Dating in Milwaukee: More Crazy Stories, Bachelor/Bachelorette Profile Reviews and a Live Update from AI Cowboy’s Relationship

We dive into a few hard to believe Milwaukee dating stories that were sent to us over Instagram and get a live update (he actually picked up our FaceTime) from AI Cowboy who was previously featured after finding love at the Great Clips Conference in Minneapolis, and highlight some bachelors and bachelorettes. Run down: A live update from AI Cowboy who found love at the Great Clips Convention, it came crashing down but where does the couple stand now? A woman meets a man in her apartment lobby off of a dating app, doesn’t recognize him from his Hinge photos and later sees him in the news for a cocaine bust. Girls get taken courtside from Bucks player’s cousin, meet at Harp after game Worst date stories Best places to meet women in Milwaukee Bachelorette & Bachelor profile reviews Guests: Danielle Forrest & Madi Grausam

Episode metadata supplied by the publisher feed · Published Mar 19, 2025

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Dating in Milwaukee: More Crazy Stories, Bachelor/Bachelorette Profile Reviews and a Live Update from AI Cowboy’s Relationship

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