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The conversation delves into the dynamics of her marriage, the process of coming out to family and friends, and the theories surrounding gender identity, including gender envy. Olive and Maddie explore the complexities of social life, friendships, and the emotional weight of crossdressing. They discuss the dynamics of social media and content creation, sharing insights on how to normalize diverse relationships. Also, some fun with games like 'Two Truths and a Lie' and Maddie's rapid-fire questionnaire reveals personal insights and preferences, adding a light-hearted touch to the discussion.

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Maddie Reveals Personal Answers to Glamour Boutique's Crossdressing Questionnaire

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Is your crossdressing an addiction or healthy self-expression? Hear what Maddie has to say about this important delineation!

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There is more than one type of wealth...find out if you're wealthy in one of these areas!

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Join Maddie in this very insightful interview with Mia Anima. Mia, talks about her journey as a crossdresser and how she balances being able to experience life as a women without her wife or family knowing. Mia also share tips on how maintain the logistics of such an arrangement.

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The best things in life are NOT things. Are you prioritizing your most precious resource...TIME? Maddie helps remind you what to prioritize!

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As you go through life, remember that there are only so many springs and so many summers. Don’t let them pass by unnoticed. If nothing else, just be cognizant of this fact, be self aware and Live intentionally, embrace the seasons, and create a life rich in experiences and memories rather than THINGS!

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Maddie shares her simple secret to happiness!

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