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Discussion Starter #1
Here's the deal. I have a 2006 Roadliner with 9000 miles. Recent oil change with K&N Filter, synthetic oil. I rode 52 miles to work today, upon arrival I saw a bit of drippage from underside. Dipstick is bone dry. Back at my house I have a clearly defined trail of heavy oil leakage for about the first 2 miles of my commute, still very obvious 12 hours later. Of course my bike has no oil light, no check engine came on as well.

So, 52 miles, zero oil. Bike ran just fine the entire time. How screwed am I?

P.S. It appears to be an oil filter leak. Snug hand tight, got 1 easy full turn with wrench.
 

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I'd do a complete oil change. That way in the case that there is ne metal shavings that could be caught in the filter they'd stay there. Also during the new oil change pay close attention to the old oil and filter for any sizeable metal shavings. All i can say after that is keep an eye on it. Always best to start and run em a bit at home after an oil change then personally if everythings good i take a short trip around the house then double check everything as I'm cleaning up tools and stuff.
 

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All above good advise

You didn't mention oil filter brand. Just wondered if is a Bosch 3300 series?

I used Bosch 3300 and 3323 on Strat for years but they changed the threads from being even with seal to being indented to the point they won't completely seal.

Now using NAPA
 

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I'd do what is mentioned above for sure. If you are near an airport, I would bring the old filter with me and ask one of the mechanics there if he/she could open the filter up to check inside for metal. They have the tool to do this without contaminating the filter media further. We do this on every oil check on the airplanes. If you have nothing there, hop on and ride.
 

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Is it possible you left the old oil filter gasket on there? It happened to me once, I caught it though. I think the motor is fine, there is 5 quarts of oil in there so just because it doesn't register on the dip stick there is still a lot of oil in the reservoir.
 

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When you run and engine without oil, you will trash the rod bearings lickety-split. The fact that you didn't trash the bearings is a good sign.
These engines have a dry sump. You may have had just enough oil to circulate in the system but not register on the dip stick.

A few more miles or maybe just one more 1/2 mile, may have trashed the engine.

You got very lucky my friend.
 

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Discussion Starter #9
Thank you all for the input. Here's how this all panned out. I pulled the oil filter, there was a nice bevel worn in the gasket somehow after only a few hundred miles which caused the leak.

After pulling the 3 drain bolts, I found 2+ quarts of oil remaining in the bottom of the pan, which I think has saved my engine. She runs as strong as ever.

There were no obvious metal shavings in the oil. I think I dodged a bullet, The Matrix style.

What I believe happened was I removed the gasket from the filter to give it a "pre-lube" on both sides while changing it. When placed it back into the filter, it was a shade loose but I felt that it would compress to normal once it was screwed in place. I think I created an area of stress on that rubber gasket when I applied torque to it while loose, and after the heat and vibration of a few hundred miles, it wore through.
 

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NEVER take the gasket out of the filter, only put a small amount of oil on the mating surface of the gasket. I am glad you did not lose your motor. I always prefill my oil filters with oil as well before installing on a motor.
 
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