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ZharethZhen t1_jaea3p6 wrote

Don't offer to join him. Say, I have a table booked on Thursday, see you there. I have tickets for a movie at 8. I booked us seats at the outdoor theatre. Etc.

But yes, he is comfortable and doesn't feel the need to try.

Just be upfront with him. Tell him you are bored of the routine and don't want to continue like this.

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