All struggle options are red herrings: escape is impossible. Choose the "give up" option and a scene will play where Azura and Boethiah give you a task and make the x-cross escapeable. Then, simply struggle out of the device via the regular DD way.

The key for the earplugs is on the small table next to the x-cross. Use it.

The rope restraints are too tight to struggle out of, you need something to cut them. Jurgin (the man across the bars) can/will not help you, so pick up the Fragile Bottle through the bars, drop it into the floor to break it, and use the glass shards to cut your rope bindings.

The door is locked and a barrier blocks access to the lock.
The barrier will dissipate if you activate it while wearing some of the restraints on the large table in the cell. Specifically, you need to wear the ball & chain and the manacles.
To pick the lock on the door you will need a lockpick. There are none nearby, but you can improvise with a cruder tool. Jurgin will bring you a plate of food with cutlery if you ask him. Use the fork from the plate as a pick to unlock the door.

You'll need to make a potion to help you fight the collar's influence. To do so, find the four alchemy notes scattered throughout the alchemy lab. They are located:
1. On the table facing the cell.
2. Below the lid of the stone pool in the side room with all the glowy plants.
3. On the ground between a large and a small shelf, on the side with the doors leading outward.
4. In the bucket with the broom near one of the lab exits.
Once you have all four notes, pick up an invisibility potion, a resist magic potion, lavender, a creep cluster root and bread, and craft the potion at the cooking pot (NOT at the alchemy table). Drink it, and you will be able to leave the alchemy lab.

1. The desk in the lower section of the large mushroom.
2. The bookshelves in the upper section of the large mushroom.
3. One of the desks in Irkalla's Arcanaeum, which is located next to the alchemy lab. Changed: now on a desk near the exit of the upper section of the large mushroom.

Getting into the upper floor of the large mushroom:
Another barrier blocks your way. To pass it, you will need to wear a specific device. In this case, it's a hobble dress. You can find one in a side room of the lower section of the mushroom.

One corner of the large cavern has a bunch of blue crystals and glowing mushrooms. Go there and look for stones that look more like ruined pillars that natural stone. You'll know you are in the right location when an ambient whisper sounds starts playing when you enter the area. Now to find out how to open the door...

Opening the entrance where "where the ground whispers and the sky screams":
The riddle says: "In corners touched by moon nor sun, Reach deep into the black, Look ye to sky for one last time, And pass through stone unseen". You've done the first two lines, now do the last two: from where the whispers play, look at the sky until you hear screams, keep looking for a few seconds until you hear a swoosh, then walk BACKWARDS through the stone while still looking at the sky.

Still can't find it? Here's a visual:

Equip the locking earplugs to block out the awful sounds.

Dealing with the monsters:
The monsters will drive you to madness if you look at them for a few seconds. Either keep your camera pointed away from them, or equip a blindfold.

Preventing getting dragged under:
The tentacles react to exposed skin. Equip some boots.

Either a) wait for a monster to open the gate for you, and sneak in behind them or b) open the gates yourself via the orange thingies. The orange thingies react to exposed skin: if you wear gloves they will not work, and if you don't wear a catsuit they will react a little too well...

Finding the shrine in the maze:
Your sight deceives you and blocks the entrance by a wall unless you are wearing a blindfold. Even if you do wear one, you'll still need to pass through a wall of tentacles to get to the shrine. They react to exposed skin and will let you pass if you wear a catsuit.

Touching the shrine will get you sucked into a metaphysical tug-of-war between Azura and Hermaeus Mora. In this case, that means that Mora will try to drive you mad with sounds, visions and tentacles, while Azura needs you to stay sane. Block the visions with a blindfold, the sounds with earplugs, and the tentacles by barring entry to, well, your orifices by equipping a belt and a gag.

Once Azura's shrine is cleansed, you can talk to her and roam around the ruin unimpeded. Go to all three word walls if you didn't already and get the Unrelenting Pull shout. You'll need it later. Once you're done, exit the ruin.

Requires a genital piercing, which can be found in the chest next to the dressers.

If you haven't been there yet, Irkalla's Arcanaeum is behind the blocked door next to the alchemy lab. The barrier requires a straitjacket, which can be found in Walker's hut. With the Intricate Heavy Key you will be able to open the far door in the Arcanaeum, behind which you will see an ebony greatsword floating above one of Hermaus Mora's black books, all guarded by two barriers powered by soul gems and a set of metal bars blocking access.

Three notes can be found in the Arcanaeum. One (Riddle Notes 3) is for finding Azura's shrine, which is no longer relevant. The other two (Tonal Fork Note and Black Book Safeguards Note) describe the process of getting to the sword. To get to the sword, you'll need to remove the barriers. To do this, you need to change the attunement of the Tonal Fork from being attuned to Azura to being attuned to Molag Bal. To do so, heat up the Tonal Fork by holding it in a flame or the coals of the forge until it becomes a Heated Tonal Fork, attune it to Molag Bal by dropping it in the pool of blood, then quench in the attunement by dropping it in the water.

