Should I trade my 97 GT for this 99 GT?

I think you made the right decision. I like the 99+ body style if they're done up right, but the 94-98 are sexy yet mean look looking at the same time.

It also seems to be very hard to find a clean 96-98 GT or Cobra, at least around where I live. I'd almost say it's easier to find a nice, non-beaten on foxbody
 
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it all comes down to what makes you happy, not everyone else. your car is def clean, extremely clean. i can totally relate to what you are saying about having to drive something that nice daily and worry about weather, dirt, idiots, etc. my GT stays in the garage and my 205k explorer takes the day-to-day abuse.

aside from the hood not being painted and the interior needing a vacuum, the 99 looks like a very very clean car. i would LOVE to have it as a DD. IMO, i think it got way to much flak on here. nothing wrong with a clean yellow GT.
 
I'd say stick with the 97'. You have something nice there and as someone else mentioned clean SN-95's are harder to find.

I don't think there's anything wrong with a yellow Stang either.

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Glad to hear that you kept your car man because it looks brand spanking new I know I have said that before but I had to say it again...Also there is nothing wrong with a yellow Stang imo.
Also not everyone cares about performance these days and when they see a clean car like yours they will prob appreciate it a lot more than a motorhead would...