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FWIW, the frames fender/strut mounts can be welded back onto the frame. I recently seen this on a Sporty a friend bought for his ol' lady. He wanted me to do a custom paint job on it and have it ready for Xmas so he could give it to her as a gift. So he brought the bike by to help with the tear down. As soon as we removed the fender strut covers we could see the bare metal & weld. So obviously that bike was a bobber for some previous owner. My friend slammed the welded section with a heavy rubber mallet to check the strength of the weld and was content. So if you do chop them off, you might want to save them for a possible later date. However in all fairness, that information should certainly be divulged when selling. My bud got the bike for just $3800 so he wasn't too bent about it.
Besides--what happens when you pick up that little cutie at the bar? Where you gonna have her sit when you take for that ride that leads to (hopefully) coitus?
My idea was to put her on the tank facing me with the legs wrapped round the back, since I probably wouldn't have eyepro for her anyway. Got wifed before I tested that theory out though.
I think fender bobbing has been trending a long time(for at least a century?). Probably since when the sheet metal got wrinkled in a crash or after mud stopped the wheel from turning. I doubt if it's going out of style anytime soon. I had a 6" flat fender on my rigid Pan head with a small seat right on top of the 5.10X16" tire. It was a popular style in the 60's-now?
Stock bikes have the best resale value, so if you are going to rotate it out keep it close to stock.
I liked Mickey Rourkes bike in "Harley Davidson and the Marlborro Man". I it had a chopped fender sitting on top of the tire. The bike was an FXR and the movie came out about 20 years ago.
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As others have said chopping a fender one thing, that can be replaced chopping the frame is another thing there's no way back from that, mind you there's going to be some buyers who like what you've done but your cutting down a lot on the possible buyers, I always wonder the same about guys who go into the engine changing Camms etc to increase the power, personally I'd steer clear of buying one of those kind of bikes cos chances are its been hammered, really depends on you if your not happy with the look chop it.
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