How To Get The Skeleton Key In Oblivion

Alright, let's talk Oblivion. Specifically, let's talk about that shimmering, lock-picking cheat code masquerading as an in-game item: the Skeleton Key. You know, the one that makes you feel like a master thief even if your lockpicking skills are roughly equivalent to a toddler trying to open a pickle jar.
Ever have that feeling where you're staring at a locked door, knowing the treasure (or, let's be honest, probably just a few rusty spoons and a moldy loaf of bread) is just beyond it? That's pretty much the Oblivion experience, magnified. And the Skeleton Key? That's like having a universal remote for all of Cyrodiil's doors.
The Thieves Guild: Your Ticket to Immortality (…Almost)
So, how do you get your grubby little mitts on this glorious device? It all starts with the Thieves Guild. Think of them as your slightly less-than-reputable friends who always know where the party is, but also maybe skim a little off the top of the pizza fund. They're not evil, per se, just... economically opportunistic.
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Finding the Thieves Guild isn't exactly rocket science. Rumors are all over the place, and chances are, you've already accidentally stumbled into one of their operations. But the "official" way is to find Armand Christophe down by the waterfront in the Imperial City. Look for a shady-looking character hanging around at night – it's not that subtle.
Joining the Shady Bunch
To even apply for membership in the Thieves Guild, you gotta prove you're not a total square. Armand wants you to...well, steal something. Specifically, he wants you to lift a diary from a fellow potential recruit. It's like a twisted version of a college application essay, but with more sneaking and less existential dread (although, let's be real, sometimes playing Oblivion is an exercise in existential dread).
This first quest, "May the Best Thief Win," is your crash course in Thieves Guild 101. Learn to sneak, pickpocket, and avoid detection. It's like a real-life spy movie, except instead of saving the world, you're stealing a diary from a guy who probably just writes about his cat.
Once you've completed Armand's little test (and hopefully haven't gotten yourself thrown in jail), you're officially in! Congratulations, you're now a card-carrying member of the Cyrodiil Criminal Club! Time to start climbing the ranks.
The Pilgrimage: Prove Your Worth (By Stealing More Stuff)
From here on out, you'll be doing various quests for the Thieves Guild. Think of it as your apprenticeship. You'll be sent on missions to steal this, pilfer that, and generally be a nuisance to the law-abiding citizens of Cyrodiil. Each successfully completed quest increases your standing within the guild.

These quests range from the mildly amusing ("Go steal a painting") to the downright ridiculous ("Break into a well-guarded mansion and replace a bust with a cabbage"). Just roll with it. The rewards are usually decent, and you're getting closer to that sweet, sweet Skeleton Key. And who knows, maybe you'll even learn a new lockpicking technique or two along the way (although, with the Key, who needs 'em?).
Remember to pay your dues to the Gray Fox. Yeah, that’s a whole thing, basically, you give some stuff to a ‘dederop box’ that’s really the Gray Fox skimming off the top like a true boss. Just do it, no questions asked, and keep your mouth shut.
Pro-Tip: Save often. Seriously. Especially when you're attempting a particularly tricky heist. Nothing is more soul-crushing than spending 30 minutes meticulously planning a break-in, only to get caught by a guard at the last second and lose all your progress. Save early, save often, and save yourself a headache.
The Final Mission: "Taking Care of Business"
Alright, buckle up, because this is where things get interesting. After completing a significant number of quests for the Thieves Guild, you'll eventually be tasked with the ultimate challenge: "Taking Care of Business." This is the quest that directly leads to acquiring the Skeleton Key.
The specifics of "Taking Care of Business" involve a shadowy organization called the Blackwood Company (not to be confused with Blackwater…or actually anything you've heard of in real life). They're…competitors. And the Thieves Guild doesn’t like competitors. Your job is to investigate them, infiltrate their headquarters, and…well, let's just say things escalate.

This quest is a mix of stealth, combat, and a healthy dose of moral ambiguity. You'll be sneaking through sewers, battling rival thieves, and making some tough choices. But trust me, the payoff is worth it.
The Climax: The Shrine of Nocturnal
After the Blackwood Company business is done, you'll be sent to Leyawiin to meet with Countess Alessia Caro. She has a problem with a statue, and well, she wants you to find her… a statue. This will lead you to N'Gasta's Tomb, which sounds like something out of a bad horror movie, but is actually where the Shrine of Nocturnal is located.
Now, Nocturnal is the Daedric Prince of Night and Darkness. Basically, she's the patron saint of thieves and all things sneaky. And she's the one who holds the key (pun intended) to getting the Skeleton Key.
To get the Skeleton Key, you'll have to complete a quest for Nocturnal. It involves returning something that was stolen from her shrine. It's a pretty straightforward dungeon crawl with some undead enemies to dispatch. Nothing too challenging, especially if you've been diligently leveling up your character (and abusing the sneak attack mechanic, because let's be honest, everyone does it).
Once you've retrieved the stolen item and returned it to Nocturnal's shrine, she'll reward you with the Skeleton Key. Hallelujah! You've finally done it! You are now the proud owner of the ultimate lockpicking tool.

The Skeleton Key: The Ultimate Get-Out-of-Jail-Free Card
So, what does the Skeleton Key actually do? Well, it's basically an unbreakable lockpick. You can use it to attempt to pick any lock, no matter how difficult. And the best part? It never breaks. No more carrying around a hundred lockpicks and praying that one of them doesn't snap at the crucial moment.
Think of it as the ultimate "get out of jail free" card, both literally and figuratively. You can now break into any house, steal any treasure, and unlock any door that stands between you and your goals (or your insatiable desire to collect every single cheese wheel in Cyrodiil).
Now, before you go on a crime spree and become the most wanted person in the Empire, there's one small catch. The Skeleton Key is a Daedric artifact. This means it's technically cursed. While it makes lockpicking a breeze, it also prevents you from getting the "Armorer" skill past level 70. But let's be real, if you have the Skeleton Key, do you really need to be a master armorer? Probably not. You can just steal all the best armor from everyone else.
The Choice: Key or Armor?
This is where the game throws you a curveball. Eventually, the main quest line forces you to return the Skeleton Key to Nocturnal. Yep, all that hard work, all those stolen paintings, all those cabbages replacing busts…for nothing. You have a limited amount of time to use the key before you must return it to Nocturnal during the main quest, or you can't finish the Thieves Guild storyline.
It's a tough decision. Do you embrace the lockpicking freedom of the Skeleton Key and risk being forever limited in your armorer skills? Or do you return the key and become the ultimate master armorer, but have to go back to carrying around a mountain of lockpicks?

There's no right or wrong answer. It all depends on your playstyle and what you value most in the game. Some players will cling to the Key for as long as possible, reveling in their thieving prowess. Others will see it as a temporary boost and gladly trade it in for the chance to become a crafting god.
Personally, I tend to keep the Key for as long as I can. The convenience is just too good to pass up. Plus, there's something inherently satisfying about strolling into a heavily guarded fortress and effortlessly unlocking every door in sight. It's like the ultimate power fantasy for kleptomaniacs.
The Final Thoughts
Getting the Skeleton Key in Oblivion is a journey. It's a quest that will take you through the seedy underbelly of Cyrodiil, introduce you to a cast of colorful characters (both good and bad), and ultimately force you to make a difficult choice about your playstyle.
But whether you choose to keep the Key or return it, the experience of acquiring it is one of the most memorable and rewarding in the game. So, go forth, my fellow adventurers, and embrace your inner thief! Just try not to get caught… too often.
And remember: Always save before attempting a heist. You'll thank me later.
