Set up a shared folder that you can drop files into on the remote machine - unfortunately how you do this varies between OSs and even between versions of OS in some cases. Then you need to validate the other computer - again this varies.
For Windows 7, (As I am on Linux this is from memory), -
- You need to go into network and sharing centre by right clicking on the network icon on the task bar,
- ensure that the network that you are on is set to either Home or Work - not Public,
- turn on folder sharing,
- select the folders that you would like to share - a lot of people have an outgoing and incoming folder as it makes things easier to keep track of.
- You may also have to specify the individual folders as shared by right clicking on them in file explorer.
You could also consider buying a wi-fi network storage device, this will give you a lot of additional storage that can be shared between computers and act as a back-up in case of problems. You can either get a Wi-Fi enabled device which has its own WiFi or you can connect a network drive to your router. In most places they are now very reasonably priced and usually come with good set-up instructions.
One of the easiest methods is to use a system such as Google Drive that is cross platform and does not require the computers to be co-located. Then if you wish to transfer a file you just drop it into the Google Drive folder. There are many other services that offer the same functionality but keep in mind that you are sharing via the internet so there are possible security issues but there are some with opening up a shared folder on your machine anyway.