Why can't i get a first star? What should i do exactly? 

I go to the beach, i put lotion on Anna. I pretend i sleep at the night, cum and then she's all "What how i done? Oh nooo"

I did something wrong and it cant be helped?

I started a new game and still it doesn't work, i cant get first star. Do i need her to have more than two hearts?

for the first stat
day1 you have to win competion
day2 go to unwind -> relax under the sun -> take picture of my milf -> go home -> stay sleep

I think you really should have more than 2 hearts, she's not completely open with you until she has 4 or more hearts