Having moved from a sunny dry climate to the Pacific Northwest, we had a lot to learn about rain. We lived on our land 20 years.
We bought a house on 10 acres. That was in July. When winter came, the back areas of the one-acre yard we had fenced in for the dogs flooded. We had to slog through water to get to the back part of the property where we'd hike trails. Turns our parcel ran through a drainage area where the land was a tad terraced, and our "upper" neighbor also had a pond that would flood and contribute to our water-logged back area.
We spent the next summer, all of it, trenching in a french drain the whole length of the back area outside the fence. Lots of work, but that did the trick.
As for how to stay dry in the rain, I got really good at that. FLEECE. I found fleece to work spectacularly. I'd wear a light long-sleeved fleece shirt or very light jacket with a hood. Then I'd get a roomy non-hooded fleece vest to go over the hooded fleece shirt. I'd pull the hood out from inside the vest. The vests always had high collars that could be zipped up to my neck snugly, and when it was really raining, if I put the hood on and then zipped up the vest, so the collar was lifted up around my neck, no rain ever got in any tiny nooks or slits or openings.
Fleece, although not the most wonderful of fabrics, sheds water, is very non-absorbant, so it takes a lot of work to get fleece wet. Unless you're hanging out for an hour in a downpour, you will stay comfortably dry-ish. Sure, sure, it's not Gore-tex (which is what I'd wear also at times), also kept me super dry, but it's expensive, didn't want to damage it outside working. Still, fleece remained my first choice because with the vest, I had complete freedom to move and work. The Gore-tex was raincoat-like, swishy, extra fabric, got in the way.
As for my lower regions. I wore tights. Don't know if a man would be comfortable with tights, but again, synthetic fabric thick tights shed water for a long time, and then when wet, they don't get soggy, just moist. If it was really raining, I knew I'd eventually get too wet on my legs, so I'd double up on the tights, and when I started to feel soggy, I'd pull off the top wet pair of tights, and most of the time, the other pair would be dry enough to continue working outside in the rain comfortably.
I'd get men's fleece vests, so they'd be longer on me, so my butt was covered, and I found if my legs got wet, as long as I remained dry from my butt up, I could stay out with wet tights a long time in total comfort. Well...as long as I was working or moving anyway.
Of course, the temps in the PNW are rather mild compared to upstate NY, so maybe you would need some Gore-tex pants. But I stand firm with my fleece-hoodie-vest garb. That worked magnificently and was so easy to maintain...and dry. Fleece when wet dries rapidly.
Oh, yeah,,,,my feet. I had boots lined with Gore-tex, so waterproof. I'd get tights that had a band at the bottom edge and would bring the edge down over the boots as far down as the fabric would stretch. Sometimes if I knew I'd be out a long time and it was really raining, I'd put on gaiters to ensure no water would get down into my boots. I didn't have to do that often, though. The tights pulled over and down onto my boots usually was enough.
