Ever wondered how much of your dating history you should reveal on a first date? What happens when your past feels too heavy to share, but hiding it seems dishonest? This week's episode of The Talking Phase tackles the delicate balance between authenticity and oversharing in modern dating.

Join hosts Tom and Pam as they dive deep into two compelling relationship dilemmas. First, they address a listener's struggle with sharing past relationship mistakes without scaring potential partners away. Through real-world examples and practical advice, they explore how to navigate these vulnerable conversations while maintaining healthy boundaries.

The conversation then shifts to an age-old dating challenge: catching feelings in a friends-with-benefits situation. When one person starts wanting more after a year of casual dating, should they risk everything by speaking up? Our hosts share their contrasting experiences and offer strategic approaches to having this difficult conversation.

Packed with candid stories, including Pam's recent encounter with an oversharing date and Tom's perspective on transitioning from friendship to romance, this episode delivers actionable insights for anyone navigating the complexities of modern relationships. Their practical advice ranges from managing alcohol consumption on dates to techniques for answering difficult questions about your past.

Whether you're dealing with dating regrets, considering upgrading a casual relationship, or simply trying to figure out how much to share and when, this episode provides the guidance you need to navigate these common but challenging situations with confidence and authenticity.