If I was going to bed anyway, it honestly wouldn't bother me if my friend wanted to go out partying at 1am. However, if I thought we were going to stay up a bit later chatting and catching up, I'd feel a bit hurt.
(Also, I'm a few years younger than y'all, and the very thought of going out partying at 1am makes me feel exhausted!!)
The other incident you described, about missing your trip to the markets and the dinner reservation, would definitely annoy me! In that situation, I personally might have let the markets go, but when dinner approached, I'd be saying nicely to my friend "Hey, perhaps we'd better get going so we don't miss our dinner reservations?". I don't think that would be rude.
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