Here's mine: http://www.imcdb.org/movie.php?id=161220 (Judging by the fact that it's the first comment by me on a movie contributed by myself.)

I think my first contribution was this (in March 2006).

http://www.imcdb.org/movie.php?id=26259

My first contribution as an admin was this I think (July 2006):

http://www.imcdb.org/movie.php?id=13025

Hello, all.

My first upload was http://imcdb.org/vehicle_598145.html on the 21st of May 2013 and the car is still uninditified.

And this is my first contribution to the IMCDb forum.

The first vehicle I personally uploaded appears to be the 1959 Ford Country Squire in "The Bellboy" on May 21, 2006, three days after my 18th birthday:

http://imcdb.org/vehicle_34260-Ford-Country-Squire-71G-1959.html

My first movie.
Still one vehicle unknown...
http://www.imcdb.org/movie_105851-Xia-dao-Gao-Fei.html

First pic sent in September 2006 via forum:
http://www.imcdb.org/vehicle_56038-Audi-A4-Typ-8D-1999.html

My first movie page was an old animated short movie at Colonel Heeza Liar at the Bat, Short Movie, 1915, but they are all at the comment page

But, my first successfully validated page was Bubbles, Short Movie, 1922 and now you know my rest of history

Still working on it.

This http://www.imcdb.org/movie_22279-Private-Lives.html in 2007, wildly guessing 1931 Studebaker Roadster. Still unknown.

I think this was the first one that I did:
http://www.imcdb.org/vehicle_293840-GMC-Jimmy-1983.html

Still working on that series (One more season left!)

Definitely have learned alot since then!