Why do I possibly need a bigger case?

WEARING ONTO PLANE:
Money belt; Passport; Wallet; cash, credit card and ATM card
Soloman shoes; pair of socks; Shoe inserts; Crop top & panties; Skivvy; Pants with zip-off legs; Long-sleeved shirt

IN CAMELPACK (Carry on):
Plane tickets; Three copies of passport page; Email addresses/webpages; Travel insurance details; Combination Pad lock; Business cards; International phone card

Toilet paper; Facecloth; soap, toothbrush, toothpaste, deodorant, ear plugs; Moisturizer; Lipstick; Eye pencil; Period pain tables; Sanitary Pads; Lip balm

Camera; 2 x extra memory cards for camera; Camera cable; Camera charger; Wristwatch; Mobile phone; GPS watch; GPS watch cradle & cord; Battery operated charger for GPS watch & phone; MP3 player & earphones; Skype headset; Memory sticks; Torch; Sunglasses; Reading glasses; Maps; Killerdoko; Spanish dictionary; Pen, small notebook; cup

Rain jacket; White jacket; Running shorts; Running shirt; Beanie; pair of socks; Skins; Underwear

IN SUITCASE (Check in):
Bladder for Camelpack; Cable ties; Photocopies of passport etc. (photo & data page); Souvenir list; Postcard list/labels; Sleeping bag; Silk sleeping bag liner; Binoculars; Maglight; Pocket knife; Umbrella; Heavy duty rubbish bags; Spoon; Books – Kokoda; Ecuador guidebook; Glue stick; Large envelopes; Gifts; Batteries for charger and bathroom light; Mobile phone charger; Brush for cleaning shoes

Toilet paper; Inflatable hangers; Towel; Toilet kit: soap, shampoo, ear plugs, hand sanitizer, dental floss, nail clippers, sanitary pads; face wash; Sards soap; Sink stopper; Rubber door stop

Sewing kit (cotton, needles, buttons); Safety pins; Cloth tape; Nylon cord

Gu-s; Hospital-grade food supplement; Cough and throat drops; Anti-inflammatory; Imodium; Paracetamol; Aspirin; Topical antibacterial ointment; Anti-itch - mechanical device; Sunscreen SPF 30; Insect repellent; Alcohol swabs; Band-Aids for blisters; Bandages; Scissors; Tweezers; Water purifying tables; Eye drops

Running shoes; Thongs; Reef shoes; Hat; Gloves synthetic or wool; 5 pairs running socks; 1 pair sleeping socks; Lightweight shirt; Pants with zip-off legs; Long-sleeved shirt; Underwear; Light scarf; Nighty; Fleece, short-sleeved