James Blish's novelization of TOS. It still holds up well. The first non canon novel read was "Vulcan!" It was interesting in that they had a politically incorrect but brilliant scientist
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I'm looking forward to the continuation of IDW's TNG: Intelligence Gathering comic series. (I've got the first issue and I REALLY wanna see what happens next!)
Again, as many have said, one of the James Blish adaptations, with a big number on the front cover; I forget which.
The first original ST novel I read was Vonda McIntyre's The Entropy Effect. It was one of the first tie-ins I ever read that wasn't actually an adaptation of something else; I remember thinking "Wow, what cool idea that is. New stories in book form. Someone should write more of these."
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