If it gets blocked, it's the first training to prevent it from happening without doing that, so do the 4 Ochako training sessions to avoid any problems.
I trained with the girl 4 times, and after I did it, she gave me the first massage right away, even though I didn't want it, then the duty told me to do it two more times until the girl sent a message, but when I got there, the massage option was locked and I couldn't leave the room, everything was locked.
I used Google translate, I might have written it wrong
You wrote it correctly, bro, don't worry. You had the exact same issue than me, if you already did the 4 training sessions with Ochako, don't do another one, just enter the Training Ground and go directly to the chairs, without touching Ochako, touch the chairs in the bottom and the option will appear!