The only thing Ian has to do is to show interest (or in some cases accept the girl's advances, hi Alison and Holly) because that's what his "right answers" boil down to. Just like Lena, in fact.
		
		
	 
I give you Lena, Holly and maybe Alison, the other 5 options aren't gotten automatically.
- Lena is the easiest since you control her as well (possible to screw up if you let Ian date several girls).
- Holly points require some wit or charisma, though it may be possible to be invited to the book fair just by meeting her as much as possible?
- Alison can be screwed up if you stay with Perry and Cherry, new players don't necessarily overcome the following charisma check.
- Cherry requires 2/3 points which requires remembering a line from her and wit/charisma. Also lust, though it was a bit decreased a while ago? Still, if you don't pull of the one-night-stand, her route is blocked. Also, you are blocked afterwards just by telling her that you are smitten with her.
- Emma requires a high lust check thats difficult to achieve if Ian isn't fucking multiple girls and/or hording the lust levels (which are slightly rarer than the charisma/wits ones).
- Minerva requires to antagonize her and a high charisma/wit check.
- Cindy requires high charisma/wit skills to appease her, its very easy to lose points or end a date with one wrong answer.
- Bad Jess can be very easily pissed multiple ways.