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I wouldn't worry about it. For some, two up is 200 pounds. For others, they truly deserve the name Fat Boy at 450 pounds solo.
For peace of mind if you have a bit of OCD, which it sounds like you do, run one tank of gas through it solo, at varying speeds, then after that, load up as many people and gear as you want without giving it a second thought.
I too am a believer of the first oil change at 500 or 1,000 miles to remove the initial filings from break in.
I don't buy new bikes, but I did buy a new Jeep in 2007 and traded that in on another new Jeep in 2014. Unrelated, but the 2007 was a really bad purchase, but the 2014 was a pretty good deal on a vehicle I am satisfied with.
I've never bought a bike spanking brand-new, so the whole break-in thing to me is undiscovered territory. On the used bikes (and cars) I've bought, though, they get an immediate oil change even if the guy swears on a stack of bibles he just did it.
my question is... is this your first bike? have you ever rode 2 up before in your life? do you have enough experience to ride 2 up? has your passanger ever rode on a bike with someone? do they know what to do in turns?
I think weather the bike can handle it is a silly question.
when I buy a new car is it ok to have someone ride in it with me before 500 miles ?
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