there's a guy on Cleveland craigslist with a 2013 CBR 500R for trade. Trade for that... it's "slow" enough (compared to other sportbikes, of course) that you'll feel no pressure to try and be faster than anyone. Something that's a year old, liquid cooled, & fuel injected will be exactly what you want.... Fun to hop on & ride around on, won't pressure you to perform, and will be casual while still looking good. Lots of recklessness is curbed when you KNOW you're slower than the other guy. It sounds like you still want a "big" bike, though, if you're looking at cruisers... It'll be VERY hard to trade your 650 for a cruiser, meaning you'd have to sell it and then buy a differente bike... And it'll be pretty hard to sell what you've got for what you're asking. Most people with 5-6 thousand dollars who are motorcycle shopping tend to look at the "marquee" sport bikes. And a Ninja 650 aint it. So you miss the people looking for high-end bikes, and as for people looking for low-end bikes... they're not looking to spend that much money. It puts you in a tough spot. The ways out are to learn better control (of yourself and your impulses, not the bike - and I'm not belittling you because it's a constant struggle for me, too) or take a loss Both are really hard to do.