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Buy whatever you think your skills can handle and what makes you happy. I'm happy with a 250cc bike because it fulfills all my requirements economically, environmentally, and for the occasional recreational activity. When I felt like I could handle a more responsive throttle I did the zip tie mod and it's a whole other world.
Hell, if my city didn't basically require you to have transportation that can reach 100 or so (for highway use) I'd probably have bought a 125 cc or lower bike. They're cheaper and generally more fuel efficient from what I've seen on the market.
Maybe try to broaden your experiences?
I had a lot more of an appreciation for my 250 after I rode my friend's 1200 shadow, his 750 gsx, and another friend's 150cc buddy scooter. Out of those three I found the scooter to be ultimately the most enjoyable and fun because it was so light, agile and peppy.
If your goal is to hit 60 as fast as possible (there's nothing wrong with wanting that) then another 250 probably isn't the best choice for your next bike.
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