Asks her to get on all fours on the bed while you get naked.

From Create Your Own Story

She nods and climbs on to the bed, while you proceed to take of your clothes. As you pull down your underwear and let your hard cock fly up and slap you in the stomach. The noise from the slap alerts Ashoka and she turn over her head to see what happened. For the first time she sees a dick, and it’s a big one. She looks suprised and scared at the same time, probably not expecting you to be so well equiped.

You say with a smirk "Like what you see?".

She looks up at you and replies "You want that to fit in my butt? There is no way!"

"Well how do you know, unless you have done this before? Anyway do we have any other options, unless you want to do it the ordinary way?"

Ahsoka more than anything want to avoid that. Sure she was a virgin both ways, but one would be leaving a more obvious trace. Also the risk of getting pregnant could arise. Sure they could use a condom right know, but how would it work out during the mission? They may come in situation where that is not an option and she would be forced to take it up the ass anyway. She might as well get used to it right from the start and avoid losing her virginity all together.

"No!" She shouts out, "I can do it, it is just that you are much bigger than I thought"

"Don’t worry, my padawan, we have the force on our side we will let it guide us on this narrow path." you say to calm her.

"Okay master, I will trust in the force! I am ready for the tribunal."

She sits on the edge of the bed on all 4 with her ass pointing right at you. You get into possition and grab her ass and starst to fondle with it, the soft feel of her yet firm plum butt is like a blessing you spread her cheeks apart to see her nice butthole. You take a look at her hole and then at your dick and think: well it is gonna be hard to fit it in there.

You decide to