Vault: Listeners Share Their Biggest Relationship Age Difference

Summary

The Bert Show: “Vault: Listeners Share Their Biggest Relationship Age Difference”

Original Air Date: February 24, 2026
Podcast Host/Cast: Bert, Kristin, Abby, Cassie, Tommy & The Bert Show Cast

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Episode Overview

In this lively and provocative episode, The Bert Show opens the phone lines for a listener roundtable on the most extreme age differences in romantic relationships. Sparked by recent celebrity gossip about Rolling Stones musician Ron Wood and his much younger partner, the team challenges their audience to call in with true stories of family or friends whose relationships have even larger age gaps. The resulting parade of stories is jaw-dropping, humorous, and, at times, deeply uncomfortable. The cast discusses motives—money, love, fame—and reacts to the wild tales with their trademark blend of candor and humor.

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Key Discussion Points & Insights

1. Setting the Stage: Celebrity Age Gaps

• [02:21] Bert introduces the spark for the discussion: reports that Rolling Stones' Ron Wood (61) is in a romantic relationship with a 20-year-old woman.
• The crew reacts with a mix of disbelief and sarcasm, questioning whether such a pairing could be genuine or motivated by other factors, such as fame or money.
  • Bert: “His other 60 year old friends are high fiving him—if they can get their arm up that high.” ([03:52])
  • E: “She's gonna have to be his granddaughter.” ([02:49])

2. Listener Call-Ins: Real-Life Stories that Outdo Celebrities

• First caller, Charles ([04:45]): Shares that after his grandmother died, his 70-year-old grandfather dated a 28-year-old. Age difference: 41 years.

  • F: “Did your family freak out and lose their minds?” ([05:18])
  • G (Charles): “Yes, they did… she rolled up his credit cards on her kids and he realized he was just being taken for a ride.” ([05:21])

• Christine ([06:03]): Her 29-year-old sister has been seeing a 73-year-old former celebrity (44-year difference), identity withheld.

  • B: “That’s a 44 year age difference right there.” ([06:44])
  • Multiple playful, incredulous attempts to guess the celebrity: “Every time an angel is born, a bell rings—that movie.” ([07:08])

• Amy ([08:24]): Her 23-year-old cousin had a baby with a 78-year-old—a staggering 55-year gap.

  • I (Amy): “It’s kind of gross.” ([08:38])
  • F: “You don’t really have a daddy complex. You have a granddaddy complex.” ([09:25])
  • Discussion revolves around motives—money, emotional needs, or something deeper psychologically.

• Marlena ([10:41]): Shares about her cousin, who started dating a man in his 50s at age 15. They married and had a child, resulting in significant school and family drama.

  • I: “He actually had a live-in girlfriend that was... one of our substitute teachers.” ([10:46])
  • E: “I would slap my daddy.” ([11:33])

• Cassie ([11:52]): Reports her 18-year-old cousin married an 81-year-old multimillionaire. Age gap: 63 years.

  • I: “She’s had a ton of plastic surgery. He walks with a walker and sometimes uses a wheelchair.” ([12:28])
  • E: “He has one foot in the grave already and the other one's halfway in there.” ([13:01])
  • F: “Did she sign a prenuptial agreement?” ([13:03])
  • I: “No, they did not." ([13:05])

• Adrian ([14:15]): Her brother-in-law (26) is dating a 68-year-old woman, primarily for financial support.

  • I: “He’s not a good person... She supports habits and stuff. So... he doesn’t have to work or anything.” ([14:50])

3. Analysis and Cast Commentary

• The cast repeatedly circles back to the idea that, in these dramatic age-difference relationships, money and personal gain are almost always the motivating factor, and love is infrequently at the core.
  • E: “There’s no reason a young girl is going to be with a man that old. Unless it’s for his money.” ([05:37])
  • B: “That’s the thing that as a guy is so fascinating to me. Like a woman can mentally check out of making love... in order to get that money at the end of the rainbow.” ([05:48])
• They joke about the logistics (“Do they travel with a nurse?” [12:15]), and critique the obviousness of Anna-Nicole Smith–like scenarios coming up again and again.
• Multiple remarks about the familial reactions, from incredulity to indignation—“I would slap my sister.” ([10:19])

