Litopia

Ooo, that's tricky because he could be quite proud of the gesture and you don't want to offend him...

So what would you do...?

Sorry, I'm probably responding too late, but I'd ask. If his heart is set on doing something normal, like buying a mate a coffee, I'd let him, but I'd also make it clear he really doesn't need to feel obliged. For example - Is he sure? It might be good for his mental health...

In my life with the homeless (reporting) his offer would be seen as an investment. Give you a tenner, and even if you say not today, friend, you're more inclined to hand over a gold bar or three next time by

And you are sure the coffee was you? It's not that he asked you to buy a coffee to him because they don't allow him in the cafe, or he does not like to go in there?

No, definitely for me and Peg. My homeless friend hates coffee, hot choc is his drink.