If you're buying the sissy bar for rear rider comfort, definitely get the tall sissy bar. I would also get the rack as well because of all the cool luggage from T-Bags and others that will sit on the rack and easily attach to the sissy bar. I posted a pic of my bike with a new windshield under this section (NEW Clearview SS available). It has the tall sissy bar/rack and would look the same on a Speedmaster.