Dear Chelsea – Minisode: Oh-Nut with Chelsea + Catherine

Podcast: Dear Chelsea (iHeartPodcasts)
Hosts: Chelsea Handler & Catherine Law
Date: August 22, 2025

Episode Overview

In this engaging minisode, Chelsea Handler and co-host Catherine Law dive into follow-ups on “the penis that was too big” call from a previous advice episode. The two discuss nuanced listener feedback, pelvic floor health, sexual wellness, and coping with relationship fallout—all with their trademark blend of humor, candor, and unfiltered opinions. Along the way, they riff on gender dynamics, aging, and men in current culture, with memorable anecdotes and practical takeaways.

Main Discussion & Key Points

1. Post-Workout Banter & Cultural Disdain for Men

[02:23-04:49]

• Chelsea opens with gym talk, comparing co-host Catherine to her less attentive male trainer, Ben Bruno.
  • “He’s not a great listener. He asks questions, but then he interrupts you with another question…” (Chelsea, 02:28)
• They discuss a shared cultural exhaustion with (straight) men, particularly amidst current political events.
  • “It's just what we're experiencing culturally... because of this administration, it just makes you upset with men in general.” (Chelsea, 03:35)
  • “[Men’s] egos are... so ridiculous.” (Chelsea, 04:44)
• Anecdote: Woman outpaces man while running; man’s fragile ego can’t handle being passed by a woman.

2. Ego Reflections

[04:49-05:19]

• Chelsea admits her “I-don’t-care” persona doesn’t always match reality:
  • “Sometimes the persona I give off, I want to be more true than it is... and then you do care.” (Chelsea, 04:54)

3. Listener Sex Questions: “Penis Too Big” Saga

[08:51-16:14]

Listener & Therapist Advice

[08:51-14:08]

• Revisiting the prior caller who struggled with a partner’s very large penis.
  • “This was really a follow up from our minisode we did with Yamaneika where a caller called in and she had the boyfriend with the penis that was too big.” (Katherine, 08:51)
• Sexual terminology banter (“bochooky” as a family-friendly term).
• Feedback from pelvic floor physical therapists and sex therapists:
  • Onut Device: Stackable silicone rings worn by the partner to control the depth of penetration.
    • “There's a wearable device for her partner that can help limit his depth of penetration. It’s called the Onut by the Pelvic People.” (Katherine, 11:51)
  • Topical Estrogen: Local, doctor-approved option for dryness and pain, even safe for those with breast cancer history.
  • Vaginal Valium: Prescription Valium inserted vaginally, suggested for muscle relaxation.
    • “And then we had another therapist, a sex therapist, who said to try Valium, but insert it vaginally, which I thought was like--vaginal Valium.” (Katherine, 12:32)
    • “Yeah, I’ll try that. Maybe that’ll make me attracted to men again.” (Chelsea, 12:40)
  • Pelvic Floor Wand Massager: For muscle relaxation and release.
    • “...like a curvy wand that you put in and you, like, massage it.” (Katherine, 13:36)
  • Non-hormonal Vaginal Moisturizers: For dryness/menopause, recommended every four days.

Real-World Listener Experience

[14:13-16:14]

• Actual caller (“Sally”) wrote back with her update:
  • Initial struggle, but “got into a groove sexually” with the partner (“my body just needed to adjust…”).
  • Relationship ended abruptly after a vulnerable conversation—partner said, “I’m not made for relationships. I think we should split.” (paraphrased from Sally’s letter)
  • Dated someone new with "a perfectly average penis" but “the previous XL one ruined my perception. Lol.”
  • “I still think about him a lot. Was thinking of texting him on his birthday... we just made sense in most ways.” (Sally, 15:32)
• Chelsea and Catherine’s reaction:
  • “Looks like she could take the penis, but she couldn’t take it... so it was a thing she couldn’t handle. Then she could handle it as soon as it was over.” (Chelsea, 15:41)
  • “There’s a vagina out there somewhere for that guy’s penis.” (Chelsea, 16:00)

4. Aging, Menopause & Pelvic Health

[10:32-11:48]

• Chelsea and Catherine touch on the importance of pelvic floor health in relation to hip issues, menopause, and pain management.
  • “But all of that stuff is also, like, menopause related too, you know, which I didn’t realize how common everything is.” (Chelsea, 11:32)
  • “You have to fight it every step of the way. You can’t just give up.” (Chelsea, 11:48)
• Correct pelvic floor therapy is essential—not a one-size-fits-all situation.

Notable Quotes & Memorable Moments

• On Men’s Listening Skills:
  • “He’s not a great listener. He asks questions, but then he interrupts you with another question...” (Chelsea, 02:28)
• On Sex Terminology:
  • “I don’t even like saying the word dicks. I hate that word.” (Chelsea, 09:44)
  • “Butchookie is more of like a term if it’s flaccid... for a baby. Like, look at the little bochooky.” (Chelsea, 09:52)
• On the Onut:
  • “So the man’s penis doesn’t go all the way in. So he’ll be dissatisfied. But the women—but we don’t care about that anymore.” (Chelsea, 12:57)
  • “The tip is the most sensitive part. He’ll be fine.” (Katherine, 13:06)
• On Relationship (and Penis) Regret:
  • “Looks like she could take the penis, but she couldn’t take it... so it was a thing she couldn’t handle. Then she could handle it as soon as it was over.” (Chelsea, 15:41)
  • “There’s a vagina out there somewhere for that guy’s penis.” (Chelsea, 16:00)

Timestamps for Key Segments

• [02:23-04:49] – Gym banter, men in culture, and fragile egos
• [08:51-14:08] – Listener follow-ups; pelvic floor and sexual wellness advice
• [14:13-16:14] – Real caller outcome & Chelsea’s reflections
• [10:32-11:48] – Menopause, pelvic health, and persistent fighting spirit
• [12:55-13:09] – Discussion of the Onut device and male sexual satisfaction

Tone & Style

Chelsea and Catherine deliver sex advice and medical facts with quick wit, irreverent humor, and blunt honesty. Listener letters are met with empathy but kept light; even frank topics get the Handler treatment—candid, occasionally filthy, but always accessible.

Final Takeaways

• Sex and relationship issues are universal and often funny in retrospect.
• Pelvic floor health is under-discussed but vital, especially for women facing menopause or pain.
• Thank you to the many sex and pelvic floor therapists who wrote in with practical, specific advice—listeners found it genuinely helpful.
• Sometimes, it’s not about “fixing” the problem, but realizing whether it’s worth the effort—or the heartbreak.

For more questions or to submit your dilemma: dearchelseapodcast@gmail.com. Find full videos on the podcast’s YouTube channel.