Yay. Another headcanon moment.
Ashley: Sir, permission to speak?
Shepard: Always. Hit me.
Ashley: Before, you said that you knees how I felt? When we talked about General Williams.
Shepard: Oh, that...
Ashley: You don't have to talk about it if its-
Shepard: Nah. You talked about your family. Only fair that I tell about mine, right?
Ashley: I guess.
Shepard: Well, for the first few years I was raised by my mother alone. I didn't know who my father was at this point. He didn't come into the equation until I was five, married my mother when I was about six.
Ashley: So you're a bit of a bastard then.
Shepard: *amused glance.*
Ashley: Sorry, that was uncalled for.
Shepard: I didn't say that.
Ashley: can I ask -?
Shepard: Why no dad?
Ashley: Yeah.
Shepard: It wasn't entirely his fault. He had been a prisoner from the First contact war.
Ashley: Was he a young guy when he fought?
Shepard: No, he's and mum are about a decade apart. she was 17 he was near 29. He got captured by the Turians and spent five years in a prison.
Ashley: I still don't understand why you said you know how I felt.
Shepard: My father was a um, he is a good man. A great father, but on the battlefield - by god, he's got a reputation that dwarves mine.
Ashley: Is he still in the Military?
Shepard: The day he dies is the day he retires.
Ashley: Sounds like my first CO.
Shepard: Yeah? And who is that?
Ashley: I don't think you'd know him, but you may have heard of him. He was a lieutenant Commander back then, an Admiral now. Admiral Malcolm Kaine.
Sheaprd: ...
Ashley: The Iron Kaine... ?
Shepard: Yeah, I heard of him... Oh boy have I heard of him.
Ashley: You know him?
Shepard: Yeah, you could say that.
Ashley: Sounds personal.
Shepard: Yeah. You could say that too.
Ashley: Git a grudge against him or something?
Shepard: 'Not' that kind of personal.
Ashley: What? You're not about to tell me he's your father are youl *starts to laugh* Cause that'd be ridiculous!
Shepard: ... *silent*
Ashley: You're not actually his son.. right? Cause Kaine doesn't have a son... does he?
Shepard: *walks away with a smirk*
Ashley: You aren't are you?!
Shepard: * Smirk grows bigger*
Ashley: Your just yanking my chain now aren't you?
Shepard: Maybe.
Ashley: That's not a confirmation!
Shepard: Not a denial either.
Ashley: So are you Kai-
Shepard: Good night chief.

Ashley: ... The Iron Kaine as his dad? that's not a very funny joke, Skipper...