The Bert Show (Pionaire Podcasting)

Episode: Vault: Would You Date A Man Who Lacks Experience In The Bedroom?

Release Date: December 30, 2025
Main Topic: Would women be willing to date men who are virgins—or lack sexual experience—and how does that impact dating and relationships? The Bert Show cast and listeners explore the social perceptions, personal feelings, and pros and cons around dating men with little or no sexual experience.

Episode Overview

This episode dives headfirst into the question: “Would you date a man who lacks experience in the bedroom?” Sparked by an incident on a recent episode of The Bachelorette, where a male contestant revealed he was saving himself, The Bert Show cast and listeners weigh in on whether sexual inexperience in adult men is a dealbreaker, a plus, or something more complicated. The conversation covers societal double standards, feelings of guilt or inadequacy, “training” a partner, fear of sexual curiosity after marriage, and respect for personal beliefs.

Key Discussion Points & Insights

1. Setting the Stage: The Bachelorette Virgin Man

Timestamp: 01:22-02:00

• The discussion kicks off referencing a male contestant from The Bachelorette who confesses his virginity and is promptly sent home.
• Drewski observes:

  "I think a guy's attitude towards virgins and a woman's attitude towards virgins may be totally different here. Like, I think the fantasy for guys is, at least stereotypically, every guy wants a virgin. Whereas with women, I'm wondering... does that go in the plus column or does that go in the negative column?" (02:02)

2. First Impressions & Social Stigma

Timestamp: 02:30-03:25

• Female callers discuss the kneejerk assumption that something might be “wrong” with an adult male virgin, contrasting with popular expectations for male sexual behavior.
• Female Caller 2 candidly admits:

  "If you hear of an adult virgin male, the first thing that automatically maybe pops in your head is 'what’s wrong with them?'" (02:46)

3. Matching Sexual Experience & Guilt Factor

Timestamp: 03:25-04:33

• The cast debates whether women themselves would feel guilt or discomfort about being more experienced, and how mutual inexperience could “match” belief systems.
• Female Caller 3 reflects:

  "I think it’s more about how we would feel about our own sexual experience. Like feeling guilty about our own... like, well, he hasn’t done it. I feel guilty that I’ve, you know, thrown it here and there and there." (03:32, 03:44 for comedic repetition)

• Guilt and shame about one’s past, versus a partner's inexperience, emerge as complicating factors.

4. Listener Call-Ins: Real-Life Experience

Timestamp: 04:03-06:31

• Emily (Caller): Dated a 25-year-old virgin and found the experience lacking passion. She also felt “almost dirty” due to her experience.

  "There was just like a lack of passion on that side... I definitely have had experience and I definitely felt a little, I guess almost like dirty because he hadn't." (04:18, 04:33)

• Lauren (Caller): Sees an upside—“training” a man to suit her preferences.

  "If he is a virgin, you can at least, you know, train him the way you want." (05:01)

• A tension exists between viewing inexperience as a blank slate or as a drawback.

5. Fear of Curiosity After Commitment

Timestamp: 05:54-06:36

• Some listeners worry that marrying someone with no prior partners could lead them to “want to venture out” later, fueled by sexual curiosity.
• Female Caller’s concern:

  "If he's never been with anyone else, then he's going to want to venture out during the marriage ... get curious about how someone else is." (06:16)

• The cast notes this is “way more than a guy would think,” highlighting gendered perspectives on sexual variety and fidelity.

6. Jealousy & Insecurity from Mismatched Experience

Timestamp: 06:38-07:36

• Sherry (Caller): Was a virgin on her wedding night while her husband was more experienced, leading to jealousy and insecurity.

  "I always had the jealousy factor there, you know? Like those other girls, were they better than me?" (06:42)

• Drewski shares a story of a Mormon couple—both virgins—whose wedding night was awkward and unsuccessful due to mutual insecurity. (07:11-07:36)

7. Respect, Molding, & Sexual Expectations

Timestamp: 07:53-09:03

• Some women see value in a virgin partner’s respect for themselves and for women, and the possibility to “mold” them to their desires.

  "You can mold a man into what you want him to be if he’s a virgin." (08:04)

• Drewski jokes about the optimism of improving the “2 in 10” statistic (only 2 in 10 men are good in bed, per the show's running claim).
• Yet, everyone acknowledges awkwardness and difficulty in those first sexual experiences.

8. “Ain’t Nobody Got Time For That”: Time Investment & Frustration

Timestamp: 09:24-10:11

• Nicole (Caller): Flatly rejects the idea of dating a virgin, saying training is too much work and many experienced men still need “training.”

  “I am fabulous. And you know I cannot have me no virgin. That’s not gonna work. I mean, half the guys now don’t even know what they doing... much less a damn—Hell no. Then I gotta train ‘em... That take too long. No, no, don’t want to do that.” (09:28-10:11)

Notable Quotes & Memorable Moments

• Drewski (Host):
  "Does a woman really want a guy that's a virgin?" (04:46)

• Caller Emily:
  "Yeah, it was just like a lack of passion on that side. And then... I definitely felt almost like dirty because he hadn't." (04:18-04:33)

• Caller Nicole:
  "You know I cannot have me no virgin. That’s not gonna work... I ain’t got time to be trying to train nobody." (09:28-10:11)

• Caller on Future Curiosity:
  "If he's never been with anyone else, then he's going to want to venture out during the marriage at some point, get curious about how someone else is." (06:16)

• Caller Sherry (jealousy):
  "I always had the jealousy factor there, you know? Like those other girls, Were they better than me? Kind of." (06:42)

• Caller (on “training”):
  "If he is a virgin, you can at least, you know, train him the way you want." (05:01)

Segment Timestamps

• 01:22 – 02:00: Setting up the Bachelorette story and posing the main question
• 02:30 – 03:25: First reactions and societal framing of male virginity
• 03:25 – 04:33: Self-consciousness, guilt, and sexual experience disparities
• 04:03 – 06:36: Listener call-ins with personal stories and opinions
• 06:38 – 07:36: Jealousy, insecurity, and shared stories about mismatched experience in relationships
• 07:53 – 09:03: Discussing value in a virgin partner and the realities of “teaching”
• 09:24 – 10:11: The “Ain’t got time for that” segment, final listener frustrations

Tone & Takeaways

Lively, candid, and sometimes irreverent, the episode is full of real talk, humor, and honest admissions about insecurities and desires. The recurring sentiment: most women on the show would find dating an inexperienced man complicated, citing worries about passion, future curiosity, and the energy required to educate. While respect for personal beliefs is acknowledged, most see mismatched experience levels as a challenge.

For those who haven’t listened:
This episode offers a no-holds-barred, funny, and open look at a surprisingly layered dating question, with perspectives ranging from practical, to playful, to skeptical, all in classic Bert Show style.