The First Time

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Before Colton Underwood became a beloved figure on The Bachelor, he was an awkward, overweight teen excelling in football while grappling with personal insecurities. As an All American hero, he faced the challenge of reconciling his romantic ideals with the modern swipe-right dating culture, choosing to reserve intimacy for true love. In this memoir, Colton candidly shares his journey of self-discovery and love through his experiences on the Bachelor franchise. He offers an unfiltered and heartfelt account of his time on The Bachelorette, Bachelor in Paradise, and The Bachelor, revealing the complexities of his relationships, including his heartbreak with Becca and a secret connection with Tia. Colton reflects on the pressures of being the world's most famous virgin and the behind-the-scenes conflicts with production that nearly overwhelmed him, especially after falling in love with Cassie Randolph. This memoir resonates with Bachelor Nation and anyone who believes in love's magic, conveying a powerful message: it’s okay to laugh, cry, and even leap over obstacles in the pursuit of finding the right person.