I have similar issues. I won't go bare legged unless on the beach, and clothes shopping often reduces me to tears. Fun times!
Sending her a selfie of my new haircut a few years ago:
"Oh dear, not the best photo of you"
Similar comment recently on an old photo of me in a swimsuit aged 15.
Just before going out to dinner in my 20's:
"Do you wear black tights because you think it makes your legs look slimmer? Because I'm not sure it does."
Wearing a new skirt aged 14 which I loved:
"Umm... are you going to try and hold your bottom in somehow?"
Wearing shorts as a teenager on a ridiculously hot day (at a family party in front of all my cousins):
"Gosh! Very brave of you to wear those!"
I was briefly engaged a few years ago and I showed her some pictures of me in a bridal shop trying on a few dresses. I was sort of prepared for her to say something nice or get a bit emotional (too many romcoms!), but there was total silence. A day or so later she made a comment to someone else, in front of me, while looking at one of my bridal magazines. It was along the lines of:
"I don't understand these very tight dresses some women wear. It shows off every lump and bump, it's very unforgiving. Imagine wanting to show off your big bottom on your wedding day!"
Plus lots of talk at meal times along the lines of many other posts here.
In a way I think she thinks she's being helpful. As though I'm completely unaware if my hair looks awful/teeth are crooked/I've put on weight etc. and if she helpfully mentions it to me I'll magically be able to change the way I look. I know it's more about her insecurities than mine, but it still hurts.