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In unmodified form, the quickest would likely be the Bonnie (T100) since it weighs about 50 pounds less, and is rated at 66 hp (not rear wheel)/52 ftlb torque; while the Speedmaster is rated at 54 hp (not rear wheel)/ 51 torque. Both will feel plenty fast, with a significant amount of torque.
In handling, they are different beasts. The Bonnie has an upright seating position, unless you get the Thruxton with clip-ons; while the Speedmaster is a cruiser and is much more laid back. The rake on the Bonnie is 28 degrees, while it's 33 on the Speedmaster, so the Bonnie will be quicker in the turns, but the Speedmaster is no slouch. The Speedmaster has two front brake rotors which should theoretically translate into better braking than the Bonnie, with one disc.
I have a T100, so I'm biased toward the Classics. I like the more upright seating position rather than the cruiser style, but that's simply a matter of personal taste, not which is better. You need to try to get a test ride on each. Another thing to consider is that the Bonnie is a 360 degree parallel twin and the Speedie is a 270 degree. The Speedie therefore has more of a loping feel while the Bonnie feels like a standard parallel twin. Re the foot controls, the only modification that I know of is to install rear-sets. A lot of riders combine lower bars and rear-sets on the Bonnie.
If you go the Bonnie Owners Forum and the Vertical Twins Cruisers Forum, you can find Picture Threads right at the top of each thread list. This will give you a better idea of what people are doing with the bikes. Sometimes there will be a link back to the individual's photo album and you can get more visual info there. I think they are two pretty distinctive bikes with different rides, but it is very hard to rate them as quickest or better handling without missing that they are both very good performers, just different.
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2005 T100
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