Have you done the beach date with Ayesha already? It's best to look up events in the wiki. At least that's what helped me out a lot with this game.
Viewing post in Love & Sex : Second Base comments
"Having trouble with a possible Ayesha bug. I'm told to get to know her better and her love points is locked at 20 but the progress bar is at 80% and I can't make it go any higher".
First of all this is what was being asked about by the one posting the question. Second of all I'm just posting about my experience but you somehow refuse to believe me and only now come around with the information about the bug being linked to the harem.
Was stuck there too.
To start the beach date: you need to be at 20 LP, on summer, weekend, between 14:00-16:00 o´clock, need to have atleast a bike and you have to call her on phone and ask for a date!
Her next date is quite specific too. You don't have to take her to a cinema date instead you have to meet her when shes at the cinema on her own and than there will be a new "invite to date"-icon for her.