Yeah I got sick of all of the vagueness and just used the cheat menu's school boy sex. I counted 45 times.
.... fourty five ....
And, ya know, despite this game being about gradually changing Sam into a slut, if you start as exhibitionist and rush her to bimbo + slut + succubus + numb, you seem to get some scenes that would theoretically be impossible to get unless you choose to not progress the story and just grind the bar/school/beach before doing the story.
The game just isn't long enough to "gradually" change Sam. You gotta grind day after day of 90% whoring and 10% slutting.
But if anyone wants to get it the hard way, rush sleeplessness/succubus immediately, become an alcoholic, and ride the bus all day.