Vault: He had a sex dream about Jenn

Summary

The Bert Show — Vault: He Had a Sex Dream About Jenn

Date: June 12, 2026
Main Cast: Bert, Kristin, Abby, Cassie, Tommy, Southside Steve, Jen Hobby
Summary Compiled By: [Podcast Summarizer AI]

---

Episode Overview

This episode of The Bert Show dives into a hilariously awkward and candid discussion among the cast after Southside Steve confesses to having an extremely vivid, romantic (and somewhat risqué) dream about fellow cast member, Jenn Hobby. The group explores how such dreams can affect real-life workplace dynamics, shares their own dream stories, and brings plenty of laughter through their honest banter and chemistry.

---

Key Discussion Points & Insights

1. The Awkward Post-Dream Studio Mood

• [01:24–01:42] Southside Steve “peeks in the door” and fellow cast members quickly notice a "weirdness" between him and Jenn Hobby.
  • Cassie/Tommy? jokes: “There’s an obvious weirdness… It’s a different awkwardness than there’s been in the past where she denies you your sexual advances all the time.”
  • Steve: Admits he “can’t really look her in the eye.”

2. The Dream Reveal

• [02:01–02:16] Steve reluctantly confesses to the group that he had a dream about Jenn.
  • Steve [02:06]: “I had a dream and I’ll be honest with you. It was Sunday night leading into Martin Luther King Day. He had dreams. I just had one. We all got dreams.”
  • The group jokes, referencing MLK’s famous speech:
    • Cassie/Tommy? [02:15]: “Free at last, free at last.”
    • Steve [02:16]: “Problem is, his was freedom and equality, and mine’s Jen.”

3. Dream Details: Vivid, Emotional, and Surreal

• [02:21–03:21] The conversation turns from embarrassment to amusement as Steve describes the dream:
  • Steve [02:52]: “I mean, I was the aggressor but once I went there, it was like, yeah, come out.”
  • The group asks if it was emotional or purely physical.
    • Steve [03:25]: “Yes. I was like Nicolas Cage, The Family Man… it was a whole secondary life.”
  • He describes living through their “life together” in the dream: breaking up with others, controversies, adopting a dog, even specifics like “what she wore around the house.”

4. The Aftermath: Dream Hangover

• [03:07–03:16]
  • Steve: “I woke up that morning… expected to see Jen walking in to say, good morning. It was that vivid.”
  • He continues to feel awkward around Jenn in real life and avoids eye contact.

5. Other Cast Dream Confessions

• [04:26–04:44] Jenn relates by recalling a vivid dream she once had about another colleague, “the artist formerly known as Phil Tirana.”
  • Jenn [04:26]: “I was like, so embarrassed because of the things I had in my dream about him.”
  • The group notes this phenomenon is relatable but always a bit mortifying.

6. Playful Teasing and Group Chemistry

• [04:44–05:00]
  • Cassie/Tommy?: Jokes about the “abilities” of dream-Steve.
  • Steve [04:52]: “Yeah. You’ve got abilities you don’t even know you have.”
  • Banter about teaching each other dream “skills” follows with more playful ribbing.

---

Notable Quotes & Memorable Moments

• Steve [02:16]:
  “His was freedom and equality, and mine’s Jen.”
  (On the coincidence of dreaming the night before MLK Day)

• Steve [03:25]:
  “I was like Nicolas Cage, The Family Man. She was. It was like that. My God, this is… it was a whole secondary life.”
  (Describing the emotional depth and wild realism of his dream)

• Steve [03:07]:
  “I woke up that morning and... expected to see Jenn walking in to say ‘Good morning.’ It was that vivid.”

• Cassie/Tommy? [04:44]:
  “I really do think it’s a different level, the things you were doing to Phil Tirana. I’m sure pretty basic compared to the things that he was doing to you in this dream.”
  (Posterizing the discomfort and humor for both Steve and Jenn)

• Steve [04:52]:
  “Yeah. You’ve got abilities you don’t even know you have.”
  (Playful jab about dream skills)

• Steve [05:00]:
  “We’ll start class when I can look at you.”
  (Wrapping up the joke and camaraderie)

---

Important Timestamps

• [01:24] — Steve’s arrival and the immediate sense of awkwardness
• [02:01] — Admission of having a dream about Jenn
• [02:52] — Details of the dream: “I was the aggressor…”
• [03:25] — Emotional reality of the dream; “The Family Man” comparison
• [03:53–04:21] — Post-dream impact; can’t look Jenn in the eye
• [04:26] — Jenn’s story of her own awkward dream
• [04:44–05:00] — Group teases Steve, admits shared experiences

---

Tone & Language

• The tone throughout is hilariously awkward, self-deprecating, and warm. The cast are supportive and relatable as they navigate what is both a ridiculous and all-too-real workplace scenario. Humor and camaraderie shine, making listeners feel like part of the inside joke.

---

Final Takeaway

If you’ve ever had a dream that just feels too real—especially about someone at work—you’re not alone. The Bert Show’s take on post-dream awkwardness is raw, honest, and full of big laughs. This episode captures the magic of workplace friends sharing the awkwardness together, reminding us that sometimes the only way to get past the weirdness…is to talk (and laugh) it out.

