Here is my dilemma...it's about my room?

my room is currently pretty messy.I have a small closet with a long cedar chest underneath it. I have my shoes on top of the cedar chest and my long sleeved shirts and short sleeved shirts in the closet. I have my unmentionables in a drawer and have my summer clothing, (shorts and tanktops) in at least 2 drawers, pajamas in 2-3 drawers, work clothes in a drawer. I have too much clothes that either can be gotten rid of (mostly summer clothes) but everything is cute or has been given to me by a certain someone or from an event. I have a Chilly Willy shirt, which I know is a little juvenille but I think it's cute. I have 8-10 pairs of jeans and some black pants with a stripe down the side. I have scrapbooking items, books, shoes, (some I do not wear I admit) knick knacks, old gift cards that I have either used up or have a tiny amount on...I have a closet, 2 dressers, I hang my items on the back of my bedroom door. My problem is that I have problem letting go of items. Please give advice