Played the update.
I liked how May changed from just being his 'quasi-mom' to be his fuck friend while keeping some mommy feelings. The dialogue showed the transition well. May in a swimsuit (and out of it) is sexy af! She reminds me a bit of Nancy from Eternum (in both looks and demeanor). The music was nice, too.
However... how is April not aware of what's going on? It's not like May is holding back her moans
What I didn't like was the "wait for more clues" journal tip and nothing I did help with that. I went to the library girl; she asks for May's autograph, but that dialogue option never shows up with May. No other character advances May's line or has some link to her until later in the update (both April and Emma). Clicking on her newest painting didn't do anything of the sort as well.
If all I had to do was to sleep and talk to May at some time of the day, please be clearer about that in the journal - like "wait for a few days and talk to May" or something like that.