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(5 edits)

Here's the step by step:

1. You have to progress Gabriel's Photography Questline first until he asks you to find a new model to take pictures of

2. Tell Kate that you want to take a picture of her and she'll asks for $500 per picture. Accept her terms and go to her Room on Thursday

3. Go to her Room, ask her where she get the dress from and take a picture of her ( Tell her that she is cute )

4. Go to the Park, Bar and Beach on Thursday ( once a week ) to meet Kate on those places and choose the dialogue carefully ( Be a good friend ).

       Park : "A friend of mine lives nearby" > "Scared as fuck" > "You can't run away from everything" > "Want me to drive you home?" 

       Bar : "Just want to have a drink" > "Depends on my mood" > "My family is very supportive"

       Beach : "Nice bikini" > "Want to swim and relax" > "You're cute, loveable and hardworking" > "Sounds fun, I'm in"

5. Go to her Room again and finally take a picture of her ( Without spending any money )

6. Go to the Store inside the Mall and she'll asks you if you want to hang out again and say yes to her

7. Go to her Room on any day and she'll tell you that you two have known each other before and she has feelings for you for a long time. Kiss her and have sex with her. The next day you visit her Room you will be able to unlock Kate's Ending

(+4)(-1)

I think OP is trying to ask how to solve the grandparent problem Kate has to actually progress Kate ending.