How Dare You.

Updated: 25 Mar 2025 • 58 episodes

Need advice? Wanna get something off your chest? Ross Mathews, Nikki Boyer and Mr. Malone are back and ready to help! Advice, confessions, LOL's and so much more. Each week, you can listen here, PLUS you can join the fun LIVE as we record on YouTube! Zoom in with your questions and join other Dare Bears in the LIVE chat room. Each Monday at 3pm PT/6pm ET. All the info is at TheHowDareYouShow.com.

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25 Mar 2025 • EN

Episode 8 - $549 Toilet

This week Ross is finishing up his home renovations, and is stocked up with Coke Zero awaiting Nikki's arrival in NYC. Some iconic listener voicemails this week include bisexuality, dirty tooth brush revenge, and Meatspin.com. Plus, Shaman Shannon has some life advice we'll remember always. To watch us live on Mondays

46 min
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This week Ross confesses about his newest hobby, a listener voicemail stirs up some breaking news about a favorite hotel amenity, and Nikki and Malone tell us about what they used to do to their siblings as children. If you want to leave us a voicemail for next week call us at 360-399-6289. You can also email us at the

42 min
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This week Ross confesses what his algorithm has been serving him, Sara Sanchez warns us against bad pedicure techniques, Ross' realtor Arleen tells dental tales about "sweet air", and we give advice to a listener from Milwaukee whose one safe queer space just shut down. Watch us LIVE on YouTube every Monday at 3pm PT /

48 min
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This week Ross, Nikki and Mr. Malone help out a caller with RBF, receive a Urinal Richie update, and get a voicemail asking for advice on how to deal with MAGA d*ck. Subscribe to our YouTube and watch us LIVE every Monday at 3pm PT / 6pm ET or watch the video episode replay after! https://www.youtube.com/@thehowdareyou

42 min
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13 Mar 2025 • EN

Episode 4 - Urinal Richie

This week Ross shares a touching memory of his mom and dad, we listen to a voicemail from Urinal Richie, and take calls from listeners trying to quit smoking and a situationship. Subscribe to our YouTube and watch us LIVE every Monday at 3pm PT / 6pm ET or watch the video episode replay after! https://www.youtube.com/@

58 min
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This week Ross is back from Florida and smuggling eggs in his long underwear in the frosty New York weather. Malone shows off his flipper, we give advice to Buttercup and we give advice to listeners struggling with separating from their childhood blanket and recovering from a breakup. Plus, we shower Nikki with praise

65 min
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