Comedian <a href="https://www.instagram.com/breshawebb" rel="noopener noreferrer" target="_blank">Bresha Webb</a> (Run the World, Hacks) joins Nicole to share her terrible experience accientally dating a Hollywood scammer. Bresha also shares the story of a guy who paid for their dinner using a coin purse full of laundry quarters, what happens when you livestream a terrible first date on Instagram so your followers can roast the man, and the incredibly romantic 30-day Zoom courtship that led to her marriage. Plus, Nicole and Bresha reminisce about auditioning for SNL together and discuss the unhinged challenges on Love Island that will definitely haunt those contestants forever.Check out Bresha's new special, LOL Live with Bresha Webb, on <a href="http://hulu.com/movie/lol-live-with-bresha-webb-557e3db2-e11f-4187-b244-57aac68add95" rel="noopener noreferrer" target="_blank">Hulu</a> or <a href="https://www.disneyplus.com/browse/entity-557e3db2-e11f-4187-b244-57aac68add95" rel="noopener noreferrer" target="_blank">Disney+</a>.WWYDM is hiring a part-time podcasting apprentice! Learn more and apply <a href="https://docs.google.com/forms/d/e/1FAIpQLSdFEFZrewT6wfaOMpghAQeUVH-UlnhXLZWbE8WY0lCqC36U3A/viewform?usp=sharing&ouid=114154461714788129525" rel="noopener noreferrer" target="_blank">here</a>.Watch this episode on our YouTube channel at <a href="https://www.youtube.com/@WhyWontYouDateMePodcast" rel="noopener noreferrer" target="_blank">https://www.youtube.com/@WhyWontYouDateMePodcast</a>Support this podcast by checking out our sponsors:» <a href="http://forhers.com/dateme" rel="noopener noreferrer" target="_blank">Hers</a>: Sponsored by Hers. Visit <a href="http://forhers.com/dateme" rel="noopener noreferrer" target="_blank">forhers.com/dateme</a> to get a personalized, affordable plan that gets you.» <a href="http://hin.ge/WhyWontYouDateMe" rel="noopener noreferrer" target="_blank">Hinge</a>: Try Hinge’s new feature, Friend’s Take. Send your link to the group chat and let the people who know you best do the talking. <a href="http://hin.ge/WhyWontYouDateMe" rel="noopener noreferrer" target="_blank">hin.ge/WhyWontYouDateMe</a>» <a href="http://plannedparenthood.org/defend" rel="noopener noreferrer" target="_blank">Planned Parenthood</a>: Donate to support Planned Parenthood now at <a href="http://plannedparenthood.org/defend" rel="noopener noreferrer" target="_blank">plannedparenthood.org/defend</a>» <a href="https://capl.onelink.me/vFut/3v6r90n6" rel="noopener noreferrer" target="_blank">Cash App</a>: Download Cash App Today: <a href="https://capl.onelink.me/vFut/3v6r90n6" rel="noopener noreferrer" target="_blank">https://capl.onelink.me/vFut/3v6r90n6</a> #CashAppPod Cash App is a financial services platform, not a bank. Banking services provided by Cash App’s bank partner(s). Prepaid debit cards issued by Sutton Bank, Member FDIC. Cash App Visa® Debit Flex Cards issued by Sutton Bank, Member FDIC, and The Bancorp Bank, N.A., pursuant to a license from Visa U.S.A. Inc. See terms and conditions for the Sutton prepaid card, Sutton debit flex card, and Bancorp debit flex card. Discounts and promotions provided by Cash App, a Block, Inc. brand. Visit cash.app/legal/podcast for full disclosures.» <a href="http://Wayfair.com" rel="noopener noreferrer" target="_blank">Wayfair</a>: Join Wayfair Rewards today to get 5% back on every purchase and start saving on your next home upgrade. Head to <a href="http://Wayfair.com" rel="noopener noreferrer" target="_blank">Wayfair.com</a> to shop all things home.Check out all of our sponsors and discount codes at <a href="http://wwydm.notion.site/sponsors" rel="noopener noreferrer" target="_blank">wwydm.notion.site/sponsors</a>.Follow:All Links: <a href="https://linktr.ee/whywontyoudateme" rel="noopener noreferrer" target="_blank">linktr.ee/whywontyoudateme</a>Tour Dates: <a href="http://linktr.ee/nicolebyerwastaken" rel="noopener noreferrer" target="_blank">linktr.ee/nicolebyerwastaken</a>YouTube: <a href="https://www.youtube.com/@WhyWontYouDateMePodcast" rel="noopener noreferrer" target="_blank">@WhyWontYouDateMePodcast</a>TikTok: <a href="https://www.tiktok.com/@whywontyoudatemepod" rel="noopener noreferrer" target="_blank">@whywontyoudatemepod</a>&nbsp;Instagram: <a href="https://www.instagram.com/nicolebyer/" rel="noopener noreferrer" target="_blank">@nicolebyer</a>X: <a href="https://twitter.com/nicolebyer?lang=en" rel="noopener noreferrer" target="_blank">@nicolebyer</a>This is a <a href="https://headgum.com/" rel="noopener noreferrer" target="_blank">Headgum</a> podcast. Advertise on <a href="https://gumball.fm/shows/why-wont-you-date-me-with-nicole-byer" rel="noopener noreferrer" target="_blank">Why Won't You Date Me?</a> via <a href="http://gumball.fm/" rel="noopener noreferrer" target="_blank">Gumball.fm</a>.See Privacy Policy at <a href="https://art19.com/privacy" rel="noopener noreferrer" target="_blank">https://art19.com/privacy</a> and California Privacy Notice at <a href="https://art19.com/privacy#do-not-sell-my-info" rel="noopener noreferrer" target="_blank">https://art19.com/privacy#do-not-sell-my-info</a>.

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Dating a Hollywood Scammer (w/ Bresha Webb)

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