4. Gender Reversal

• The final caller’s story involves a younger man with an older, wealthy woman, flipping the common stereotype.
  • B: “Every now and then there is a guy with the same gear that a woman has—they can turn it off and make love to somebody way, way, way older than he is.” ([14:15])
  • F: “If she’s paying for everything for him, he better.” ([15:28])

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Notable Quotes & Memorable Moments

• On family outrage:

  • F: “Did your family freak out and lose their minds?” ([05:18])
  • G (Charles): “She rolled up his credit cards on her kids and he realized that he was just being taken for a ride and it was annulled.” ([05:21])

• On motives:

  • E: “If people are calling and saying it’s about love, it’s not.” ([05:45])
  • I (Amy): “She doesn’t work. No.” ([10:17])

• Record-breaking age gap:

  • B: “That’s a 63-year age difference. Wow.” ([13:47])

• Turning a trope on its head:

  • B: “Every now and then there is a guy with the same gear that a woman has that they can turn it off and make love to somebody way, way, way older.” ([14:15])

---

Key Call Timestamps

• [04:45] – Charles: 70 & 28 (41 years)
• [06:03] – Christine: 29 & 73 (44 years, with a celebrity twist)
• [08:24] – Amy: 23 & 78 (55 years, also have a child together)
• [10:41] – Marlena: 15 & 50s (dating started in high school)
• [11:52] – Cassie: 18 & 81 (married, no prenup)
• [14:24] – Adrian: 26 & 68 (younger man/older woman)

---

Tone & Style

• The hosts balance shock and humor, rarely holding back their honest opinions or sly jokes.
• There’s a recurring theme of familial disbelief and judgment, both from the hosts and listeners.
• The cast doesn’t shy away from pointing out uncomfortable or taboo aspects—often using playful banter to offset just how wild some of the scenarios are.

---

Summary

This episode of The Bert Show is a rollicking, unfiltered window into the world of eyebrow-raising relationship age gaps. The cast’s curiosity about celebrity May-December romances opens a floodgate of audience confessions, some of which dwarf even the wildest tabloid stories. While the show keeps the mood light, it also lets moments of real discomfort and skepticism shine through, especially regarding motivations like money and fame. The result is an engaging, surprising episode that’ll leave listeners shaking their heads—and laughing at the irreverence of The Bert Show team.

Transcript

[A]

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[B]

Hi there.

[A]

We're looking to get to the campground.

[C]

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[B]

The Birch show it seems to us like whenever we ask you guys the most random questions, there's always somebody, at least one in the audience that will call us in the Birch show community that will call us and say, yep, that's me you're talking about.

[E]

I think only takes one.

[B]

I think I got one today.

[E]

Okay,

[B]

I'm on a scale of about one to ten confidence about seven and a half on this one.

[E]

Okay.

[B]

So I'm fascinated by this new relationship that the dude from the Rolling Stones is having. This Ron Wood guy, you heard about this? No, dude, 61 years old. 61. And he just fell in love with a 20 year old girl and they are having a relationship right now. He is ready to dump his wife.

[E]

I think he's probably 25 because he's always done this, hadn't he?

[B]

I don't know. I don't know what history is,

[E]

but I mean she's gonna have to be his granddaughter.

[B]

That's exactly where I'm going with this. All right, 61 and 20, which is a 41 year age difference.

[E]

God.

[B]

In the relationship, two generations. Is there anybody listening that has somebody in their family that has dated somebody with more of an age discrepancy of 41 years than what we're hearing right now? 404-741-Q100. Now the wife says that and again, I don't know how old she is. So let's round up and say she's 30.

[E]

Okay?

[B]

She says, no, no, no. This thing is all in this Russian girl's mind. It's not really happening. But she said, the Russian girl says, we are moving in together. It is on. And I don't care that he's 61 years old. It is real, it is physical. She has said.

[F]

That was the thing that I was thinking about too. I was like, well, I mean it does give him points in that department.

