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Confessions of a Serial Dater: The Chicago Connection - Now Available!
Most relationships don’t end in a single moment.
They end in slow realizations you try to ignore.
Confessions of a Serial Dater is not a guide to finding love.
It’s a record of how easy it is to mistake attention for connection, chemistry for compatibility, and imagination for reality.
Told through real-time journal entries, conversations, and encounters from the early days of online dating, this memoir follows one man repeating the same pattern with different women — believing each time the outcome will finally be different.
Late-night phone calls that feel intimate before two people ever meet.
Months of emotional investment built on partial truths.
Attraction that exists in conversation but collapses in person.
Promises made to someone who only exists in your head.
What begins as excitement gradually becomes something else: projection, rationalization, and the quiet realization that the person you’re chasing may not be the real problem.
This is not a story about villains or heroes.
It’s about the uncomfortable space between what someone says, what you hope they mean, and what you choose to believe anyway.
Readers who enjoy honest relationship memoirs, psychological self-reflection, and real conversations about dating dynamics will recognize themselves in these pages — sometimes more than they want to.
Because the hardest truth in dating isn’t that people lie.
It’s that we often help them do it.
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