Mhhh, I tried it, but i'm stuck at having to shut down the force supressors, which as far as I know can't happen1) Have max Slut score. (I modded console to give Ahsoka slut score of 999).
2) Talk to her in her cell.
3) If you're stuck at talking to her and keep getting the same "You have nothing to talk about" message, then change her outfits and talk to her
4) Eventually you will have nothing to talk about....
5) go to the clothing menu and select "no clothes" option for any outfit.
6) Go talk to her 2 or 3 times.
7) Profit!!!
Let me know how it goes for you.