Overview
In Jack Brennan’s decades-long career, he covered teams like the MLB’s Reds and the NFL’s Cincinnati Bengals before becoming the PR director for the Bengals. He wrangled sports stories, reporters, and players. At home, he played basketball with the neighborhood husbands and raised three kids with his wife, to whom he was devoted. At the same time, he had a passion that never left him: he liked dressing as a woman. Blonde silky hair, bright lips, smooth legs escaping short skirts, ending in heels as high as they go.
While he kept his life as a crossdresser private, eventually his world opened up, and he came out publicly via The Athletic in 2021. Football Sissy offers a view of his dual lives, and the slow build of his decision to become one of the first men in the NFL to come out as LGBTQ+. The story follows his childhood experiences, the thrills of his career, the messy entanglements he got into (including being accosted by the police for breaking into his own home), and his coming to terms with his own biases and misapprehensions.
Told with the characteristic humor of Brennan’s sports columns, Football Sissy is a riveting inside peek at life inside the NFL, and a heartwarming tale of acceptance and love, even within the most masculine environments.
This book title, Football Sissy, ISBN: 9781540270047, by Jack Brennan, published by Arcadia Publishing (September 9, 2025) is available in paperback. Our minimum order quantity is 25 copies. All standard bulk book orders ship FREE in the continental USA and delivered in 4-10 business days.
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