Here is a noob's attempt at a GUI wrapper for Monero Simplewallet.
https://github.com/canonsburg/MxNero
You need to install Windows .Net Framework 4.5 (https://www.microsoft.com/en-ca/download/details.aspx?id=30653)
1. Startup screen
2. Select wallet.keys file
3. Enter Password
4. Let wallet sync
5. Account Balance
6. Enter Sending Address, amount, mixin
7. Send!
The executable is located at https://github.com/canonsburg/MxNero/tree/master/WpfApplication2/bin/Release/Framework4.5\WpfApplication2.exe
I've only tested this on my own computer so it may not work for all computers.
This is purely experimental. Use at your own discretion. I take no responsibility for lost funds.