That does seem like a lot to be lugging about, and 3 pairs of headphones seems like more than enough
I do quite like these little insights into the lives of other people.
I mostly carry a laptop and an ipad for work, so I use one of these '
'Toffee' brand satchels as it has enough space for my other bits, yet isn't so big that I can cram it full of loads of junk. Even without a laptop inside it's still quite a nice bag, although one of the girls at work did tease me that it looked a bit like a handbag (it doesn't).
I paid a lot less than that list price though, I think it was around 20 -30 bucks on clearance from a local store, I think they bought too many in and found that few people really wanted to pay that much so the stroe just wanted to get rid of them. It's well made and looks quite smart.