Well, let me jump in and comment on some of your questions, following a generous welcome to SBG.
I'll assume that it's been awhile since you've shaved your head regularly and you are just getting back into it. Shaving WITH the grain for awhile is probably a good idea. Your head is sensitive (not used to being shaved) and WTG is easier on your head.
Later, when your scalp toughens up, you can go ATG.
Applying too much pressure can also cause issues, Nobody can SEE the difference between WTG and ATG nor light pressure and heavy pressure. You may FEEL the difference. Go easy to start with.
I use several razors. Mow down most of the stubble with a Head Blade Sport (the older model which works better than the new ATX model which HB is pushing right now). But the HB does not get right around the ears all the best, so I use either a Schick Hydro 5 or a Gillette Fusion Power for a little trimming or missed spots.
Yes, shave in the shower.
Consider an after shave treatment. coconut oil with essential oil scent, Aloe Vera Gel, Head Lube Glossy, Witch Hazel (before the lubes), Or Osage Rub (before the lubes).
I also like a nice sugar scrub exfoliant after a shave. Smells nice. Feels nice. And lubes up your head for a smooth and shiny result.
It's been said on here before. A bald head makes a young man look more mature and an old man look younger. Sounds like you are proving that out at least for the older man end of things.
When you are ready, post a picture.
