You can mount m43 lenses on it with a fairly small adapter. And the wide kit lens is pretty darn small. I've also carried the nex5 with the 18-55 mounted in a jacket pocket that I definitely couldn't have carried a dslr in.
I just don't think there will exist a program that does exactly what you want, so you either pay to have it written, or you just have a group calendar, which google apps does just fine.
I think he does that on purpose. He takes pictures of things not particularly photogenic, and then wants people to comment on how good they look.
At least he's not making up girlfriends anymore.
I don't use a headphone amp at all, just what's built into my preamp and iphone. But what i've heard of cheaper non-portable headphone amps is they're mostly not worth it.