Hi John,
I want to say that I do not disagree with Di for one second, but I did wonder if you wanted to go to the expense of a dedicated portable mp3 player.
There are ways to do what you want, some easy, some fraught with problems, but here goes. You need a cheap USB flash drive. Examples here at
EBuyer. If you are not going to do lots of read/writes to the drive any old USB 2.0 8Gig will do. You will not need to spend much more than a fiver.
The next thing you need is to get your playlists and their files to the USB drive, and that is where the fun starts. Windows Media Player, which you might be using to make your playlists is not ideal becaus it saves playlists in its own format .wpl and they would need to be converted. Let me explain a bit: the legacy industry standards for music and playlist that will play on most systems are mp3, for the music files, and m3u for the playlists. These are the formats you should be using. One of the best and simplest softwares to achieve this in one operation is the free player and media library organiser
Foobar. To do the things you want to do in Foobar is simplicity itself.
When you rip files from your CDs they should be saved as mp3 files. This YouTube video gives a good walk through of what to do as you install
Foobar. Just follow the instructions. Where it speaks of a Lame mp3 encoder you can get it
here.. If using W7 x64 bit you need the second option from the top marked x64. Now, before you start anything else create a folder on your C:\ drive, shall we say C:\MusicRips. When the video speaks about the destination folder for your music rips navigate to the one you just created and all you files, whenever you rip, will go there. This becomes the parent folder. When choosing the destination folder for the music you are ripping the default can always be appended using \Artist or CD name, so C:\MusicRips will eventually become C:\MusicRips\Frank Sinatra or C:\MusicRips\Deano Greatest Hits and so on.
Creating playlists for your USB drive in Foobar. First thing to say is that if you already have a parent folder of music you have already ripped to your hard drive you can add it to Foobar from File>>>Add Folder and from the new window select your existing folder. It might be useful at a later date, but for now just load it - it will be one huge playlist called default. So, you now want to create your own playlist. Let us say that you ripped Frank Sinatra's Greatest Hits to C:\MusicRips\Frank, the list would look something like this:
Track/Duration
1 Strangers in the Night 2:38
2 Summer Wind 2:58
3 It Was A Very Good Year 4:27
4 Somewhere In Your Heart 2:27
5 Forget Domani 2:36
6 Somethin' Stupid (feat. Nancy Sinatra) 2:39
7 That's Life 3:07
8 Tell Her (You Love Her Each Day) 2:41
9 The World We Knew (Over And Over) 2:47
10 When Somebody Loves You 1:55
11 This Town 3:02
12 Softly as I Leave You 2:54
To create a playlist in Foobar do this: File>>>New Playlist, a new tab opens in Foobar. Right click and rename it Frank. To add files to the new playlist keep the tab highlighted and from the menu: File>>>Add Files and in the new window choose the files you want in the playlist - you can add all or be selective. Once the files are in go back to File>>>Save Playlist, but this time navigate to your USB drive and save it there, also as Frank. The playlist is now on the USB drive but it needs the files as well. To do that, right click on the Frank tab and from "Frank" Contents>>>File Operations>>>Copy To.... choose Run from the new window and the files will be copied to USB. The pen is now ready to be played anywhere. If you want to check it in Foobar just click on any file in the list and Foobar will play it on your computer.
I know it all sounds a bit long winded at first, but once you have done it you will find it a breeze, and believe me using WMP is a lot more long winded.