Perry has pretty much been like this from the start. He hasn't had a huge overhaul the way Stan has. Nor has he deviated from how he was initially portrayed like Ivy.I had a play-through the other day and I was thinking about Perry.
Nowadays, Perry is sort of just a drag and a source of low-stakes drama but I'm not clear on what the original vision for Perry might have been. Do people think he was maybe Stan 1.0 and that Eva originally thought that Ian might help Perry improve himself? Or is it just that these games need ugly people for the pretty people to handle?
He's just another one of Ian's friends that the player can help find confidence. For example it is possible for Perry, through the help of Ian, to be in a relationship with both Cherry and Emma at the same time. Which is... unusual to say the least about an AVN where a side character can be with two potential LIs for one of the MCs.