twice, both times they flagged me down as I was riding up to them. Both cases a flat tire. First case I was commuting to work and pair that flagged me down had a flat, did not have another tube and their glue had dried. I traded them my spare tube for their flatted one , waited long enough to be sure there were good with the repair and headed off to work.
Second time was on a long weekend ride and a group of three flagged me down to ask if I had a pump. They had a flat but thought they botched blowing it up with CO2 mutliple times. Turns out their only spare tube among the three had dry rotted, no fixing the spare. I gave them a spare tube, helped them get it pumped up and continued to ride with them for a bit. They asked about my pump (a small lezyne frame pump) and what I carried. A small under saddle bag with 2 spare tubes and a patch kit.
Had a good ride and good converstion with them until I got to my turn and bid them a good ride