I don't like it either. Makes you choose between lore or making sure Jared doesn't get any Ws. Bad place to put a branch like that - seems like they just had to find somewhere to stick a choice.
Goddammit you're right... I forgot until I played it again that it was fucking j*red *phtew* gross... I hate that the first time I played I let him bang me as a girl... I didn't realize he was even a main character, let alone such a shithead.