One of the most difficult experiences I've ever encountered was with a character at the end of Tribunal after RP'ing an extremely fanatical Temple 'true believer' character. It was very hard to reconcile what I had done in the Clockwork City with my pre-established beliefs. My character became a wrecked shell of his former self, turning to alcoholism. He lost most of his friends. His angst was further compounded by the fact that none of the people he felt he could confide in about the Tribunal believed him. Quite the contrary. He was last seen running naked with a bunch of wild ones towards the Skyrim border and is presumed dead.

Right now, I am playing a deeply racist H2H Camonna Tong dunmer. He has a real vicious streak towards the beast races, especially the khajit. However he is also horribly addicted to moon sugar and is prone to going absolutely insane/likely dying if he doesn't get his fix every six hours or so. It has been very hard on him (and the Khajit! ha). He's developing sort of a split personality -- where part of the time he willingly turns a blind eye to secure the moon sugar he needs to live, whereas immediately after the high wears off (but before the incessant craving begins to consume his soul), he feels just a massive amount of guilt/rage/shame and goes on murderous streaks. His exploits are becoming grimly famous across Vvardenfell. Some of his khajit servants are seen being flung from the roof of his tower...thrown to be dashed to pieces on the rocks below.


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edit: Anyway, those two have been the most challenging for me so far. It has been a blast to play! I am curious about other people's experiences

My knight, Anjinn, arrived in morrowind, ignorant of his bloodline and having no possesions except the clothes on his back. He is deeply troubled by his need to steal to survive, he knows he shouldn't, it is not a knight's virtues. Compounding the effect is his unexplained bloodline, he feels unloved. He also has a distant memory of his mother, an astonishingly beautiful woman, and a vision of what he believes is his elder brother in jewels and finery. He has taken a severe binge on shein, his favorite liqour. He seeks to find his mother and brother, not knowing what has become of them and why he is here in morrowind. Across Morrowind, he is treated with disdain at his ragged appearence and dented iron armor. Soon he becomes tired of this treatment and retires to a small shack he built in the wilderness. He's been seen walking around Balmora, getting supplies. He also has been seen with an armor clad dunmer warrior. Some say he has been searching daedric ruins with his companion, as the traders in Balmora say he is in good spirits with a full coin purse.

Zatrax, an dunmer assassin's apprentice, finds himself caught in the midst of the Morag Tong, the dunmer assassin's guild. He is conflicted by the jobs he is given, often asking himself, "What did this person do to deserve this?". He is also troubled by the insistence of Eno Hlaalu, who tells him that he was born to be an assassin. Zatrax is the epitome of stealth, having never been detected, even when his targets were waiting for him. Zatrax fears it is the only profession for which he is suited for. Zatrax starts seeing the faces of the people he has killed, he soon has fits of insanity. In his deleriums, he believes that Eno Hlaalu is a demon that has possessed him. Zatrix repeatedly makes attempts to kill Eno, on the first and second attempt, Eno barely escapes with his life, using his fellow assassins as distractions to escape. On the third attempt, Zatrix's blade struck true, killing Eno instantely. Zatrix decends into the Vivec underworks, to a small hideout he has found. His heart cold, Zatrix sets out to kill every last member of the Morag Tong, hoping to regain some of his former sanity. Over his escapades, Zatrix develops an unhealthy addiction to skooma, which gives many of his deleriums a certain vivid aspect.

I just finished a 'relatively' strenuous roleplay where I played a Dunmer 'Priest' like the OP did. It was actually pretty cool.

I started off as a Dunmer named Ravos who came to Vvardenfell on the prison ship like usual, having lived an ill-spent youth which got him in trouble. He decided to take advantage of the return to his ancestral homeland to find faith with his forefather's religion: the Tribunal. He got a plain brown robe and a silver staff and began his journey, walking to Balmora to join the Tribunal Temple.

I would stop to read every piece of Temple literature I could, even the 36 Lessons from Vivec, trying to absorb the 'mystic' wisdom from the texts, and learn lessons. I would frequently pray at Temple altars, leave a handful of gold for the poor, and if I found 'evil' literature for Necromancers, Daedra Worshippers, etc. I would confiscate it and place a pile of them either on a fire to burn them, or put them in a stack in the nearest Temple to represent me 'turning them over' to the higher ups. If I went into Ancestral tombs I was very careful not to take anything, and especially did not want to disturb the urns with remains though I did usually disarm skeletons I'd slain. I also had both medium armor and unarmored as major skills, though for the first half of the game I walked around in just a plain pilgrim's robe, with a Dreugh cuirass under it, obtained from the Koal cave pilgrimage. I would even speak in my 'Dunmer impersonation' voice, hissing 'Heresy...' under my breath when walking through a Sixth House base, or 'Blessings of Almsivi' to other pilgrims.

My initial gameplay started out as something of a Pilgrim, with just my silver staff and mysticism/restoration magic to protect me. But as I progressed in quests my silver staff began to become insufficient, and would break often. So reluctantly I set my silver staff aside and took up a steel mace, which suited my evolving role as something of a crusader/witch hunter. While serving at the Molag Mar temple I came into contact with House Redoran, Ravos was impressed by the warrior-house's attitudes and ethos, so with permission from his Temple elders he became an Oathman for House Redoran, serving the Great House with honor. I often wore a 'uniform' depending on which faction I intended to represent - Ravos would leave his simple brown robe, Dreugh cuirass, and silver staff at a Temple and pick up Gah-Julan Bonemold and shield to serve house Redoran, and vice versa.

At some point Ravos remembered the package he'd been given for Caius Cosades, and brought it to his superiors. They sent him to Caius as a double agent, instructing Ravos to play the part of Imperial agent while informing on the Blades. Through the beginning of the main quest I wore my simple Pilgrim gear (robe, dreugh cuirass, staff and sometimes my mace too). While in Vivec to meet Mehra Milo, Ravos began to have his significant faith in the Temple shaken, but remained faithful to the Tribunal. After meeting Milo he solved the murder mystery where a Dunmer sixth house cultist had killed two Ordinators before their weapons had even been drawn - for this, and other past services rendered, as well as his work as a double agent against the Blades, he was given the rainment of an Ordinator...and part of this was roleplaying that Ravos gave up Milo as a heretic.

Anyways, Ravos had his faith further tested when he contracted Corpus disease and his prayers for salvation went unanswered by his gods, causing Ravos to turn to the sorcery of Divayth Fyr to save his life. Then he advanced in the Main Quest, openly wearing the Ordinator's garb as he fought through Kogoruhn and purged the world of Dagoth Ur's villainy. He began to discover his destiny as Nerevarine, worked to free Mehra Milo, and ultimately struck Dagoth Ur down in the depths of Red Mountain, destroying the Heart of Lorkhan. Afterwards, he went and had a long talk with Vivec, speaking with the living-god at length. In the end, he decided that Vivec's Godhood was destroyed, and even if it wasn't Ravos could no longer worship him. Yet, he could not hate Vivec either, and even in some fashion loved him. Ravos decided to believe Vivec's account of Red Mountain, and forgave Vivec for his persecution before leaving him to his own devices.

Last I left off, Ravos had just come to Mournhold but I don't like that expansion pack very much so I'm not sure I'll continue my game.