Clapper will go inside, and head back upstairs to the top floor, presuming he doesn't see anyone, in which case he will grab a random book and read until they leave.
When he enters the room, he will take a general look around. Last time, he didn't even see what thee room looked like. just grabbed the book and left.
Perception: 20

“How do you receive these letters?  When did you get the most recent?  Does this mean anything to you?”  show the ring.

an eladrin requested it be returned to him.

To Kirby121

This room does not have fine mahogany shelves like the other 2, but rather dark oak. Most of the books are bound shut by an easily removable chain, and some of them are wrapped up. The room is dimly lit by magic candles (no real fire, just white light) that are resting on top of the book shelves. The room has less books than the others, with shelves ling the walls and only 2 long rows in the middle. There is one hooded figure wandering through the shelves, which otherwise have no one in them. In the very center is a statue of a man looking at a book in horror. The books vary, with some being leather books on dark subjects and others having dark auras, skeletal hands reaching out from them, ghostly and hovering in the air, and even some whispering curses.

Clapper will play innocent.
"Well, they ought to mention that this floor is do dark and gloomy!
Say, you over there, what are you doing in a place like this? How can you stand it?!"

To HunterOrien & EmileTherese

"Here, I have one with me. They're given to me by a bird when I get them. I got this one 6 days ago." He hands you a letter that says: Hello old friend. I'm trying it again, plane jumping. I guess it will mean I'll stop writing letters. I've seen trees on the other side, old friend. Hills covered in grass. Just like the book we loved as kids, the one we thought was a fairy tale. A world where the ceiling is blue and foggy. I saw it again, and I want to be there. I'm scared to leave here, I don't know what that world is like. But I want to see if I can. This might be goodbye. If I go, take care of my horses. I guess I'll tell you where my horses are; seventh house down from the royal palace.

To Kirby121

"Just grabbing a book." The figure has a dry and raspy female voice, and the figure limps over to you and says "You'll love the selection. All the darkness to soothe the hunger of a young man like you. You don't fear the dark, do you?" She cackles and picks up a pale white book with blood writing. The book is titled The Dark Devotion - A cultist's journal. "Yes, master will love this." She turns to you and touches your hand with thin bony fingers. "And you'll love the Scarlet Cross just as much."

"Seventh house down from the royal palace. We can start there and see what we find."

Whisper hands the letter to Beans then turns back to the old man, giving him a nod of thanks. "Do you think he’s really gone? I mean, does he usually go off like this and stop writing, or is this... different?" There's a trace of worry in her tone.

To HunterOrien & EmileTherese

"Well, this past year he's given me 3 other 'good bye forever' letters, each with a follow up a couple of days or weeks later saying 'It failed again, but I guess I'm fine with this world'. He really wants to go to whatever world he's seeing."

Clapper nervously pulls away a bit.
"Er, Scarlet Cross?"

To Kirby121

"Yes, Scarlet Cross, my dear." She limps further toward you, now only a few feet away. "We've been hungry lately. Hungry for the throne. Our spies say you've seen the King recently, and that means you're exactly who we need, and I knew I'd find you here." Another hooded figure, this one a tall hobgoblin wielding a thin dagger, comes into the entry way to the door, trapping you inside. A hooded human, a young man, comes out from behind one of the shelves, this one wielding a thin dagger as well. "What is your reply, son? Because my 93 year old bones are still kicking!"

Odd Thrudor doesn’t remember when the specters started showing up. He only remembers never leaving since they’ve shown up. “I…..never thought about why they were here. I’ve only just lived with their aid. I wonder if they want to be released….to move on”

Beans will tag along with Whisper heading to check out the 7th house down from the royal palace.  ‘Wow I’ve never seen the palace… a different world with blue sky and clouds, that sounds wierd.’

To Antlan

"Maybe. They spend eternity here, but... we need them to help our crops!" He thinks for a moment. "I read a book once that said another world has this, um, it's called the sun. And this 'sun' lets plants grow. I wonder if they meant to say son, like maybe a demi-god of a life deity. They didn't say what 'sun' was. Maybe we need something like that, but I don't know where we'd get one. Do we make one, or summon it, or do we just not have it?"

[sorry, I put the wrong user at first]

To HunterOrien

Interestingly, the seventh house down is the one with wooden board replacing the windows and 3 locks on the front door. The front porch has a small pole with a small cockatrice that looks a little bit like a chicken.

Whisper will approach the seventh house, looking around the outside.

Perception: 8

Whisper will head up to the door, trying not to upset the small cockatrice. Animal Handling 6"I guess this guy delivers the letters." She remarks to Beans.

To EmileTherese & HunterOrien

You can here strange bubbling inside, as well as a clock ticking, air flowing, and someone chanting something.

"I could see what the specters want from this place....Book on suns? Where was this book that speaks of another plane?" 

"At the library, floor 2. It was... I can't remember what it was called, but it was something written by a druid. I think maybe it was called... 'The True Nature We Don't Have' or something. It had a green cover."

Morgot casts divine favor on himself, before approaching the rust monster and swinging his sword upon it with a divine smite. Lonsword: 12 to hit, 22 damage.