We always have hypothetically talk about the future together etc but he recently brought up hypothetically taking a break.. in the past he would say if we were to break up we'd be great friends. I asked if he's trying to tell me something but he says he not and just hypothetically speaking
Superb Opinion
You should play along with his hypothetical situation to see how deep his thoughts are about it.
What did he actually say when he mentioned the hypothetical "break"?
It's strange to mention you'd be great friends if you broke up with each other. Why even think about that. But if this is how you both talk all the time, then I wouldn't think too much about it.
Most Helpful Opinions
It means he's not that attached to you anymore. He's either considering a break up or is looking forward to date others or get laid.
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"Taking a break" often means seeing/dating/having sex with other people.
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