward Tuesday: Birthday Tip

Tue, 04 Aug 2026 16:15:51 +0000

Today we’re talking to a guy who has been nominated as the spokesperson for all the ticked off moms in his wife’s friend group, and his mission is to CONFRTON another mom about her kid’s birthday party.

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Awkward Tuesday Classic: Date My Ex PLEASE

Tue, 28 Jul 2026 15:09:01 +0000

Would you ask your best friend to do something huge that goes against the unwritten rules of friendship? One of our listeners is thinking about doing that and we have him on the line for an Awkward Tuesday Phone Call!

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Awkward Tuesday: Awkward Family Reunion

Tue, 21 Jul 2026 15:04:18 +0000

Normally, we help listeners with their romantic life, or crazy family drama, but today’s Awkward Tuesday Phone Call might be equal parts… BOTH?

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Awkward Tuesday: JFK & Oprah the Assassin

Tue, 14 Jul 2026 15:06:29 +0000

Stacy wants to explain how her romantic hangout nearly turned into a CRIME SCENE… and why her neighbor is now blaming HER for it, in your Awkward Tuesday Phone Call!

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Awkward Tuesday: 40th Birthday Blunder

Tue, 07 Jul 2026 15:15:12 +0000

The woman we call in today’s Awkward Tuesday Phone Call might be the most brutal, ruthless, and vile person we’ve ever had on the show. She’s the sister of one of our listeners and we can’t believe what happened when he called to apologize to her!

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Awkward Tuesday: Un-Dump My Ex

Tue, 30 Jun 2026 13:30:00 +0000

One of our listeners admits she might have taken things too far with her boyfriend, and now she wants our help to UN-dump him.

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Awkward Tuesday: AI Messed Up

Tue, 23 Jun 2026 15:02:09 +0000

One of our listeners trusted his “idiot” friend to help cover for him, and now he could be out of an apartment AND a girlfriend. We’ll try to save him in your Awkward Tuesday Phone Call!

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Awkward Tuesday: Paging Dr. Luke

Tue, 16 Jun 2026 15:21:56 +0000

We got BLINDSIDED by one of the BIGGEST LIES in the history of this show. It’s a complicated relationship problem and we’re doing our best to navigate it in your Awkward Tuesday Phone Call!

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Awkward Tuesday: Surprise Surprise

Tue, 09 Jun 2026 15:16:51 +0000

A HUGE surprise is in total JEOPARDY and Olivia has turned to us for help! We’ll do our best to keep things on track in your Awkward Tuesday Phone Call!

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Awkward Tuesday: Ship My Situationship

Tue, 02 Jun 2026 15:07:23 +0000

Our listener, Juliana, let something slip at the WRONG moment and now she wants our help getting her situationship back on track! We’ll do our best in the Awkward Tuesday Phone Call!

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Awkward Tuesday: Party Hard Granny

Tue, 26 May 2026 15:04:24 +0000

One of our listeners told us her grandma is getting KICKED OUT of her senior home. It’s a unique circumstance and now she wants our help with an Awkward Tuesday Phone Call!

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Awkward Tuesday: Something Smells In Canada

Tue, 19 May 2026 15:03:55 +0000

We’re dealing with an INTERNATIONAL ROMANCE EMERGENCY in today’s Awkward Tuesday Phone Call! We’re putting all our efforts behind getting one woman to FINALLY pick up the phone for her boyfriend…

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Awkward Tuesday: Surprise Sabotage

Tue, 12 May 2026 15:05:20 +0000

One of our listeners found out what his girlfriend has been SECRETLY planning to give him for his birthday and he says he needs to STOP her IMMEDIATELY. Hear why in your Awkward Tuesday Phone Call!

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Awkward Tuesday: Playing Phone Detective

Tue, 05 May 2026 15:05:05 +0000

The couple on the phone today had their FIRST ARGUMENT on Date #3 of their new relationship. She realizes she might have been in the wrong but before apologizing, she wants our help in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Amber's Life Alert

Tue, 28 Apr 2026 15:06:47 +0000

After a difficult situation ended up with Kash GHOSTING his ex Amber, he wants our help to navigate the murky waters of opening up contact again, in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Speed Date My Ex

Tue, 21 Apr 2026 15:17:45 +0000

One of our listeners couldn’t believe his LUCK and WHO he ended up across from during a speed dating event. It led him all the way to us and your Awkward Tuesday Phone Call!

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Awkward Tuesday: My Brother's Wife Is A Bad Boss

Tue, 14 Apr 2026 13:30:00 +0000

One of our listeners needs our advice on how to turn someone down. But it’s not just anyone… it’s someone in their own family! We’ll explain more in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Wedding No Show

Tue, 07 Apr 2026 15:12:16 +0000

The woman on the phone today is upset that her childhood best friend NO-SHOWED her wedding a few weeks ago… And we're going to find out the reason why in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Ferrari To Friendzone

Tue, 31 Mar 2026 15:05:34 +0000

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 deep for some advice in your Awkward Tuesday Phone Call podcast!

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Awkward Tuesday: Lyndsey On My Leg

Tue, 24 Mar 2026 15:20:17 +0000

Lyndsey heard what romantic gesture her boyfriend of 4 months was trying to pull off for her and she is ADAMANT that we help her STOP HIM at ALL COSTS!

