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was thinking of throwing a windshield on for longer rides along with 3/4 helmet to help on longer rides.
does the windshield really work/help?
Which softail do you have?
My Heritage OEM windshield was too tall. I got a shorter LRS recurve, and it's awesome. I don't use it around town... but if I'm gonna be doing some freeway miles, it works great!
Just about any bike, if you get a windshield that can break the wind before it hits the driver, will increase comfort on longer rides....
The first time I took a trip (2200 miles round trip) on a Harley with a windshield, after many years of no windshield, I was amazed how relaxed my neck/shoulders were after a long day in the saddle.....
I have the Switchblade 2 Up windshield from Nationa Cycles. Works great for me on long rides and for winter riding. Actually looked really good on even with the ape hangers.