Honda Shadow VLX Sissybar mounting hole details
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Honda VLX Shadow seat screw Click any image for a larger view.

This page describes the holes necessary to mount the Honda sissybar. Sadly, Honda no longer seems to make this item for the older VLXs, so your only chance is to find one used.

This photo shows the longer bolts I put in my seat mount, and the spacer necessary for proper fit. This this modification, the seat bolts are MUCH easier to work with.
Honda Shadow seat, rear fender This is a view of the rear seat mount. The sissybar holes are on either side of the hooks for the rear of the seat. It appears that it was necessary to use a hole saw to cut the fender, and then the metal frame underneath was drilled. I'd suggest using a nut and lockwasher on the sissbar bolt.
Honda Shadow seat, rear fender Side view of the left rear mounting hole. I don't know how that nasty gouge got into the fender. Yes, my bike is dirty.
Honda Shadow seat, rear fender, sissy bar holes Side view of the left rear mounting hole. I don't know how that nasty gouge got into the fender. Yes, my bike is dirty.
Honda Shadow seat, rear fender, sissy bar holes Another view of the right rear mounting hole.
Honda Shadow seat, rear fender, sissy bar holes The front seat mount from above. I'm sorry this is out of focus. I forgot to turn the macro mode off. I'll try to re-shoot this image later.
Honda Shadow seat, rear fender, sissybar holes A closer view of the front left mounting hole. Top of the image is towards the rear of the bike.
This is intended to show the size of the hole. This is the right rear hole. It is about 3/4 inch in diameter.
Honda Shadow seat, rear fender, sissybar holes Front left mounting hole.