Ashley stepped up first with a huge smirk on her face, "heya big guy, after all this ruckus. I've decided that the church route isn't for me. I'm going to take my hard earned gold and register at the guild, could you perhaps give me a discount?" She ended sweetly.
[1d20+4=14 Ashley attempts persuasion without proficiency vs DC20]

He laughs heartily, "what do you have to offer me there little miss? Maybe I could throw you a gold, I could use some company tonight."

Ashley's expression dropped, "I ain't that type of little miss, sir. But if you know what's good for ya, maybe you should at least offer to buy a girl a drink."
&[1d20+6=16 vs DC20 Ashley attempts intimidation and fails once again.]

He laughs harder, "Well aren't you a spicy one, but I'm sorry lass, my heart belongs to another way above your rank in beauty and grace."

Ashley furrows her brow and waves him off, "Pft, whatever, at least I tried" she glances at Yulya and shrugs. "So anyway, Mr. Guard, Sir, can I go? I need to get registered or I won't be able to eat right? I haven't eaten for days, I'm starving here! Do you want this incident to cause a real death?" She leaned in on him in an insistent way, sucking in her cheeks slightly, exacerbating her already gaunt appearance.
&[1d20+6=19 vs DC15 Ashley attempts to use deception to get the guard to let her go and it succeeds.]

The guard shoots her an annoyed look and throws his thumb over his shoulder, "see that you get registered without more ruckus."

Ashley winks at him, and then waves to Yulya and Cat, "See ya at the guild best buds," she said in a sing-song-y way and adds with a serious tone, "get a mask and robe and bring Alice, I'll butter them all up at the guild for yalls. Bye Felicia."