Hey Cyber3d,
Just joined the forums to help with your video issue. The reason the "black bars" are happening on your video has nothing to do with ripping. It has everything to do with converting your videos at the wrong aspect ratio.
In short, fullscreen televisions shows (not widescreen) are in a 4:3 format. The ratio is 4 "parts" horizontal by 3 "parts" vertical. Thus, 640x480 is indeed a 4:3 ratio. For standard widescreen shows, the ratio is 16:9. Thus, a proper aspect ratio for traditional widescreen videos would be 640x360. However, a lot of video players (standalone, mobile, iPod, etc.) prefer the encode to be in divisions of 16. 640 is divisible by 16, but 360 is not. Therefore, for most traditional encoders, a very close 640x352 is used. You'd only be losing 8 lines of vertical resolution, and your eyes really aren't going to see the difference on a phone or iPod. I'd start encoding them at 640x352 for "traditional" widescreen material.
However, if you've got other anamorphic widescreen material, you may need to shift the encode to 640x272 in order to get the right aspect ratio to show up on your device.
There is a myriad of technical jargon that makes "why" all of this is necessary, but in layman's terms, what you've done is made a video 620x480 (I think you were meaning 720x480, which is DVD MPEG-2 video widscreen standard, but even that's not technically correct... in anamorphic terms, the actual specs are around 853x480... but don't worry about that... dvd players resize the material appropriately for tv display), and when your device is resizing the video to play on your device, it is fitting the video vertically so that the top and bottom of the screen "touch" the outer edges of the screen, but in order to view it in the correct aspect ratio, it "pushes" the horizontal portions of your encodes inward to compensate. Thus, your black borders appear.
I hope this has been somewhat helpful. As DroidMark mentioned, Handbrake does a very good job at resizing your videos to an appropriate aspect ratio playable by your device. Give it a shot, it's free, and a very high-quality converter.... (actually using it to do some encoding right now). It's very user friendly, and if you follow the "iPod Legacy" settings in the built-in "LEGACY" presets, you're sure to get results your Droid will gladly accept.
I hope this helps at least a little bit.
Good luck!