Holly Madison | Hef, Hooters & Hard Truths of the Playboy Mansion!

Off The Vine with Kaitlyn Bristowe

PodcastOne

Society & Culture, Tv & Film, Comedy, Talk Radio

4.4 • 21.3K Ratings

🗓️ 22 May 2025

⏱️ 53 minutes

🔗️ Recording | iTunes | RSS

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Summary

#843. Holly Madison is here, speaking more of her truth — and did you know she has never signed an NDA!? No NDA = No Filter! In this unfiltered conversation, Kaitlyn sits down with the former Girls Next Door star to talk about everything from growing up a gifted bookworm in Alaska to racking up credit card debt chasing boobs, Hooters, and Hollywood dreams. Holly opens up about her undiagnosed autism, what really went down inside the Playboy Mansion, and the manipulative tactics that kept her there longer than she expected. From card tricks at Hooters to Hef’s infamous “grading system” for women, this one’s as jaw-dropping as it is personal.. Plus, an update on what Holly’s up to these days — and she is BUSY!

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EPISODE HIGHLIGHTS:

(8:43) – Discussing going into credit card debt for breast augmentation!
(15:56) – Recounting her first encounter with Hugh Hefner and the events leading to her move into the Playboy Mansion.
(19:41) – Opening up about undiagnosed autism and how it affected her social interactions.
(29:54) – “I got dragged so hard during my book tour…”

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Transcript

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0:00.0	This episode of Off The Vine is brought to you by booking.com. Booking.com makes it super easy to turn
0:05.0	that space into income. For the bookings you've dreamt of, list your property on booking.com.
0:10.6	Nutraful. Nutraful is offering our listeners $10 off any order. Enjoy free shipping when you subscribe.
0:16.0	Go to Nutraful.com and enter the promo code Vine Gift. Apartments.com, the place to find a place, and
0:21.7	Bollam Branch. Get 15% off plus free shipping on your first set of sheets when you use promo code
0:27.0	Vine 15 at bollandbranch.com.
0:34.1	You're listening to Off the Vine with Caitlin Bristow.
0:38.7	Hey, Vino's real quick, if you are listening right now, which obviously you are, you
0:42.8	wouldn't be hearing this, can you hit the subscribe or follow button on whatever platform
0:46.5	you're on?
0:47.2	Please, that one simple thing helps more than you even realize it allows me to keep growing
0:52.2	on this podcast and making these episodes the best
0:54.9	they can possibly be obviously for you. That's the only favorite I'm going to ever ask, okay?
0:59.7	It truly means the world to me. Thank you. Now let's get into it. Hey, everybody. Welcome to Off the Vine.
1:04.4	I'm your host, Caitlin Bristow, Co-Penut, Bailey Stanwer. And we just interviewed Holly Madison, which was iconic.
1:12.9	I knew.
1:14.0	Because we finish each other's sandwiches.
1:16.6	Yes, I knew it.
1:18.2	She was so fascinating.
1:19.7	I love that she does not have an NDA so she can speak her truth.
1:23.2	She's a wild.
1:24.3	I can't believe that they never made her sign an NDA.
	...

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