Finding Love On the Rails, Risky Business Style: Chapter 16

from Shot At Love · host Kerry Brett

In this episode of Shot At Love, host Kerry Brett shares her unforgettable story of finding love on the commuter rail. This journey starts with a swipe and turns into a cinematic night worthy of Risky Business and Dirty Dancing. What begins as a spontaneous Tinder date with a man named Scott evolves into a hilarious and heartfelt adventure about courage, connection, and the power of showing up even when it’s uncomfortable. From lip gloss disasters and “walks of shame” to lessons in faith, mindset, and perseverance, Kerry reminds listeners that taking chances in love — and life — often comes with a few unexpected detours. But when you stay open, trust yourself, and keep believing, miracles can happen… even on the rails. By the end, Kerry reveals how this once “risky” date led to her real-life love story and how her journey on Tinder became proof that manifestation works — if you’re willing to believe, take action, and never quit. Follow on Instagram @kerry_brett and @shotatlovepodcastFind Kerry on Facebook and LinkedInSubscribe to her Substack: Shot At Love: The EditVisit www.shotatlovebook.com to learn more about her book Shot@Love: A Celebrity Photographer’s Unfiltered Lens on Dating and Finding Love. Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What this episode covers

• A spontaneous date inspired by Risky Business and fueled by curiosity. • How ADHD and fear almost derailed the journey — and what it took to push through. • The power of humor, faith, and resilience in modern dating. • Turning an awkward train ride into a story of confidence and chemistry. • Lessons in vulnerability, taking risks, and embracing imperfection. • How “the girl on the train” became a Tinder success story — and found lasting love. • The role of visualization, gratitude, and not quitting on yourself. • Why every “risky business” moment can be the start of something beautiful.

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Finding Love On the Rails, Risky Business Style: Chapter 16

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This episode is 22 minutes long.

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This episode was published on November 9, 2025.

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