The Blowjob Queen, Insertion Queen and Titjob trophies are awarded just like Boob Tease and Ass Tease. You need to have a scene where the event happens. This will give a girl one point each time you see a scene with her doing the described action. This will change who is the leader in the trophy for the week and for all time. All time awards are on the top level, while weekly trophies are on the bottom and change a lot.
Aly is the one who cares about the trophies the most, and you need for a quest. What Bantry is saying is, Aly can't earn the blowjob or insertion trophy because she doesn't have those scenes. She can still earn Boob Tease with fondling and flashing.