Tcp(Client - Listener) How Do I Send File

Actually, the key here is: application-layer protocol. If some application requires file-based exchange plus something else (requests, commands, anything), it could be a custom protocol, similar to FTP + something else.
Such protocols always exist, and a common mistake is doing such protocols without realizing that they are actually the application-level protocols.
(See my other comment.)
—SA

Please see my comment above. The problem is fairly simple, so what makes you feel any difficulties?
One hint: better use separate threads for communication, at least two of them on listening side, one listening for new connection, another one reading/writing data to/from network streams...
—SA