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Awkward Tuesday: Fantasy Fail

Tue, 17 Mar 2026 15:13:30 +0000

One of our listeners managed to ruin a LONG TIME friendship with ONE single sentence… He’s ready to risk anything to take it back so we’re setting him up with an Awkward Tuesday Phone Call!

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Awkward Tuesday: Private Jet For My Nervous Pet

Tue, 10 Mar 2026 15:11:43 +0000

Today’s Awkward Tuesday Phone Call involves a private plane, a nervous pet, and one BIG question that our listener needs help asking.

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Awkward Tuesday: CTRL ALT EX

Tue, 03 Mar 2026 16:16:45 +0000

The guy on the phone today had not one, but TWO women asking to be his Valentine, and rather than figure it out himself, he’s tasking us with sorting through the chaos in an all new Awkward Tuesday Phone Call!

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Awkward Tuesday: Met At My Wedding

Tue, 24 Feb 2026 16:07:30 +0000

The woman on the phone today is INCREDIBLY nervous and flustered all over a guy she hasn’t SEEN or SPOKEN TO for 3 years! It’s one of our most entertaining Awkward Tuesday Phone Calls we’ve ever had!

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Awkward Tuesday: What If?

Tue, 17 Feb 2026 14:30:00 +0000

One of our listeners wants closure or else she’s always going to regret a moment from her past. We’re gonna try to help her in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Theories We Don't Like

Tue, 10 Feb 2026 16:46:09 +0000

In today’s Awkward Tuesday Phone Call, a MASSIVE SECRET gets revealed that shocked not only our listener but EVERY SINGLE PERSON in the room!

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Awkward Tuesday: Consent For Content

Tue, 03 Feb 2026 16:14:04 +0000

One of our listeners found some unexpected fame, and now THOUSANDS of people know his name. And it created a weird issue that only an Awkward Tuesday Phone Call can fix!

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Awkward Tuesday: British Naughty Nanny

Tue, 27 Jan 2026 16:12:00 +0000

You never know what someone is gonna say when they think no one is listening. One of our listeners overheard their employee say something, and now we have an Awkward Tuesday Phone Call on our hands!

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Awkward Tuesday: Don't Be A Negative Nanny

Tue, 20 Jan 2026 16:29:09 +0000

One of our listeners says the family she babysits for owes her a lot of money... And because they won't pay up, she's ready to confront them in an Awkward Tuesday Phone Call!

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Awkward Tuesday: Nerf Knights Forever

Tue, 13 Jan 2026 16:14:47 +0000

99.9% of boyfriends would NEVER ask their girlfriends what the guy on the phone today asked his. Now he wants our help with an Awkward Tuesday Phone Call!

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Awkward Tuesday: Grandpa's Secret Stash

Tue, 06 Jan 2026 15:34:43 +0000

One of our listeners just moved in with her fiancé and what she found buried in his attic was incredible! She needs our advice on how to talk to him about it so we’re doing an Awkward Tuesday Phone Call!

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Awkward Tuesday: The Prank That Went Too Far

Tue, 30 Dec 2025 14:30:00 +0000

The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna get messy when we get her on the podcast!

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Awkward Tuesday: Invisible Girlfriend

Tue, 23 Dec 2025 14:30:00 +0000

In your Awkward Tuesday Phone Call, one of our listeners is convinced her brother is hiding a big secret from the family, and she wants to reveal it with our help!

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Awkward Tuesday: Baby Monitor Drama

Tue, 16 Dec 2025 15:30:00 +0000

What if a family member overhears something they weren't supposed to, and now the holidays are going to be EXTRA WEIRD unless you make a phone call with our help? It's happening right here in your Awkward Tuesday Phone Call!

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Awkward Tuesday: Knock Off No No

Tue, 09 Dec 2025 16:21:10 +0000

The woman on the phone today is ready to CONFRONT the person who has been scamming her for the past 3 years. It also happens to be her boyfriend…

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Awkward Tuesday: Change Him Back

Tue, 02 Dec 2025 16:10:42 +0000

Our listener says her boyfriend is TOO PERFECT, and it might be all her fault! It’s causing a problem that she wants to fix in a brand new Awkward Tuesday Phone Call!

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Awkward Tuesday: Stop That Ugly Duckling

Tue, 25 Nov 2025 14:30:00 +0000

Is it ever okay for a person to meddle in their friends love life? It doesn’t matter because we’re doing it anyway before one listener's friend can go on a blind date!

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Awkward Tuesday: Wanna Be A Cop

Tue, 18 Nov 2025 16:30:06 +0000

In your Awkward Tuesday Phone Call, one of our listeners think his girlfriend’s new career path might be putting her in DANGER! We’ll sort it out and get down to the nitty gritty, in the podcast!

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Awkward Tuesday: Nanny Zoned

Tue, 11 Nov 2025 16:29:34 +0000

The guy in today’s Awkward Tuesday Phone call is desperate to spark a romantic connection with someone he’s known for years. They’re not exactly friends… but they've been close for years...

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Awkward Tuesday: Girls Trip Mystery

Tue, 04 Nov 2025 16:34:07 +0000

One of our listeners wants to find out the TRUTH of what happened when his girlfriend went on a GIRLS TRIP out of town… We’ll do our best to help in a new Awkward Tuesday Phone Call!

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