This is going to sound crazy but, way back around 1983 I purchased a red 1968 SS/RS Camaro at the Carlisle swap meet; I paid $8,000 for it back then and sunk quite a bit into it. I held onto the car, using it as my daily driver, for approximately 6 years before I sold it.
I went through a few cars before I ran into the guy I sold the car to, sometime around 1993; I asked about the car and he told me it was now in Florida and for sale. Like an idiot I went to Florida and bought the car back; the owner had taken the car apart and threw some good parts away but, I guess the sentimental value was too much and I bought it anyway.
I put the car back together and enjoyed it for another 4 years before my wife and I bought our first house and we needed money for stuff, so I sold the car again.
I always thought I'd get another collector car when we got settled and our finances permitted but, as we all know, the collector car market took off and I could not afford the cars that I would have wanted; hell I couldn't afford the Camaro I just sold the way the market was going.
Anyway, I "settled" for a factory black 1969 L46 Corvette that is equipped with all of it's original mechanical components minus the smog equipment. I have owned this car for 3 years (I think, getting old sucks) and did some things to it including re-doing the interior.
Today, just for the heck of it, I was browsing the internet looking at Camaros and what did I find; my old Camaro for sale.

I sent an email to the seller to see if it was, in fact, my old car and sure enough it is and the guy who I sold it to still owns it. I asked if he'd be interested in a trade for my Corvette but, he isn't interested in trades.
The reason for the long post is this; I am looking for some advice from you guys. Do I try and sell my Corvette so I can buy the Camaro back for the third time or do I keep the 'Vette?
The Camaro isn't even close to being original but, it has the look that I always loved and my wife misses the car. On the flip side, the Corvette is rare, being a factory black car and has all of it's born with components so I am sure that it would hold it's value better than the Camaro.
This is all based upon the notion that I could even sell the Corvette in time to make the purchase; for all I know the Camaro could be long gone by the time the Corvette sells and then I'm out the Camaro and the Corvette.
Any advice would be greatly appreciated.