[B]

It gives him points. Well, I mean that he can still get a 20 year old.

[F]

Yeah.

[E]

If he wasn't singing a guitar, he wouldn't.

[B]

I mean his other 60 year old friends are high fiving him. If they can get their arm up that high for sure.

[F]

Right. But for her trying to say without saying it. Right. Yeah.

[E]

I just don't think. I think that's all perception. I don't know.

[B]

What do you mean?

[E]

Well, I mean this 19 year old's getting in the news like she's. Her name's gonna be plastered all over the place. She's probably an aspiring model or actress or something. So I think everybody assumes that that means he has endurance. When he doesn't, he's 61.

[B]

This is a gear that women have that guys just for the most part, as generalizations go, this is a gear that women have that guys don't. Where, you know, if there is some celebrity or money or power that you can get past the looks of any guy and have sex with them, where I don't think most guys can do that. The age difference is 41 years. That's what we're trying to beat here. We're getting calls and we got two lined up ready to go. Charles, good morning. You're on Q100.

[G]

Good morning.

[B]

Good morning. How are you?

[G]

Okay. I'm sad to say that as someone in my family that fits this thing, my grandmother died and my grandfather got involved with a woman that was 28 years old and he was over, I think he was just about to turn 70 at that point in time, right before his 70th birthday.

[F]

70 and 25.

[G]

No, 29, 28, 41.

[H]

So it's the same exact age difference. It's nothing.

[B]

We tied it at 41.

[F]

Did your family freak out and lose their minds?

[G]

Yes, they did. As a matter of fact, there was some severe talk with my grandfather about the whole thing. And then about the time Christmas rolled around, she rolled up his credit cards on her kids and he realized that he was just being taken for a ride and it was annulled.

[E]

Duh. I mean, no offense, but I mean, I, there's, there's no reason a young girl is going to be with a man that old. Unless it's for his money.

[G]

Exactly.

[B]

Yeah, no doubt.

[E]

Seriously, I mean, no offense. If people are calling and saying it's about love, it's not.

[B]

That's the thing that as a guy is so fascinating to me. Like a woman can mentally check out of making love to a 70 year old man in order to get that money at the end of the rainbow.

[A]

Wow.

[E]

Women can.

[B]

Christine, good Morning. You're on Q100. Actually, we got more than one call. Hey, Christine, good morning.

[E]

Hi.

[B]

Hi.

[I]

Hi. Yes. My sister is 29 and she has been seeing this man. He is 73.

[F]

No way.

[I]

Now, he happened to be a celebrity and was in a very, very well known movie, but I cannot say what movie you can do.

[H]

I don't believe you.

[B]

Come on.

[I]

I swear to God. You know, it's been going on for many years. We actually met this person many years ago and a couple of years ago he told her how he felt about her. And that just goes from there.

[B]

That's 44 year age difference right there.

[I]

No.

[B]

Is this the name, the celebrity? We would know the name immediately.

[I]

You would definitely know the movie immediately. It is one of the best movies of all time. And you could say it to anyone around the world and they would know the movie.

[B]

And he's 73 years old.

[I]

Yes.

[F]

Melissa doesn't believe you.

[E]

Yeah.

[H]

Every Time. An angel is Born bell rings that movie.

[I]

No,

[E]

people have passed away in that movie.

[B]

73 and 29. Okay, 44 year age difference.

[I]

Yes.

[B]

And she's still seeing him today.

[I]

Yes, still seeing him today. They, they see each other all the time.

[B]

Can you give us one of the co stars in the movie? I'm so curious.

[H]

Will you tell Melissa off the air? Just because she won't believe you until you do.

[B]

Is he a married guy? Is that why it has to be a secret?

[I]

Well, there's just more to it. And he, you know, he's married. He comes to Atlanta very, very frequently and a lot of people in Atlanta know him and it's just one of those things that we just don't want to put out on the air.

[E]

Because he's married?

[I]

No, not necessarily. But it's just, I don't want to get something that we don't talk about.

[B]

I don't want to get. Seriously.

[H]

Can you tell me this off the air? Because I have guesses that I don't want to say out loud, but I think if, if I just want somebody to tell me if I'm right or wrong.

