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Tech404 MediaJason Koebler2026-09-26

Murder trial plays the AI love song he made for his mistressAI Love Song for Mistress Played at Murder Trial Is Most Excruciating Watch in Recent Memory

Caleb Flynn, a former American Idol contestant accused of killing his wife, had two AI-generated love songs for his mistress played in open court, and the room struggled not to laugh.

The case itself is grim: Caleb Flynn, a former American Idol contestant, is on trial for killing his wife, and the proceedings are streaming live nationwide.

One song, two keys

At the end of Thursday's session, prosecutors played the AI love songs Flynn made for his mistress. A forensic investigator testified that the files came in two versions — 'one's like a happy or upbeat sad song, and one's a sad, sad song' — in different keys.

The judge allowed it. For the next few minutes everyone in the courtroom fought not to laugh, in a murder trial. When the songs mercifully ended, the room went silent for several seconds; the judge simply said they would break for the day.

He had the lyrics finished

In texts, Flynn told his mistress the lyrics were done, that it was 'our song.' He said he used a piece of software called ElevenLabs, loading the piano track and picking an AI voice to sing it.

She replied that she wasn't ready to listen yet: send it, she said, and she would save it and listen when she was.

The phone held everything

Investigators used tools such as Graykey to break into his phone and pull a full file system extraction: messages, the AI audio files, location history, sleep data from an Oura Ring, heart rate from an Apple Watch, and records of a deleted 'AI music song generator' app.

Why it matters

The trial reads like an inventory of what a phone and a smartwatch now remember: sleep, heart rate, a deleted app, whether the earbuds were connected. AI is not the story here — just one more file pulled from the device.


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