Okay... I played this game way more than I'd like to admit and I figured I would share how to have consensual sex with Woomy. (at least the way I was able to do it)
Day 1
My Room (Daytime):
*Research x2
Work Out
Massage Shop > 180 Minute course
Massage Room:
Music > any option
Chit Chat > all options except 'Talk about core topic'
Romance
*Fashion > any option
*Battle > tease
Ask for Date (only works if she's in a good mood) > all but 3rd option
Exchange Contacts (I don't think this option is necessary)
Massage me
! Do not choose Sexy, *Films, or *Science, Woomy does not like these topics !
*Only available through 'Research'
Squid Café:
Foodie > any option
Part-time > any option
My Room (Nighttime):
Work Out
Rest
Day 2
My Room and Massage Shop:
Repeat Day 1
! Make sure you have the 'Fashion' option. If you don't see it, reload your save and keep doing research until you have it. Also make sure you use it before select Invite to your home !
(If you use the 'Fashion' option for a second time, the options will be different, but it doesn't matter which option you choose.)
Squid Café:
Invite to your home > Fashion (you have to be friends otherwise it won't work)
My Room Pt. 2:
Just select "Do It' and you can have sex with her.
Notes:
This part of the game is pretty buggy.
Once you select 'Do it', you are unable to continue the game because the 'Have her leave' option becomes unavailable.
The 'I want to be teased' (cowgirl) option does not work.
Once you select 'Ending sex', the 'piston' (sex) option becomes unavailable. You can still finger, rub, kiss and insert (only if you're hard) though.
If you have any questions, feel free to ask me!