I Cheated on My Pregnant Wife… With a Man

For most of his life, Jason did what he thought he was supposed to do. He got married, built a career, and checked all the boxes, while quietly suppressing something he had actually known since he was six years old. In 2003, at 28 years old, Jason came to terms with the fact that he was gay after developing a relationship with a coworker who was also married. What followed was incredibly complicated. There was an affair, two marriages, a pregnancy, fear of being outed, and eventually one of the hardest conversations of Jason's life, telling his wife the truth. Check Out Jason: → Jason's website: https://www.jasonwaidmiller.com/ → Jason's Instagram: @jasonwaidmiller → Jason's TikTok: @jasonwaidmiller Sponsored By: → Shopify | Every story has a turning point. If you're ready to build something of your own, start your journey with a free trial at https://shopify.com/insane → HERS | Ready to reach your goals? Visit https://forhers.com/insane to get personalized, affordable care that gets you. → ZocDoc | Taking care of your health just got easier – start here with Zocdoc: https://zocdoc.com/insane #sponsored On This Episode We Cover: → 00:00:00 - Introduction → 00:01:49 - What was it like knowing he was gay from such a young age? → 00:02:47 - Did he feel attracted to his wife? → 00:04:26 - How did he know he was gay from six years old? → 00:06:15 - Why did he suppress his sexuality for nearly 30 years? → 00:07:32 - How did the affair begin? → 00:12:52 - How did he feel after the first time he was with Matt? → 00:14:21 - What was the most stressful part of the affair? → 00:17:51 - What changed for him after the affair started? → 00:21:42 - What happened when he found out his wife was pregnant? → 00:25:02 - Did finding out he was going to be a father change things? → 00:28:09 - How did they decide it was time to tell their wives? → 00:30:26 - What was the difference between attraction and exploration? → 00:34:36 - What was it like telling his wife, “I’m gay”? → 00:37:27 - How did his ex-wife respond? → 00:40:45 - Why did she want to talk to Matt? → 00:41:54 - What was Matt’s response? → 00:43:36 - How did his ex-wife choose forgiveness and grace? → 00:47:46 - What made him decide to share his story publicly? → 00:51:48 - What did they do after coming out? → 00:56:20 - What is Matt’s relationship like with his ex-wife? → 00:58:38 - How did people in his community react? → 01:01:12 - When did Matt and Jason get married? → 01:03:28 - Why did he start posting on social media? → 01:10:54 - How did his wife’s reaction impact the rest of his life? Further Listening → Being Gay in a Homophobic House More We Are All Insane: → OFFICIAL MERCH NOW AVAILABLE - code INSANE10 gets you 10% off for a limited time → Join We’re All Insane Mailing List for EXCLUSIVE Content + Discounts For ad-free, uncensored videos and plenty of exclusive content please subscribe to the We Are All Insane subscription channel at https://wereallinsane.supportingcast.fm/. It's $5.99 a month and watchable on Apple and Android mobile apps, Roku TV, Apple TV and Amazon Fire. Learn more about your ad choices. Visit megaphone.fm/adchoices