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You might want to check into this backrest by Kuryakyn.
that is really cool. I'd like to see more pictures of its adjustability so I emailed kuryakyn. I'll keep everyone posted. For the price of it though it may be cheaper to have one made. Lol
Has he tried swinging his leg forward to get on? Works for me, and I can even get on with the drivers backrest. Getting off, I stand up, then hop a step away from the bike then pull my leg over.