
Jasmine Lobe and I hadn’t seen each other in a while and figured that since we both write about our personal lives, we may as well catch up live, for your viewing pleasure. We spilled on how writing so intimately affects us and those around us, in our… well… personal lives. I may have also told the tale of when I sold pictures of my stockinged feet. Get full access to HollyWould at hollywould.substack.com/subscribe
Feb 26
1 hr 18 min

I love Queen Kwong! Watch us point out one another’s faults and disagree about almost everything. Everything except for our love for one another. I’m so tired of pimping myself out for your $6/month. Please just subscribe, okay? I got a book to sell (publishers want to see #s) and a big old mouth to feed. xx Get full access to HollyWould at hollywould.substack.com/subscribe
Dec 9, 2025
1 hr 18 min

If you missed it, here is the recording of Jasmine and I dishing about our DMs! Get full access to HollyWould at hollywould.substack.com/subscribe
Oct 29, 2025
59 min

In case you missed our live, Liz and I discussed the underwear that Skims just released and what they might mean for the evolution of beauty standards. We also talked to Quasim about making protests fun! Which they should be, because everything in life should be fun. Speaking of, how was your No Kings Day? What were your favorite signs? Thank you Patricia Lafond Valade, Education is a lamp, Mason/She/Her🩷💜💙, Ralph Carabetta, Robert DeBell, and many others for tuning into my live video with Liz Plank and Qasim Rashid, Esq.! Join me for my next live video in the app. Get full access to HollyWould at hollywould.substack.com/subscribe
Oct 20, 2025
1 hr 3 min

This week pulled every rug out from under me, tore the roof off my ceiling, flipped me upside down, spanked me in a non sexual way and then spanked me again in a sexual way. Not literally. It wasn’t that fun, and it didn’t even take me out for dinner. But my head is spinning from distractions and everything I wrote about it left me feeling insincere and insecure. This though… this is sincere, as girl talk usually is. Jasmine Lobe is my internet friend, meaning we met online and became mutual fans of one another. She is a former sex columnist for the New York Observer and a model/actress, so obviously we have much in common. We are also both blonde, and smart, so yeah, basically twins. I can’t remember exactly what was discussed and will probably perish if I make myself watch myself. I do have vague recollections of copious sex talk, some stuff about women farting and shitting, and the terror of memoir writing. Those may sound like separate topics but they’re actually all the same thing. I will leave you with a teaser of what I am writing and will likely release next week: It’s a dating story. It includes a Molly mishap. You’ll definitely want to stay tuned. Paid subscribers get more access. To my archives, to my paid subscriber chat, and to my heart. Thank you for tuning into my live video with Jasmine Lobe! Don’t forget to subscribe to her substack! Join me for my next live video in the app. Get full access to HollyWould at hollywould.substack.com/subscribe
Aug 30, 2025
1 hr 6 min

Last Friday Jerry and I chatted about the serendipity of both having columns at Playgirl magazine, cringe vs. squirm, manifestation and so much more. We’ll be doing this regularly, so stay tuned!Thank you Simon Sweetman, Usvaldo de Leon, Justin Courtney Pierre, Gregg B., Mary Rose, and many others for tuning into my live video with Jerry Stahl! Join me for my next live video in the app. Get full access to HollyWould at hollywould.substack.com/subscribe
Jul 1, 2025
43 min

Thanks for tuning in to another episode of the HollyWould podcast. I’m hungry for your questions, so please email me at [email protected]. Or DM here, on Substack . Or DM on my instagram.HollyWould is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.Don’t forget to subscribe, comment, leave reviews, and hit that little “like” heart, pretty please. Get full access to HollyWould at hollywould.substack.com/subscribe
Oct 30, 2024
13 min

Listen to/watch this episode to find out which part of my body gets broken on what should have been a romantic getaway to London, England. Is it my heart? Is it my brain? Something else?Today’s story is about me and once you hear it, you’ll be glad it wasn’t you. But I do love hearing your stories. Send your questions to [email protected] and maybe I’ll have an answer. Maybe I’ll make one up. Maybe it will lead to an interesting discussion.Please share, follow, rate, comment, like, upgrade, email, or simply carry on with your life as if none of this ever happened.HollyWould is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber. Get full access to HollyWould at hollywould.substack.com/subscribe
Oct 17, 2024
27 min

Disclaimer: I filmed this with wet hair. In today’s episode, I answered a few emails about returning to dating after undergoing great change, as well as a question on a subject I knew nothing about. Which was exciting, as I got to learn something new. I love learning and I love hearing from you. Send your questions to [email protected] and maybe I’ll have an answer. Maybe I’ll make one up. Maybe it will lead to an interesting discussion. Please share, follow, rate, comment, like, upgrade, email, or simply carry on with your life as if none of this ever happened. HollyWould is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.Follow me on Instagram! Get full access to HollyWould at hollywould.substack.com/subscribe
Oct 10, 2024
17 min

Email your questions to [email protected]. Can't wait to hear from you all!Subscribe to the HollyWould Substack for Saturday essays, and for video of this podcast episode.Follow me on Instagram too!And please don't forget to download, share, rate and review! Get full access to HollyWould at hollywould.substack.com/subscribe
Sep 24, 2024
27 min
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