How do I delete songs from my ipod from a usb port on a computer?

Run Leawo iTransfer and connect iPod to computer with the USB cable. The software will automatically detect your iPod and show your iPod libraries in the left sidebar.

2. Click "Music" and the songs will display in the right part of the window. Click the transfer button (right arrow in a dark blue rectangle) to extract all the songs from iPod. Or hold "Ctrl" key and click to choose songs, and then right-click the chosen songs to "Transfer to > My Computer".

3. After choosing files, the dialog of transfer settings will pop up. Check "Transfer to List: iTunes" and "Save to Folder", and then click the "Change" button to choose a folder on your computer to save the songs. Click "Transfer Now" at the right bottom of the dialog to start extracting music from iPod.

4. When the transfer process is going on, please don't disconnect the iPod. The dialog of transfer process will show up and a progress bar will show you the percentage of the process. You'll get the music files in the target folder and iTunes Music Library.

And if you need to transfer music between iPods, then you can check out this article:https://www.leawo.org/tutorial/how-to-transfer-music-from-old-ipod-to-new-ipod.html?=1400

First plug your i-pod 1st generation into my usb port on your computer.
Then download and install Sharepod. when the it appears right click the selected song and delete it, in the main menu