I was looking for you, remember readding about your dipstick a few years ago and I'm getting ready to change the fluid and wanted an easy way to measure the fluid level. All I did was search for "2021 Ford Ranger dipstick" and you ended up at the top of the list.
Same boat here, after a couple of weeks and bloody legs (they will chew up skin if not careful) I started really paying attention and figured a way to kind of use them both in and out. Now I don't even think about it, it's just natural.
For the tremor definitely the XL from what I've read and holding them in place (haven't installed yet) it looks like the right size. I think the regular ones would look small behind the tremor tire and fender flair.