The 250 can do what you ask for years and years without breaking or being uncomfortable. But if you really are riding two-up at 80 mph, the bike is pretty much tapped out in terms of acceleration, and getting it from there to 85 or 90 mph will take a long time (think very slow economy car type acceleration). There is no such thing as quick bursts of speed when you're already at high speed with these bikes. 26 hp is 26 no matter how you swing it, so bike + rider + passenger is about 600 pounds, for a power to weight ratio of 23 pounds per hp, on a vehicle that really isn't that aerodynamic.
No bike you purchase will be so perfect that it's the last one you buy in this lifetime. The advantages of the 250 are pretty broad, and one of them is the value it holds when selling it, so the risk of losing any significant cash even if you do change your mind in 6 months to a year is low.
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