Woman breaks up with boyfriend after discovering his ChatGPT message history

Lindsey Hall was borrowing her boyfriend's laptop and accidentally came across his devastating ChatGPT history.

What she found wasn't evidence of cheating, but a private record of his true thoughts about their relationship.

In a Substack titled 'Lindsey Hall Writes', the public relations professional said after she 'stared at the words' and instantly wished she 'never read what I did'.

What she found was not evidence of cheating, but a sidebar conversation titled 'relationship issues and uncertainty'.

She wrote: “I froze. Oh. That’s not where I thought this was going.”

The conversation showed her boyfriend questioning whether he truly loved her and whether he was attracted to her.

As she continued reading, she realised he had listed concerns about her appearance, personality and eating disorder history.

The most painful line came when he admitted: “I’m just not proud of her.”

“Then you should consider ending it,” ChatGPT replied.

Lindsey acknowledged that she was invading his privacy (Lindsey Hall)

“I was not someone he adored. I was a set of liabilities,” Lindsey wrote.

“As I finished that Chat, adrenaline running, I wondered 'how many of these conversations are there?'

To my horror, I would find handfuls.

“Like those who relish in trauma porn, I could not peel myself away from the unfavorable things documented.

“When I was done, I sat there, stunned into a kind of silent vacancy: too shocked for coherent thinking. Too confused to feel anger. Too shell shocked to evoke a reaction.

“This man, I thought, looking over at him asleep beside me. This man whose country I had just visited. Whose family I had met. Whom I had left that trip feeling almost sure loved me.

“This man does not adore me. It seems this man does not even really like me.”

Lindsey admitted that her 'ego evaporated on the spot' (Lindsey Hall)

Soon after, Lindsey said she 'slid out from under him carefully, gathered my shoes and charger and the little belongings I’d left around his house over the months, and packed them into my purse in silence'.

“It was eerie how calm I was. But there is a kind of calm the body enters when it has passed the point of immediate feeling and gone straight into evacuation mode,” she said.

“I left without a word. I drove home at 1 a.m. in total silence, and by the time I got through my front door the calls had already started.”

Despite ignoring his calls, Lindsey said 'half an hour later, his headlights lit up my bedroom window'.

When she finally admitted she had read the chats, his reaction was: “Oh God… No. No. Oh no.”

Lindsey said their relationship never recovered after that and the pair went their separate ways.

She reflects that the real issue was not only his doubts, but seeing them in such an unfiltered form through AI.

“Some knowledge alters the chemistry of a relationship beyond repair,” she wrote.

“If you suspect the person you're dating is using AI for messages or to sort their feelings (which I'd suspected he was using ChatGPT for texting prior to this), I think it's worth having a conversation with that person and asking them how they use AI in their personal lives,” Lindsey told UNILAD.

“Everyone has very mixed feelings about AI and how it was used in my case, so I'm finding that it's a dealbreaker for some while not a big deal to others and so it's almost akin to a values difference in dating. That part has been interesting to see unfold since my article went viral.”