I am using these two programs to communicate between two of my computers, one that I am ssh\'d into and I am not returning anything on either side. It just runs without send
The problem is in the address of your client:
SERVER_IP = '127.0.0.1'
You are connecting to the local machine and sending data, while your server is sitting on a different ip. You need to connect to either the servers ip or hostname.
You can verify this by making the client connect first (and fail if it cant)
...
import time
mySocket = socket( AF_INET, SOCK_DGRAM )
mySocket.connect((SERVER_IP,PORT_NUMBER))
while True:
mySocket.send('cool')
time.sleep(.5)
Update from comments
Because you are on a wifi connection, that implies that both these machine are on the local network. You need to find the LAN ip address of the server, to specify it as the target.
Command-line approach to finding your IP
ifconfigipconfig /all