Definitely keeping the same character. Juhanor is either an ageless, shapeshifting monstrosity (hence the change from Morrow to Obliv, as well as the multi-colored Juhanors of Obliv), or a creature from another dimension that is unaffected by the laws of space and time.

Was thinking the exact same thing...

I'm just saying my main character, Daza, got turned into a vampire for 200 years and eventually gets cured in the glenmoril coven in skyrim. He then gets arrested for vampirism (even though he's cured) and witchcraft and is sent off to be executed. Thats how he will get in Skyrim

Most of them will simply be dead, their deeds and memories lost to time and the inevitable decay of death. The other ones? The same exact thing, but I don't think the Champion of Cyrodil, Sheogorath, or the various guild leaders are going to be completely forgotten.

The Nerevarine is immortal

And my Nerevarine was a Nord girl, so she's perfect.

I have given this some thought i know which characters of mine that will be playing in Skyrim, I just havent decided which Skills, Attributes, Perks, and Positions they will hold.
How they lived all of them got the idea of turning into a vampire at age 25 and got out of the worlds affairs during this time and 200 years later they use purgeblood salts and wala time vitually did not touch my characters

My character in Skyrim will be either the offspring or a descendant of my oblivion character, offspring if he remained the madgod cause greek gods had mortal children with women why can't daedra lol

No tomb can hold a Khajiit. My character is an Alchemist who has made a philosophers stone, which is why he is able to be live in Skyrim 200 years after the oblivion crisis. Of course he has to change his name and alter his physical features in order to look ageless and so no one can seek revenge on him.

Depends on if my Ob character became a daedric prince in more than just name or title, if he did then he got wed in Battlehorn castle and had a child eventually entering the Shivering isles and never coming back out. if he didn't then same thing except he passed the mantle of madgod to another and returned to battlehorn leading the knights of the nine until his death. and his descendant will play a role in the fate of Skyrim

My character is actually the same one every time.
I like being Merari, the Altmer spellsword.
He dies and reincarnates and is at first not aware that he is the same person as the agent of the Blades in Daggerfall, the Nerevarine and the champion of Cyrodill.
When in jail at the start of Skyrim he will have a dream about Merari, the Altmer spellsword who shipwrecks and ends up in a Dungeon called the Privateers Hold.
He will mistake it for racial memory and that his dream was about an unknown ancestor.
During the course of the game more memories of past lives will return and he will become aware of the great doom layed upon him by the Gods. To always be put right in the middle of earth shattering events, destined to save Tamriel.
Or maybe they are playing a quiet joke on him.

He would so like a simple life for once.

I usually decide on how my characters die when I finish playing them to complete their story so no, none of them will appear in Skyrim