Bill: he love taking you to the quarry because it's his favorite spot to relax and take his mind off of thing. And sometime y'all have a little picnic and y'all talk about life and how life is.
Stan: the wood he would sometime take you to his favorite spot in the woods to bird watch and y'all would talk about different kinds of birds.
Eddie:the park he would plan little picnics for you and him with all your favorite food and you would bring his favorite drink and y'all would just talk and he would rant to you about his mom.
Richie: the arcade he try to show off his street fighter moves you try and beat him. Obviously you beat him you buy him ice cream after to make him feel better.
Beverly: in your room your parent think y'all are just close friends very very close so they don't care where y'all hangout but you and her prefer to be in your room cause it just the two of y'all and your parent her hardly home.
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IT Preferences and images
FanfictionI may add smut but idk yet let me know if I should there is some of the cast in this and images of the cast hope you enjoy