I've shipped a few bucks to dozens of them (not the really irritating ones). I've also shipped a few bucks to people on this forum (anonymously... but maybe it isn't now?... ie. there was a member who sounded bummed the other day, end of his post he says, "sure could use $1".. so he got one, lol). I know it's probably not a good thing to do as it'll often just get them begging some more. The ones I've shipped to though... they didn't really seem to be begging (matter of interpretation I guess).
On the flipside, I was railing a guy a couple of weeks ago (I've railed him a bunch of times in the past) ... he made a final table & when he went out he shipped me $55 which I thought was pretty cool (& totally unexpected??). So... I pass it along.
Why do I give strangers money on pokersites/forums, etc.? idk... some of them are new & seem to only get to play in freerolls, so why not give them the oppurtunity to play a buyin of some sort.(its probably exciting for them). Poker can tend to turn me into a bit of a self-centered dick, so if I can try to get out of myself by helping a few others... great. (I feel like less of a dick... & gets me thinking in a different & more positive direction). another eg.,.. I was bored the other night... felt like having a poker table up on my screen but didn't really feel like playing anything 'real'...so I entered a freeroll on ftp then the dickhead 'me' started to surface inside.. "you f'n donks... holy f'n pa owiuarpoeiuwpaoimpoawe poaijer apoijpa"... then one player says 'Hi,' (and asks some friendly question, where are you from, etc. etc.). I felt like instant idiot... just for the dumbass shitty thoughts in my head (yah.. I'm a f'n hater!!!.. argh... Ahhh!!!! fk u !!). It snapped me out of it & I sent every player on the table a $5. What a cool feeling. Talk about insta-attitude-change.
So yah.... I do send some of 'them' a few bucks from time to time.(and yah.... I probably shouldn't but can't help myself)