Comfort and distance. It's all relative. I'm turning 75. I've ridden 100's of thousands of miles. I only ride longer distances, usually around 300 miles. I suspect your comfort issue is due to several factors.
Although cruising at 100mph in strong wind will beat up anyone, the main problem is gonna be the fact that you just don't ride. I mean no offense here, but riding 50 miles is barely warming the oil. If you want to feel comfortable riding long distances, you simply have to ride long distances. It's like training in sports. You can then analyze what you're feeling and make adjustments, e.g., bars, foot pegs, wind screen, throttle lock, bar end weights, seat, etc.
You just gotta do the miles. And maybe carry some ibuprofen.
Although cruising at 100mph in strong wind will beat up anyone, the main problem is gonna be the fact that you just don't ride. I mean no offense here, but riding 50 miles is barely warming the oil. If you want to feel comfortable riding long distances, you simply have to ride long distances. It's like training in sports. You can then analyze what you're feeling and make adjustments, e.g., bars, foot pegs, wind screen, throttle lock, bar end weights, seat, etc.
You just gotta do the miles. And maybe carry some ibuprofen.