Well, I can't remember exactly the first one since I basically grew up in a Dodge dealership in the early 80s. But I am pretty sure the first one was a 1 page brochure that my dad brought home for a red/silver Daytona Turbo Z in 1984. Then while standing at my bustop for 6th grade or something, my dad flies by in a 84 Silver/Black Daytona Turbo. That is the car that I am forever searching for on this planet - if I ever find it I will buy it.
After that, I seem to have a 85 Silver 600 ES Vert with pizza rims that was on the showroom floor stuck in my memory. I loved those hood louvres. Then I became obsessed with Shelby Chargers.
Then there was the 1991 Stealth R/T TT that made all TM's obsolete in my mind at the time. I want that car too.
I learned to drive stick on a 84 Mink Brown / Black Daytona Turbo that my dad loaned me in 1988. But the first TM that I bought was a 84 Chrysler Laser XE, manual. In hindsight, I regret selling that car, it was in such great condition. It just didn't occur to me at the time. Sold it for $1200 in 1994. Still have pics though...