In this episode of Collective Loathing, the hosts reminisce about their rugged Generation X upbringing and discuss the modern dynamics of engagement and marriage. Felix shares the inventive story of his engagement to Heather, which involves a creative proposal featuring Jim Cummings, the voice of Winnie the Pooh. The crew also debates the outrageous nature of Halloween decorations and imagined scenarios for wit-and-grit-filled weddings, including a humorous best man competition. #Hollywood joins the conversation, reflecting on the changing attitudes towards relationships and marriage across different generations. This episode is a blend of humor, nostalgia, and heartfelt discussions about life's big milestones. 00:00 Introduction to the Forgotten Generation 01:30 Meet the Hosts 01:58 Special Guest and Big Announcements 03:25 Technical Difficulties and Random Banter 04:13 Felix's Proposal and Marriage Talk 05:12 Listener Voicemail and YYZ Debate 08:25 Weird and Wild News Stories 18:45 Halloween Decorations Debate 26:11 Upcoming Halloween Costumes 28:12 Marriage and Divorce in Gen X 29:36 Growing Up Catholic and Marriage Expectations 30:21 The Proposal Story 31:17 Modern Proposal Pressures 34:52 The Engagement Ring Saga 38:24 The Proposal Execution 41:46 Planning the Wedding 49:20 Reflections on Marriage and Relationships 57:50 Wedding Sponsorship Ideas 01:01:39 Conclusion and Call to Action