[B]

And we promise we'll never say it on the air. Promise.

[I]

Okay, I'll tell her off the air.

[H]

I'm so excited.

[B]

And don't again, we can't say this on the air.

[H]

Don't say it right away because I want to guess.

[I]

Okay.

[H]

Turn my microphone off. Hold on. I will.

[B]

So the age difference to beat right now is 44 years.

[F]

44 years.

[B]

Good morning, Amy, you're on Q100.

[I]

Hey.

[B]

Hi. How are you?

[I]

I'm good. I have a cousin who is 23 and she just had a baby with a 78 year old.

[B]

What? Wow, 55 year age difference.

[I]

It's kind of gross.

[B]

78 and 23 and she just had his baby?

[I]

Yes.

[B]

Oh, damn. Damn, damn. Damn that. Damn that.

[H]

Hell yeah.

[B]

Hell no.

[F]

Is he very wealthy? Does your sister say she's in love with him?

[I]

No, he. They just met and they decided to get together and then they had a baby.

[B]

I missed the first part of that. What was that?

[I]

Yeah, he has a little bit of money coming. He's not like Rockefeller or anything like that, but.

[B]

Yeah, that's got a border on some kind of psychological thing that you need to talk to somebody professionally about. If you're 23 and you're attracted to a 78 year old man.

[F]

You don't really have a daddy complex. You have a granddaddy complex.

[B]

Yeah, that's too much. And she Just had sleeping with the guy and did she say they do everything?

[I]

As far as I know, they do everything. I really don't want to know.

[B]

It's not even the. Oh, no, it's not that part. It's the that really freaks me out.

[E]

Oh, God.

[B]

It's not even really. Of a 78 year old man.

[E]

I can't even look at you.

[B]

It's not. It's not a home run. It's third base. That kind of jacks me all up.

[E]

I just don't think it would last long. I just don't think that it's.

[B]

They got all sorts of pills now, man.

[I]

I mean, apparently something lasted long enough.

[F]

Wow. I just. I'm surprised. I mean, does she have to work or is she completely taken care of? I mean, I'm just trying to figure it out.

[I]

She doesn't work. No.

[B]

Yeah.

[E]

I would slap my sister.

[F]

I'd slap myself.

[B]

Damn. Thank you for calling. All right.

[I]

You have a good day.

[B]

All right. A different kind of shopping.

[E]

She doesn't work. She sleeps with a 78 year old man, just had his baby and she's not after him for the money. Hmm.

[B]

Come on now. That's a 55 year age difference. We can't beat that. Can't be done. But this could be just as shocking. Marlena, Good Morning. You're on Q100.

[I]

Good morning.

[E]

Hi.

[I]

Hi. My cousin started dating this man whenever she was about 15. He used to come to our little softball games in junior high and they met. We're from a small town. They started dating. He actually had a live in girlfriend that was the same age at the time. And she was one of our substitute teachers. So there was drama in school for at least a good year or so. Cat fights and so forth. He ended up breaking up with his older lady and started dating my cousin. And they ended up getting married and having a baby.

[B]

And he was how old? And she was how old she was.

[I]

He was in his 50s. He had already hit his retirement.

[B]

And she was how old?

[F]

15.

[I]

She was 15.

[B]

Yeah.

[I]

Yeah. They were married for at least a good 10 years. And he had grown children. Grown children in their 20s and 30s

[E]

would slap my daddy.

[F]

Scandalous.

[H]

We're slapping a lot of people this morning.

[B]

A lot of people. And daddies.

[H]

Oh, I'm glad. My parents live far away and I don't have any siblings. I'll beat the hell out of them.

[B]

Why is it everybody's cousin? I just find that really strange. Hey, Cassie. Good morning. You're on Q100.

[I]

Good morning. I have a cousin who is 18 and she is married to an 81 year old man.

[F]

Oh, disgusting.

[B]

81 and 18.

[I]

18 and 81. They got married in June.

[E]

That's wrong.

[F]

You have got to be kidding me. Can we talk to her?

[I]

I don't know where she is right now. They're actually on vacation.

