I've had a stacked bob for over a decade now (I really liked Amelie, kay?). I love it for the daily no-maintenance aspect and it looks good with my chipmunk cheeks. However, it looks shaggy 6 weeks out and like hell anything over 8 weeks. For an annual cut, you're going to have to like the transition phase a lot. But I have thinnish hair (the strands are thin, but there's a lot of them - what's that called?) and it really is zero daily maintenance. I lose my hairbrush for days without noticing.
I'm sorry, but I have trouble picturing you without the mustache in your avatar.
I'm not going to be of help in the haircut suggestion matter since mine has been long and boring without bangs forever, or at least since I was a child.
Only because you say annual, which makes me think you're like me and rarely get cuts...no, no, no to a stacked bob. That is hella upkeep. I vote long layers with a long, side-swept bang. Tell your stylist you want something that still looks good as it grows. Movement, but not drastic.
Happy birthday ! Angled bob, sideswept layers. I'm still prolonging going downstairs for work, but I'll edit this to post pics when I get to a computer.
this sounds like what I was going to suggest!
about a year ago, I did the long angled bob (it's shorter in the back, longer in the front). I have a big head and suffer from fat face, so I don't like to go too short. I like that it's longer around my face but has a good shape.
I don't think I have a great pic of my hair, but I'll post one and some of my inspiration pics. It's pretty easy to style. Mine is long enough right now to get into a bun on top of my head, which is nice when I am being lazy.
I think this is one of my inspiration pics I took to my stylist. I also wear mine wavy but I know a lot of people who wear it straight. Wavy is just easier because my hair has some natural wave, so curling it and giving it some volume is easier/quicker (plus I like the look better for me) than trying to straighten it, which takes a lot more effort/time.
My hair is longer now than it was in this pic, so it looks more like the inspiration pic now I think:
I like it better now, but because I had long layers before I had to get a decent amount cut off to make the front longer than the back. Some of the pics I've seen do a center part, but I vastly prefer a side part and a little bit of layered/longish side swept bangs.
I'm also lazy about getting my hair cut and this one looks good growing out. I haven't had it cut since like March because my babysitter canceled on me for my July appointment, and I haven't called to set up another appointment now that the kids are back in school.