I'm trying to decide whether or not to cut my hair (as well as how to cut it), and I think I'm boring everyone around me with my endless dithering.
I currently have longish hair, with what remains of some layering and shorter pieces around my face that have grown out. My usual routine has been to grow my hair out until I'm frustrated with having it back in a ponytail constantly, chop it all off to some form of an angled bob, and then let it grow out again until the cycle repeats.
I don't like doing a lot of hair maintenance, but have just grudgingly told my sister that I GUESS I can learn to use a flatiron if necessary. If I ended up with bangs, I have a cowlick that would require me to either straighten the bangs or pin them back. I don't know if bangs would suit me, though.
That's the problem right there, actually - I don't know what cut might be flattering on me. I have kind of a round, plain face that I don't think can support a really short cut. I sometimes wear glasses that give my face a little more interest, but mostly I'm in contacts. I study a martial art, so pulling everything back into a ponytail is easy, but boring. Here is a set of self-portraits on Flickr, so you can see me with and without glasses, and my hair at varying lengths.
(I was enchanted by my Mac's photobooth option and was constantly playing around with it for a while.)
Compounding the problem is that I don't have a lot of money to do this with, so going to an upper-tier stylist isn't in the cards. Half the time I go to the local beauty college and get what I consider a decent cut, because I'm not asking for anything complicated.
I'll probably just go back to an angled bob again, or just keep it long and put it up (I wish I could french braid my hair but I can't seem to learn) but I thought I'd ask the Mefi community if there's something out there that might be for me.