Did you ask her about anal while in the pharmacy and not after being invited upstairs
if yes
Can you send me your save
Check my signature for location
The process I've done so far is:
1. Asked Billy
2. Asked Kelly in the pharmacy at the counter
According to the walkthrough I'm supposed to also ask her again on her coffee break, but no option for that ever comes up. I've also tried various combinations of asking her first, attempting to ask her during the break before asking at the counter, but so far I've made no progress.
I'll send you a save copy shortly.