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Creating Sound File

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I have a Gateway computer and am I running a cable from the back of my computer(blue output next to where you plug in speakers) to a boom box so I can make a soundfile from a cassette tape. The other end of the cable is going into the headphone jack on the boom box. I had no problem doing this before with my old Gateway computer but now I'm running into a problem.
After about 4 or 5 songs the sound coming out of deck 2 sounds muffled.
I tried cleaning this deck but it doesn't help. I ended up purchasing a Panasonic 2 speaker shelve system but it did the same thing after about 5 songs.
The tape isn't bad because it plays fine on deck 1.
I need to know could what I'm doing knock out my tape deck????
I took that shelve system back and bought a $45 cassette player to try but I'm afraid it will do it again. Any suggestions or input????
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