Originally Posted by fuck me fred

Nice attempt at a recovery, but no straight man would admit to wanting to see Madonna naked, regardless of the room.

I think the reason his lyrics always seem like something a 14 year old would write, is because his refusal to accept his homosexuality has stunted his emotional growth.
I remember one of his tales of big rock star excess included making forts with the guys from Manson and watching all the Alien movies. There were possibly narcotics involved, but it's still adorable.

Gay angst makes songs like "Sin" all the more potent. I can see an 18 year old Trent falling in love with some older guy despite the horror & shame his faggy feelings cause him, offering up his virgin farm boy ass for the first time and afterwards being dumped before the cum has even had a chance to dribble back out. That's what "Sin" means to me, although I was 14 not 18.

In this gay context the mysterious relationships with Tori Amos and Courtney Love and how it's questionable whether any sex took place suddenly make sense. It could have been good hag vs. bad hag.
Trent was lonely and desperate for a friend. Both women were drawn to his vulnerability and ended up falling in love with him. But poor Trent wasn't interested in a physical relationship; he just liked spending time with gay icons. Tori was understanding so they became friends.
Courtney likely went into predator mode, continued to come on way too strong (like she did with Roz, Kurt & Edward) and refused to accept that he had no interest in fucking her, dating her, probably even knowing her at this point. And eventually she turned on him because of that.

I hope he comes out, fucks around for a brief and carefree period, but then falls in love with some awesome 22 year old who appreciates him for the lovely fucking geek his is, and they live happily ever after. And being in love for the first time inspires songwriting maturity and he starts releasing cool fucked-up Bacharacheseque albums.