2000 tahoe tape deck

[Werewolf]

Turn the tape adapter upside down and try to stick it in that way. Those things only play one way, and if your tape deck's auto reverse isn't working, it'll just eject it. I'm thinking there's something wrong with your tape player, anyway, as I've used adapters in my truck before with no problems.

The other option is (like everybody else has said) an FM transmitter. Not sure if Apple makes one specifically for the iPod or not, but they're pretty popular these days, what with all the different radio accessories out there. Wal Mart probably has one. No guarantees on how well it'll work with the iPod, though.

XM, some time ago, produced an FM modulator that was hardwired into your car. You gave it 12V, and you ran leads between your antenna and your radio, and all you had to do was select the station on your radio. Works *great,* but it was also $50. Definitely higher quality than a wireless modulator *or* the tape adapter, though.