If I understand correctly, you're recording in Audacity and then using Audacity to play your recordings back.
If you want to listen to multiple recordings in sequence (as on a CD), then export your individual Audacity tracks to WAV or MP3 files, and group the sound files in a folder.
Then you can use the majority of media players to set up a 'playlist' of your files, so they roll through automatically.
The free, open-source VLC Media Player is particularly good at doing this for audio files.
Kym
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