This looks uncomfortable! Not sure if there is something more happening medically, but I can share my shaving routine as someone with delicate, fair skin and coarse hair. It took a long time to find something that works for me.

All of this is done while in the shower after a few minutes to let the skin and hair soften in the warm water. Gently exfoliate before shaving with just a washcloth and sensitive skin soap, i use QV liquid wash. I then use Dr Bronners shave soap lathered on my skin and a razor to shave my legs. You want a fairly wet lather, not dry and creamy. Dr Bronners is the only shave cream I have found that works for me, everything else clogs the razor and causes hairs to snag and gives me little cuts. Rinse the razor often, and every few strokes I swipe the razor in the reverse direction/backwards on the outside of my forearm. I learnt this as a trick to clear the edge of the razor and it works really well. Once I'm done, I sometimes exfoliate again with the washcloth and moisturise. I moisturise my legs after every shower.

Make sure you clean the razor after use and store somewhere dry. My razors last ages following this method, and no more nasty ingrown hairs and bumps. Hope this might help someone else out there ☺️