It's a fantasy role-playing game.

DM: You are Jester Lavorre, a tiefling cleric . You are the member of the famous group of adventurers. Previously, They turned Caleb away after seeing the state of his clothes. you convinces the guard to walk her to the Pillowtrove.
DM: After asking some questions and making your way around you eventually find the Tri-Spires, which is not too difficult to see once you know what you're looking for. You see these three very unique-looking towers that ascend past a round wall that encases the interior of this elite portion of the city. As you approach the wall-- the outer walls you see are basic stonework and masonry, thick as they may be and used as from a defensive position-- these walls are made of solid marble, and look more decorative than designed to be a military buttress of any kind. As you approach, you can see there are two entrances to it-- or at least you've been told there are two. The one that's nearest to you opens in the direction of the Pentamarket, and while the portcullis is lifted you see there are two crownsguard there, currently standing with spears and shields at the ready. A horse-drawn carriage clomps by you and makes its way inside. You guys approach and one of the guards steps forward. "Can I help you, please?"
Player: Yes, we have business at the Pillow Trove.
DM: "I don't think you do. Please, shove off."
Player: Oh, well, I have business at the Pillow Trove.
DM: "What's your business with the Pillow Trove?"
Player: I have a package that's being delivered there. What business do you have at the Pillow Trove?
DM: "Look, your friend here looks like he just wandered out of the Evening Nip if anything, so it would be best--"
Player: Oh, yes, I hired him to protect me because you know I'm very fragile and delicate, but if he doesn't look well enough to be my guard, you're welcome to walk me instead.
DM: They look at each other. Make a persuasion check.
