You need the Teacher outfit, then it is a random encounter in the Studio when selecting the outfit:
SHARING WITH ADRIAN
- Complete Ken’s Samantha Route
- Go to the beach on Tuesday and Samantha will be there
- Go to the Mall to find Adrian and Samantha
- Go back to Ken’s house and tell him it is a good idea to invite Adrian
- Visit Adrian in his room and invite him for a swim (this is repeatable and you need to invite Adrian every time)
- Go to the Public Pool
- Go to Samantha’s room
Read the guide 😭