Changing it up a bit,
Thirty MINUTE Challenge!

Letters;
Day 1-Your bestfriend
Day 2- Your Crush
Day 3- Your Parent
Day 4- Your Sibling (Or Close Relative)
Day 5 - Your Dreams.
Day 6 - A Stranger.
Day 7 - Your Ex-Boyfriend/Girlfriend/Love/Crush
Day 8 - Your Favorite Internet Friend.
Day 9 - Someone You Wish You Could Meet.
Day 10 - Someone You Don't Talk Too As Much As You'd Like To.
Day 11 - A Deceased Person You Wish You Could Talk To.
Day 12 - The Person You Hate Most/Cause You Alot Of Pain.
Day 13 - Someone You Wish Could Forgive You
Day 14 - Someone You've Drifted Away From.
Day 15 - The Person You Miss The Most.
Day 16 - Someone That's Not In Your State/Country.
Day 17 - Someone From Your Childhood.
Day 18 - The Person That You Wish You Could Be.
Day 19 - Someone That Pesters Your Mind. (Good Or Bad.)
Day 20 - The One That Broke Your Heart The Hardest.
Day 21 - Someone You Judged By Their First Impression.
Day 22 - Someone You Want Too Give A Second Chance Too.
Day 23 - The Last Person You Kissed.
Day 24 - The Person That Gave You Your Favorite Memory.
Day 25 - The Person You Know That Is Going Through The Worst Of Times.
Day 26 - The Last Person You Made A Pinky Promise Too.
Day 27 - The Friendliest Person You Knew For Only One Day.
Day 28 - Someone That Changed Your Life.
Day 29 - The Person That You Want Too Tell Everything Too, But Too Afraid Too.

Day 30 - Your Reflection In The Mirror.
  Dear anthony,
I know things are really tough on you, i wish it wasnt like that. I know im your little sister and you think i know nothing and blah blah blah. but i care about ya. And i can see how depressed you are. Trust me, everything will be ohk. just trust. try to be happy. you are an awesome person who is UNBELIEVABLY hilariousss and has a great personality, you just gotta put yourself out there for the right girl. it will come, but you gotta get over your anxiety to make that happen. and put yourself out there. i would hate to seee anything happen to you since you are my brother so just hand in there brother.