Once you have the "Tonal Fork (Molag Bal)", hold it out through the bars and move it close to the soul gems. They will explode, the barriers will fade and the sword will drop. Oh, and Mora will start leaking out. Oops. I'm sure that's nothing to worry about, right?

The sword may not fall down close enough to pick up. If so, use the Unrelenting Pull shout to pull it towards you.

There is a part in the upper section of the large cavern near the upper door of the large mushroom that you couldn't access earlier without the collar sending you back. With the better potion you drank you can now access it. Walk to the other side of the small canyon and jump into the water there. Swim underneath the rock and you'll be in Boethiah's shrine. Go up to the altar and put the sword in place, and Boethiah will appear to tell you the next steps.

In the Trial of the Toy, you're in some kind of vision where you are playing the role of Irkalla's willing toy. She asks you to play a kinky game with her, but remember that accepting to play said game is accepting the role of a submissive, which is what Molag Bal wants you to do.

Instead, when Irkalla leaves to let you pick out devices, look below the tables in the dressing room for Lotus Extract, a potent poison. Put some in the wine on the small table next to the contraptions, lock yourself in (manipulating the contraption if you can/want), and wait for Irkalla to drink the poisoned wine during the game she proposes you two play. Then break out, pick up the sword, and murder her.

In the Trial of the Prisoner, you'll find yourself being escorted to a cell in a dark dungeon by a dremora. After some dialogue, he'll tie you up and lock you into the cell, where you will have to escape a series of devices in time to smash a magic crystal that's doing something nefarious to your mind. There are two ways to complete this trial:

The normal way:

Cheesing it:

In the Trial of the Conqueror you're not taking a submissive role for a change, but instead are put into the role of the victor that has to decide the fate of your captor Irkalla and her associates. Allegedly helping you decide their fate is Boethiah, who may not seem entirely like herself.

equip the metal ball & chain from the starter cell to make yourself heavier (or overencumber yourself, either works), and use that to sink past the upwards current.

Each pedestal is activated by a specific type of magic. There are a number of staves placed around the play area of The Gordian Bind, all of which can be used to shoot magic without having to cast it yourself (and triggering the collar). There are six staves to collect, and the pedestals must be activated in a specific order. The order is given in the form of a riddle given in the "Draft of a Letter" note on the desk in Irkalla's bedroom. It says "Within the depths, the five open the six seals. Lust is love. Lies are truth. Death is life." The depths you've found already - that's where the puzzle is. "The five" refers to the schools of magic: alteration, conjuration, destruction, illusion and restoration. You'll also find the symbols of these scholls above each pedestal. The six seals are the pedestals. "Lust is love. Lies are truth. Death is life." is Mephala's mantra, but here it also describes the order in which to use the staves:
1. Lust - Staff of Conjure Arcane Phallus on the CONJURATION pedestal WITHOUT skull
2. Love - Staff of Suggestion Charm on the ILLUSION pedestal WITH flowers (BEFORE v2.0.5 you need to use Grand Staff of Charming instead)
3. Lies - Staff of Fear on the ILLUSION pedestal WITHOUT flowers
4. Truth - Magelight on the ALTERATION pedestal
5. Death - Staff of Reanimation on the CONJURATION pedestal WITH skull
6. Life - Staff of Renew Vigor on the RESTORATION pedestal

Once activated in this order, the door will open.

- If you SMASH the gem while talking to Irkalla, you will release her soul from Molag Bal's control but stun her. Molag Bal will send dremora to get your ass. Avoid or defeat them while using Azura and Boethiah's blessings to avoid getting tied up every time you take a hit, then attack the pillars closest to the altar to bring down the cave. Remember to help Irkalla and Jurgin up if you want them to survive!
- If you DON'T SMASH the gem, Irkalla will attack you. Defeat her while using Azura and Boethiah's blessings to avoid getting tied up every time you take a hit. Once she dies, Molag Bal will resurrect her. What a cheater! He will keep on doing so until you lose, so you only have one option left: talk to him to trade the gem for your freedom. He won't talk to you before you've killed Irkalla at least once, btw. If you don't like the deal you're offered here, tough luck - your actions earlier made you miss out on better options. Take the deal and skidaddle on out of there.

Your goal is to trick Molag Bal into getting the gem while not suspecting foul play. Say whatever to Irkalla, she'll attack you regardless. Defeat her while using Azura and Boethiah's blessings to avoid getting tied up every time you take a hit. Once she dies, Molag Bal will resurrect her. What a cheater! He will keep on doing so until you lose, but here's your chance: talk to Molag Bal on the altar and convince him you want to make a deal: your freedom for the soul gem. Say whatever and give him the gem, and he'll be stunned. Help up Irkalla and Jurgin, then smash the pillars surrounding the altar to collapse the cave on top of it, and get the hell out of there.

Alternatively, if you get tied up during the fight with the fake gem on you, Irkalla will take it from you and give it to Molag Bal, achieving your objective! With Molag Bal briefly stunned, your binds disappear and you'll be free to smash the pillars, help up Irkalla/Jurgin and get out of there.