Grant Was Certain There Would Be A Second Date with Olivia
After a wine bar date in Palo Alto, Grant felt optimistic. Olivia was stylish, engaged, and genuinely curious about his life. The conversation flowed from travel to pets to stand-up comedy, and everything about the night felt solid. Grant assumed he’d see her again—until he didn’t.
16 Des 20256min
Logan & Vanessa Share Warm Conversations but End with a Cold Ghosting
Vanessa called us after a coffee date in San Mateo with Logan—a guy she described as warm, grounded, and the kind of “real grown-up” energy she’s been looking for. They swapped book recs, bonded over bad bosses, and agreed breakfast burritos are basically morning royalty. So why did Mr. Mature suddenly vanish? We dig in.
15 Des 20256min
Trevor's Best Date Ever & Haley…Well
Trevor and Haley matched on Hinge and hit Happy Hour and according to Trevor, sparks flew everywhere. He says she was stunning, sarcastic in the best way, and turned a convo about tax season into pure flirting. But while Trevor left thinking it was the best date he’s had in years… Haley walked away with a whole other take.
12 Des 20254min
Tony Says it Was Love at First Slice, So Why Did Mariah Ghost?
Tony called us about Mariah after their pizza date in Oakland. He said she was next-level gorgeous, sharp, funny, and told this story about her grandmother making tamales that “made him see the whole future.” They bonded over concerts (both of them love live music) swapped favorite Bay Area hangouts, and even agreed that the only people still eating gas station nachos at midnight are heroes.
11 Des 20256min
Shawn & Isabelle's Match Made in…Missed Connection?
Shawn met Isabelle on Match and took her to a Thai place in Berkeley for date number one. He says she was cute, grounded, and had that contagious, full-body kind of laugh. They bonded over their dogs, favorite cooking shows, and horror-story dates from their past. Shawn thinks he crushed it… and now he wants to know what happened to her.
10 Des 20255min
Kyle & Natalie's Hayes Valley Heartbreak
Kyle thought his Hayes Valley date with Natalie was a total win—great banter, travel chaos stories, dive-bar love, and matching “chaos goblin” siblings. But the next day? Nothing. Ghosted.
9 Des 20255min
Nate & Sienna Go From Sparks to Static
A great dinner at OJ’s, easy banter, shared sibling drama, and a weirdly specific whistling struggle—Nate thought his date with Sienna had all the signs of a perfect match. But then? Radio silence. We dig into what might’ve happened.
8 Des 20256min
Did Connor Kill the Conversation with Valerie?
Their connection started on one of “the apps,” though Connor can’t even remember which one anymore. What he does remember is Valerie, gorgeous, quick-witted, and steady in a way that pulled him in. They talked food, terrible twenties roommates, and their mutual love for true crime. Everything flowed and then… silence. Connor wants answers.
5 Des 20258min
