It takes more than 100 in my opinion to reach that particular goal. When you stop getting irritation, you will have made major progress. You may be using too wide an angle and scraping your face causing the irritation. Keep your angle 30 degree or less and don’t use so much pressure.I've shaved with safety razors for 8years and It's been 9months since I first dipped my toe into straight razors. This year, I almost exclusively shaved with straight razors and I think I've shaved with SR over 100 times. but it doesn't feel as smooth and comfortalbe as my safety razors. I'm not saying it is awful. Rather, it is qute good and shaves as close but I get more irritations from straight razor shaving.
I know it will take some time to fully master the straight shaving skill. I'm just wondering how long it took for your straight shaving to match your previous favorite shaving methods in terms of comfort and smoothness.