Yo, I might be unable to participate in GSMG today. Net access issues. Gonna do what I can, but I don't have high hopes. You can control Joanna if you need her in action, just don't get her in too much trouble.
Just roll 2d6 and then modify the result based on the Ranking of the stat for that mamono. On rolls 10-12, they ace the training and gain double. 1-3, they fail it. Stat mods: S: +3 A: +2 B: +1 C: 0 D: -1 E: -2
Problems with your starter for TUP:
1) Too much control.over outside characters.
2) Too much self-induced plot. Backstory is fine, but don't try to be the one telling the current story. That's my job.
3) I'm not sure you understand how it is to enter the underplanes in game. You are in complete control. If the split personality is separate, specify that in your character sheet.
4) Your character sheet is grammar hell. I'm not sure what is even happening there.
Your talents are accurate, but I'm not seeing your wielder aptitudes. You get a number of them for free at character creation. Also, you really don't need the full descriptions of the powers on your sheet since I reference those from the character creation anyway.
RE: Your DG character: You're short a Talent. Taking Kama Sutra via Natural Succubus doesn't cost an additional Talent, the Natural Talents are just supposed to represent a barrier preventing people from easily taking more than one Talent from a class other than their own. You also didn't calculate your pleasure damage accurately.