Coming Out on Top Guide

Start Ian's route and play until you're at the bar with him; pick "I don't want your 'help' anymore".
Amos appear after you talk to a bunch of people.
Accept the ride.
There are four different routes you can go, which will unlock the different CG's. The paths are called erotic, romantic, mean and weird. To get all the CG's and endings you need to stay at one route at a time. Every time you can give four answers you need to choose the one fitting your current path, for the other junctures use polite answers or you will no longer see Amos.
Erotic Path