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1 -> That's precisely what I tried to do, I know the technique, but it wasn't doing anything to my stainless steel mudguards. Was wondering if it was because of the material (all the articles about re-radiusing mudguards talk about aluminum ones, whether from VO or Honjo), as I feel I put as much force as I could trying to spread the edges apart.
2 -> Mine have been terrible, they'd rattle loose if I didn't clean the eyelets before using loctite again (I assume that the residue from past application of loctite prevents the new one from sticking to the eyelet correctly). I don't remove mudguards too often, but it's happened enough times that it's an annoyance.
1, yep you can by squeezing or stretching them, I think velo orange have a good tutorial on it.
2, I've never loctite mudguard bolts, and never found they've come loose. I've also never cleaned an eyelet tbh.
Should I be doing that? Never had any trouble when removing / installing guards over the years. Then again I mostly just leave them on even in summer, good for the dust etc.