I think I figured it out. I use Vilja and Ramy as my primary companions. Any other 'Vanilla' companions will equip the SOB. I'm guessing it doesn't work with those two. All other NPC's follow the order.
They may require patching. I can't say for sure, since I haven't modded Oblivion for over a decade, and I have no knowledge on how the modding scene has changed in that time.
You may have to take a look at my CM Link Partner mod if you want to see how I made it work with a custom follower.
Ah. Neither of the previous companion mods use CM Partners. I'm guessing if I hadn't gone out of the 'box' it would have worked. No biggie. At least the rest of Cyrodiil loves the mod.
@Zerebos - Huh, that is weird when I went ingame it did not work for me, but I might've done something wrong at the time. I also appreciate your sympathy for my deceased grandfather, but I never spent much of my life with him, though I did get to know him during my teenage years.
EDIT: It seems I have to have my weapon sheathed when loading a save. Never knew that before.
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You may have to take a look at my CM Link Partner mod if you want to see how I made it work with a custom follower.
Thanks,
EDIT: oh, nevermind. I see that the required sob addon mod is Nehrim friendly. sorry about that.
Also, uploaded a picture so everyone can see what it looks like.
EDIT: It seems I have to have my weapon sheathed when loading a save. Never knew that before.
Also yes, the sword always placed on the back by itself before the upgrading.