ACross Generations with Tiffany Cross

Dating the Decades: Dating Experiences from Then to Now Feat. Ms. Teenie and Kelsey Russell


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Listen in as we navigate the multifaceted world of dating across generations, discussing how our approach to finding love evolves with time. From my personal transformation of dating expectations – once a direct hunt for marriage in my twenties to a journey of self-discovery in my thirties – to my current state of contentment where I've learned that the most enduring relationship is with oneself. Our enlightening panel includes the wisdom of Miss Teenie, an 85-year-old with a traditional yet modern take on relationships, and the fresh perspective of Kelsey Russell, a 23-year-old grad student tackling today's dating scene with an appreciation for the printed word.

Exploring the dynamics of modern dating, our conversation spans the significance of a partner's family interactions to the debate over the timing of exclusivity. We also touch on the impact of social media advice on young people's relationship views, and how financial expectations on dates reflect our upbringing. The evolving gender roles within dating and the myriad ways of showing affection, from monetary gestures to thoughtful acts, are also dissected. Additionally, we discuss the complex emotions surrounding casual sex and the quest for meaningful connections, delving into how personal fulfillment guides healthier relationship choices.

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