Podcast Summary: Holmberg's Morning Sickness (98KUPD)

Episode: 02-16-26 - WWBD - MIX

Date: February 16, 2026
Hosts: John Holmberg, Brady Bogen, Bret Vesely, Dick Toledo

Episode Overview

This episode dives into two wild “What Would Brady Do?” (WWBD) listener dilemmas: one involving the shocking discovery of a mother-in-law’s secret dominatrix OnlyFans, and the other confronting attraction and confusion over a neighbor’s gender identity. As always, the HMS crew approaches each scenario with their characteristic humor, irreverence, and no-holds-barred honesty.

Main Topics & Discussion Points

1. Dilemma: The Dominatrix Mother-in-Law on OnlyFans

(Starts ~01:49)

• Listener Email: Joey confesses he's discovered his mother-in-law has an OnlyFans account as a dominatrix, unmistakably identified by the room she films in (“the spare room” he’s slept in). Unsure whether to tell his wife, Joey seeks advice.
• Hosts’ Initial Reactions:
  • John Holmberg marvels at the irony: the mother-in-law insisted on separate rooms for decency, but that room is her online “puss room.”

    “Mom had boundaries sexually that the kids couldn't stay in the same bedroom… but the room she made Joey sleep in was her puss room for the Internet. How about that?” – John (01:53)

  • The shock and amusement are palpable as the team riffs on the absurdity.
• Dilemmas and Advice:
  • Bret Vesely wonders if the wife would be upset—at her mother, or the husband for looking.

    “How's that your problem that she's mad at her mom? She mad at you for seeing her mom doing dominatrix stuff?” – Bret (04:11)

  • John argues transparency is best:

    “I'm smashing all the eggs. I am walking right across and talking.” – John (06:54)

  • Brady Bogen debates whether to address it with the daughter, the mother-in-law, or nobody at all:

    “I'm leaving it alone. And none of my business. Who cares?” – Brady (07:14)

  • Dick Toledo adds to that “get down with your bad self” sentiment.

• Lingering Jokes & Scenarios:
  Lots of hypothetical ribbing—if this happened in their own families, how they'd prank friends or handle aftershocks.

  “What if it was your buddy? Oh, never ending. If I saw [their] steps... I'd go straight over to, like, Seba's and buy chaps and leather and go, ‘Hey, Mark, your mom left this at my house last night.’” – John (09:45)

• Memorable Quotes:
  • “It's out of my hands now. There's gonna be an occasional joke now and again. ‘Hey, your mom's on TV again.’” – John (06:32)
  • “That's why you got to tell her daughter and not her. Let the daughter handle it.” – John (12:17)
• Team Consensus:
  Most agree—tell the wife, don’t keep this under wraps, but don’t get too deep into confronting the mother-in-law head-on.

2. Dilemma: Neighbor or “Hot Tranny”?

(Starts ~13:04)

• Listener Email: A listener is drawn to an attractive neighbor, only to suspect mid-conversation she might be trans. He candidly confesses, “If I find out it's a tranny, I still want to gulp it. Is that bad?”
• Hosts’ Honest Reactions:
  • The show erupts in banter and comedic discomfort.
  • John plays out the “what would you do” scenarios:

    “You were like, this is a good looking person… But there also is a possibility this person has male genitalia. Do you stop right there or do you try to find out you're wrong?” – John (13:51)

  • Brady and Bret both state:

    “I'm stopping. Just in case.” – Bret (14:09)

  • “What would you do if you already finished a couple of times? Then the pants came down?” – John (14:26)
  • Jokes about NDAs, “Crying Game moments,” and needing a shower with “simple green and a scrub brush” illustrate their classic, no-filter style.
• Broader Reflection:
  • John reflects on changing attitudes as he ages:

    “The older I get, the less surprised by stuff I am. That one would still get me… I’d tip the cap and I'd reciprocate.” – John (15:29)

• Memorable Moment:

  • “After I yacked, you would have a Crying Game moment. You'd throw up the whole time.” – John (15:52)

• Consensus:
  While their reactions are mostly comedic, they reinforce boundaries—with a touch of open-minded self-mockery.

Notable Quotes & Moments with Timestamps

• On Talking to the Wife about Mom’s OnlyFans:
  • “To me, that's what you think… I couldn't live with that weight on me. Pretending that I had to tap dance around that. No way.” – John Holmberg (06:32)
• On Confronting the Mother-in-Law:
  • “I'm not going to be there when it's brought up. I'm. I'm. I. Christopher Columbus. This thing, I found it. I discovered the video.” – John Holmberg (12:30)
• On Neighbor’s Gender Identity Discovery:
  • “What do you do if you already finished a couple of times? Then the pants came down?” – John (14:26)
  • “The older I get, the more I realize... that one would still get me. I'd tip the cap and I'd reciprocate.” – John (15:29)
• On Getting Over It:
  • “I'd be in the shower with a simple green bottle and a scrub brush.” – [Brady] (16:49)

Humorous Asides & Running Jokes

• The infamous “puss room” label for the mother-in-law’s OnlyFans filming space.
• Repeated speculation and half-joking requests for Joey to send the OnlyFans screen name.
• Imaginary pranks (“Hey Mark, your mom left this at my house last night!”) if this happened in a friend group.

Recap & Tone

True to HMS’s reputation, the episode blends jaw-dropping listener dilemmas with bold, sometimes crude honesty and relentless humor. Brady leans “laissez-faire/fire-and-forget,” John advocates for brutal transparency, and the group never misses a chance for a zinger—even while offering genuine (if offbeat) advice.

Listeners get:

• A wild ride through taboo-but-true dilemmas.
• Glimpses of the crew’s own boundaries (or lack thereof).
• Enough laughs to lighten even the most awkward subjects.

End of Summary