Transcript

[A]

Okay, can we talk about how confusing weight loss has become? Like, one minute it's carbs are bad and then the next it's no, actually carbs are fine, but only if you walk 10,000 steps and drink a green juice. And honestly, it's just a lot. And then even if you do lose the weight, keeping it off is a whole different story. If you're struggling and want something that fits your real life, hers can help. It's designed to support you in reaching your goals in a way that actually fits your life. That's why weight loss by hers is getting so much attention right now. Hers connects you with licensed medical providers who create doctor developed treatment plans tailored to you. They offer access to an affordable range of FDA approved GLP1 medications, including the Wegovy pill and the Wegovy pen. It helps regulate your appetite so you eat less and keep the weight off. If you're ready to reach your goals and want to try something new, visit fourhers.com Bert to get personalized affordable care that gets you that's F O R h e r s.com Bert Forhers.com Bert Weightlist by hers is not available in all 50 states, but go as a registered trademark of Novo Nordisk A s to get started and learn more, including important safety information with govi, clinical study information and restrictions. Visit borhers.com hey guys, lady luck here.

[B]

Are you going on any road trips this summer? I know I'm going to be going on a bunch of road trips and being that I'm going to be passenger Princess, I Love playing on Spinquest.com Spinquest has all of my favorite slot games. Live blackjack, live craps. Head on over to Spinquest right now and get yourself a 30 coin pack for just 10 bucks.

[C]

Spin Quest is a free to play social casino. Visit spinquest.com for more details. The Bird Show Southside Steve here from our rock station peeks his head in the door and said there's some uncomfortable. There's an obvious weirdness going on between he and Jen Hobby.

[D]

Yeah, it's real awkward and it's a

[C]

different awkward than there's been in the past where she denies you your sexual advances all the time. It's different. This is a different awkwardness. It is.

[E]

I can't really look her in the eye. I'm trying to. I've gotten to the point. Now I can glance at her.

[D]

What happened?

[E]

I had a dream.

[C]

I had a dream.

[E]

I had a dream and I'll be honest with you. It was Sunday night leading into Martin Luther King Day. He had dreams. I just had one. We all got dreams.

[C]

Free at last, free at last.

[E]

Problem is, his was freedom and equality, and mine's gin.

[C]

Okay, so it was one of those.

[D]

I thought he was kind of rude in studio on Tuesday because we're buds, right?

[E]

Yes, we are. We are.

[D]

Talk about whatever. And so he came in Tuesday and was, like, chatting it up with everybody else in the studio and, like, ignored me. I'm like, did I do something to take him off? Like, that's weird. And then after the show, I saw him in the hallways and he was like, I gotta tell you something.

[C]

Did she hurt you real bad, or was the dream so graphic that you were embarrassed that the second one graphic on her side, or are you apologizing for the things that you did?

[E]

Both. I mean, I was the aggressor, but once I went there, it was like, yeah, come out.

[D]

Have you ever had those dreams where you wake up and you have to shake it off? Like, was that real or not?

[C]

No, usually I try to get back into it.

[E]

No, I woke up.

[D]

Go back to sleep.

[E]

I woke up that morning and I left the light on in the hall and I expected to see Jen walking in to say, good morning.

[C]

It was that vivid.

[E]

That vivid, Really? I mean, we were an item. We were together. I don't even know how many years we'd been together.

[C]

So it was more emotional than it was physical. There was a love in your dream?

[E]

Yes. I was like Nicolas Cage, the Family Man. She was. I mean, it was like that. I was like, my God, this is. It was a whole secondary life. I mean, it must have been a five hour dream. But I woke up and we'd been through things and she had dropped a guy and I dropped a girl, and there had been controversy and we'd been filmed and we were together. She'd gotten a small dog, but I was okay with it because of what she wore around the house. We were together.

[C]

You lived 30 years pretty much in three minutes.

[D]

Hilarious.

[F]

Pretty much.

[E]

Pretty much.

[C]

And how did the dream end? Did it end in a breakup or. It ended well. And that's what shook you?

[E]

It ended, I think, with us just having lunch. I mean, it just. I woke up and we were in the middle of what we're doing. There was no. There was no ending. I mean, it's like we're. We're together. So when I saw her here, I was like, you know, honey, thanks for not, you know, riding into work with me. We could have gone. And I realized, Steve, it's a dream. And then I'm like, but I don't know what to do. So I couldn't look at her.

[C]

You still can't?

[E]

I can't. It'll take time.

[D]

Do you remember when this happened to me years ago. Years and years and years ago. And I had that dream about the artist formerly known as Phil Tirana. And I could not talk to. I was like, so embarrassed because of the things that I had in my dream about him.

[C]

That's right.

[D]

And it was so. It was just like so vivid and real and it was like, whoa.

[C]

I really do think it's a different level, the things that you were doing to Phil Tyranna. I'm sure pretty basic compared to the things that he was doing to you in this stream.

[E]

Yeah. You've got abilities you don't even know you have.

[D]

Maybe you need to fill me in

[E]

and teach me some things. Yeah, I. We'll start class when I can look at you.

[D]

Okay. Thanks, Steve.

[E]

Thank you, guys.

[C]

All right, the Birch Show.

[A]

Hey everybody.

[B]

Lady luck here. And we're celebrating America's 250th birthday. Now all summer long I'm going to be celebrating by playing on spinquest.com which is an American owned social casino. It obviously features over a thousand slot games and live blackjack, live craps, live bubble craps. Head on over to spinquest.com get yourself a $30 coin pack for just 10 bucks.

[C]

Spinquest is a free to play social casino. Visit spinquest.com for more details.

[F]

You can never have too many tools. Shop Dewalt deals and Lowe's. Get a free select Dewalt 20 volt max power tool when you buy a select 20 volt max 5amp hour battery kit. Plus get a free additional Dewalt 20 volt max 8amp hour battery when you buy a Dewalt 10 inch 20 volt max dual bevel compounded miter saw. Our best lineup is here at Lowe's. Ballot through 624 while supplies last selection varies by location. From taco night in Tulum to sushi in Tokyo. Make every bite rewarding with gold from Amex. Wherever you dine four times. Membership rewards points at restaurants worldwide are piling up. Learn [e-mail] Explore Gold terms and points gap Apply.