I have owned dozens of Chevy trucks ranging from 1955 to 1983, and honestly, I have regretted selling every one of them. Sounds corny, but I love all my trucks, even the beaters.
If I made a list of all the musclecars I've owned and sold, it would make me just as regretful. '69 Camaro Z/28s, 66-67 SS Novas, early GTOs,....