OK i just got a 99 dyna glide
I noticed a small oil leak and would like to see if anyone has any ideas. The engine was rebuilt recently and here are the pictures, oh and the picture with the larger two oil spots is after it was left sitting overnight.

 

Could be an o ring problem. It could also be a leak from the tranny as the fluid will run across the bottom and drip out at that point. I know about this one b/c I have the exact problem on my '05, which only occured after putting Redline Shockproof heavy in the tranny and then switching back to Mobil1. I have a purplish fluid after a ride that puddles.