Harry~

Yours: You always wrote stories for fun if you had spare time. whether on parchment or a cute notebook that you got from a muggle shop. He found it one day and read through it. You started panicking, thinking that you lost it, but at dinner he gave it back with a note in it. "These are really good, you should write for me more often <3 --Harry."

Together: You both often explore the school together on your free periods.

Ron~

Yours: You had brought a sketchbook to Hogwarts and climb up in a tree and draw in your spare time. You would sit in the library some days and after studying, you'd sketch the books. Ron one day found a couple and gave them back to you after complementing them.

Together: You'll go on monthly picnic out by the Black Lake

Draco~

Yours: You would start singing without Draco around, but one time he walked in on you singing and scared you by wrapping his arms around you from behind saying "You sing really well, my angel."

Together: You'll go and stargaze once a month, with the proper permission of course.

Fred~

Yours: You'll either doodle on scratch parchment or do a full on drawing, either way you loved doing it, and so did Fred. He always loved watching you draw and seeing the completed work. He always found it stunning.

Together: You would both sit across from each other and draw what ever came to mind, which usually be each other.

George~

Yours: You had taken dance lessons from your mom and danced in the common room late at night without music. One night George decided to go down there for something and found you humming while doing the waltz and asked if he could join.

Together: You both will sneak off to the Room of Requirement and play muggle games, like mini golf.

Oliver~

Yours: You always loved ballet, if you had the chance to do it, you took it. You were in Oliver's dorm one day and he wasn't there, so you started to do a little dance. Doing turns and little leaps here and there. He walked in on you in the middle of a turn and you, sort of, fell over from being startled.

Together: you would go out to the Quidditch Pitch and relax in each others arms once a month.

Neville~

Yours: You'd love writing stories, making up imaginary lands and unknown creatures. And so did Neville. You would always write him a story and he would appreciate it, he keeps every single one in a shoe box, along with a picture from your first date.

Together: You would wander the school mindlessly if you both had nothing to do. The portraits couldn't wait until your next monthly visit, and neither could you.

A/N: I find Neville's "together" really cute, I don't know why. I also, do the Oliver thing because I do take ballet and I dance around my house, and I might fall down sometimes.