Just to add a rather similar story: We keep a real distinction between the 'keepers' which do get names and the 'eaters' which don't. I kill and prep our own chickens, ducks and geese and leave the pigs to the abattoir and butcher to deal with. Keeping the purpose of each animal in mind really helps and having at least some 'keepers' around means you have somewhere to direct your affection.
The hardest job I've had to do on this front is kill one of our cockerels, 'Dipper', who had a tendency to go for the little kids but ultimately you do get a bit more used to it even though its never really a pleasure. I also really appreciate the honesty, as a meat eater, of confronting the reality of where our food comes from.
I've taught lots of people how to kill, pluck and dress their first bird and it seems that you really can't tell in advance how you'll feel when you actually do it. I've seen plenty of folk who were very nervous do brilliantly and really appreciate the experience and then there are those who seem quite confident but ultimately find it tough. So to some extent, I think you just have to go for it and see how it really feels for you.