My guess is that your character must have hung out with M'aiq the liar. Drank the same stuff, smoked the same stuff, whatever.

I only remade one of my characters from Oblivion.
Lindrian, my Legionnaire imperial who is basically a paladin with severe issues.

Every generation or two, a Member of a Common Dunmer family is named Freazhder. These characters are sent out into the World to find adventure or just find a way of being. It is a sad thing that these Venturings coincided with each oif the time lines of 5 Elder Scroll games.

The Family thought after the Oblivion Crisis, they should never name another child Freazhder. Well, 200 years later ......

My thief/assassin, Areas Vilannah, is the decedent of the Hero of Cyrodiil, the great Bosmer, who also went by the same name. She took on many skills and traits similar to those of her ancestor, and even picked up the unusual habit of sleeping with her bow, just like Areas of Cyrodiil used to.

My main male Argonian typically reappears during extraordinary times then quickly disappears from the world's eyes once those times are over. Usually, enough time passes so people forget who he is and he therefore has more of a clean slate to work with. All he really wants is to live a modest life without getting caught up in events but the powers that be are quite the trolls when all the wars and world crises are thrown around him. At least, that's what he believes.
He's been around for quite a while, since before the events at Red Mountain. It's believed he extends his life through a combination of dark magic and the Hist-Argonian reincarnation cycle. But only he knows the truth.

My secondary female Argonian is an old friend to my main but they only met each other near the Morrowind-Argonia border close to the city of Thorn, between the Oblivion Crisis and the Umbriel invasion. She was given an amulet by him, which appears to have slowed down her aging. While she's never had it confirmed, she thinks the amulet originates from Azura. During the Void Nights, the two characters parted ways on her friend's request. The reasons were never given to her. Ever since, she's been searching for him.

I have re-made quite a bit of the same characters in Skyrim that I had in Oblivion.

It's a little complicated but Niamh is actually the same person that she was in Cyrodiil 200 years earlier, though she hasn't aged. Upon falling asleep somewhere north of Bruma (northern Cyrodiil) she awoke the next morning to find herself outside a shack in what she later learnt was Skyrim, although she does not know that whilst she is still the age she was, the world of Nirn is 200 years further on.
Something's different though, she knows that much, as she spent the first 18 years or so of her life in Skyrim...
...that's a brief summary, the gory details can be found by clicking on the link in my sig.

I almost always play as a Nord or Breton, as I find they are the races I enjoy the most.

Imperial and Redguard are second for me but I only do them when I have done Nord and Breton to death.

I almost never play as a Elf and in Skyrim they gavbe me a better reason as the Thalmor are evil and so a Dragon Born elf just seems wrong, evil or not. I could not see the Nords following a Dragon Born elf as they dislike them too much and the Nords are meant to follow the Dragon Born.

I actually have an answer for that! She's actually not the dragonborn, as I never touched the MQ with her.

I think I read somewhere that Nerevar might have also been dragonborn, though I have no source on that. In which case, I suppose she'd be something like... dragonbornborn.

I conceptualized a character that was of the same bloodline as my Morrowind character, but I never ended up making him.

I'm still Brian the Burnt, a Nordic Battlemage who learned the secrets of a magically prolonged life during his service to the great house Telvanni. He has witnessed the Nerevarine prophecy come to fruition, he rallied the mages of the Arcane University to help defend the Imperial City when Dagon opened gates within the city walls. Then one day, centuries later, he decided to venture north from his tower in the Jerals to visit his homeland, and some ass-hats arrested him because they thought he was a rebel.

I've continued a bloodline from Oblivion to Skyrim...technically. =D

M first Skyrim toon is a female Khajiit Warrior named Gi'Anna. One of her ancestors is one of the Khajiit Highwaymen that stalked the roads of Cyrodiil during the Oblivion crisis. Does that count? XD

All of my Dunmer characters—from Arena to Skyrim—hail from clan Talvalu. Not necessarily parent/child, but still of the same bloodline. The only one that doesn't actually carry the clan name itself is my Oblivion Dunmer since he was the very first TES character I ever created, and at the time I had no idea what I was doing. He's since been retconned as a Talvalu. It's my tradition that, in any new TES game, my first character is always a male Dunmer of clan Talvalu.

I also have a Breton in Oblivion, Genevieve Desele, who is related to Helviane Desele from Morrowind. They do not share the same line of work, however.....

I RP to a similar beat, but in a different manner.

As a player, I find it easier to immerse myself into a game if I place myself into the PCs shoes, so most of the characters I play are usually on some level a personification of me if I can get away with it. Instead of going for the "instrument of the gods", I've institued a kind of "quantum leap" mind set.

I've been an inner city thug, genetically enginnered super soldier clone, bounty hunting cowboy, space marine fighting giant space cthulhu's (now with multi-colored endings!) and everything else in between. Not to mention all the times I've been svcked back into mundus over and over and over again...