[H]

Where?

[I]

I couldn't tell you. I don't know.

[F]

On their honeymoon, did they travel with a nurse?

[I]

I don't know.

[B]

81 and 18. So there must be just a load of money we're talking about right now.

[I]

He is a multimillionaire.

[E]

Of course he is.

[I]

Yep. He is a multi millionaire. And she has totally changed since they got together. You know, she's had a ton of plastic surgery. He actually walks with a walker and he pushed sometimes in a wheelchair.

[B]

Well, so her, she must be doing the math on this. And she's thinking, okay, when he dies, which could be any minute, and she may be actually killing him on his vacation right now that I get all this money and it's not gonna have to be that long. So let's say dude lives to 85.

[E]

So pulling in Anna Nicole.

[B]

Yeah.

[I]

Oh, y only has one foot in the grave already and the other one's halfway in there.

[F]

Did she sign a prenuptial agreement?

[I]

No, they did not.

[E]

Now, does he have children with other people?

[I]

Oh, yeah. Oh, yeah. He's got one child that's 62.

[B]

Oh, damn.

[E]

And that child is mad.

[I]

Yeah, she's mad.

[B]

Where does an 81 and an 18 year old meet?

[I]

I couldn't even tell you where they met. Disgusting to me. I don't even want to hear it because to see them together is gross.

[H]

She must have been like a caretaker or something, you know, like she was a dancer.

[E]

Yeah. Anna Nicole was a stripper.

[B]

She was a stripper.

[I]

She was a dancer.

[H]

That clears up where they meet, right?

[B]

81 and 18.

[I]

81 and 18.

[F]

Unbelievable.

[B]

63 year age difference. Wow.

[H]

See what you can get when you can make it rain?

[B]

This does go both ways.

[H]

Oh, that means throwing the bills up in the air.

[E]

Oh. I was like, what?

[H]

He has to let go.

[E]

I'm almost afraid to ask.

[H]

He has to let go. It's tough because he has to let go of his walker and sometimes he gets off balance.

[B]

She helped him up.

[H]

Cause that's the only thing he's making a rain with.

[B]

Every now and then there is a guy with the same gear that a woman has that they can turn it off and make love to somebody way, way, way older than he Is okay. Adrian, good morning. You're on Q.

[I]

Hey there.

[B]

Hi.

[I]

Yeah, it's gross.

[E]

Okay.

[I]

He's. My brother in law is 26 and his girlfriend is 68, I believe. As old as his mama. It's nasty.

[B]

26 and 68. And they are intimate with each other?

[I]

Oh, yeah, yeah, of course. I mean he's. It's definitely for money. He's a. He's not a good person, but. Yes.

[F]

Yeah, she's pretty wealthy.

[I]

Yeah. Yeah, she's got. She's got money. She's taking care of him. She supports habits and stuff. So. Yeah, he doesn't have to work or anything.

[B]

Have you seen her at 68? Does she. I mean, is she more built like she's 50 or.

[I]

No, no.

[B]

Or is she more built like she's 78?

[I]

Yeah.

[B]

And he's going for it.

[H]

Yeah, my grandma.

[I]

Yeah.

[B]

Thank you again. It's not even the. It's not the home run to me is that he's.

[E]

He may not be. He may not be doing that.

[F]

If she's paying for everything for him, he better.

[B]

Yeah, he is that right there.

[H]

That is earning. That is overtime.

[B]

Nothing is free. Y. That is for sure.

[A]

That's true.

[E]

That's true.

[C]

The bird show.

[A]

We're lost. I'm gonna pull over and ask that man for directions.

[E]

Hi there.

[A]

We're looking to get to the campground.

[C]

Well, you're gonna take a left at the old oak tree end of this here road. No, I'm just kidding. Let me get my phone out.

[A]

How are you getting a signal out here?

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T Mobile and US Cellular decided to merge. So the network out here is huge. We're getting the same great signal as the city and saving a boatload with all the benefits. Oh, and a five year price guarantee. Okay, here's those directions.

[A]

Actually, can you point us in the direction of a T Mobile store?

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