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I had a 95 Heritage that I ran a 21 X 3.5 Front and 18 X 4 Rear with no Issues because the Front that i was running was actually the same width as the stock Wheel.
This looks badass. The one concern I have, would be the ride height. The picture of the screaming eagle Fatboy looks awesome but the bike sits relatively high.
I wouldn't worry about ride height. I just went the opposite way on my Night Train- from a 21 to a 16, and I can't see any difference. I believe I lost about a half-inch at the front of the frame, but it's not noticeable. Fatboys and baggers look bitchin' with 21's!
Here is a 23 inch on a bagger FBI. (fat Baggers Inc.) The second bike has a 21" front wheel.
Here is company that makes cool spoked wheels with aluminum rims. I`m planning on putting there 21x3.5 120 spoke wheel on the front and a 18x5.5 120 spoke wheel (200) tire on the rear. http://www.hdwheels.com/index.htm
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