Pull out a chair for her

Always the gentleman you dash towards the table, "let me get that!"

But as you pull the chair it tilts to the side and a tip of its leg connects with one of the others. Consequently, two chairs end up toppling and clattering, impacting with tile. You clumsily drop the one in your hands because of the surprise.

Your blood feels frozen. You know your face is getting red, the heat is palpable. You wish you could disappear and never have to talk to, or look at agent Jess again.

She giggles.

It's a small, tinkling sound that so does not fit with her normally rigid demeanor of darkness.

"I'm sorry! I don't mean to laugh." She can barely get the words out. You finally turn around to see that her eyes are tearing up and she's trying to stifle her laughter with a well manicured hand.

You sheepishly start righting all the furniture while half heartedly laughing it off. "Just breaking it in I guess." You position a chair for her and yourself and sit down.

"Woo," Jess wipes her eyes a final times "thanks for that bit of entertainment. In my line of work I often forget how good it feels to laugh."

That makes you feel better, "anytime."

"I'll hold you to that. I don't know if you realize this but I'm going to be your personal agent for as long as you are in this program. I'm going to be making sure you're safe."

"Oh? So that means I'll get to see you often?"

"Well... if you see me often then I wouldn't be doing my job right. I'll be watching you in secret. It's your job to just be as normal as possible and pretend I'm not even here."

Here's an opportunity to flirt with her. You could coyly convince her to risk it and see you anyway. Or you could boldly hit on her. And finally you could just change the subject.