Chapter 1 her
Jenny was different, less fragile and rather pretty. He found it amusing when she went babbling on about how his TARDIS was a little to undomesticated or how rude she was when she said that.
But today he tried to impress her by cleaning and attempting to cook, she walked through the door and smiled "look at you all domestic" Jenny sounded surprised and quite impressed and giggled when he smiled to himself rather proudly. "What's made you laugh anything I know about" Jenny shook her head and just smiled at him, literally making his hearts skip several beats.
After he almost died by Jenny's smile she had left the room and made her way to the control room, where she sat on the bars around the room, staring endlessly into space. He decided to speak up "you know Jenny if you want to stare into space I can always push you out the doors" she snapped out of it and hit his arm lightly and he pretended to be in pain rolling on the floor. Pulling her with him she landed on top of him and the Master looked up and she met his eyes then stood up and walked away. He almost kissed her and he was going to and the master knew how.
Titanic. Take her to watch it sink then she cries and he comforts her then she looks into his eyes and he kisses her. Not a bad plan and he always gets what he wants he's the Master.