When are you too old for the shorter skirt?

Hard time with pics today. I had to move 4 times and couldn't get to fancy there were kids EVERYWHERE and I am ubershy.
Skirt Target for very cheap. The last time I wore it (which is 16 months ago) I thought it looked like it made me a oompa loompa (see below) so I said I was gonna shorten it. 16 months later I see it on dolofe and said DARN IT I am doing it. So I hemmed it a good 4 inches while watching Angel last night.
Shirt Ann Taylor Loft
Shoes Marc Jacobs more details on them here. I included a detail of the fun footbed below with stamped images on them.
Earrings I made
Bracelet Tiffany
Necklace Target
So lately in short skirt I have been feeling very old. Also like I am trying too hard.

When is it ok to wear a above the knee skirt and not look trying to hard? I am short and anything below my knee instantly shortens me. But at the same time I don't want to come off acting like I am 23 when clearly I am not anymore. I think I just am working towards being ok with being older and not let my mind tell me "you are too old for this" (although there are a few things I clearly am. Those we won't get into today. :P)
Are there any items you feel you are too old to wear now? and why? Did someone tell you so or are you setting the standards yourself? I am curious how many others feel this way. Or heck if you think you can pull everything off please tell me why you think so.
Comments
That, of course, mainly meas above-the-knee. Miniskirts are a little trickier for women over 40. But my 41-year-old style consult client bought a white denim mini yesterday and looks SMASHING in it.
I want those shoes even more now.
CLO YES!!! cheap thats the thing I fear the most!!!
brooklynshoebabe. I just need to rock it and think "this works on me" and if I think it others will. Right? right!
thank you all for reading and commenting I really appreciate it! Its very helpful too!
And that's regardless of age. And for you too! You look great--- nowhere near someone looking like they are trying to be too young.
Work it!
I, personally, don't feel comfortable wearing dress shorts (or even capris, really) to work. At home I'm mostly okay with it, but at work I feel like it's a bit under my age range. I think my biggest hang-up overall is pattern. Some colors and patterns I feel uncomfortable wearing.
The shorts/capris has been mostly by observation that I've come to that conclusion. The rest is totally self imposed. Haha. I put on an outfit the other day and went, "Oooooh gross. I feel like Punky Brewster."
I think the key to avoid trampy-ness is to avoid heels if the skirt is verging into "mini" territory. I wear flats with my very short skirts.
As far as a shorter skirt looking "too young," I think that's a comment made by people who WISH they could wear what you do and have the confidence to pull it off.
The thing with short skirts, I think, is not the length so much as the style. Wearing a distressed cut-off denim miniskirt is very different than a recently hemmed gorgeous feminine full skirt. One screams frat party and the other gently hollers "look at my gorgeous flippin' legs and my uber-great sense of style". I'll let you guess which is which. :)
http://betweenlaundrydays.blogspot.com
I think it looks great on you and keep going for it! Skirts are also so easy and comfy sometimes. I'm loving dresses again for the one-stop dressing awesomeness.
wooot
fashion addict. thanks I got the necklace a week ago at Target for $6 bucks!
clare. You don't think the 16 month old pic dwarfs me a little? I actually have 3 skirts that are the same cut and I wonder if I should leave them or hem them like this one. hrm. Thank you!
Kasmira I think I look better in the shorter ones too. I just wondered how I perceived. (which is weird cause in general I don't usually care. I am feeling old this week with all the new 18 year olds that just hit campus in their minis) thank yoU!
BAM you should totally rock the tights! I have no joke a pair in almost every color (except yellow which is ick on me) Tights are fun and warm! I do agree there is a fine line though Mostly with plaid and white tights. hee.
d'et I look awful in capris I feel you on that! so much. Thanks!
anna I know you know exactly what I meant! oy huh?!! thank you!