I have a lot of friends of mine who do the exact thing you describe and I find it somewhat perplexing. I am a single guy as well, go out but also enjoy cooking.
I would think it would make it a lot more economical, healthier and smarter to try and do some very basic meal planning without really doing any cooking.
It's amazing to me when my friends who eat out daily never think of their next meal, which 99% of the time, is eating out. They don't get the logic of ordering a larger pizza for leftovers for the few days.
To each their own I guess but eating that much restaurant food all the time catches up with you in a lot of ways. It's just way too much salt, sugar, fat, low quality oils and killing of nutrients that isn't very good. It does cost a lot of money as well when you sometimes can make the easiest version of what you just ordered in literally minutes.
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