Don't get an iPhone. Apple's robbing you of money. Assuming you have Verizon, this is my recommendation for you.
Small phone: Motorola Droid Mini. 4.3 inch screen size, $29.99 with a 2 year contract, 16GB. No bloatware and all of the cool features on the Moto X. Qi Wireless Charging. Android 4.4 KitKat.
Medium phone: Motorola Moto X. 4.7 inch screen size, 1 cent with a 2 year contract, 16GB or $50.01 with a 2 year contract, 32GB. Curved back. Android 4.4.2 KitKat. (My phone!!!)
Large phone: Motorola Droid MAXX. 5.0 inch screen size, $99.99 with a 2 year contract, 32GB. Same features as the Moto X. Wireless Charging. Android 4.4.2 KitKat.
Phablet: Samsung Galaxy Note III. 5.7 inch screen size, $199.99 with a 2 year contract, 32GB. It's Samsung, so there's tons of bloatware, but Samsung provides a tool to remove it if you want. Android 4.4.2 KitKat.