The Bert Show

Episode: Vault: Brutally Honest Men Answer What Women REALLY Want to Know
Date: March 27, 2026

Episode Overview

In this engaging and candid episode, The Bert Show assembles a panel of men—Joel, Gary, Griff, and Chris—representing a range of relationship statuses and life experiences. The hosts and audience pose the kind of questions women are typically curious (and sometimes anxious) to ask but rarely get unfiltered answers to. Promising "brutal honesty," these men tackle common dating dilemmas, views on appearance, relationships with women who have children, thoughts on sex and respect, and the do's and don'ts of modern dating etiquette. The tone is direct, humorous, and conversational, making for an episode packed with memorable moments and revealing insights.

Meet the Guys Panel (01:01–03:57)

Joel (30, Engaged): Proposed to his fiancée in Italy overlooking the Coliseum for a dramatic and memorable engagement.
Gary (29, Dating): Clarifies he's not single—thanks to his girlfriend's directive.
Griff (37, Married): Shares a wild proposal story and pride in being a dad to five, including a youngest daughter who’s the first girl in his extended family.
Chris (early 30s, Dating): Unsure of his exact age ("been lying about my age for so long"), jokingly references being born in '71.

Key Discussion Points & Insights

1. Looks: Jeans & T-Shirt or Done Up? (04:04–06:28)

Core Question: Do men prefer women done up or casual when meeting someone?

Griff: "I'm a jeans and T-shirt dude." (04:25)
Chris: Agrees, preferring a beachy, relaxed look.
Gary: "Jeans and T-shirt are good, but I always like a nice sundress. Something cute." (04:32)
Joel: "I'm a done up guy." (04:37)
Further Clarification: Most men on the panel prefer confident, casually dressed women, finding that look approachable and less intimidating.
Memorable Quote:
- Griff: "A woman that rocks the jeans and a T-shirt is so confident about her look that she trumps all the girls with the made up. To me, that's why I like the most confident female in the room." (05:56)
Chris: Adds that men who like the casual look typically aren't at clubs—clubs skew more toward the "done up" crowd.

2. Women with Kids: Immediate Impressions & Timing of Disclosure (06:40–09:04)

Question: What do men really think about dating women with children?

Joel: "Baggage." (07:22)
Gary: More nuanced; considers it partial baggage, but it depends on the situation and the woman's kids.
Griff: Takes the opposite view: "I actually always liked women with kids...they had completed that circle of, you know, a complete female. I think a female without kids only have to love themselves." (07:50)
Chris: Admits it would be a challenge for him; he still hopes for his own family someday.

When should a woman tell a man she has kids?

Griff: "You should know on the first date. Kids aren't shoes. You can't just say, yeah we've been dating a month, man, I got a 17 year old. Forgot to tell you." (08:41)
Gary, Joel, Chris: All agree—be up front.

3. Sex & First Impressions: Does Timing Matter? (09:16–11:19)

Question: Does it affect a man's view if a woman sleeps with him on the first date?

Griff: Bluntly honest: "If a guy says it doesn't matter when you sleep with him, he's probably already sleeping with somebody." (09:30)
Chris: "Certainly some questions in your mind if you all slept together on the first date...if a guy's pressuring you to sleep with him, then that probably raises bigger questions." (10:04)
Host: "If you did [sleep with me on the first night], then the respect level for me came down...You're probably doing that with other dudes also." (10:53)
Panel Consensus: Sleeping together on the first date tends to lower respect and sets the tone for a casual relationship versus something serious.
Memorable Moment:
- Chris: Do guys believe it's really her "first time"?
  "No." (11:18)

4. Never Married/No Kids in Your 30s or Older: Red Flag? (11:28–12:48)

Caller Question: Is it a red flag for men if a woman is 30+ with no marriage or kids?

Joel: "Absolutely." (11:43)
Griff: "Something is wrong with her. You 39 years old, never been married, never been proposed to. All kind of red flags go up." (12:17)
Gary: "If she's 39 years old, she's never been married, no kids, there's probably something wrong with you." (12:30)
Joel: "You know, there's something that you're doing to have jeopardized all those relationships...Something's throwing up some red flags for some guy never to have proposed to you at 39 years old." (12:33)
Host: "Now you women are yelling at your radios right now. You're pissed. But you wanted to hear what guys think." (12:48)

5. How Fast Should a Woman Respond? Playing the Game (12:56–16:45)

Question: Should a woman be quick to reply, or does delay build interest?

Chris: It's case-by-case; too long seems like playing games, too quick could seem needy if it's constant. (13:33)
Host: Wants to know best advice for women.
Griff: Don't stress over being "too available." "I don't like people that say you said you was going to call and you didn't. Like that's a problem...that means you have little patience." (14:23)
Joel: "You have to play the game. If you don't play the game, then you're, you know, the other person is." (15:21)
Recommends the book “The Game” as a dating Bible for how to understand what's really happening behind the scenes.
Gary: Likes availability—“When I send her a text or a phone call, I like when she answers back...if I know she's sitting around her house doing nothing, I want her to give me a text back.” (16:19)
Chris: Ultimately, just be respectful and natural, no wild games.

6. Strong Women: Attractive or Intimidating? (16:48–19:04)

Caller Question: Is a woman with a strong personality a turn-off?

Joel: Depends on the guy’s personality. For someone who likes the spotlight, it helps to have a partner who shares that energy. If they're both passive/aggressive, it can clash.
Gary: Likes confidence, but not arrogance or a woman who constantly needs to prove she’s better. (17:51)
Host: Has Gary ever met a woman too confident for him?
Gary: “No. Never.” (18:05)
Griff: "I've never called a female mean...A real man want a queen. You don't want somebody that's...my wife is a sergeant first class in the military, a recruiter. She is very aggressive. But I love it though because I make her be a woman." (18:07)
Host: Passive women tend to bore men.
- Griff: "Women, that's whatever you want to do. I want to cheat on you. How about that?" (18:49)

Notable Quotes & Memorable Moments (with Timestamps)

On Proposals:
- Joel: "If I made it elaborate enough, there was no chance she could say no. So it's a long flight home." (02:03)
On Confidence:
- Griff: "A woman that rocks the jeans and a T-shirt is so confident about her look that she, you know, trumps all the girls with the made up." (05:56)
On Women with Kids:
- Griff: "I actually always liked women with kids...they had completed that circle...I think a female without kids only have to love themselves." (07:50)
On Red Flags:
- Griff: "You 39 years old, never been married, never been proposed to—yeah, I would. All kind of red flags go up." (12:17)
On Playing the Game:
- Joel: "If you haven't read [the book] ‘The Game,’ pick it up. Every game that's ever been played on you is in that book." (15:21)
On Strong Women:
- Griff: "A real man want a queen...My wife is a sergeant first class...very aggressive female. But I love it though." (18:07)

Timestamps for Key Segments

Introductions & Proposal Stories: 01:01–03:57
Jeans & T-Shirt vs. Done Up: 04:04–06:28
Women with Kids: 06:40–09:04
Sex and First Dates: 09:16–11:19
Never Married/No Kids Red Flag: 11:28–12:48
Response Time and 'The Game': 12:56–16:45
Strong Women—Turn On or Off?: 16:48–19:04

Summary

This episode delivers honest (sometimes blunt) male perspectives on dating and relationships—directly answering the burning questions women have. The discussion is packed with practical insights and a fair dose of good-natured ribbing. Whether it’s appearance, family status, sex and respect, texting etiquette, or female confidence, each panelist brings individual nuance but don’t shy away from what they see as inconvenient truths. If you want to know what guys really think, this jam-packed panel episode doesn’t hold back.