When I hear about people asking for upgrades, i think back to
Richard Butler, who made an absolute pig of himself when appointed to the Tasmanian Governorship. Booking the cheapest possible fares and then demanding an upgrade. And then lying about it afterwards.
I score the occasional unexpected upgrade. AA J-F FRA-DFW was very nice. I told the Admirals Club agent that he had the best job in the world, making people happy. Particularly as the security goons had given me a hard time during checkin, asking how a humble cabbie dressed in cargo pants could afford Business.
Now and again a seat will map into something nicer, through equipment change or WPs scoring Y+ for Y- prices.
Nicest of all was KAN-HEL with Finnair, just before that bloody volcano blew up. Wife and I were given upgrades to J from Y. That made her happy, and happy wife = happy Skyring.
Another time we got on the 747 at Heathrow for the long night ride and the rest of the row which I'd carefully selected for window seat viewing pleasure was full of a sports team and they were already half-tanked. Still WP then, and the FA offered nicer seats further forward. Wife jumped at the chance to get away from boisterous roisterers. The seats were only middle bulkheads at the front of Y, and I lost my window, but again, for the happiness of my wife, no sacrifice is too huge.
Maybe some can score the occasional upgrade for the asking. I'm not that sort of guy.