Cicely
Inside was quiet, most of everyone was asleep besides some maidens keeping the place clean and heavy Guard patrols.
Sylvia
She lead Reg through winding hallways and through many locked doors. Before they would be in a hidden room, surrounded by stone and a heavy locked door.

"No more bullshit. No more games." She turned to Reg, her tone more serious. She was not in the mood for jokes, but not angry with him.
Karen
"Oookay..." He says, kind of shocked, "I wasn't expecting to be put in a dungeon, today." He looks Krowviir in the eyes, a dark presence hidden behind his gaze, "What's the occasion?"
Sylvia
She walked around a bit.

"Your man gave me the answer I needed. Many attempts have been made to break him out, none have succeeded. I was all fine until one of the breakout crew killed one of my men. I've never intended blood to be spilled, but now this... Thieves Guild is being more active in Whiterun than ever before. I can't go a night without being alerted to a pack of thieves scaling the walls, knocking out guards, or being caught in these walls."
She sighed.

"I need the honest to Gods truth. You may have wrote me earlier that you were not apart of this Guild. I need you to look me in the eyes and say it. I don't care what answer you give me, you will not end up in a cell. I-... Whiterun needs your help. We need to work together. But I need to know if you can be trusted." She looked at him.

Her eyes were not filled with lies, she would not arrest him. But she needed to know if he was apart of the guild or even was apart of the guild. She cannot do this alone.
Karen
"My ties with the Guild are gone." He says, a light allusion saying he once did, but not anymore, "Maven isn't happy with me, and with her not happy with me neither is the Guild. Which also means that I have no reason to let the Guild stay in my city." He says, he's looking her in the eyes the whole time, you get the sense he isn't lying, but you also can't help but be a bit... Unnerved by his eyes
Sylvia
She took notice of his eyes and gave a nod.

"Good, well not good for how that... Cunt treated you. But good that you are honest with me..." She smiled.

"We can find someway to put that bitch back in her place, Maven Black-Briar. That's all know is behind all of this. Has her nasty Imperial Fingers in everyone's pie. Everything has to have her apart of it, the mead industry, money, power, how you walk and how much you own. If I would, I would just leave her to rot in the dungeon but not even I could count on the Jarl. For all I know she could have my very lord around her finger. Pisses me off one person can control all with money and fear." She ranted.

She took a deep breath.

"I'm willing to aid you. Money, supplies, men... I just need your idea and input. You were apart of the guide perhaps you know a good way to take over it or even stop it." She asked.
Karen
"Getting rid of Maven is fine and dandy but there's problems." He says, "Firstly, we'd be going directly against the Thieves Guild, and Skyrim's Guild sect is the worst of them all, as they allow their members to kill when given the order. Secondly, we can't let any word out that this is being planned, if we do we'd be dealing with Dark Brotherhood assassins at our doorsteps, and they won't let up until we're dead or the Brotherhood is. Thirdly, I have reason to believe Maven might be getting backing from Daedric sources, Hermaeus Mora or Mephala, my sources weren't all too clear on that." He sighs, "And I'm afraid she might have dirt on me. Something that she has no business knowing, a slip up on my part. Not sure how much she knows, but it's not good."
Sylvia
She thought for a moment.

"Maybe not a all out overthrow, but small Pinpoint Strikes. We take out the legs and arms before the head, if she begins to lose her source of income, people will overtime begin to question her power then she loses her backing. It may be a long war, but I'm sure we can with time put that bitch down." She gave an idea.

Then for another.

"I have an idea, we keep up this charade. I'm gonna "Arrest you." But you'll somehow escape due to my guards being incompentnet. We'll come up with a meeting spot later, and keep up with banter love letters. We can do this, then get out of each other hair after this is all over." She told Reg.
Karen
"It'll still leave a power vacuum. Someone will need to fill in the financial gap left by her." He says, "Otherwise Riften will be left in a bad spot." He chuckles, "Arresting me is all well and good, but you'd need grounds, and I've commit no crimes in your hold. It'd look suspicious. Instead we talk about other things in a more public venue, and then go our seperate ways."